The pseudoalkaloid diterpene Taxol® (paclitaxel) emerged as a best-selling anti-cancer drug in the mid-1990s.  The compound attracted considerable interest because of its unique mechanism to stabilize microtubules, thus reducing dynamicity and ultimately promoting mitotic arrest.  Taxol was originally isolated from members of the genus Taxus.  Over the last 50 years, close to 600 metabolites with taxane scaffolds were isolated from various Taxus species and their structures reported.  The Yew Genomics Resource provides an overview of the known chemical diversity of taxanes, with an emphasis on the functionalization of diterpene scaffolds.  A more comprehensive assessment of the field is available in a recently published review article in Phytochemistry (LINK TO BE PROVIDED SOON).  

The term taxane is used for a large and diverse class of metabolites originally isolated from members of the genus Taxus (yews).  Structures of taxanes can be classified as belonging to one of eleven types based on the arrangement of their fused ring systems (Table 1).

Table 1. Classification of taxane ring systems.
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Type
 Ring System Common Name
Count
 Skeleton with Carbon Chain Numbering
__________________________________________________________________________________________________________________________________
 I
 6/8/6  Normal 6/8/6 taxanes
 349
II
 5/7/6 11(15→1)Abeotaxanes
127
III
 5/6/6 11(15→1),11(10→9)Diabeotaxanes
12
IV
 6/10/6 2(3→20)Abeotaxanes
35
V
 6/5/5/6 3,11-Cyclotaxanes
26
VI
 6/8/6/6 14,20-Cyclotaxanes
1
VII
 6/5/5/5/6 3,11:12,20-Dicyclotaxanes
4
VIII
 6/5/5/4/6 3,11:4,12-Dicyclotaxanes
1
IX
 5/5/4/6/6/6 3,11:4,12:14,20-Tricyclotaxanes
1
X
 6/12 3,8-Secotaxanes
35
XI
 8/6 11,12-Secotaxanes
1
_________________________________________________________________________________________________________________________________

The term taxane is used for a large and diverse class of metabolites originally isolated from members of the genus Taxus (yews). Taxoids are derivatives of Taxol and are therefore a smaller group within the taxane class, but the term is sometimes used synonymously with ‘taxanes’. A searchable listing of taxane structures isolated from members of the genus Taxus is provided in twentyfour tables below. Please note that, to ensure consistency throughout, we have adopted a unified nomenclature for taxanes that may differ from the trivial names given in the original papers. The Spektraris records mentioned in the tables below refer to a database of nuclear magnetic resonance (NMR) spectra of all known taxanes (plus roughly 21,000 other spectral records of plant natural products) (http://langelabtools.wsu.edu/nmr). The data tables are followed by an extensive list of references.
Table 2. Group I.1. 6/8/6-Taxanes. Neutral taxa-4(20),11-dienes.
__________________________________________________________________________________________________________________

A a b

Abbreviations:
OAc, O-acetyl
OBz, O-benzoyl 
OGlc, O-β-D-glucopyranosyl
 
Symbols:
=O, ketone functional group
 _________________________________________________________________________________________________________________
 
Compound Molecular  Monoisotopic Core R1 R2 R3 R4 R5 R6 R7 Spektraris Plant References
  Formula Mass   C-1 C-2 C-5 C-7 C-9 C-10 C-13 Record Source(s)  
 ______________________________________________________________________________________________________________________________________________________________________________________
                           
Taxa-4(20),11-dienes with hydroxyl functional groups
5α,9α,10β,13α-Tetrahydroxytaxa- C20H32O4 336.2301 A H H OH H OH OH OH 939 T. baccata Chan et al. (1966); 
     4(20),11-diene                          
Taxa-4(20),11-dienes with hydroxyl, O-acetyl, and/or O-glucosyl functional groups
2-​Deacetoxy-​5-​decinnamoyltaxinine J C26H38O9 494.2516 A H H OH H H OAc OAc 69 T. yunnanensis; Chen et al. (1994a)
                        T. baccata; Barboni et al. (1995a)
                        T. wallichiana Viterbo et al. (1997)
9α,10β-Diacetoxytaxa-4(20),11-diene- C24H36O6 420.2512 A H  H  OH  H  OAc  OAc  OH 3259 T. baccata Della Casa de Mercano and Halsall 
     5α,13α-diol                         (1969)
10β,13α-Diacetoxy-taxa-4(20),11-diene C24H36O6 420.2512 A H H OH H OH OAc OAc 3391 T. canadensis Zhang et al. (2012a)
     5α,9α-diol                          
5α,13α-Diacetoxytaxa-4(20),11-diene- C24H36O6 420.2512 A H H OAc H OH OH OAc 75 T. cuspidata Shi et al. (2001)
     9α,10β-diol                          
9α,10β,13α-Triacetoxytaxa-4(20),11- C26H38O7 462.2618 A H H OH H OAc OAc OAc 48 T. mairei Yang et al. (1996)
     dien-5α-ol                          
Taxusin C28H40O8 504.2723 A H H OAc H OAc OAc OAc 17 T. baccata Della Casa de Mercano and Halsall 
                          (1969)
9α,10β-Diacetoxy-5α-(β-D-glucopyranosyl) C30H46O11 582.3040 A H H OGlc H OAc OAc OH 63 T. canadensis Shi et al. (2003a)
     taxa-4(20),11-dien-13α-ol                          
Decinnamoyl-1-hydroxytaxinine J C30H42O12 594.2676 A H H OH OAc OAc OAc OAc 70 T. baccata Barboni et al. (1995a)
7β-Acetoxytaxusin C30H42O10 562.2778 A H H OAc OAc OAc OAc OAc 3362 T. baccata Della Casa de Mercano and Halsall 
     (5α,7β,9α,10β,13α-pentaacetoxytaxa-                         (1969)
     4(20),11-diene)                       T. globosa Guerrero et al. (2000)
7β,9α,10β-Triacetoxy-13α-hydroxy-5α-O-β- C32H48O13 640.3095 A H H OGlc OAc OAc OAc OH 3390 T. mairei Sun et al. (2015)
     (D-glucopyranosyl)taxa-4(20),11-diene                          
10β,13α-Diacetoxytaxa-4(20),11-diene- C24H36O7 436.2461 A H OH OH H OH OAc OAc 47 T. chinensis Zhang et al. (1995a)
     2α,5α,9α-triol                          
2α,9α,10β-Triacetoxytaxa-4(20),11- C26H38O8 478.2567 A H OAc OH H OAc OAc OH 937 T. mairei Shi et al. (2000b)
     diene-5α,13α-diol                          
2α,9α,13α-Triacetoxytaxa-4(20),11- C26H38O8 478.2567 A H OAc OH H OAc OH OAc 56 T. canadensis Shi et al. (2003b)
     diene-5α,10β-diol                          
2α,10β,13α-Triacetoxytaxa-4(20),11- C26H38O8 478.2567 A H OAc OH H OH OAc OAc 54 T. canadensis Shi et al. (2003b)
     diene-5α,9α-diol                          
Decinnamoyltaxinine E C28H40O9 520.2672 A H OAc OH H OAc OAc OAc 46 T. canadensis Chen et al. (1999)
2α,9α,10β-Triacetoxy-13α-(β-D-gluco- C32H48O13 640.3095 A H OAc OH H OAc OAc OGlu 3885 T. cuspidata Ni et al. (2011)
     pyranosyloxy)taxa-4(20),11-dien-5α-ol                          
10β-Acetoxy-taxa-4(20),11-diene- C22H34O7
 410.2305 A H OH OH OH OH OAc OH 64 T. cuspidata Huo et al. (2007a)
     2α,5α,7β,9α,13α-pentaol                          
2α,5α,9α,10β,13α-Pentaacetoxytaxa- C30H42O10 562.2778 A H OAc OAc H OAc OAc OAc 3314 T. baccata Della Casa de Mercano and Halsall 
     4(20),11-diene                         (1969)
2-​Deacetyl-​5-​decinnamoyltaxinine E C26H38O8 478.2567 A H OH OH OAc OAc OAc OAc 68 T. baccata Barboni et al. (1995a)
7,9-Deacetyl-5-decinnamoyltaxinine J C26H38O9 494.2516 A H OAc OH OH OH OAc OAc 45 T. cuspidata Zamir et al. (1999a)
Taxezopidine F C28H40O10  536.2621 A H OAc OH OAc OAc OAc OH 785 T. cuspidata Wang et al. (1998)
Taxumariene D C28H40O10 536.2622 A H OAc OH OH OAc OAc OAc 3475 T. mairei Chen et al. (2020)
Taxumariene E C28H40O10 536.2622 A H OAc OH OAc OH OAc OAc 3476 T. mairei Chen et al. (2020)
Decinnamoyltaxinine J C33H42O12 630.2676 A H OAc OH OAc OAc OAc OAc 933 T. brevifolia Kingston et al. (1982)
2α,5α,7β,9α,10β,13α-Hexaacetoxy- C32H44O12 620.2833 A H OAc OAc OAc OAc OAc OAc 19 T. chinensis Della Casa de Mercano and Halsall 
     taxa-4(20),11-diene                         (1969)
1-Hydroxy-2-deacetoxy-5-decinnamoyl- C28H40O10 536.2621 A OH H OH OAc OAc OAc OAc 51 T. wallichiana Chattopadhyay et al. (2006)
     taxinine J                          
Taxawallin G C26H38O9 494.2516 A OH H OAc OH OH OAc OAc 76 T. wallichiana Zhang et al. (1995a)
1β,7β,9α,10β,-Tetraacetoxytaxa-4(20),11- C28H40O9 520.2672 A OAc H OH OAc OAc OAc H 66 T. baccata Topcu et al. (1994)
     dien-5α-ol                          
2α,7β,9α,13α-Tetraacetoxy-5α,10β,17- C28H40O11 552.2571 B H OAc OH OAc OAc OH OAc 4407 T. mairei Zhou et al. (2014)
     trihydroxytaxa-4(20),11-diene                          
Taxa-4(20),11-dienes with benzoyl or cinnamoyl functional groups
2α-Benzoyloxy-9α,10β,13α-triacetoxy- C33H42O10 598.2778 A OH OBz OH H OAc OAc OAc 72 T. chinensis Jia and Zhang (1991)
     taxa-4(20),11-diene-1β,5α-diol                          
13-​Acetylbrevifoliol C33H42O10 598.2778 A OH H OH OBz OAc OAc OAc 50 T. wallichiana Barboni et al. (1993)
2α,5α,9α,10β-Tetraacetoxy-13α-(Z)- C37H46O10 650.3091 A H OAc OAc H OAc OAc a 65 T. cuspidata Shi et al. (2003c)
     cinnamoyltaxa-4(20),11-diene                          
Taxa-4(20),11-dienes with a keto functional group
Taxuyunnanine D C24H34O5 402.2406 A H H OAc H H =O OAc 929 T. yunnanensis Zhang et al. (1994a)
Taxezopidine C C22H32O6 392.2199 A H OH H H OH OH =O 58 T. cuspidata Wang et al. (1998)
Taxezopidine D C22H32O6 392.2199 A H OAc H H OH OAc =O 59 T. cuspidata Wang et al. (1998)
Taxuspine G (2-deacetyltaxinine A) C24H34O7 434.2305 A H OH OH H OAc OAc =O 60 T. cuspidata Kobayashi et al. (1995a)
Taxinine A C26H36O8 476.2410 A H OAc OH H OAc OH =O 3388 T. cuspidata Chiang et al. (1967)
                        T. mairei Li and Shi (2000); Li et al. (2005b)
                        T. chinensis Chiang et al. (1975)
2α,10β-Diacetoxy-5α,9α-dihydoxytaxa- C24H34O7 434.2305 A H OAc OH H OH OAc =O 52 T. canadensis Shi et al. (2003b)
     4(20),11-dien-13-one                          
Taxuspinanane K C26H36O8 476.2410 A H H OH OAc OAc OAc =O 62 T. cuspidata Morita et al. (1998)
Taxinine H C29H38O9 530.2516 A H OAc OAc H OAc OAc =O 880 T. cuspidata Chiang et al. (1967)
2α,9α,10β-Triacetoxy-5α-(β-D-gluco- C32H46O13 638.2938 A H OAc OGlc H OAc OAc =O 57 T. cuspidata Li et al. (2005a)
     pyranoside)taxa-4(20),11-dien-13-one                          
10β-Acetoxy-2α,5α,7β,9α-tetrahydroxy- C22H32O7 408.2148 A H OH OH OH OH OAc =O 56 T. yunnanensis Nguyen et al. (2003)
     taxa-4(20),11-dien-13-one                          
2α,9α-Diacetoxy-5α,10β-dihydroxytaxa- C24H34O7 434.2305 A H OAc OH H OAc OH =O 52 T. canadensis Shi et al. (2003b)
     4(20),11-dien-13-one                          
2,10-Diacetoxy-5-decinnamoyltaxicin I C24H34O8 450.2254 A OH OAc OH H OH OAc =O 71 T. baccata Barboni et al. (1995a)
1β-Hydroxytaxinine A C26H36O9 492.2359 A OH OAc OH H OAc OAc =O 67 T. baccata Barboni et al. (1995a); 
2α,7β,9α-Triacetoxy-5α,10β-dihydroxytaxa- C26H36O9 492.2359 A H OAc OH OAc OAc OH =O 3472 T. cuspidata Li et al. (2013)
     4(20),11-dien-13-one                          
Taxuspine F C28H38O10 534.2465 A H OAc OH OAc OAc OAc =O 61 T. cuspidata Kobayashi et al. (1995a)
2α,7β,9α,13α-Tetraacetoxy-5α,10β,17- C28H40O11 552.2571 B H OAc OH OAc OAc OH OAc 4407 T. mairei Zhou et al. (2014)
     trihydroxy-taxa-4(20),11-diene                          
Taxa-4(20),11-dienes for which corrected structures have been proposed
2α,5α,7β,9α,10β,13α-Hexahydroxytaxa- C20H32O6 368.2199 A H OH OH OH OH OH OH n.a. T. chinensis Jia and Zhang (1991);
     4(20),11-diene                         corrected by Huang et al. (1998)
7-Debenzoyloxy-10-deacetylbrevifoliol C22H34O6 394.2355 A OH H OH H OAc OH OH n.a. T. wallichiana Barboni et al. (1993)
                          corrected by Appendino et al.
(1993b)
Brevifoliol C31H40O9 556.2672 A OH H OH OAc OAc OBz OH n.a. T. brevifolia Balza et al. (1991); Chu et al.
(1993a);
                          corrected by Appendino et al.
(1993b)
                          and Chu et al. (1994)
2α-Acetoxybrevifoliol C33H42O11 614.2727 A OH OAc OH OAc OAc OBz OH n.a. T. baccata Appendino et al. (1993a)
                          corrected by Appendino et al.
(1993b)
2α-Benzoyl-9α,10β-diacetoxy-taxa- C31H40O9 556.2672 A OH OBz OH H OAc OAc OH n.a. T. chinensis Jia and Zhang (1991)
     taxa-4(20),11-diene-1β,5α,13α-triol                         corrected by Huang et al. (1998)
5α,7β,10β-Triacetoxy-2α-(α-methylbutyryl- C31H46O8 546.3193 A H b OAc OAc H OAc H n.a. T. baccata Della Casa de Mercano and Halsall 
     oxy)taxa-4(20),11-diene                         (1969);
                          corrected by Topcu et al. (1994)
2α-(α-Methylbutyryloxy)-7β,9α,10β-tri- C31H46O9 562.3142 A H b OH OAc OAc OAc H n.a. T. baccata Della Casa de Mercano and Halsall 
     acetoxytaxa-4(20),11-dien-5α-ol                         (1969);
2α-(α-Methylbutyryloxy)-5α,7β,9α,10β- C33H48O10 604.3247 A H b OAc OAc OAc OAc H n.a. T. baccata Della Casa de Mercano and Halsall 
     tetraacetoxytaxa-4(20),11-diene                         (1969);
                          corrected by Gabetta et al.
(1995a)
________________________________________________________________________________________________________________

Table 3. Group I.2. 6/8/6-Taxanes. Taxa-4(20),11-dienes with C-5 cinnamoyl side chain.
________________________________________________________________________________________________________________

A

Abbreviations:
OAc, O-acetyl
OBz, O-benzoyl 
 
Symbols:
=O, ketone functional group
________________________________________________________________________________________________________________
                         
Compound Molecular  Monoisotopic Core R1 R2 R3 R4 R5 R6 Spektraris Plant References
  Formula Mass   C-1 C-2 C-7 C-9 C-10 C-13 Record Source(s)  
___________________________________________________________________________________________________________________________________________________________________________________
                         
C-5 Cinnamoyltaxadienes with hydroxyl, acetyl and/or benzoyl functional groups
Dantaxusin B C33H42O7 550.2931 A H H H OH OAc OAc 93 T. yunnanensis Shinozaki et al. (2001)
9α,10β-Diacetoxy-5α-cinnamoyloxytaxa- C33H42O7 550.2931 A H H H OAc OAc OH 101 T. yunnanensis Shi et al. (2000b)
     4(20),11-dien-13α-ol                     T. cuspidata Shi et al. (2000b)
5α-Cinnamoyloxy-9α,10β,13α-triacetoxy- C35H44O8 592.3036 A H H H OAc OAc OAc 94 T. mairei Yeh et al. (1988)
     taxa-4(20),11-diene                        
2-Deacetoxy-7,9-dideacetyltaxinine J C33H42O8 566.2880 A H H OH OH OAc OAc 943 T. chinensis Liang et al. (1998)
9α,10β,13α-Triacetoxy-5α-cinnamoyloxy- C35H44O9 608.2985 A H H OH OAc OAc OAc 95 T. mairei Yang et al. (1996)
     taxa-4(20),11-dien-7β-ol                        
Taxezopidine H C35H44O9 608.2985 A H H OAc OAc OAc OH 100 T. cuspidata Wang et al. (1998)
2-Deacetoxytaxinine J C37H46O10 650.3091 A H H OAc OAc OAc OAc 1005 T. mairei Liang et al. (1988)
                      T. cuspidata Mao et al. (1999)
9α,10β-Diacetoxy-5α-cinnamoyloxytaxa- C33H42O8  566.2880 A H OH H OAc OAc OH 944 T. chinensis Zhang and Jia (1991)
     4(20),11-diene-2α,13α-diol                        
Taxezopidine G C35H44O9 608.2985 A H OH H OAc OAc OAc 96 T. cuspidata Wang et al. (1998)
                      T. mairei Li and Shi (1999)
Taxuspinanane G C37H46O11 666.3040 A H OH OAc OAc OAc OAc 945 T. cuspidata Morita et al. (1998b)
                      T. baccata Verdian-Rizi et al. (2008)
2α,10β-Diacetoxy-5α-cinnamoyloxytaxa- C33H40O8 564.2723 A H OAc H OH OAc OH 99 T. canadensis Shi et al. (2003d)
     4(20),11-diene-9α,13α-diol                        
9-Deacetyltaxinine E  C35H44O9 608.2985 A H OAc H OH OAc OAc 91 T. canadensis Zhang et al. (2000a)
                      T. mairei Li et al. (2005b)
2α,9α,13α-Triacetoxy-5α-cinnamoyloxy- C35H48O9 612.3298 A H OAc H OAc OH OAc 97 T. chinensis Zhang and Jia (1991)
     taxa-4(20),11-dien-10β-ol                        
13-Deacetyltaxinine E C35H44O9 608.2985 A H OAc H OAc OAc OH 901 T. cuspidata Shi et al. (2000)
Taxinine E C37H46O10 650.3091 A H OAc H OAc OAc OAc 3123 T. mairei Yeh et al. (1988)
Dantaxusin D C37H46O11 666.3040 A H OAc OH OAc OAc OAc 92 T. yunnanensis Shinozaki et al. (2002)
Taxinine J C39H48O12 708.3146 A H OAc OAc OAc OAc OAc 3162 T. mairei Min et al. (1989);
Liang et al. (1988)
Taxawallin A C37H46O11 666.3040 A OH H OAc OAc OAc OAc 98 T. wallichiana Zhang et al. (1995c)
Taxusumatrin C39H48O13 724.3095 A OH OAc OAc OAc OAc OAc 3477 T. sumatrana Kuo et al. (2015)
C-5 Cinnamoyltaxadienes with a C-13 ketone functional groups
2-Deacetoxytaxinine B C35H42O9 606.2829 A H H OAc OAc OAc =O 87 T. wallichiana Shrestha et al. (1997)
                      T. chinensis Liang et al. (1998)
5α-Cinnamoyloxy-2α,9α,10β-trihydroxy- C29H36O6 480.2512 A H OH H OH OH =O 77 T. baccata Shi et al. (2004a)
     taxa-4(20),11-dien-13-one                        
5-Cinnamoyl-10-acetyltaxicin II  C31H38O7 522.2618 A H OH H OH OAc =O 83 T. baccata Appendino et al. (1992a)
9α-Acetoxy-5α-cinnamoyloxytaxa-2α, C31H38O7 522.2618 A H OH H OAc OH =O 78 T. baccata Shi et al. (2004a)
     10β-dihydroxy-4(20),11-dien-13-one                        
2-Deacetyltaxinine C33H40O8 564.2723 A H OH H OAc OAc =O 3163 T. mairei Li et a. (2005);
Shi et al. (1999a)
9,10-Deacetyltaxinine C31H38O7 522.2618 A H OAc H OH OH =O 941 T. yunnanensis Shi et al. (1999a)
9-Deacetyltaxinine C33H40O8 564.2723 A H OAc H OH OAc =O 88 T. cuspidata Sakai et al. (2001)
10-Deacetyltaxinine C33H40O8 564.2723 A H OAc H OAc OH =O 80 T. mairei Shi et al. (2006a)
Taxinine  C35H42O9 606.2829 A H OAc H OAc OAc =O 3164 T. baccata Kurono et al. (1963)
                      T. chinensis Chiang et al. (1975)
                      T. cuspidata Chiang et al. (1967)
                      T. mairei Liu et al. (1984)
Taxezopidine E C31H38O8 538.2567 A H OH OH OH OAc =O 85 T. cuspidata Wang et al. (1998)
7,9-Deacetyltaxinine B  C33H40O9 580.2672 A H OAc OH OH OAc =O 79 T. canadensis Zamir et al. (1999b)
9-Deacetyltaxinine B C35H42O10 622.2778 A H OAc OAc OH OAc =O 89 T. mairei Shi et al. (2000a)
10-Deacetyltaxinine B C35H42O10 622.2778 A H OAc OAc OAc OH =O 90 T. cuspidata Tong et al. (1993)
Taxinine B C37H44O11 664.2884 A H OAc OAc OAc OAc =O 3166 T. cuspidata Woods et al. (1968)
5α-Cinnamoyloxy-1β,2α,9α,10β-tetra- C29H36O7 496.2461 A OH OH H OH OH =O 74 T. baccata Shi et al. (2004a)
     hydroxytaxa-4(20),11-dien-13-one                        
5-cinnamoyl-10-acetyltaxicin I C31H38O8 538.2567 A OH OH H OH OAc =O 84 T. baccata Appendino et al. (1992a)
O-Cinnamoyltaxicin I C29H36O7 496.2461 A OH OH H OAc OH =O 905 T. baccata Baxter et al. (1962)
5-Cinnamoyl-9,10-diacetyltaxicin I  C33H40O9 580.2672 A OH OH H OAc OAc =O 86 T. baccata Appendino et al. (1994a)
2-O-Acetyl-5-O-cinnamoyltaxicin I  C31H38O8 538.2567 A OH OAc H OH OH =O 894 T. baccata Appendino et al. (1992a)
O-Cinnamoyltaxicin I triacetate  C35H42O10 622.2778 A OH OAc H OAc OAc =O 3167 T. baccata Baxter et al. (1962)
1β,7β-Dihydroxytaxinine C35H42O11 638.2727 A OH OAc OH OAc OAc =O 82 T. cuspidata Cheng et al. (2000)
1β-hydroxy-7β-acetoxytaxinine C37H44O12 680.2833 A OH OAc OAc OAc OAc =O 81 T. cuspidata Cheng et al. (2000)
C-5 Cinnamoyltaxadienes for which corrected structures have been proposed
9α,10β-Diacetoxy-2α-benzoyloxy-5α- C40H46O10 686.3091 A OH OBz H OAc OAc OH 3225 T. chinensis Jia and Zhang (1991); 
     cinnamoyloxytaxa-4(20),11-diene-                     T. chinensis Zhang et al. (1991);
Huang et al. (1998)
     1β,13α-diol                      
________________________________________________________________________________________________________________

Table 4. Group I. 3. 6/8/6-Taxanes. Taxa-4(20),11-dienes with a basic C-5 side chain.
________________________________________________________________________________________________________________

Abbreviations:
OAc, O-acetyl
 
Symbols:
=O, ketone functional group
 _________________________________________________________________________________________________________________________________________________________________________________
                             
Compound Molecular  Monoisotopic Core R1 R2 R3 R4 R5 R6 R7 R8 Spektraris Plant References
  Formula Mass   C-1 C-2 C-7 C-9 C-10 C-13 C-2' N-3' Record Source(s)  
 _________________________________________________________________________________________________________________________________________________________________________________
                             
Taxa-4(20),11-dienes with a basic C-5 side chain and hydroxyl and/or acetyl functional groups
9α,10β,13α-Triacetoxy-5α-[(R)-3'-methyl- C36H49NO8 623.3458 A H H H OAc OAc OAc H H 952 T. mairei Shi et al. (1999c)
     amino-3'-phenylpropanoyloxy] taxa-                            
     4(20),11-diene                            
7,2'-Didesacetoxyaustrospicatine C37H51NO8 637.3615 A H H H OAc OAc OAc H CH3 3511 T. wallichiana Zhang et al. (1995c)
                          T. mairei Li and Shi (2000)
7β,9α,10β,13α-Tetraacetoxy-5α-[(R)-3'- C38H51NO10 681.3513 A H H OAc OAc OAc OAc H H 3553 T. mairei Shi et al. (1999d)
     methylamino-3'-phenylpropanoyloxy]                          T. cuspidata Ishiyama et al. (2007)
     taxa-4(20),11-diene                            
2'β-Deacetoxyaustrospicatine C39H53NO10 695.3669 A H H OAc OAc OAc OAc H CH3 113 T. wallichiana Chattopadhyay et al. (1996)
10β,13α-Diacetoxy-5α-[(R)-3'-methyl- C34H47NO8 597.3302 A H OH H OH OAc OAc H H 115 T. baccata Appendino et al. (1993c)
     amino-3'-phenylpropanoyloxy] taxa-                         T. canadensis Shi et al. (2004d)
     4(20),11-diene-2α,9α-diol                         T. baccata Appendino et al. (1993c)
Taxezopidine O C36H49NO9 639.3407 A H OH H OAc OAc OAc H H 953 T. cuspidata Ishiyama et al. (2007)
13-Deoxo-13α-acetyloxy-1-deoxytaxine B C35H49NO8 611.3458 A H OH H OH OAc OAc H CH3 109 T. baccata Appendino et al. (1993c)
Taxuspine Z C37H51NO9 653.3564 A H OH H OAc OAc OAc H CH3 111 T. cuspidata Shigemori et al. (1997)
                          T. chinensis Chen et al. (1999)
2α,10β,13α-Triacetoxy-5α-[(R)-3'-methyl- C36H49NO9 639.3407 A H OAc H OH OAc OAc H H 116 T. canadensis Shi et al. (2003b)
     amino-3'-phenylpropanoyloxy] taxa-                            
     4(20),11-dien-9α-ol                            
2α,9α,10β,13α-Tetraacetoxy-5α-[(R)-3'- C38H51NO10 681.3513 A H OAc H OAc OAc OAc H H 3568 T. mairei Shi et al. (1999d)
     methylamino-3'-phenylpropanoyloxy]                            
     taxa-4(20),11-diene                            
2α,9α,13α-Triacetoxy-5α-[(R)-3'-dimethyl- C37H51NO9 653.3564 A H OAc H OAc OH OAc H CH3 3571 T. canadensis Shi et al. (2003a)
     amino-3'-phenylpropanoyloxy] taxa-                            
     4(20),11-dien-10β-ol                            
2α,10β,13α-Triacetoxy-5α-[(R)-3'-dimethyl- C37H51NO9 653.3564 A H OAc H OH OAc OAc H CH3 3573 T. canadensis Shi et al. (2003a)
     amino-3'-phenylpropanoyloxy] taxa-                            
     4(20),11-dien-9α-ol                            
2α-Acetoxy-2',7-dideacetoxyaustro- C39H53NO10 695.3669 A H OAc H OAc OAc OAc H CH3 112 T. chinensis Chen et al. (1999)
     spicatine                            
​7β,​9α,​10β,​13α-​Tetraacetoxy-​5α-[(2'R-​ C39H53NO12 727.3568 A H OH OAc OAc OAc OAc OH CH3 108 T. canadensis Shi et al. (2004b)
     3'S)​-N,​N- ​dimethyl-​3'-​phenylisoseryl-                            
     oxy]taxa-​4(20)​,​11-dien-2α-​ol                            
2α-Acetoxy-2'β-deacetyl-austrospicatine C41H55NO13 769.3673 A H OAc OAc OAc OAc OAc OH CH3 3575 T. wallichiana Prasain et al. (2001)
9α,13α-Diacetoxy-5α-[(R)-3'-dimethyl- C35H49NO8 611.3458 A OH H H OAc OH OAc H CH3 949 T. mairei Shi et al. (1999b)
     amino-3'-phenylpropanoyloxy] taxa-                            
     4(20),11-dien-1β,10β-diol                            
13-Deoxo-13α-acetyloxytaxine B C35H49NO9 627.3407 A OH OH H OH OAc OAc H CH3 110 T. baccata Appendino et al. (1993c)
(+)-2α-Acetoxy-2',7-dideacetoxy-1- C39H53NO11 711.3619 A OH OAc H OAc OAc OAc H CH3 114 T. baccata Doss et al. (1997)
     hydroxyaustrospicatine                            
2α-Acetoxy-2'-deacetyl-1-hydroxy- C41H55NO14 785.3623 A OH OAc OAc OAc OAc OAc OH CH3 932 T. baccata Barboni et al. (1995a)
     austrospicatine                            
9α,10β,13α-Triacetoxy-5α-[(R)-3'-dimethyl- C37H51NO10 669.3513 B H OH H OAc OAc OAc H CH3 117 T. canadensis Shi et al. (2004b)
     amino-3'-phenylpropanoyloxy]taxa-                            
     4(20),11-diene-2α,17-diol                            
Taxine NA-13 C37H47NO10 665.3200 C H OAc H OAc OAc OAc n.a. n.a. 955 T. cuspidata Wang et al. (2008)
7β,9α,10β,13α-Tetraacetoxy-5α-[3'-(N- C39H51NO11 709.3462 D H H OAc OAc OAc OAc H CH3 3553 T. canadensis Zhang et al. (2008a)
     formyl-N-methylamino)-3'-phenyl-                            
     propanoyloxy]taxa-4(20),11-diene                            
Taxa-4(20),11-dienes with a basic C-5 side chain and a C-13 ketone functional group
10β-Acetoxy-5α-[(3'-dimethylamino-3'- C34H45NO6 563.32469 A H H H OH OAc =O H CH3 3873 T. cuspidata Wang et al. (2013)
     phenyl)-propionyloxy]moiety-9α-hydroxy-                            
     taxa-4(20)11-dien-13-one                            
2-Deacetoxy-10-acetoxytaxine B C33H45NO7 567.3196 A H OH H OH OAc =O H CH3 103 T. baccata Jenniskens et al. (1996)
2-Deacetoxy-9-acetoxytaxine B C33H45NO7 567.3196 A H OH H OAc OH =O H CH3 102 T. baccata Jenniskens et al. (1996)
2-Deacetyltaxine II C35H47NO8 609.3302 A H OH H OAc OAc =O H CH3 946 T. cuspidata Shi et al. (2000d)
1-Deoxy-2α-acetoxytaxine B C35H47NO8 609.3302 A H OAc H OH OAc =O H CH3 947 T. cuspidata Shi et al. (2000d)
1-Deoxy-2α,9α-diacetoxy-10-deacetyl- C35H48NO8 610.3380 A H OAc H OAc OH =O H CH3 948 T. cuspidata Shi et al. (2000d)
     taxine B                            
2'-Hydroxytaxine II C37H49NO10 667.3356 A H OAc H OAc OAc =O OH CH3 107 T. cuspidata Ando et al. (1997)
2α,7β,9α,10β-Tetraacetoxy-5α-[(2'R,3'S)- C39H51NO12 725.3411 A H OAc OAc OAc OAc =O OH CH3 902 T. cuspidata Shi et al. (2000c)
     N,N-dimethyl-3'-phenylisoseryloxy]                            
     taxa-4(20),11-dien-13-one                            
Taxine B C33H45NO8 583.3145 A OH OH H OH OAc =O H CH3 104 T. baccata Ettouati et al. (1991)
                            (first reported by Graf et al.
                            (1986) with incorr. structure)
10-Acetoxytaxine B C35H47NO9 625.3251 A OH OAc H OH OAc =O H CH3 105 T. baccata Jenniskens et al. (1996)
9-Acetoxytaxine B C35H47NO9 625.3251 A OH OAc H OAc OH =O H CH3 106 T. baccata Jenniskens et al. (1996)
 ____________________________________________________________________________________________________________________________________________________________________________________

Table 5. Group I. 4. 6/8/6-Taxanes. Taxa-4(20),11-dienes oxygenated at C-14.
_________________________________________________________________________________________________________________

Abbreviations:
OAc, O-acetyl
OEt, O-ethyl
OGlc, O-β-D-glucopyranosyl
OMe, O-methyl
_________________________________________________________________________________________________________________
                           
Compound Molecular  Monoisotopic Core R1 R2 R3 R4 R5 R6 R7 Spektraris Plant References
  Formula Mass   C-2 C-5 C-7 C-9 C-10 C-13 C-14 Record Source(s)  
 ____________________________________________________________________________________________________________________________________________________________________________________
                           
Taxuyunnanine J C22H34O4 362.2457 A H OAc H H OH H OH 3578 T. yunnanensis Zhang et al. (1995d)
10β,13α-Diacetoxytaxa-4(20),11-diene- C24H36O7 436.2461 A H OH H OH OAc OAc OH 137 T. canadensis Shi et al. (2007)
     5α,9α,14β-triol                          
14β-Hydroxytaxusin  C28H40O9 520.2672 A H OAc H OAc OAc OAc OH 907 T. mairei Shi et al. (1998a)
5α,9α,10β,13α-Tetraacetoxy-14β-(β-D- C34H50O14 682.3201 A H OAc H OAc OAc OAc OGlc 136 T. baccata Shi et al. (2004a)
     glucopyranosyloxy)taxa-4(20),11-diene                          
9α,10β-Diacetoxytaxa-4(20),11-diene- C24H36O7 436.2461 A OH OH H OAc OAc H OH 135 T. mairei Shen et al (2004)
     2α,5α,14β-triol                          
2α,10β,14β-Trihydroxy-5α-acetoxytaxa- C22H34O5 378.2406 A OH OAc H H OH H OH 3674 T. mairei Cheng et al. (1996)
     4(20),11-diene                          
5α,10β,14β-Triacetoxytaxa-4(20),11-dien- C26H38O7 462.2618 A OH OAc H H OAc H OAc 3675 T. mairei Cheng et al. (1996)
     2α-ol                          
2α,14β-Diacetoxy-10β-methoxytaxa- C25H38O6 434.2668 A OAc OH H H OMe H OAc 132 T. cuspidata Dong et al. (2007)
     11,4(20)-dien-5α-ol                          
2α-Acetoxy-10β-ethoxytaxa-11,4(20)-diene- C24H38O5 406.2719 A OAc OH H H OEt H OH 133 T. cuspidata Dong et al. (2007)
     5α,14β-diol                          
2α-Acetoxytaxa-4(20),11-diene-5α,10β,14β-triol C22H34O5 378.24063 A OAc OH H H OH H OH 3398 T. cuspidata Zhang et al. (2012b)
Sinenxan H C24H36O6 420.2512 A OAc OH H H OH H OAc 3837 T. cuspidata Li et al. (2011)
Hongdoushan C C27H42O6 462.2981 A OAc OH H H OH H a 127 T. mairei Banskota et al. (2002)
Tasumatrol K C29H44O8 520.3036 A OAc OH H H OAc H b 128 T. sumatrata Shen et al (2005a)
2α,5α-Diacetoxy-10β-(6′-O-acetyl-β-d-gluco- C37H56O14 724.3670 A OAc OAc H H e H b 3838 T. canadensis Li et al. (2015)
     pyranosyl)oxy-14β-[(2′R,3′S)-3′-hydroxy-                          
     2′-methylbutanoyl]oxytaxa-4(20),11-diene                          
Taxuyunnanine H C25H38O6 434.2668 A OAc OH H H OH H c 129 T. yunnanensis Zhang et al. (1995d)
Taxuyunnanine I C26H40O6 448.2825 A OAc OH H H OH H d 130 T. yunnanensis Zhang et al. (1995d)
2α,14β-Diacetoxy-10β-ethoxy-taxa-11,4(20)- C26H40O6 448.2825 A OAc OH H H OEt H OAc 131 T. cuspidata Dong et al. (2007)
     dien-5α-ol                          
2α,14β-Diacetoxy-10β-(β-d-glucopyranosyl)- C30H46O11 582.3040 A OAc OH H H OGlc H OAc 3864 T. canadensis Li et al. (2015)
     taxa-11,4(20)-dien-5α-ol                          
Taiwanxan C31H46O9 562.3142 A OAc OH H OAc OAc H a 3806 T. mairei Ho et al. (1987)
Hongdoushan A C29H44O7 504.3087 A OAc OAc H H OH H a 121 T. mairei Banskota et al. (2002)
Hongdoushan B C27H40O7 476.2774 A OAc OAc H H OH H c 122 T. mairei Banskota et al. (2002)
Taxuyunnanine G C24H36O6 420.2512 A OAc OAc H H OH H OH 123 T. yunnanensis Zhang et al. (1995d)
10-Deacetylyunnanaxane C29H44O8 520.3036 A OAc OAc H H OH H b 124 T. media Gabetta et al. (1995a)
2α,5α-Diacetoxy-10β-methoxy-14β-(2- C30H46O7 518.3244 A OAc OAc H H OMe H a 906 T. baccata Topcu et al. (1994)
     methylbutanoyloxy)taxa-4(20),11-diene                          
Taxuyunnanine C C28H40O8 504.2723 A OAc OAc H H OAc H OAc 930 T. yunnanensis Zhang et al. (1994)
                        T. mairei Ma et al. (1994a)
2α,5α,10β-Triacetoxy-14β-(2-methyl- C31H46O8 546.3193 A OAc OAc H H OAc H a 28 T. yunnanensis Banskota et al. (2002)
     butanoyloxy)taxa-4(20),11-diene                       T. baccata Erdemoglu et al. (2001)
                        T. cuspidata Sugiyama et al. (1994)
                        T. mairei Ma et al. (1994a)
                        T. wallichiana Chattopadhyay et al. (1996)
Yunnanxane C31H46O9 562.3142 A OAc OAc H H OAc H b 43 T. yunnanensis Chen et al. (1991)
                        T. mairei Ma et al. (1994a)
2α,5α,10β-Triacetoxy-14β-propionyloxy- C29H42O8 518.2880 A OAc OAc H H OAc H c 3711 T. mairei Ma et al. (1994a)
     taxa-4(20),11-diene                          
2α,5α,10β-Triacetoxytaxa-14β-isobutyryl- C30H44O8 532.30362 A OAc OAc H H OAc H d 3721 T. chinensis Ma et al. (1994a)
     oxytaxa-4(20),11-dien-7β-ol                          
2α,5α,14β-Triacetoxy-10β-(β-D-gluco- C32H48O12 624.3146 A OAc OAc H H OGlc H OAc 119 T. canadensis Shi et al. (2003a)
     pyranosyl)taxa-4(20),11-diene                          
2α,5α-Diacetoxy-10β-(β-D-gluco- C35H54O12 666.3615 A OAc OAc H H OGlc H a 118 T. canadensis Shi et al. (2003a)
     pyranosyl)-14β-[(S)-2'-methyl-                          
     butanoyloxy]taxa-4(20),11-diene                          
10-Deacetyl-10β-(β-D-glucopyranosyl) C29H44O7 504.3087 A OAc OAc H H OGlc H b 120 T. yunnanensis Li et al. (2003)
     yunnanxane                          
2α,5α,10β-Triacetoxy-14β-(2-methyl- C31H46O9 562.3142 A OAc OAc H OH OAc H a 125 T. mairei Yang et al. (1996)
     butanoyloxy)taxa-4(20),11-dien-9α-ol                          
2α,9α,10β-Triacetoxytaxa-4(20),11-diene- C26H38O8 478.2567 A OAc OH H OAc OAc H OH 134 T. mairei Shen et al (2004)
     5α,14β-diol                          
2α,5α,9α,10β,14β-Pentaacetoxytaxa- C30H42O10 562.2778 A OAc OAc H OAc OAc H OAc 126 T. mairei Yang et al. (1996)
     4(20),11-diene                          
Taxuyunnanine B C33H48O10 604.3247 A OAc OAc H OAc OAc H a 931 T. yunnanensis Zhang et al. (1994a)
2α,5α,10β,14β-Tetraacetoxytaxa- C28H40O9 520.2672 A OAc OAc OH H OAc H OAc 3722 T. cuspidata Fedoreyev et al. (1998)
     4(20),11-dien-7β-ol                          
 ___________________________________________________________________________________________________________________________________________________________________________________

Table 6. Group I.5. 6/8/6-Taxanes. Tax-4-enes with a C-11,2-epoxide and tax-11-enes with C-4,20-epoxide functional group.
_________________________________________________________________________________________________________________

Abbreviations:
OAc, O-acetyl
OEt, O-ethyl
OGlc, O-β-D-glucopyranosyl
Symbols:
=O, ketone functional group
________________________________________________________________________________________________________________________________________________________________
                             
Compound Molecular  Monoisotopic Core R1 R2 R3 R4 R5 R6 R7 R8 Spektraris Plant References
  Formula Mass   C-1 C-2 C-5 C-7 C-9 C-10 C-13 C-14 Record Source(s)  
________________________________________________________________________________________________________________________________________________________________
                             
C-4,20-epoxides with hydroxyl and acetyl functional groups
10β,13α-Diacetoxy-4β,20-epoxytax-11-ene- C24H36O8 452.2410 A H OH OH H OH OAc OAc H 180 T. chinensis Zhang et al. (1995a);
     2α,5α,9α-triol                           Wiedenfeld et al. (1995)
1β-Hydroxy-2,7,9-trideacetylbaccatin I C26H38O11 526.2414 A OH OH OAc OH OH OAc OAc H 912 T. yunnanensis Chen et al. (1994a)
Taxumariene F C28H40O12 568.25198 A OH OAc OH OH OAc OAc OAc H 1075 T. mairei Chen et al. (2020)
Taxumariene G C28H40O12 568.25198 A OH OAc OH OAc OH OAc OAc H 1076 T. mairei Chen et al. (2020)
Taxumairol C C26H38O11 526.2414 A OH OAc OAc OH OH OH OAc H 181 T. mairei Shen and Chen (1997)
2α,5α,10β-Triacetoxy-4β,20-epoxytax-11-ene- C26H28O11 516.16316 A OH OAc OAc OH OH OAc OH H 1074 T. canadensis Yao et al. (2013)
     1β,7β,9α,13α-tetraol                             
Taxumairol B C28H40O12 568.2520 A OH OAc OAc OH OH OAc OAc H 182 T. mairei Shen et al. (1996)
                          T. canandensis Zamir at al. (1995)
1β-Hydroxy-2α,7β-deacetylbaccatin I C28H40O12 568.2520 A OH OH OAc OH OAc OAc OAc H 965 T. chinensis Wang et al. (2003)
5α-Deacetylbaccatin I C30H42O12 568.2520 A H OAc OH OAc OAc OAc OAc H 967 T. baccata Della Casa de Marcano and 
                            Halsall (1970)
Taxuspine V C30H42O13 610.2625 A OH OAc OH OAc OAc OAc OAc H 185 T. cuspidata Hosoyama et al. (1996)
2α,5α,9α,10β,13α-Pentaacetoxy-4β,20- C30H42O13 610.2625 A OH OAc OAc OH OAc OAc OAc H 183 T. brevifolia Chu et al. (1993b)
     epoxytax-11-ene-1β,7β-diol                            
2α,5α,7β,10β,13α-Pentaacetoxy-4β,20- C30H42O13 610.2625 A OH OAc OAc OAc OH OAc OAc H 184 T. brevifolia Chu et al. (1993b)
     epoxytax-11-ene-1β,9α-diol                            
Taxumairol D C32H44O13 636.2782 A OH OAc OAc OAc OAc OH OAc H 186 T. yunnanensis Zhang et al. (1997)
                          T. mairei Shen and Chen (1997)
Taxumairol F C30H42O13 636.2782 A OH OAc OAc OAc OAc OAc OH H 958 T. mairei Chauvière et al. (1981)
Baccatin I C32H44O14 652.2731 A H OAc OAc OAc OAc OAc OAc H 187 T. baccata Della Casa de Marcano and 
                            Halsall (1970)
1β-Hydroxybaccatin I C32H44O14 652.2731 A OH OAc OAc OAc OAc OAc OAc H 188 T. baccata Della Casa de Marcano and 
                            Halsall (1970)
                          T. wallichiana Viterbo et al. (1997)
                          T. mairei Yeh et a. (1988)
                          T. chinensis Wang et al. (2003a)
                          T. cuspidata Mao et al. (1999)
                          T. yunnanensis Xiao et al. (1994)
1β-Acetoxy-5α-deacetylbaccatin I C32H44O14 652.2731 A OAc OAc OH OAc OAc OAc OAc H 189 T. mairei Lian et al. (1988)
1β-Acetoxybaccatin I C34H46O15 694.2837 A OAc OAc OAc OAc OAc OAc OAc H 966 T. yunnanensis Liang et al. (2002)
1β,7α-Dihydroxy-7β-deacetoxybaccatin I C30H42O13 610.2625 B OH OAc OAc OH OAc OAc OAc H 176 T. baccata Sénilh et al. (1984)
9α,10β-Diacetoxy-4β,20-epoxytax-11-ene- C24H36O8 452.2410 C H OH OH OAc OAc OAc OAc OH 177 T. mairei Shen et al. (2004)
    2α,5α,14β-triol                            
C-4,20-epoxides with assorted functional groups
2α,7β,9α,10β,13α-Pentaacetoxy-5α-cinnamoyl- C39H48O14 740.3044 A OH OAc a OAc OAc OAc OAc H 179 T. cuspidata Shi et al. (1999e)
     oxy-4β,20-epoxytax-11-en-1β-ol                             
1β-Hydroxy-10β-deacetyl-10β-glycolyl- C32H44O15 668.2680 A OH OAc OAc OAc OAc b OAc H 178 T. canadensis Zhang et al. (2000b)
     baccatin I                            
7β-Acetoxy-9-acetylspicataxine C41H55N1O13 769.3673 A H OAc c OAc OAc OAc OAc H 190 T. media Appendino et al. (1994b)
C-11,12-epoxides                            
Taxinine A-11,12-epoxide C26H36O9 492.2359 D H OAc OH H OAc OAc =O H 154 T. cuspidata Murakami et al. (1999a)
Decinnamoyltaxinine B-11,12-oxide C28H38O11 550.2414 D H OAc OH OAc OAc OAc =O H 156 T. yunnanensis Yue et al. (1996)
2α,9α,10β-Triacetoxy-11,12-epoxy-5α- C32H46O14 654.288756 D H OAc OGlc H OAc OAc =O H 959 T. cuspidata Wang et al. (2005)
     (β-D-glucopyranosyloxy)tax-4(20)-en-13-one                            
2α,10β-Diacetoxy-5α-cinnamoyloxy-11,12- C33H40O9 580.2672 D H OAc a H OH OAc =O H 961 T. cuspidata Shi et al. (2006b)
     epoxy-9α-hydroxytax-4(20)-en-13-one                            
2α,9α-Diacetoxy-5α-cinnamoyloxy-11,12-epoxy- C33H40O9 580.2672 D H OAc a H OAc OH =O H 960 T. cuspidata Shi et al. (2006b)
     10β-hydroxytax-4(20)-en-13-one                            
2α,7β,9α-Triacetoxy-5α-cinnamoyloxy-11,12- C35H42O11 638.2727 D H OAc a OH OAc OH =O H 1086 T. canadensis Shi et al. (2003d)
     epoxy-10β-hydroxytax-4(20)-en-13-one                            
Dantaxusin C C37H44O12 680.2833 D H OAc a OAc OAc OAc =O H 155 T. yunnanensis Shinozaki et al. (2002)
7β,9α-Diacetoxy-2α-benzoyloxy-11,12-epoxy C33H40O13 644.24689 D OH OBz OH OAc OAc b =O H 1087 T. cuspidata Zhang et al. (2012b)
     -1β,5α-dihydroxy-10β-glycolyl-                            
     tax-4(20)-en-13-one                            
________________________________________________________________________________________________________________________________________________________________

Table 7. Group I.6. 6/8/6-Taxanes with an oxetane ring.
_________________________________________________________________________________________________________________

Abbreviations:
OAc, O-acetyl
OEt, O-ethyl
OGlc, O-β-D-glucopyranosyl
OXyl, O-β-D-xylopyranosyl
Symbols:
=O, ketone functional group
____________________________________________________________________________________________________________________________________________________________
                               
Compound Molecular  Monoisotopic Core R1 R2 R3 R4 R5 R6 R7 R8 R9 Spektraris Plant References
  Formula Mass   C-1 C-2 C-4 C-7 C-9 C-10 C-13 C-14 C-19 Record Source(s)  
____________________________________________________________________________________________________________________________________________________________
                               
Normal 6/8/6 taxanes with an oxetane ring and hydroxyl, acetyl and/or benzoyl functional groups on C-1, C-2, C-5, C-7, C-9, C-10 and/or C-13
1β-Dehydroxy-4α-deacetyl- C30H42O12 594.2676 A H OAc OH OAc OAc OAc OAc H H 214 T. mairei Lian et al. (1988)
     baccatin IV                              
1-Dehydroxybaccatin IV C32H44O13 636.2782 A H OAc OAc OAc OAc OAc OAc H H 202 not mentioned Della Casa de Marcano and Halsall 
                              (1975)
                            T. mairei Min et al. (1989)
1-Dehydroxybaccatin III C31H37O10 569.2391 A H OBz OAc OH =O OAc OH H H 193 T. yunnanensis Zhang and Jia (1990)
1-Dehydroxybaccatin VI C37H46O13 698.2938 A H OBz OAc OAc OAc OAc OAc H H 42 T. mairei Min et al. (1989)
2-Deacetylbaccatin IV C30H42O13 610.2625 A OH OH OAc OAc OAc OAc OAc H H 252 T. media Fischedick et al. (2015)
7,9-Deacetylbaccatin IV  C28H40O12 568.2520 A OH OAc OAc OH OH OAc OAc H H 201 T. canadensis Zamir et al. (1992)
Baccatin IV C32H44O14 652.2731 A OH OAc OAc OAc OAc OAc OAc H H 203 not mentioned Della Casa de Marcano and Halsall 
                              (1975)
                            T. chinensis Wang et al. (2003b)
4-Deacetylbaccatin IV C30H42O13 610.2625 A OH OBz OH OAc OAc OAc OAc H H 215 T. media Appendino et al. (1994b)
7,9,10-Deacetylbaccatin VI C31H41O11 588.2571 A OH OBz OAc OH OH OH OAc H H 217 T. canadensis Zamir et al. (1995a)
Taxuspinanane C C29H36O10 544.2308 A OH OBz OAc OH OH OH =O H H 216 T. cuspidata Morita et al. (1997a)
9-Dihydrobaccatin III C31H40O11 588.2571 A OH OBz OAc OH OH OAc OH H H 27 T. canadensis Ketchum et al. (1999)
9-Dihydro-13-acetylbaccatin III C33H42O12 630.2676 A OH OBz OAc OH OH OAc OAc H H 44 T. canadensis Gunawardana et al. (1992)
                            T. mairei Zhou et al. (2002)
Taxuspinanane D C31H38O11 586.2414 A OH OBz OAc OH OH OAc =O H H 222 T. cuspidata Morita et al. (1998b)
10-Deacetyl-13-oxobaccatin III C29H33O10 541.2074 A OH OBz OAc OH =O OH =O H H 903 T. sumatrana Kitagawa et al. (1995)
                            T. cuspidata Zhang et al. (2010)
10-Deacetylbaccatin III C29H35O10 543.2236 A OH OBz OAc OH =O OH OH H H 29 T. baccata Chauvière et al. (1981)
                            T. yunnanensis Zhang and Jia (1990)
                            T. brevifolia Kingston et al. (1982)
                            T. canadensis Zamir et al. (1992)
                            T. chinensis Fuji et al. (1993)
Baccatin III C31H38O11 586.2414 A OH OBz OAc OH =O OAc OH H H 30 T. baccata Della Casa de Marcano et al. (1970a)
                              reported wrong structure; corrected by
                              Della Casa de Marcano and Halsall 
                              (1975)
                            T. wallichiana Miller et al. (1981)
                            T. mairei Shen and Chen (1997)
                            T. chinensis Fuji et al. (1993)
13-Oxobaccatin III C31H46O11 594.3040 A OH OBz OAc OH =O OAc =O H H 218 T. cuspidata Zhang et al. (2010)
Taxuspine E C31H40O11 588.2571 A OH OBz OAc OAc OH OH OH H H 195 T. cuspidata Kobayashi et al. (1995)
9-Deacetylbaccatin VI C35H44O13 672.2782 A OH OBz OAc OAc OH OAc OAc H H 204 T. yunnanensis Zhang et al. (1997)
10-Deacetylbaccatin VI C35H44O13 672.2782 A OH OBz OAc OAc OAc OH OAc H H 205 T. yunnanensis Zhang et al. (1997)
Baccatin VI C37H46O14 714.2888 A OH OBz OAc OAc OAc OAc OAc H H 1039 not mentioned Della Casa de Marcano and Halsall 
                              (1975)
                            T. mairei Min et al. (1989)
                            T. baccata Sénilh et al. (1984)
                            T. chinensis Fuji et al. (1993)
1β-Acetylbaccatin IV C34H46O15 694.2837 A OAc OAc OAc OAc OAc OAc OAc H H 200 T. yunnanensis Zhang and Jia (1990)
1β-Acetyl-10-deacetylbaccatin III C31H38O11 586.2414 A OAc OBz OAc OH =O OH OH H H 1035 T. canadensis Zamir et al. (1992)
7-epi-9,10-Deacetylbaccatin VI C31H41O11 588.2571 B OH OBz OAc OH OH OH OAc H H 1038 T. canadensis Zamir et al. (1995a)
Baccatin V C31H38O11 586.2414 B OH OBz OAc OH =O OAc OH H H 194 T. baccata Della Casa de Marcano et al. (1970a)
10-Deacetyl-10-oxobaccatin V C29H34O10 542.2152 B OH OBz OAc OH =O =O OH H H 192 T. chinensis Fuji et al. (1993)
13-epi-10-Deacetylbaccatin III C29H35O10 543.2236 C OH OBz OAc OH =O OH OH H H 223 T. baccata Gabetta et al. (1995b)
Taxadienes with an oxetane ring and substituents other than hydroxyl, acetyl or benzoyl functional groups 
10-Deacetyl-10β-O-glycolyl- C32H44O15 668.2680 A OH OAc OAc OAc OAc c OAc H H 199 T. canadensis Zhang et al. (2000)
     baccatin IV                               
Taxuspine N C46H57N1O14 847.3779 A OH OAc OAc OAc OAc OBz f H H 225 T. cuspidata  Kobayashi et al. (1996)
Taxuspinanane J C40H44O12 716.2833 A OH OBz OAc OH =O OAc g H H 224 T. mairei Morita et al. (1998a)
Yunnanxol C40H46O14 750.2888 A OH OBz OAc OH =O OAc h H H 971 T. yunnanensis Chen et al. (1993a, 1994b)
10β-(β-Hydroxybutyrl)- C33H42O12 630.2676 A OH OBz OAc OH =O d OH H H 196 T. baccata Soto et al. (1998)
     10-deacetylbaccatin III                              
(10β-​O-Acetylglycolyl)baccat​in IV C39H48O16 772.2942 A OH OBz OAc OAc OAc e OAc H H 198 T. canadensis Zhang et al. (2001)
10-Hydroxyacetylbaccatin VI C37H46O15 730.2837 A OH OBz OAc OAc OAc c OAc H H 206 T. canadensis Zamir et al. (1995a)
7β-(β-D-Xylopyranosyl)- C34H44O14 676.2731 A OH OBz OAc OXyl =O OH OH H H 913 T. yunnanensis Chen et al. (1994a)
     10-deacetylbaccatin III                              
7β-(β-D-Xylopyranosyl)baccatin III C36H46O15 718.2837 A OH OBz OAc OXyl =O OAc OH H H 968 T. yunnanensis Li et al. (1998)
2-Tigloyl-2-debenzoyl- C27H38O10 522.2465 A OH a OAc OH =O OH OH H H 191 T. baccata Gabetta et al. (1995b)
     10-deacetylbaccatin III                              
Baccatin VII C36H52O14 708.3357 A OH b OAc OAc OAc OAc OAc H H 969 not mentioned Della Casa de Marcano and Halsall
                              (1975)
Taxadienes with an oxetane ring and a C-14 substituent 
14β-Hydroxy-10-deacetyl- C22H32O10 456.19955 A H OH H OH =O OH OH OH H 4149 T. chinensis Xia et al. (2005a)
     2-O-debenzoylbaccatin III                              
2α,14β-Dihydroxy-2-deacetyl- C28H40O11 552.2571 A H OH H OAc OAc OAc OAc OH H 3938 T. chinensis Wang et al. (2004b)
     baccatin IV                              
14β-Benzoyloxy-2-deacetyl- C37H46O15 730.2837 A H OH H OAc OAc OAc OAc OBz H 212 T. chinensis Wang et al. (2004a)
     baccatin IV                              
14β-Benzoyloxy-13-deacetyl- C37H46O15 730.2837 A H OAc H OAc OAc OAc OH OBz H 211 T. chinensis Wang et al. (2004a)
     baccatin IV                              
14β-Benzoyloxybaccatin IV C39H48O16 772.2942 A H OAc H OAc OAc OAc OAc OBz H 210 T. chinensis Wang et al. (2004a)
14β-Hydroxybaccatin VI C37H46O15 730.2837 A H OBz H OAc OAc OAc OAc OH H 213 T. chinensis Wang et al. (2003b)
14β-Hydroxy-10-deacetyl- C29H36O11 560.2258 A H OBz OAc OH =O OH OH OH H 970 T. wallichiana Appendino et al. (1992b)
     baccatin III                              
Baccatin X C31H40O12 604.25198 A OH OH OAc OH OH OAc OH OBz H 3397 T. yunnanensis Hai et al. (2014)
14β-Benzoyloxy-2-debenzoyl- C29H36O11 560.2258 A OH OH OAc OH =O OH OH OBz H 886 T. wallichiana Appendino et al. (1993e)
     10-deacetylbaccatin III                              
Baccatin IX C31H40O12 604.25198 A OH OBz OAc OH OH OAc OH OH H 3396 T. yunnanensis Hai et al. (2014)
Baccatin VIII C33H42O13 646.26255 A OH OBz OAc OH OH OAc OAc OH H 3395 T. yunnanensis Hai et al. (2014)
Taxadienes with an oxetane ring and a C-19 substituent 
9(βH)-9-Dihydro-19-acetoxy- C31H40O12 604.2520 A H OBz OAc OH OH OH OH H OAc 895 T. baccata Appendino et al. (1993d)
     10-deacetylbaccatin III                              
19-Acetoxy-7,9,10- C33H42O13 646.26254 A OH OBz OAc OH OH OH OAc H OAc 4363 T. baccata Ding et al. (2020)
     deacetylbaccatin VI                              
19-Hydroxybaccatin III  C31H38O12 602.2363 A OH OBz OAc OH =O OAc OH H OH 220 T. baccata Chauvière et al. (1981)
                            T. yunnanensis Zhang and Jia (1990)
                            T. wallichiana McLaughlin et al. (1981)
                            T. chinensis Fuji et al. (1993)
19-Hydroxy-13-oxobaccatin III C31H36O12 600.2207 A OH OBz OAc OH =O OAc =O H OH 219 T. sumatrana  Kitagawa et al. (1995)
7-epi-19-Hydroxybaccatin III C31H38O12 602.2363 B OH OBz OAc OH =O OAc OH H OH 221 T. chinensis Fuji et al. (1993)
Taxadienes with an oxetane ring for which corrected structures have been proposed
13-Deacetylbaccatin VI C35H44O13 672.2782 A OH OBz OAc OAc OAc OAc OH H H 197 T. wallichiana Barboni et al. (1993)
4α,7β,9α,13α-Tetraacetoxy- C42H48O14 776.3044 A OH OBz OAc OAc OAc OBz OAc H H 208 T. brevifolia Chu et al. (1992)
     2α,10β-dibenzoyloxy-5β,20-                             corrected structure proposed
     epoxytax-11-en-1β-ol                             by Huang et al. (1998)
4α,7β,13α-Triacetoxy- C47H50O14 838.3201 A OH OBz OAc OAc OBz OBz OAc H H 209 T. brevifolia Chu et al. (1992)
     2α,9α,10β-tribenzoyloxy-                             corrected structure proposed
     5β,20-epoxytax-11-en-1β-ol                             by Huang et al. (1998)
4α,9α,10β,13α-Tetraacetoxy- C42H48O14 776.3044 A OH OBz OAc OBz OAc OAc OAc H H 207 T. brevifolia Chu et al. (1992)
     2α,7β-dibenzoyloxy-5β,20-                             corrected structure proposed
     epoxytax-11-en-1β-ol                             by Huang et al. (1998)
____________________________________________________________________________________________________________________________________________________________

Table 8. Group I.7. 6/8/6-Taxanes with and oxetane ring and C-13 phenylisoserine side chain.
_________________________________________________________________________________________________________________

Abbreviations:
Ac, acetyl
OAc, O-acetyl
Bz, benzyl
OBz, O-benzoyl
OXyl, O-β-D-xylopyranosyl
Symbols:
=O, ketone functional group
___________________________________________________________________________________________________________________________________________________
                           
Compound Molecular  Monoisotopic Core R1 R2 R3 R4 R5 R6 R7 Spektraris Plant References
  Formula Mass   C-1 C-2 C-7 C-10 C-2'     Record Source(s)  
___________________________________________________________________________________________________________________________________________________
                           
6/8/6-Taxanes with a short- or medium-chain aliphatic amide moiety as part of C-13 side chain
N-Debenzoyl-N-propanoyl-10-deacetyltaxol C41H49NO13 763.3204 A OH OBz OH OH OH H a 228 T. baccata Gabetta et al. (1998)
N-Debenzoyl-N-butanoyl-10-deacetyltaxol C42H51NO13 777.3360 A OH OBz OH OH OH H b 229 T. baccata Gabetta et al. (1998)
10-Deacetyltaxuyunnanine A C44H55NO13 805.3673 A OH OBz OH OH OH H c 973 T. yunnanensis Zhang et al. (1994c)
                        T. baccata Ma et al. (1994b)
N-Acetyl-N-debenzoyltaxol C42H49NO14 791.3153 A OH OBz OH OAc OH H Ac 227 T. canadensis Zhang et al. (2000b)
Taxol D (taxcultine) C44H53NO14 819.3466 A OH OBz OH OAc OH H b 231 T. media Appendino et al. (1994b)
Taxol C (taxuyunnanine) C46H57NO14 847.3779 A OH OBz OH OAc OH H c 40 T. media Barboni et al. (1994a)
                        T. baccata Ma et al. (1994b)
N-Methyltaxol C C47H59NO14 861.3936 A OH OBz OH OAc OH CH3 c 234 T. media Barboni et al. (1994a)
                        T. baccata Ma et al. (1994b)
N-debenzoyl-N-methyl-N-heptanoyl-taxol C48H61NO14 875.40921 A OH OBz OH OAc OH CH3 d 3976 T. wallichiana Wang et al. (2016)
N-debenzoyl-N-methyl-N-octanoyl-taxol C49H63NO14 889.42486 A OH OBz OH OAc OH CH3 e 3977 T. wallichiana Wang et al. (2016)
7-(β-Xylosyl)-10-deacetyltaxol D C47H59NO17 909.3783 A OH OBz OXyl OH OH H b 242 T. yunnanensis Guo et al. (1995a)
7β-(Xylosyl)-10-deacetyltaxol C C49H63NO17 937.4096 A OH OBz OXyl OH OH H c 34 T. baccata Sénilh et al. (1984)
7-(β-​Xylosyl)taxol D C49H61NO18 951.3889 A OH OBz OXyl OAc OH H b 240 T. baccata Li et al. (2001)
7-(β-Xylosyl)taxol C  C51H65NO18 979.4202 A OH OBz OXyl OAc OH H c 244 T. baccata Sénilh et al. (1984)
7-​(β-​Xylosyl)​-​N-​methyltaxol C C52H67NO18 993.4358 A OH OBz OXyl OAc OH CH3 c 241 T. media Li et al. (2001)
7-epi-10-Deacetyltaxuyunnanine A C44H55NO13 805.3673 B OH OBz OH OH OH H c 3866 T. cuspidata Morita et al. (1998b)
     (taxuspinanane E)                          
7-epi-Taxuyunnanine A C46H57NO14 847.3779 B OH OBz OH OAc OH H c 975 T. yunnanensis Zhang et al. (1994c)
10-Deacetyl-10-oxo-7-epi-taxuyunnanine A  C45H47NO13 809.3047 B OH OBz OH =O OH H c 974 T. yunnanensis Zhang et al. (1994c)
6/8/6-Taxanes with a branched-chain aliphatic amide moiety as part of C-13 side chain
10-Deacetyltaxol B C43H51N1O13 789.3360 A OH OBz OH OH OH H f 230 T. wallichiana McLaughlin et al. (1981)
Taxol B (cephalomannine) C45H53NO14 831.3466 A OH OBz OH OAc OH H f 37 T. wallichiana Miller et al. (1981)
                        T. baccata Chauvière et al. (1981)
                          Sénilh et al. (1984)
N-Debenzoyl-N-(2-methylbutyryl)taxol C45H55N1O14 833.3623 A OH OBz OH OAc OH H g 232 T. media Gabetta et al. (1999)
Taxuspinanane A C47H59N1O14 861.3936 A OH OBz OH OAc OH H h 235 T. cuspidata Morita et al. (1997b)
N-Debenzoyl-N-methyl-N-(4-methylhexanoyl)- C48H61NO14 875.4092 A OH OBz OH OAc OH CH3 h 3978 T. wallichiana Wang et al. (2016)
     taxol                          
N-Debenzoyl-N-methyl-N-(cis-7-decenoyl)- C51H65NO14 915.4405 A OH OBz OH OAc OH CH3 i 3979 T. wallichiana Wang et al. (2016)
     taxol                          
10-(β-Hydroxybutyryl)-10-deacetyl- C47H57N1O15 875.3728 A OH OBz OH i OH H f 237 T. baccata Sénilh et al. (1984)
     cephalomannine                          
7-(β-Xylosyl)-10-deacetyltaxuspinanane A C50H65N1O17 951.4252 A OH OBz OXyl OH OH H h 245 T. cuspidata Huo et al. (2007b)
7β-(Xylosyl)cephalomannine C50H61N1O18 963.3889 A OH OBz OXyl OAc OH H f 243 T. baccata Sénilh et al. (1984)
7-epi-Cephalomannine C45H53NO14 831.3466 B OH OBz OH OAc OH H f   T. media De Bellis et al. (1995)
2'-Acetyl-7-epi-cephalomannine C47H55N1O15 873.3572 B OH OBz OH OAc OAc H f 249 T. canadensis Zhang et al. (2001)
10-Deacetyl-10-oxo-7-epi-cephalomannine C43H49N1O13 787.3204 B OH OBz OH =O OH H f 246 T. canadensis Zhang et al. (2001)
6/8/6-Taxanes with an aromatic amide moiety as part of C-13 side chain
1-Deoxytaxol C47H51N1O13 837.3360 A H OBz OH OAc OH H Bz 251 T. mairei Shi et al. (2006b)
10-Deacetyltaxol  C45H49NO13 811.3204 A OH OBz OH OH OH H Bz 35 T. wallichiana McLaughlin et al. (1981)
Taxol (taxol A; paclitaxel®) C47H51NO14 853.3310 A OH OBz OH OAc OH H Bz 39 T. brevifolia  Wani et al. (1971)
                        T. wallichiana Miller et al. (1981) 
                        T. baccata Sénilh et al. (1984)
                        T. yunnanensis Liang et al. (2002)
N-Debenzoyl-N-cinnamoyltaxol C49H53N1O14 897.3572 A OH OBz OH OAc OH H j 239 T. media Gabetta et al. (1995)
Taxuspinanane I C48H53N1O14 867.3466 A OH OBz OH OAc OH CH3 Bz 236 T. cuspidata Morita et al. (1998a)
10-(β-Hydroxybutyryl)-10-deacetyltaxol C49H55N1O15 875.3728 A OH OBz OH i OH H Bz 238 T. yunnanensis Sénilh et al. (1984)
7β-Acetyl-10-deacetyltaxol C47H51N1O14 853.3310 A OH OBz OAc OH OH H Bz 226 T. canadensis Zhang et al. (2001)
10-Deacetyl-10-dehydro-7-acetyltaxol A C47H49N1O14 851.3153 A OH OBz OAc =O OH H Bz 233 T. media Gabetta et al. (1995)
7-(β-Xylosyl)-10-deacetyltaxol C50H57NO17 943.3626 A OH OBz OXyl OH OH H Bz 33 T. baccata Sénilh et al. (1984)
7-(β-Xylosyl)taxol C52H59NO18 985.3732 A OH OBz OXyl OAc OH H Bz 36 T. baccata Sénilh et al. (1984)
2-Debenzoyl-2-tigloyltaxol C45H53N1O14 831.3466 A OH f OH OAc OH H Bz 250 T. x media Gabetta et al. (1999)
7-epi-10-Deacetyltaxol C45H49NO13 811.3204 B OH OBz OH OH OH H Bz 38 T. chinensis McLaughlin et al. (1981)
7-epi-Taxol C47H51NO14 853.3310 B OH OBz OH OAc OH H Bz 41 T. brevifolia  Huang et al. (1986)
2'-Acetoxy-7-epi-taxol C49H53N1O15 895.3415 B OH OBz OH OAc OAc H Bz 248 T. canadensis Zhang et al. (2000a)
10-Deacetyl-10-oxo-7-epi-taxol C45H47N1O13 809.3047 B OH OBz OH =O OH H Bz 247 T. brevifolia  Huang et al. (1986)
9-Deoxo-9α-hydroxytaxol C47H53NO14 855.3466 C OH OBz OH OAc OH H Bz 972 T. yunnanensis Chen et al. (1993a, 1994b)
___________________________________________________________________________________________________________________________________________________

Table 9. Group I.8. 6/8/6-Taxanes with opened oxetane ring.
_________________________________________________________________________________________________________________

Abbreviations:
OAc, O-acetyl
OBz, O-benzoyl
Symbols:
=O, ketone functional group
_______________________________________________________________________________________________________________________________________________________
                           
Compound Molecular  Monoisotopic Core R1 R2 R3 R4 R5 R6 R7 Spektraris Plant References
  Formula Mass   C-1 C-2 C-4 C-5 C-7 C-9 C-20 Record Source(s)  
_______________________________________________________________________________________________________________________________________________________
                           
5α,10β,13α-Triacetoxytax-11-ene-2α,7β,9α,20- C26H36O10 508.2309 A H OH H OAc OH OH OH 3923 T. cuspidata Ni et al. (2011)
     tetraol                           
5α,10β,13α,20-Tetraacetoxytax-11-ene-2α,7β,9α-triol C28H42O11 554.2727 A H OH H OAc OH OH OAc 174 T. cuspidata Cao et al. (2006)
Taxumairol E C30H44O12 596.2833 A H OH H OAc OAc OAc OH 170 T. cuspidata Shen and Chen (1997a)
Taxchin A C32H46O13 638.2938 A H OH H OAc OAc OAc OAc 760 T. chinensis Li et al. (1993)
Taxumairol N C28H42O12 570.2676 A H OH OH OH OAc OAc OH 167 T. mairei Shen et al. (2000a)
Taxumairol A C37H48O14 716.3044 A H OH OH OAc OAc OAc OBz 175 T. mairei Shen et al. (1996)
7,9-Deacetyltaxuspine L C28H42O11 554.2727 A H OAc H OAc OH OH OH 166 T. canadensis Zamir et al. (1999a)
7-Deacetyltaxuspine L C30H44O12 596.2833 A H OAc H OAc OH OAc OH 165 T. canadensis Zhang et al. (2000b)
Taxuspine L C32H46O13 638.2938 A H OAc H OAc OAc OAc OH 171 T. cuspidata Wang et al. (1996b)
Taxchin B C41H52O14 768.3357 A H OAc H OAc OAc OAc a 761 T. chinensis Fuji et al. (1995)
Taxumairol L C32H46O14 654.2888 A H OAc OH OH OAc OAc OAc 169 T. mairei Shen et al. (2002a)
7β,9α,10β,13α,20-Pentaacetoxy-2α-benzoyloxytax- C37H48O14 716.3044 A H OBz OH OH OAc OAc OAc 173 T. mairei Liang and Kingston (1993)
     11-ene-4α,5α-diol                          
5α,7β,9α,10β,13α-Pentaacetoxy-2α- benzoyloxytax- C37H48O14 716.3044 A H OBz OH OAc OAc OAc OH 172 T. mairei Liang and Kingston (1993)
    11-ene-4α,20-diol                          
Taxuspine R C32H47O14 654.2888 A OH OH H OAc OAc OAc OAc 957 T. cuspidata Wang et al. (1996a)
Taxumairol O C28H42O13 586.2625 A OH OH OH OH OAc OAc OH 168 T. mairei Shen et al. (2000)
2,20-O-Diacetyltaxumairol N C32H46O15 670.2837 A OH OAc OH OH OAc OAc OAc 3944 T. chinensis Xia et al. (2005a)
Wallitaxane G C31H40O12 604.2520 A OH OH OH OAc OH =O OBz 3933 T. wallichiana Dang et al. (2017)
Wallitaxane H C29H36O11 560.2258 B OH OH OH OAc OH =O OBz 3934 T. wallichiana Dang et al. (2017)
_______________________________________________________________________________________________________________________________________________________

Table 10. Group I.9. 6/8/6-Taxanes with C-12(17) or C-13(17)-oxido bridge.
_________________________________________________________________________________________________________________

Abbreviations:
n.a., not applicable
OAc, O-acetyl
OBz, O-benzoyl
Symbols:
=O, ketone functional group
________________________________________________________________________________________________________________________________________________________________
                               
Compound Molecular  Monoisotopic Core R1 R2 R3 R4 R5 R6 R7 R8 R9 Spektraris Plant References
  Formula Mass   C-2 C-5 C-9 C-10 C-13 C-4 C-11 C-14 C-19 Record Source(s)  
________________________________________________________________________________________________________________________________________________________________
                               
6/8/6-Taxanes with a C-12(17) oxido bridge and a C-4(20) double bond
2α-Deacetyl-5α-decinnamoyltaxagifine C26H36O11 524.2258 A OH OH OAc OAc =O n.a. OH H CH3 141 T. chinensis Zhang and Jia (1991)
5α-Decinnamoyltaxagifine C28H38O12 566.2363 A OAc OH OAc OAc =O n.a. OH H CH3 908 T. chinensis Zhang et al. (1990)
5-Decinnamoyl-11-acetyl-19-hydroxyl- C30H40O14 624.2418 A OAc OH OAc OAc =O n.a. OAc H OH 911 T. yunnanensis Chen et al. (1994a)
     taxagifine                              
19-Debenzoyl-19-acetyltaxinine M C30H40O14 624.2418 A OAc OH OAc OAc =O n.a. OH H OAc 142 T. wallichiana Barboni et al. (1995b)
Taxinine M C35H42O14 686.2575 A OAc OH OAc OAc =O n.a. OH H OBz 32 T. brevifolia Beutler et al. (1991)
                            T. mairei Li and Shi (1999)
5α-Acetyl-5α-decinnamoyltaxagifine C28H40O13 584.2469 A OAc OAc OAc OAc =O n.a. OH H CH3 909 T. chinensis Zhang et al. (1990)
Taxumairol R C37H44O15 728.2680 A OAc OAc OAc OAc =O n.a. OH H OBz 138 T. mairei Shen et al. (2000b)
Taxezopidine N  C39H51NO13 741.3360 A OAc a OAc OAc =O n.a. OH H CH3 140 T. cuspidata Morita et al. (2005)
5α-[(R)-3'-Dimethylamino-3'-phenyl- C46H55NO15 861.3572 A OAc a OAc OAc =O n.a. OH H OBz 139 T. wallichiana Prasain et al. (2001)
     propanoyloxy]taxinine M                              
Taxagifine C37H44O13 696.2782 A OAc b OAc OAc =O n.a. OH H CH3 1083 T. baccata Chauvière et al. (1982)
Taxuspine S C37H44O14 712.2731 A OAc b OAc OAc =O n.a. OH H OH 144 T. cuspidata Wang et al. (1996a)
Taxuspine T C37H44O14 712.2731 A OH b OAc OH =O n.a. OH H OAc 145 T. cuspidata Wang et al. (1996a)
19-Acetoxytaxagifine C39H46O15 754.2837 A OAc b OAc OAc =O n.a. OH H OAc 146 T. chinensis Fukushima et al. (1999)
Taxacin C44H48O15 816.2993 A OAc b OAc OAc =O n.a. OH H OBz 1084 T. cuspidata Yoshizaki et al. (1988)
Tasumatrol L C36H44O15 716.2680 A OAc OH OAc OAc =O n.a. OH CH2OH OBz 143 T. sumtrata Shen et al. (2005a)
6/8/6-Taxanes with a C-12(17) oxido bridge and an oxetane ring
4-Deacetyltaxagifine III C22H32O10 456.1995 B OH n.a. =O OH OH OH OH H CH3 148 T. chinensis Zhang and Jia (1991)
Taxagifine III C24H34O11 498.2101 B OH n.a. =O OH OH OAc OH H CH3 147 T. chinensis Zhang and Jia (1991)
6/8/6-Taxanes with a C-13(17) oxido bridge and a C-4(20) double bond
Taxezopidine M C37H49NO10 667.3356 C OAc a OAc OAc OH n.a. n.a. H CH3 160 T. cuspidata Morita et al. (2005)
Taxezopidine A C26H36O9 492.2359 C OAc OH OAc OAc OH n.a. n.a. H CH3 161 T. cuspidata Wang et al. (1997)
Taxezopidine J C35H42O10 622.2778 C OAc b OAc OAc OH n.a. n.a. H CH3 162 T. cuspidata Shigemori et al. (1999)
________________________________________________________________________________________________________________________________________________________________

Table 11. Group I.10. 6/8/6-Taxanes. Taxa-4(20),12-dienes.
_________________________________________________________________________________________________________________

________________________________________________________________________________________________________________________________________________________
                           
Compound Molecular  Monoisotopic Core R1 R2 R3 R4 R5 R6 R7 Spektraris Plant References
  Formula Mass   C-1 C-2 C-5 C-7 C-9 C-10 C-13 Record Source(s)  
________________________________________________________________________________________________________________________________________________________
                           
2α,9α,7β,13-Tetraacetoxytaxa-4(20),12-diene- C28H40O11 552.2571 A H OAc OH OAc OAc OH OAc 151 T. canadensis Shi et al. (2005a)
     5α,10β,11β-triol                          
5-Decinnamoyltaxuspine D C30H42O12 594.2676 A H OAc OH OAc OAc OAc OAc 149 T. canadensis Zamir et al. (1999a)
7-Deacetoxytaxuspine D C37H46O12 682.2989 A H OAc a OH OAc OAc OAc 150 T. canadensis Shi et al. (2003b)
Taxezopidine K C37H46O12 682.2989 A H OAc a OAc OAc OH OAc 153 T. cuspidata Shigemori et al. (1999)
Taxuspine D C39H48O13 724.3095 A H OAc a OAc OAc OAc OAc 3948 T. cuspidata Kobayashi et al. (1995b)
Taxuspine P C41H55NO13 769.3673 A H OAc b OAc OAc OAc OAc 152 T. cuspidata Kobayashi et al. (1996)
2α,10β,13α-Triacetoxy-5α-[3'-(N-formyl-N-methyl- C37H49NO10 667.3356 A H OAc d H OH OAc OAc 3928 T. canadensis Zhang et al. (2013)
     amino)-3'-phenylpropanoyloxy]                          
     taxa-4(20),12-dien-9α-ol                           
2α,7β,9α,10β,13-Pentaacetoxy-5α-(2'-hydroxy- C41H55NO14 785.3623 B H OAc c OAc OAc OAc OAc 885 T. canadensis Zhang et al. (2008b)
     3'-N,N-dimethylamino-3'-phenylpropanoyloxy)                          
     taxa-4(20),12-dien-11β-ol                          
________________________________________________________________________________________________________________________________________________________

Table 12. Group I.11 6/8/6-Taxanes with a C-4(5)-double bond.
_________________________________________________________________________________________________________

Abbreviations:
OAc, O-acetyl
Symbols:
=O, ketone functional group
_________________________________________________________________________________________________________________________________________________________________
                         
Compound Molecular  Monoisotopic Core R1 R2 R3 R4 R5 R6 Spektraris Plant References
  Formula Mass   C-1 C-2 C-9 C-10 C-13 C-20 Record Source(s)  
_________________________________________________________________________________________________________________________________________________________________
                         
Taxanes with C-4(5)- and C-11(12)-double bonds 
9α-Acetoxy-2α,20-dihydroxytaxa-4(5),11(12)-dien-13-one C22H32O5 376.2250 A H OH OAc H =O OH 157 T. mairei Shi et al. (1999f)
9α,10β-Diacetoxy-2α,20-dihydroxytaxa-4(5),11(12)-dien-13-one C24H34O7 434.2305 A H OH OAc OAc =O OH 910 T. mairei Shi et al. (1999a)
2α10β,13α-Triacetoxytaxa-4(5),11(12)-diene-9α,20-diol C26H38O8 478.2567 A H OAc OH OAc OAc OH 159 T. canadensis Shi et al. (2003b)
2α,10β,13α-Triacetoxy-20-cinnamoyloxytaxa-4 (5),11(12)-dien-9α-ol C35H44O9 608.2985 A H OAc OH OAc OAc a 3865 T. canadensis Shi et al. (2003d)
2α,9α,10β,13α-Tetraacetoxy-20-cinnamoyloxytaxa-4(5),11(12)-diene C37H46O10 650.3091 A H OAc OAc OAc OAc a 158 T. canadensis Zhang et al. (2000a)
                      T. mairei Li et al. (2006)
Taxanes with a C-4(5)-double bond and C-11,12-epoxide 
2α,10β-Diacetoxy-11β,12β-epoxy-9α,20-dihydroxytaxa-4-en-13-one  C24H34O8 450.2254 B H OAc OH OAc =O OH 963 T. cuspidata Shi et al. (2006b)
2α,9α-Diacetoxy-11β,12β-epoxy-10β,20-dihydroxytaxa-4-en-13-one C24H34O8 450.2254 B H OAc OAc OH =O OH 962 T. cuspidata Shi et al. (2006b)
2α,9α,10β-Triacetoxy-11β,12β-epoxy-20-hydroxytaxa-4-en-13-one C26H36O9 492.2359 B H OAc OAc OAc =O OH 164 T. canadensis Petzke et al. (2004)
2α,9α,10β-Triacetoxy-20-cinnamoyoloxy-11β,12β-epoxytaxa- C35H42O10 622.2778 B H OAc OAc OAc =O a 163 T. canadensis Shi et al. (2003b)
     4-en-13-one                        
_________________________________________________________________________________________________________________________________________________________________

Table 13. Group I.12. Miscellaneous 6/8/6-taxanes.
_________________________________________________________________________________________________________

Abbreviations:
n.a., not applicable
OAc, O-acetyl
OBz, O-benzoyl
Symbols:
=O, ketone functional group
________________________________________________________________________________________________________________________________________________________
                             
Compound Molecular  Monoisotopic Core R1 R2 R3 R4 R5 R6 R7 R8 Spektraris Plant References
  Formula Mass   C-1 C-2 C-4 C-5 C-7 C-9 C-13 C-20 Record Source(s)  
________________________________________________________________________________________________________________________________________________________
                             
Taxezopidine B C26H38O10 510.2465 A H OAc n.a. OH H OAc =O OH 784 T. cuspidata Wang et al. (1998)
2α,10β,13α-Triacetoxytaxa-4(20),5,11-trien-9-ol C26H36O7 460.2461 B H OAc n.a. n.a. H OH OAc n.a. 883 T. canadensis Shi et al. (2003a)
Taxuyunnanine Z C26H38O11  526.2414 C OH n.a. OH OAc OH OH OAc n.a. 783 T. yunnanensis Li et al. (2003)
Taxuspine K C30H42O13 610.2625 C OH n.a. OAc OH OAc OAc OAc n.a. 753 T. cuspidata Wang et al. (1996b)
Taxiwallinine C32H40O6 520.2824 D H H n.a. a H H OAc n.a. 3974 T. mairei Lun etal. (2017)
Taxchinin N C30H38O12 590.2363 E OAc n.a. n.a. n.a. OAc OAc OAc n.a. 16299 T. chinensis Zhao et al. (2006)
(12αH)-2α,10β-Diacetoxy-5α-cinnamoyloxy- C33H42O9 582.2829 F H OAc n.a. a H n.a. OH n.a. 888 T. cuspidata Zhang et al. (2008)
     9α,13α-epoxytax-4(20)-ene-11β,13β-diol                            
4α,10β,13α-Acetoxy-2α-benzoyloxy-7β,9α- C33H42O12 630.26763 G OH OBz OAc n.a. n.a. n.a. OAc n.a. 3970 T. canadensis Pan et al. (2011)
     epidioxy-5β,20-epoxytax-11-en-1β-ol                            
Baccataxinine  C36H44O10 636.29345 H n.a. n.a. n.a. a H OAc =O n.a. 3963 T. baccata Lei et al. (2018)
________________________________________________________________________________________________________________________________________________________

Table 14. Group II.1. 11(15→1)Abeotaxanes with a C-4(20),11-double bond.
____________________________________________________________________________________________________

Abbreviations:
OAc, O-acetyl
OBz, O-benzoyl
OGlc, O-β-D-glucopyranosyl
 
Symbols:
=O, ketone functional group
________________________________________________________________________________________________________________________________________________________________
                         
Compound Molecular  Monoisotopic Core R1 R2 R3 R4 R5 R6 Spektraris Plant References
  Formula Mass   C-2 C-5 C-7 C-9 C-10 C-13 Record Source(s)  
________________________________________________________________________________________________________________________________________________________________
                         
11(15→1)Abeotaxadienes with no functional group at C-2
7-Debenzoyloxy-10-deacetylbrevifoliol C22H34O6 394.2355 A H OH H OAc OH OH 914 T. wallichiana Appendino et al. (1993b)
9α,13α-Diacetoxy-11(15→1)abeotaxa-4(20),11-diene C26H38O8 478.2567 A H OH H OAc OH OAc 748 T. yunnanensis Shi et al. (1999g)
     5α,10β,15-triol                        
9α,10β-Diacetoxy-11(15→1)abeotaxa-4(20),11-diene C24H36O7 436.2461 A H OH H OAc OAc OH 950 T. mairei Shi et al. (1999b)
     5α,13α,15-triol                        
9α,10β,13α-Triacetoxy-11(15→1)abeotaxa-4(20),11- C26H38O8 478.2567 A H OH H OAc OAc OAc 951 T. mairei Shi et al. (1999b)
     diene-5α,15-diol                        
7β,9α-Diacetoxy-5α,15-dihydroxy-11(15→1)abeotaxa- C24H34O7 434.2305 A H OH OAc OAc H =O 4138 T. mairei Huo et al. (2007c)
     4(20),11-dien-13-one                        
Taxawallin F C26H38O9 494.2516 A H OH OAc OAc OH OAc 4104 T. wallichiana Zhang et al. (1995b)
Taxawallin H C26H38O9 494.2516 A H OH OAc OAc OAc OH 4106 T. wallichiana Zhang et al. (1995b)
7β,9α,10β,13α-Tetraacetoxy-11(15→1)abeotaxa- C28H40O10 536.2621 A H OH OAc OAc OAc OAc 4141 T. canadensis Petzke et al. (2004)
     4(20),11-diene-5α,15-diol                        
Brevifoliol C31H40O9 556.2672 A H OH OAc OAc OBz OH 889 T. brevifolia Appendino et al. (1993b)
13-Acetylbrevifoliol C33H42O10 598.2778 A H OH OAc OAc OBz OAc 50 T. wallichiana Appendino et al. (1993b)
                      T. mairei Li et al. (2006)
9-Deacetyl-9-benzoyl-10-debenzoylbrevifoliol C29H38O8 514.2567 A H OH OAc OBz OH OH 751 T. brevifolia Chen and Kingston (1994)
Taxawallin D C33H42O10 598.2778 A H OH OAc OBz OAc OAc 4136 T. wallichiana Zhang et al. (1995b)
5α,9α,10β,13α-Tetracetoxy-11(15→1)abeotaxa-4(20),11- C28H40O9 520.2672 A H OAc H OAc OAc OAc 799 T. wallichiana Choudhary et al. (2002)
     dien-15-ol                        
5,10,13-Triacetyl-10-debenzoylbrevifoliol C30H42O11  578.2727 A H OAc OAc OAc OAc OAc 4125 T. wallichiana Chattopadhyay et al. (1999)
13α-Acetoxy-5α-cinnamoyloxy-11(15→1)abeotaxa- C31H40O7 524.2774 A H a H OH OH OAc 750 T. yunnanensis Kiyota et al. (2001)
     4(20),11-diene-9α,10β,15-triol                        
Chinentaxunine C33H42O8 566.2880 A H a H OAc OH OH 1043 T. chinensis Shen et al. (1999a)
9α,13α-Diacetoxy-5α-cinnamoyloxy-11(15→1) C33H42O8 566.2880 A H a H OAc OH OAc 938 T. mairei Shi et al. (2000)
     abeotaxa-4(20),11-diene-10β,15-diol                         
7-Deacetoxytaxuspine J C35H44O9 608.2985 A H a H OAc OAc OAc 746 T. cuspidata Murakami et al. (1999b)
9α,13α-Diacetoxy-10β-benzoyloxy-5α-cinnamoyloxy- C40H46O9 670.3142 A H a H OAc OBz OAc 747 T. yunnanensis Shi et al. (2000e)
     11(15→1)abeotaxa- 4(20),11-dien-15-ol                        
Taxuspine M C35H44O10 624.2934 A H a OAc OAc OH OAc 752 T. cuspidata Wang et al. (1996b)
Taxuspine J C37H46O11 666.3040 A H a OAc OAc OAc OAc 766 T. cuspidata Kobayashi et al. (1995a)
Taxchinin H C40H46O10 686.3091 A H a OAc OAc OBz OH 755 T. chinensis Tanaka et al. (1994)
                      T. wallichiana Barboni et al. (1995b);
                        Zhang et al. (1995b)
Taxuspine A C42H48O11 728.3197 A H a OAc OAc OBz OAc 4137 T. cuspidata Kobayashi et al. (1994)
                      T. brevifolia Appendino et al. (1993b)
9α,13α-Diacetoxy-10β-benzoyloxy-5α-[(R)-3'- C42H53NO9 715.3720 A H b H OAc OBz OAc 749 T. yunnanensis Shi et al. (1999g)
     dimethylamino-3'-phenylpropanoyloxy]-                        
     11(15→1)abeotaxa-4(20),11-dien-15-ol                        
7β,9α,13α-Triacetoxy-10β-benzoyloxy-5α-(3'-di- C42H51NO11 745.3462 A H b OAc OAc OBz OAc 891 T. brevifolia Appendino et al. (1993b);
     methylamino-3'-phenylpropanoyloxy)-11-                       Chu et al. (1994)
     (15→1)abeotaxa-4(20),11-dien-1β-ol                        
13α-acetoxy-5α-[(R)-3'-dimethylamino- C33H47NO7 569.3353 A H b H OH OH OAc 942 T. yunnanensis Shi et al. (1999h)
     3'-phenylpropanoyloxy]-11(15→1)abeotaxa-                        
     4(20),11-diene-9α,10β-diol                        
7β,9α,13α-Triacetoxy-10β-benzoyloxy-5α-(3'-methyl- C43H53NO11 759.3619 A H c OAc OAc OBz OAc 890 T. brevifolia Appendino et al. (1993b);
     amino-3'-phenylpropanoyloxy)-11- (15→1)abeotaxa-                       Chu et al. (1994)
     4(20),11-dien-1β-ol                        
11(15→1)Abeotaxadienes with an acetyl functional group at C-2
Teixidol C28H40O10 536.2621 A OAc OH H OAc OAc OAc 774 T. baccata Soto et al. (1996)
Taxuspine Y C31H38O9 554.2516 A OAc OH H OAc OBz =O 768 T. cuspidata Shigemori et al. (1997)
Taxacustone C24H34O8 450.2254 A OAc OH H OAc OH =O 4146 T. cuspidata Tong et al. (1995)
2α,9α,15-Triacetoxy-11(15→1)abeotaxa-4(20),11-diene- C26H38O10 510.2465 B OAc OH OH OAc OH OH 4147 T. wallichiana Choudhary et al. (2002)
     5α,7β,10β,13α-tetraol                        
Taxuspine O C26H38O11 526.2414 A OAc OH OH OAc OAc =O 767 T. cuspidata Kobayashi et al. (1996)
2α-Acetoxy-9α-benzoyloxy-5α,7β,10β,15-tetrahydroxy- C29H36O9 528.2359 A OAc OH OH OBz OH =O 794 T. yunnanensis Nguyen et al. (2003)
     11(15→1)abeotaxa-4(20),11-dien-13-one                        
10-Debenzoyl-2α-acetoxybrevifoliol C26H38O10 510.2465 A OAc OH OAc OAc OH OH 4142 T. wallichiana Barboni et al. (1995b)
Taxchinin G C28H40O11 552.2571 A OAc OH OAc OAc OH OAc 754 T. chinensis Li et al. (1993)
Taxchinin A C33H42O11 614.2727 A OAc OH OAc OAc OBz OH 769 T. chinensis Fuji et al. (1992)
                      T. yunnanensis Liang et al. (2002)
Taxchinin D C35H44O12 656.2833 A OAc OH OAc OAc OBz OAc 773 T. chinensis Li et al. (1993)
Taxuspinanane B C33H40O11 612.2571 A OAc OH OAc OAc OBz =O 4144 T. cuspidata Morita et al. (1997b)
Taxchinin E C42H48O12 744.3146 A OAc OH OAc OAc OBz a 756 T. chinensis Tanaka et al. (1994)
9-Deacetyl-9-benzoyl-10-debenzoyltaxchinin A C31H40O10 572.2622 A OAc OH OAc OBz OH OH 999 T. baccata Guo et al. (1996)
13-Acetyl-9-deacetyl-9-benzoyl-10-debenzoyltaxchinin A C33H42O11 614.2727 A OAc OH OAc OBz OH OAc 983 T. chinensis Shi et al. (1998b)
5α-O-(β-D-Glucopyranosyl)-10β-benzoyltaxacustone C37H48O14 716.3044 A OAc OGlc H OAc OBz =O 797 T. cuspidata Tong et al. (1995)
Taxamedin A C37H46O11 666.3040 A OAc a H OAc OAc OAc 985 T. x media Gao et al. (1997)
9-Deacetyl-9-benzoyl-10-debenzoyl-5-cinnamoyltaxchinin A C40H46O11 702.3040 A OAc a OAc OBz OH OH 982 T. mairei Shi et al. (1998c)
(-)-2α-Acetoxy-2',7-dideacetoxy-1-hydroxy-11(15→1) C39H53NO11 711.3619 A OAc b H OAc OAc OAc 4145 T. baccata Doss et al. (1997)
     abeoaustrospicatine                        
11(15→1)Abeotaxadienes with a benzoyl functional group at C-2
2-Deacetyl-2α-benzoyl-5,13-diacetyltaxchinin A C42H48O13 760.3095 A OBz OAc OAc OAc OBz OAc 814 T. brevifolia Rao and Jochum (1998)
________________________________________________________________________________________________________________________________________________________________

Table 15. Group II.2. 11(15→1)Abeotaxadienes with a C-4,20-epoxide ring.
____________________________________________________________________________________________________

Abbreviations:
OAc, O-acetyl
OBz, O-benzoyl
 ____________________________________________________________________________________________________________________________________________________________
                         
Compound Molecular  Monoisotopic Core R1 R2 R3 R4 R5 R6 Spektraris Plant References
  Formula Mass   C-2 C-5 C-7 C-9 C-10 C-13 Record Source(s)  
_____________________________________________________________________________________________________________________________________________________________
                         
2α,7β-Diacetoxy-9α-benzoyloxy-4β20-epoxy11(15→1)abeotax-11- C31H40O11 588.2571 A OAc OH OAc OBz OH OH 917 T. mairei Shi et al. (1999i)
     ene-5α,10β,13α,15-tetraol                        
Taxuchin A C32H44O14 652.2731 A OAc OAc OAc OAc OAc OAc 843 T. chinensis Zhang et al. (1994d)
_____________________________________________________________________________________________________________________________________________________________

Table 16. Group II.3. 11(15→1)Abeotaxadienes with an oxetane ring.
____________________________________________________________________________________________________

Abbreviations:
OAc, O-acetyl
OBz, O-benzoyl
 
Symbols:
=O, ketone functional group
_________________________________________________________________________________________________________________________________________________________________
                           
Compound Molecular  Monoisotopic Core R1 R2 R3 R4 R5 R6 R7 Spektraris Plant References
  Formula Mass   C-2 C-4 C-7 C-9 C-10 C-13 C-19 Record Source(s)  
_________________________________________________________________________________________________________________________________________________________________
                           
11(15→1)Abeotaxanes with oxetane ring and a hydroxyl group at C-13
4α,7β-Diacetoxy-9α-benzoyloxy-5β,20-epoxy- C31H41O11 589.2649 A OH OAc OAc OBz OH OH H 986 T. mairei Shi et al. (1999j)
     11(15→1)abeotax-11-ene-2α,10β,13α,15-tetraol                          
Taxuyunnanine M (taxumairol Q) C24H36O10 484.2308 A OAc OAc OH OH OH OH H 1016 T. yunnanensis Li et al. (2000)
                        T. sumatrana Shen et al. (2002a)
7,9-Dideacetyltaxayuntin C31H40O11 588.2571 A OAc OAc OH OH OBz OH H 775 T. yunnanensis Zhong et al. (1996)
                        T. brevifolia Rao et al. (1996a)
Taxumairol K C31H40O11 588.2571 A OAc OAc OH OBz OH OH H 1026 T. mairei Shen et al. (1998a)
Tasumatrol B C26H38O11 526.2414 A OAc OAc OAc OH OH OH H 1013 T. sumatrana Shen et al. (2003)
Taxumairol W C28H40O12 568.2520 A OAc OAc OAc OH OAc OH H 1022 T. mairei Shen et al. (2001a)
13-Decinnamoyl-9-deacetyltaxchinin B C33H42O12 630.2676 A OAc OAc OAc OH OBz OH H 826 T. wallichiana Chattopadhyay et al. (1996)
Taxacustin (10,13-deacetylabeobaccatin IV) C28H40O12 568.2520 A OAc OAc OAc OAc OH OH H 824 T. cuspidata Tong et al. (1993)
                        T. wallichiana Chattopadhyay et al. (1995)
Taxayuntin F (taxchinin L) C33H42O12 630.2676 A OAc OAc OAc OBz OH OH H 777 T. yunnanensis Yue et al. (1995a)
                        T. chinensis Tanaka et al. (1996)
Taxayuntin H C30H42O13 610.2625 A OAc OAc OAc OAc OAc OH H 778 T. yunnanensis Zhou et al. (1998)
13-Deacetylbaccatin VI (taxayuntin;  C35H44O13 672.2782 A OAc OAc OAc OAc OBz OH H 873 T. wallichiana Appendino et al. (1993b)
     taxayunnansin A)                         incorrect structure reported 
                          by Barboni et al. (1993)
                        T. yunnanensis Zhang et al. (1995c)
Taxuspine Q C33H46O13 650.2938 A OAc OAc OAc OAc a OH H 764 T. cuspidata Wang et al. (1996a)
4-Deacetyl-11(15→1)abeobaccatin VI C35H44O13 672.2782 A OBz OH OAc OAc OAc OAc H 836 T. media Barboni et al. (1994b)
7,13-Dideacetyl-9,10-debenzoyltaxchinin C C29H38O10 546.2465 A OBz OAc OH OH OH OH H 820 T. brevifolia Chen and Kingston (1994)
Taxumairol Z C33H42O13 646.2625 A OBz OAc OH OH OH OAc OAc 1010 T. mairei Shen et al. (2002c)
Tasumatrol O C31H38O12 602.2363 A OBz OAc OH =O OAc OH OH 13083 T. sumatrana Shen et al. (2005b)
Taxuspinanane F (9-deacetyltaxayuntin E) C31H40O11 588.2571 A OBz OAc OAc OH OH OH H 4012 T. cuspidata Morita et al. (1998b)
     (4α,7β-diacetoxy-2α-benzoyloxy-5β,20-epoxy-                          
     1β,9α,10β,13α,15-pentahydroxy-                          
     11(15→1)abeotax-11-ene)                          
Taxayuntin E C33H42O12 630.2676 A OBz OAc OAc OAc OH OH H 776 T. yunnanensis Yue et al. (1995a)
                        T. mairei Li et al. (2006)
Taxayuntin A C36H42O11 650.2727 A OBz OAc OBz OH OH OH H 872 T. yunnanensis Chen et al. (1993b)
15-O-Benzoyl-10-deacetyl-2-debenzoyl- C29H34O10 542.2152 B OH OAc OH =O =O OH H 834 T. canadensis Zhang et al. (2000b)
    10-dehydro-abeobaccatin III                          
11(15→1)Abeotaxanes with oxetane ring and an acetyl group at C-13
Taxuyunnanine F C30H42O13 610.2625 A OAc OAc OAc OAc OH OAc H 1031 T. yunnanensis Zhang et al. (1995e)
Taxchinin M C35H44O13 672.2782 A OAc OAc OAc OBz OH OAc H 763 T. mairei Tanaka et al. (1996)
                        T. floridana Rao and Johnson (1998)
Taxchinin J C42H48O13 760.3095 A OAc OAc OAc OBz OH b H 759 T. chinensis Tanaka et al. (1994)
13-Acetyl-13-decinnamoyltaxchinin B C37H46O14 714.2888 A OAc OAc OAc OAc OBz OAc H 828 T. baccata Das et al. (1995)
Taxchinin B C44H50O14 802.3201 A OAc OAc OAc OAc OBz b H 770 T. chinensis Fuji et al. (1993)
Taxchinin K C42H48O14 776.3044 A OAc OAc OAc OBz OBz OAc H 757 T. chinensis Tanaka et al. (1994)
Taxayuntin B (2α-debenzoyl-2α-acetyltaxayuntin A) C31H40O11 588.2571 A OAc OAc OBz OH OH OH H 762 T. yunnanensis Chen et al. (1993b)
     (2α,4α-diacetoxy-7β-benzoyloxy-5β,20-epoxy-                       T. mairei Shi et al. (1999i)
    1β,9α,10β,13α,15-pentahydroxy-                          
     11(15→1)abeotax-11-ene)                          
7,9,10-Trideacetylabeobaccatin VI C31H40O11 588.2571 A OBz OAc OH OH OH OAc H 827 T. baccata Appendino et al. (1994a)
7-deacetyltaxayuntin D C45H48O13 796.3095 A OBz OAc OH OBz OBz OAc H 817 T. brevifolia Rao and Juchum (1998)
Taxayuntin C C42H48O14 776.3044 A OBz OAc OAc OAc OBz OAc H 3989 T. yunnanensis Chen et al. (1993b)
4α,7β-Diacetoxy-2α,9α-dibenzoyloxy-5β,20-epoxy- C38H44O12 692.2833 A OBz OAc OAc OBz OH OH H 874 T. baccata Guo et al. (1995b)
     11(15→1)abeotax-11-ene-1β,10β,13α,15-tetraol                          
Taxchinin I C40H46O13 734.2938 A OBz OAc OAc OBz OH OAc H 829 T. media Barboni et al. (1994b)
Taxayuntin D (taxchinin C; 9-deacetyl-9-benzoyl- C47H50O14 838.3201 A OBz OAc OAc OBz OBz OAc H 771 T. chinensis Fuji et al. (1993)
     taxayuntin C)                       T. yunnanensis Chen et al. (1993b)
                        T. brevifolia Huang et al. (1998); 
                          incorrect structure published by 
                          Chu et al. (1992)
2,7-Dideacetyl-2,7-dibenzoyltaxayunnanine F C42H48O14 776.3044 A OBz OAc OBz OAc OH OAc H 3973 T. brevifolia Rao and Juchum (1998)
4α,9α,10β,13α-Tetraacetoxy-2α,7β-dibenzoyloxy- C42H48O14 776.3044 A OBz OAc OBz OAc OAc OAc H 209 T. brevifolia Huang et al. (1998);
     5β,20-epoxy-11(15→1)abeotax-11-en-1β-ol                         incorrect structure published by 
                          Chu et al. (1992)
7-Deacetyl-7-benzoyltaxayuntin C C47H50O14 838.3201 A OBz OAc OBz OAc OBz OAc H 819 T. brevifolia Rao and Juchum (1998)
7-Deacetyl-7-benzoyltaxchinin I C45H48O13 796.3095 A OBz OAc OBz OBz OH OAc H 818 T. brevifolia Rao and Juchum (1998)
7,9-Di-O-acetyl-15-O-benzoyl-2-de-O-benzoyl- C33H42O12 630.2676 B OH OAc OH OH OAc OAc OBz 835 T. canadensis Zhang et al. (2000b)
     abeobaccatin VI                          
11(15→1)Abeotaxanes with oxetane ring and additional C-10,15- or C-13,15 ether ring.
10,15-Epoxy-11(15→1)abeo- C29H34O9 526.2203 C OBz OAc OH =O n.a. OH   887 T. wallichiana  Appendino et al. (1993e)
     10-deacetylbaccatin III                          
13-Deacetoxy-13,15-epoxy-11(15→1)abeo- C35H42O12 654.2676 D OBz OAc OAc OAc OAc n.a.   850 T. x media Barboni et al. (1994b)
     13-epi-baccatin VI                          
13,15-Epoxy-13-epi-taxayunnasin A C35H42O12 654.2676 D OAc OAc OAc OAc OBz n.a.   16298 T. chinensis  Zhao et al. (2006) 
_________________________________________________________________________________________________________________________________________________________________

Table 17. Group II.4. 11(15→1)Abeotaxadienes with an opened oxetane ring.
____________________________________________________________________________________________________

Abbreviations:
OAc, O-acetyl
OBz, O-benzoyl
________________________________________________________________________________________________________________________________________________________
                             
Compound Molecular  Monoisotopic Core R1 R2 R3 R4 R5 R6 R7 R8 Spektraris Plant References
  Formula Mass   C-2 C-4 C-5 C-7 C-9 C-10 C-13 C-20 Record Source(s)  
________________________________________________________________________________________________________________________________________________________
                             
Taxuyunnanine P C24H38O10 486.2465 A OH H OH OAc OAc OH OH OH 6937 T. yunnanensis Li et al. (2001)
Taxuyunnanine Q C26H40O11 528.2571 A OH H OH OAc OAc OAc OH OH 6938 T. yunnanensis Li et al. (2001)
Taxuyunnanine N C26H40O11 528.2571 A OH H OAc OAc OAc OH OH OH 1017 T. yunnanensis Li et al. (2000)
Taxumairol V C28H42O12 570.2676 A OH H OAc OAc OAc OH OH OAc 1021 T. mairei Shen et al. (2001a)
Taxuyunnanine V C28H42O12 570.2676 A OH H OAc OAc OAc OH OAc OH 878 T. yunnanensis Li et al. (2002)
Taxumairol U C30H44O13 612.2782 A OH H OAc OAc OAc OH OAc OAc 879 T. mairei Shen et al. (2001a)
Taxuyunnanine O C28H42O12 570.2676 A OH H OAc OAc OAc OAc OH OH 1018 T. yunnanensis Li et al. (2000)
Taxayuntin J C30H44O13 612.2782 A OH H OAc OAc OAc OAc OH OAc 779 T. yunnanensis Zhou et al. (1998)
Tasumatrol F C33H44O12 632.2833 A OH H OAc OAc OBz OH OH OAc 1024 T. sumatrana Shen et al. (2005c)
Taxayuntin G C28H42O12 570.2676 A OAc H OAc OAc OAc OH OH OH 6936 T. yunnanensis Yue et al. (1995b)
Taxumain A C30H44O13 612.2782 A OAc H OAc OAc OAc OH OH OAc 1037 T. mairei Yang et al. (1999)
Taxumain B C32H46O14 654.2888 A OAc H OAc OAc OAc OH OAc OAc 787 T. mairei Yang et al. (1999)
Taxuyunnanine S C20H34O9 418.2203 A OH OH OH OH OH OH OH OH 875 T. yunnanensis Li et al. (2002)
Taxuyunnanine R C27H37O10 521.2387 A OH OH OH OH OH OH OH OBz 6939 T. yunnanensis Li et al. (2001)
Taxuyunnanine T C24H38O11 502.2414 A OH OH OAc OH OH OH OH OAc 876 T. yunnanensis Li et al. (2002)
Taxuyunnanine K C29H40O11 564.2571 A OH OH OAc OH OH OH OH OBz 1014 T. yunnanensis Li et al. (2000)
Taxuyunnanine U C31H42O12 606.2676 A OH OH OAc OH OH OBz OH OAc 877 T. yunnanensis Li et al. (2002)
Yunantaxusin A C35H46O14 690.2888 A OH OH OAc OAc OAc OBz OH OAc 788 T. yunnanensis Zhang et al. (1994e)
Tasumatrol E C33H44O13 648.2782 A OH OH OAc OAc OBz OH OH OAc 1023 T. sumatrana Shen et al. (2005c)
Taxuchin B C31H40O11Cl 623.2259 A OAc OH OH OAc OBz OH OH Cl 3980 T. chinensis Fang et al. (1997)
                          T. yunnanensis Li et al. (2003)
Taxuyunnanine L C29H40O11 564.2571 A OBz OH OH OH OH OH OH OAc 1015 T. yunnanensis Li et al. (2000a)
Taxuyunnanine X C31H40O11 588.2571 B n.a. n.a. OH OAc OBz OH OH n.a. 781 T. yunnanensis Li et al. (2003)
Taxuyunnanine W C33H42O12 630.2676 B n.a. n.a. OAc OAc OBz OH OH n.a. 780 T. yunnanensis Li et al. (2003)
5-O-Acetyl-20-O-deacetyl-4,20-(p-hydroxyl- C36H44O12 668.2833 C OBz n.a. OAc OH OH OH OH n.a. 871 T. chinensis Xia et al. (2005b)
    benzylidenedioxy)-taxuyunnanine L                            
_______________________________________________________________________________________________________________________________________________________    

Table 18. Group II.5. 11(15→1)Abeotaxanes with a C-2,20 ether ring.
____________________________________________________________________________________________________

Abbreviations:
OAc, O-acetyl
OBz, O-benzoyl
______________________________________________________________________________________________________________________________________________________________________
                           
Compound Molecular  Monoisotopic Core R1 R2 R3 R4 R5 R6 R7 Spektraris Plant References
  Formula Mass   C-4 C-5 C-7 C-9 C-10 C-13 C-15 Record Source(s)  
______________________________________________________________________________________________________________________________________________________________________
                           
1(15→1)Abeotaxanes with a C-2,20 ether ring and a substituent at C-15.
Taxumairol X C24H36O10 484.2308 A OH OH OAc OAc OH OH OH 1008 T. mairei Shen et al. (2002c)
Taxumairol Y C26H38O11 526.2414 A OH OH OAc OAc OH OAc OH 1009 T. mairei Shen et al. (2002c)
Taxumairol H C33H42O12 630.2676 A OH OH OAc OAc OAc OH OBz 1002 T. mairei Shen et al. (2002a)
10-O-Benzoyl-15-O-acetyltaxumairol X C33H42O12 630.2676 A OH OH OAc OAc OBz OH OAc 842 T. chinensis Xia et al. (2005b)
Taxuyunnanine Y C29H38O10 546.2465 A OH OH OAc OBz OH OH OH 782 T. yunnanensis Li et al. (2003)
4α,10β,13α-Triacetoxy-15-benzoyloxy-2α,20β-epoxy- C33H42O12 630.2676 A OAc OH OH OH OAc OAc OBz 844 T. canadensis Zhang et al. (2009)
     11(15→1)abeotax-11-ene-5α,7β,9α-triol                          
Taxumairol G C37H46O14 714.2888 A OAc OH OAc OAc OAc OAc OBz 1001 T. mairei Shen et al. (2002a)
4α,7β,9α,10β,15-Pentaacetoxy-2α,20β-epoxy- C30H42O13 610.2625 A OAc OH OAc OAc OAc OH OAc 892 T. canadensis Zhang et al. (2009)
     11(15→1)abeotax-11-ene-5α,13α-diol                          
Taxuyunnanine E C33H42O12 630.2676 A OAc OH OAc OBz OH OAc OH 918 T. mairei Zhang et al. (1995e)
Tasumatrol G C33H42O12 630.2676 A OBz OAc OAc OAc OH OH OH 1025 T. sumatrana Shen et al. (2005c)
1(15→1)Abeotaxanes with a C-2,20 ether ring and a C-15,16 double bond.
Taxumairol J C26H36O10 508.2308 B OH OH OAc OAc OAc OH n.a. 1004 T. mairei Shen et al. (2002a)
Taxumairol I C28H38O11 550.2414 B OH OH OAc OAc OAc OAc n.a. 1003 T. mairei Shen et al. (2002a)
4α,13α-Diacetoxy-2α,20-epoxy-11(15→1)abeotaxa-11,15-diene- C24H34O9 466.2203 B OAc OH OH OH OH OAc n.a. 847 T. canadensis Shi et al. (2007)
     5α,7β,9α,10β-tetraol                          
______________________________________________________________________________________________________________________________________________________________________   

Table 19. Group III. 11(15→1),11(10→9)Diabeotaxanes.
____________________________________________________________________________________________________

Abbreviations:
OAc, O-acetyl
OBz, O-benzoyl
n.a., not applicable
___________________________________________________________________________________________________________________________________________________________________
                             
Compound Molecular  Monoisotopic Core R1 R2 R3 R4 R5 R6 R7 R8 Spektraris Plant References
  Formula Mass   C-2 C-4 C-5 C-7 C-9 C-13 C-14 C-20 Record Source(s)  
___________________________________________________________________________________________________________________________________________________________________
                             
Tasumatrol T C27H34O9 502.2203 A H,H OH OH OH OH H,H OH OBz 856 T. sumatrana Shen et al. (2007)
Tasumatrol P C29H36O10 544.2308 A H,H OH OAc OH OH H,H OH OBz 852 T. sumatrana Shen et al. (2007)
Tasumatrol R  C27H34O9 502.2203 A OBz OH OH OH OH H,H H,H OH 854 T. sumatrana Shen et al. (2007)
Tasumatrol I C29H36O10 544.2308 A OBz OH OH OH OH H,H H,H OAc 790 T. sumatrana Shen et al. (2005a)
20-Acetoxy-2α-benzoyloxy-4α,5α,7β,9α,13α-pentahydroxy- C29H36O11 560.2258 A OBz OH OH OH OH OH H,H OAc 851 T. yunnanensis Kiyota et al. (2001)
     11(15→1),11(10→9)bisabeotax-11-ene-10,15-lactone                            
Tasumatrol H C29H36O11 560.2258 A OBz OH OAc OH OH OH H,H OH 789 T. sumatrana Shen et al. (2005a)
Tasumatrol J C29H34O9  526.2203 B OBz OAc n.a. OH OH H,H H,H n.a. 791 T. sumatrana Shen et al. (2005a)
Wallifoliol C29H34O10 542.2152 B OBz OAc n.a. OH OH OH H,H n.a. 857 T. wallichiana Velde et al. (1994)
13-O-Acetylwallifoliol  C33H36O11 608.2258 B OBz OAc n.a. OH OH OAc H,H n.a. 13053 T. sumatrana Shen et al. (2002b)
13-oxo-Wollifoliane-10,15-olid  C29H32O10 540.1995 B OBz OAc n.a. OH OH =O H,H n.a.   T. baccata Ding et al. (2020)
Tasumatrol Q C32H40O11 600.2571 C OBz n.a. n.a. OH OH OH H,H OAc 853 T. sumatrana Shen et al. (2007)
Tasumatrol S  C29H36O10 544.2308 D H,H n.a. OAc OH OH H,H OH n.a. 855 T. sumatrana Shen et al. (2007)
Tasumatrol A  C29H34O11 558.2101 E OBz OAc n.a. OH OH OH H,H n.a. 1012 T. sumatrana Shen et al. (2003)
___________________________________________________________________________________________________________________________________________________________________

Table 20. Group IV. 2(3→20)Abeotaxanes.
____________________________________________________________________________________________________

__________________________________________________________________________________________________________________________________________________________________
                         
Compound Molecular  Monoisotopic Core R1 R2 R3 R4 R5 R6 Spektraris Plant References
  Formula Mass   C-2 C-5 C-7 C-9 C-10 C-13 Record Source(s)  
__________________________________________________________________________________________________________________________________________________________________
                         
7β,13α-Diacetoxy-2α,5α,10β-trihydroxy-2(3→20)abeotaxa- C24H34O8 450.2254 A OH OH OAc =O OH OAc 1041 T. mairei Shi et al. (1998d);
     4(20),11-dien-9-one                       Shi et al. (1999k)
7β,10β-Diacetoxy-2α,5α,13α-trihydroxy-2(3→20)abeotaxa- C24H34O8 450.2254 A OH OH OAc =O OAc OH 867 T. mairei Shi et al. (2006c)
     4(20),11-dien-9-one                        
2-Deacetyltaxin B C26H36O9 492.2359 A OH OH OAc =O OAc OAc 4233 T. yunnanensis Yue et al. (1995c)
Taxezopidine P C31H38O8 538.2567 A OH a OH =O OH OAc 954 T. cuspidata Ishiyama et al. (2007)
10β,13α-Diacetoxy-5α-cinnamoyloxy-2α,7β-dihydroxy- C33H40O9 580.2672 A OH a OH =O OAc OAc 861 T. yunnanensis Shi et al. (1999f)
     2(3→20)-abeotaxa-4(20),11-dien-9-one                        
2-Decacetyltaxuspine B C33H40O9 580.2672 A OH a OAc =O OH OAc 926 T. mairei Oritani and Sugiyama 
                        (1999)
7β,10β,13α-Triacetoxy-5α-cinnamoyloxy-2α-hydroxy- C35H42O10 622.2778 A OH a OAc =O OAc OAc 860 T. yunnanensis Shi et al. (1999f)
     2(3→20)abeotaxa-4(20),11-dien-9-one                        
Taxine C (2-deacetlytaxine A) C33H45NO9 599.3094 A OH c OH =O OH OAc 4294 T. baccata Poupat et al. (1994)
7β,10β,13α-Triacetoxy-5α-(3'-dimethylamino-3'-phenylpropanoyl- C37H49NO10 667.3356 A OH c OAc =O OAc OAc 4302 T. canadensis Shi et al. (2006d)
     oxy)-2'-hydroxy-2(3→20)abeotaxa-4(20),11-dien-9-one                        
Deaminoacyltaxine A C24H34O8 450.2254 A OAc OH OH =O OH OAc 863 T. baccata Apendino et al. (1994a)
                      T. media Rao et al. (1996b);
                        Hall et al. (1997)
2α,7β,13α-Triacetoxy-5α,9α-dihydroxy-2(3→20)abeotaxa- C26H36O9  492.2359 A OAc OH OAc OH =O OAc 4317 T. yunnanensis Shi et al. (2000b )
     4(20),11-dien-10-one                        
2α,7β-Diacetoxy-5α,10β,13α-trihydroxy-2(3→20)abeotaxa- C24H34O8 450.2254 A OAc OH OAc =O OH OH 866 T. mairei Shi et al. (1999k)
     4(20),11-dien-9-one                        
Taxuspine W C26H36O9 492.2359 A OAc OH OAc =O OH OAc 864 T. media Rao et al. (1996b);
                      T. cuspidata Hosoyama et al. (1996)
2α,7β,10β-Triacetoxy-5α,13α-dihydroxy-2(3→20)abeotaxa-  C26H36O9 492.2359 A OAc OH OAc =O OAc OH 838 T. cuspidata Shi et al. (2004c)
     4(20),11-dien-9-one                        
Taxin B (5α-hydroxy-2α,7β,10β,13α-tetraacetoxy- C28H38O10 534.2465 A OAc OH OAc =O OAc OAc 990 T. yunnanensis Yue et al. (1995)
     2(3→20)abeotaxa-4(20),11-dien-9-one)                     T. yunnanensis Shi et al. (1999f)
2α,7β,10α-Triacetoxy-5α-hydroxy-2(3→20)abeotaxa- C26H34O9 490.2203 A OAc OH OAc =O OAc =O 4326 T. sumatrana Luh et al. (2009)
     4(20),11-dien-9,13-dione                        
2α,5α,13α-Triacetoxy-7β,10β-dihydroxy-2(3→20)abeotaxa- C26H36O9 492.2359 A OAc OAc OH =O OH OAc 989 T. mairei Shi and Oritani (2000)
     4(20),11-dien-9-one                        
2α,5α,13α-Triacetoxy-7β-hydroxy-2(3→20)abeotaxa- C26H34O9 490.2203 A OAc OAc OH =O =O OAc 987 T. mairei Oritani and Sugiyama 
     4(20),11-diene-9,10-dione                       (1999)
2α,5α,7β,13α-Tetraacetoxy-10β-hydroxy-2(3→20)abeotaxa- C28H38O10 534.2465 A OAc OAc OAc =O OH OAc 988 T. mairei Shi et al. (1999k)
     4(20),11-dien-9-one                        
7-Deacetoxy-5-O-cinnamoyltaxin B (5α-cinnamoyloxy- C35H42O9 606.2829 A OAc a H =O OAc OAc 837 T. canadensis Shi et al. (2003d)
     2α,10β,13α-triacetoxy-2(3→20)abeotaxa-3(4),11-dien-9-one)                        
Taxuspinanane H (deaminoacylcinnamoyltaxine A) C33H40O9 580.2672 A OAc a OH =O OH OAc 865 T. cuspidata Morita et al. (1998a)
Taxuspine B C35H42O10 622.2778 A OAc a OAc =O OH OAc 4304 T. cuspidata Kobayashi et al. (1994)
5α-O-Cinnamoyltaxin B (5α-cinnamoyloxy-2α,7β,10β,13α-tetra- C37H44O11 664.2884 A OAc a OAc =O OAc OAc 858 T. canadensis Zamir et al. (1999b)
     acetoxy-2(3→20)abeotaxa-4(20),11-dien-9-one)                     T. yunnanensis Shi et al. (1999f)
Dantaxusin A C35H40O10 620.2621 A OAc a OAc =O =O OAc 13914 T. yunnanensis Shinozaki et al. (2001)
2α,7β,13α-Triacetoxy-5α-[(2'R,3'S)-N,N-dimethyl-3'-phenyl- C37H49NO10 667.3356 A OAc b OAc =O OH OAc 862 T. cuspidata Shi et al. (1999g)
     propanoyloxy]-10β-hydroxy-2(3→20)abeotaxa-4(20),11-dien-                        
     9-one                        
2α,7β,13α-Triacetoxy-5α-[(2'R,3'S)-N,N-dimethyl- 3'-phenyl- C35H47NO10 641.3200 A OAc b OAc =O =O OAc 903 T. cuspidata Shi et al. (2000c)
    propanoyloxy]-2(3→20)abeotaxa-4(20),11-diene-9,10-dione                        
Taxine A C35H47NO10 641.3200 A OAc c OH =O OH OAc 4307 T. baccata Graf and Berthold (1957)
                        Graf et al. (1982)
7-O-Acetyltaxine A  C37H49NO11 683.3306 A OAc c OAc =O OH OAc 4311 T. baccata Barboni et al. (1995a)
                      T. yunnanensis Shi et al. (1999f)
2α,7β,10β,13α-Tetraacetoxy-5α-[(2'R,3'S)-N,N-dimethyl- C39H51NO12 725.3411 A OAc c OAc =O OAc OAc 859 T. yunnanensis Shi et al. (1999f)
     3'-phenylisoseryloxy]-2(3→20)abeotaxa-4(20),11-dien-9-one                      
2α,7β-Diacetoxy-5α,10β,13β-trihydroxy-2(3→20)abeotaxa- C24H34O8 450.2254 B OAc OH OAc =O OH OH 870 T. cuspidata Huo et al. (2007a)
     4(20),11-dien-9-one                        
2α,10β,13α-Triacetoxy-2(3→20)abeotaxa-4(20),5,11-triene- C26H32O8 472.2097 C OAc n.a. =O =O OAc OAc 4339 T. mairei Shi and Oritani (2000)
     7,9-dione                        
2α,13α-Diacetoxy-10β-hydroxy-2(3→20)abeotaxa- C24H30O7 430.1992 C OAc n.a. =O =O OH OAc 4335 T. mairei Shi and Oritani (2000)
     4(20),5,11-triene-7,9-dione                        
Taxumairone A C26H32O8 472.2097 D OAc =O n.a. =O OAc OAc 869 T. mairei Shen et al. (2000c)
2α,13α-Diacetoxy-10β-hydroxy-2(3→20)abeotaxa- C24H30O7 430.1992 D OAc =O n.a. =O OH OAc 868 T. mairei Shi et al. (2006c)
     4(20),6,11-triene-5,9-dione                        
__________________________________________________________________________________________________________________________________________________________________

Table 21. Group V. 3,11-Cyclotaxanes.
____________________________________________________________________________________________________

Abbreviations:
OAc, O-acetyl
______________________________________________________________________________________________________________________________________________________________
 
Compound Molecular  Monoisotopic Core R1 R2 R3 R4 R5 R6 Spektraris Plant References
  Formula Mass   C-1 C-2 C-5 C-7 C-9 C-10 Record Source(s)  
______________________________________________________________________________________________________________________________________________________________
                         
9α,10β-Diacetoxy-5α-cinnamoyloxy-3,11-cyclotax- C33H40O7 548.2774 A H H a H OAc OAc 823 T. canadensis Shi et al. (2003b)
     4(20)-en-13-one                        
10β-Acetoxy-2α,5α,9α-trihydroxy-3,11-cyclotax-4(20)-en-13-one C22H32O6 392.2199 A H OH OH H OH OAc 919 T. yunnanensis Kiyota et al. (2001)
5-Cinnamoylphototaxicin II C29H36O6 480.2512 A H OH a H OH OH 848 T. baccata Soto and Castedo (1998)
10β-Acetoxy-5α-cinnamoyloxy-2α,9α-dihydroxy-3,11-cyclotax- C31H38O7 522.2618 A H OH a H OH OAc 831 T. canadensis Shi et al. (2003d)
     4(20)-en-13-one                        
9α,10β-Diacetoxy-5α-cinnamoyloxy-2α-hydroxy-3,11-cyclotax- C33H42O8 566.2880 A H OH a H OAc OAc 832 T. canadensis Shi et al. (2003d)
     4(20)-en-13-one                        
2α-Acetoxy-5α,9α,10β-trihydroxy-3,11-cyclotax-4(20)-en-13-one C22H32O6 392.2199 A H OAc OH H OH OH 845 T. yunnanensis Shi et al. (2000b)
Taxinine K C26H36O8 476.2410 A H OAc OH H OAc OAc 881 T. cuspidata Chiang et al. (1967)
Taxinine L C28H38O9 518.2516 A H OAc OAc H OAc OAc 882 T. cuspidata Chiang et al. (1967)
2α-Acetoxy-5α-cinnamoyloxy-9α,10β-dihydroxy-3,11-cyclotax- C31H38O7 522.2618 A H OAc a H OH OH 839 T. canadensis Shi et al. (2004c)
     4(20)-en-13-one                        
2,10-Diacetyl-5-cinnamoylphototaxicin II (2α,10β-diacetoxy- C33H40O8 564.2723 A H OAc a H OH OAc 920 T. canadensis Zamir et al. (1998)
     5α-cinnamoyloxy-9α-hydroxy-3,11-cyclotax-4(20)-en-13-one)                     T. yunnanensis Kiyota et al. (2001)
2,9-Diacetyl-5-cinnamoylphototaxicin II C33H40O8 564.2723 A H OAc a H OAc OH 849 T. canadensis Zamir et al. (1998)
Taxuspine C C35H42O9 606.2829 A H OAc a H OAc OAc 981 T. cuspidata Kobayashi et al. (1994)
2,10-Diacetyl-5-cinnamoyl-7β-hydroxyphototaxicin II C33H40O9 580.2672 A H OAc a OH OH OAc 923 T. canadensis Zamir et al. (1998)
     3,11-cyclotax-4(20)-en-13-one                        
7β-Acetoxytaxuspine C C37H44O11 664.2884 A H OAc a OAc OAc OAc 940 T. canadensis Zamir et al. (1999b)
10β-Acetoxy-5α-cinnamoyloxy-1β,2α,9α-trihydroxy- C31H38O8 538.2567 A OH OH a H OH OAc 840 T. canadensis Petzke et al. (2004)
     3,11-cyclotax-4(20)-en-13-one                        
5-Cinnamoyl-10-acetylphototaxicin I C31H38O8 538.2567 A OH OH a H OH OAc 4315 T. baccata Appendino et al. (1992c)
5-Cinnamoyl-9-acetylphototaxicin I C31H38O8 538.2567 A OH OH a H OAc OH 896 T. baccata Appendino et al. (1994c)
2α,10β-Diacetoxy-5α-cinnamoyloxy-1β,9α-dihydroxy- C33H42O9 582.2829 A OH OAc a H OH OAc 821 T. baccata Shi et al. (2004a)
    3,11-cyclotax-4(20)-en-13-one                        
1β-Hydroxytaxuspine C C35H42O10 622.2778 A OH OAc a H OAc OAc 928 T. cuspidata Shi et al. (1999e)
2,10-Diacetyl-5-[(Z)-cinnamoyl]phototaxicin II C33H40O8 564.2723 A H OAc b H OH OAc 924 T. canadensis Yang et al. (2009)
2α,10β-Diacetoxy-9α-hydroxy-5α-(3'-dimethylamino-3'- C35H47NO8 609.3302 A H OAc c H OH OAc 925 T. canadensis Shi et al. (2006d)
     phenylpropanoyloxy)-3,11-cyclotax-4(20)-en-13-one                        
Taxuspine H C37H49NO9 651.3407 A H OAc c H OAc OAc 936 T. cuspidata Kobayashi et al. (1995a)
2α,7α,10β-Triacetoxy-5α-cinnamoyloxy-9α-hydroxy- C35H42O10 622.2778 B H OAc a OAc OH OAc 822 T. canadensis Shi et al. (2003b)
     3,11-cyclotax-4(20)-en-13-one                        
7β,10β-Diacetoxy-9α-hydroxy-3,11-cyclotax- C24H32O6 416.2199 C H H H OAc OH OAc 3929 T. cuspidata Wang et al. (2013)
     4(20),5-dien-13-one                        
3α,11α-cyclotaxinine NN-1 C26H34O7 458.2305 C H OAc H H OAc OAc 956 T. cuspidata Wang et al. (2008)
2α,7β,10β-Triacetoxy-5-cinnamyloxy-9α-hydroxy-3α,11α- C35H40O10 620.2622 C H OAc a OAc OH OAc 3930 T. cuspidata Wang et al. (2013)
     cyclotaxa-4(20),5-dien-13-one                        
______________________________________________________________________________________________________________________________________________________________

Table 22. Groups VI - IX. Tetra-, penta- and hexacyclic taxanes.
____________________________________________________________________________________________________

Abbreviations:
OAc, O-acetyl
____________________________________________________________________________________________________________________________________________________________
                       
Compound Molecular  Monoisotopic Core R1 R2 R3 R4 R5 Spektraris Plant References
  Formula Mass   C-2 C-5 C-9 C-10 C-13 Record Source(s)  
____________________________________________________________________________________________________________________________________________________________
                       
Group VI.  14,20-Cyclotaxanes                      
2α,9α-Diacetoxy-5α-cinnamoyloxy-10β,11β-dihydroxy-14β,20-cyclotax- C33H40O9 580.2672 A OAc a OAc OH =O 833 T. canadensis Shi et al. (2002)
     3-en-13-one                      
Group VII.  3,11:12,20-Dicyclotaxanes                      
2α,9α,10β-Triacetoxy-5α-hydroxy-3,11-cyclo-12,20-cyclotaxa-13-one  C26H36O8 476.2410 B OAc OH OAc OAc =O 779 T. canadensis Shi et al. (2003e)
     (canataxapropellane; note: this is not canataxpropellane)                      
Dipropellane B C24H34O8 450.2254 C OH OH OAc OAc OH 774 T. canadensis Shi et al. (2004d)
Dipropellane A C24H34O8 450.2254 C OAc OH OH OAc OH 918 T. canadensis Shi et al. (2004d)
Dipropellane C C26H36O9 492.2359 C OAc OH OAc OAc OH 778 T. canadensis Shi et al. (2004d)
Group VIII.  3,11:4,12-Dicyclotaxanes                      
Taxpropellane A C24H35O8 451.2332 D OAc OH OH OAc OH 4085 T. canadensis Zhang et al. (2008d)
Group IX.  3,11:4,12:14,20_Tricyclotaxanes                      
Canataxpropellane (2α,10β-diacetoxy-5α,9α,20α-trihydroxy- C24H32O8 448.2097 E OAc OH OH OAc =O 4054 T. canadensis Huo et al. (2007d)
     3α,11α;4α,12α;14α,20-tricyclotaxan-13-one                      
________________________________________________________________________________________________________________________________

Table 23. Group X. Bicyclic taxanes. 3,8-Secotaxa-3,8,11-trienes.
____________________________________________________________________________________________________

Abbreviations:
OAc, O-acetyl
OBz, O-benzoyl
=O, ketone functional group
n.a., not applicable
_______________________________________________________________________________________________________________________________________________________
                       
Compound Molecular  Monoisotopic Core R1 R2 R3 R4 R5 Spektraris Plant References
  Formula Mass   C-2 C-5 C-7 C-13 C-20 Record Source(s)  
_______________________________________________________________________________________________________________________________________________________
                       
Tasumatrol M C28H40O11 552.2571 A OH OH OH OAc OAc 13081 T. sumatrana Shen et al. (2005b)
5-Deacetyltaxachitriene B C28H40O11 552.2571 A OH OH OAc OAc OH 897 T. chinensis Fang et al. (1996)
2-Deacetyltaxachitriene A C30H42O12 594.2676 A OH OH OAc OAc OAc 809 T. chinensis Shi et al. (1998e)
(3E,8E)-7β,9,10β-Triacetoxy-2α,5α,20-trihydroxy- C26H36O10 508.2308 A OH OH OAc =O OH 995 T. mairei Shi et al. (1999l)
     3,8-secotaxa-3,8,11-trien-13-one                      
Taxuspine U C28H40O11 552.2571 A OH OAc OH OAc OH 807 T. cuspidata Hosoyama et al. (1996)
Taxachitriene B C30H42O13 610.2625 A OH OAc OAc OAc OH 811 T. chinensis Fang et al. (1995)
2,7-Dideacetyltaxuspine X C37H46O12 682.2989 A OH a OH OAc OAc 993 T. cuspidata Shi et al. (1999m)
                    T. mairei Li et al. (2006)
(3E,8E)-9,10β,13α-Triacetoxy-2α,7β,20-trihydroxy-5α- C35H44O11 640.2884 A OH a OH OAc OH 802 T. sumatrana Luh et al. (2009)
    [(E)-cinnamoyloxy]-3,8-secotaxa-3,8,11-triene                      
2,20-Dideacetyltaxuspine X C37H46O12 682.2989 A OH a OAc OAc OH 991 T. cuspidata Shi et al. (1999m)
2-Deacetyltaxuspine X C39H48O13 724.3095 A OH a OAc OAc OAc 992 T. cuspidata Shi et al. (1999m)
Tasumatrol N C28H38O11 550.2414 A OH =O OH OAc OAc 13082 T. sumatrana Shen et al. (2005b)
7-Deacetylcanadensene C28H40O11 552.2571 A OAc OH OH OAc OH 898 T. mairei Shi et al. (1999o)
                    T. sumatrana Shen et al. (2005b)
7-Deacetyltaxachitrine A ((3E,8E)-2α,9,10β,13α,20-penta- C30H42O12 594.2676 A OAc OH OH OAc OAc 806 T. mairei Shi et al. (1999p)
     acetoxy-5α,7β-dihydroxy-3,8-secotaxa-3,8,11-triene)                   T. sumatrana Luh et al. (2009)
13-Deacetylcanadensene C28H40O11 552.2571 A OAc OH OAc OH OH 13958 T. mairei Shi et al. (1999m)
13-Deacetyltaxachitrine A C30H42O12 594.2676 A OAc OH OAc OH OAc 997 T. mairei Shi et al. (1999p)
5-epi-Canadensene C30H42O12 594.2676 A OAc OH OAc OAc OH 808 T. canadensis Zamir et al. (1998)
                    T. mairei Li et al. (2006)
Taxachitriene A C32H44O13 636.2782 A OAc OH OAc OAc OAc 810 T. chinensis Fang et al. (1995)
20-O-Cinnamoyl-5-epi-canadensene C39H48O13 724.3095 A OAc OH OAc OAc a 800 T. canadensis Shi et al. (2003f)
(3E,8E)-2α,7β-9,10β,20-Pentaacetoxy-5α-hydroxy- C30H40O12 592.2520 A OAc OH OAc =O OAc 994 T. mairei Shi et al. (1999l)
     3,8-secotaxa-3,8,11-trien-13-one                      
(3E,8E)-2α,5α,7β,9,10β,13α-Hexaacetoxy-20-hydroxy- C32H44O13 636.2782 A OAc OAc OAc OAc OH 803 T. sumatrana Luh et al. (2009)
     3,8-secotaxa-3,8,11-triene                      
(3E,8E)-2α,9,10β,13α,20-Penta-acetoxy-7β-hydroxy- C30H40O12 592.2520 A OAc =O OH OAc OAc 804 T. sumatrana Luh et al. (2009)
     3,8-secotaxa-3,8,11-trien-13-one                      
5-epi-O-Cinnamoylcanadensene C39H48O13 724.3095 A OAc a OAc OAc OH 813 T. canadensis Zhang et al. (2000a)
Taxuspine X C41H50O14 766.3201 A OAc a OAc OAc OAc 812 T. cuspidata Shigemori et al. (1997)
(3E,8E)-2α,7β,9,10β,13α,20-Hexaacetoxy-5-[2'-acetoxy- C43H52O16 824.3255 A OAc b OAc OAc OAc 801 T. mairei Shi et al. (1999n)
     cinnamoyloxy]-3,8-secotaxa-3,8,11-triene                      
5-(N,N-Dimethyl-3′-phenylisoseryl)taxachitriene A C47H57NO15 875.3728 A OAc c OAc OAc OAc 984 T. mairei Shi et al. (1998b)
Canadensene (20-deacetyltaxachitriene A) C30H42O12 594.2676 B OAc OH OAc OAc OH 815 T. canadensis Zamir et al. (1995b)
Taxumairol M C32H44O14 652.2731 C OAc OAc OH OAc OAc 998 T. mairei Shen et al. (1999b)
Canataxpyran A C28H38O11 550.2414 D OH OH OAc n.a. OAc 3971 T. canadensis Li et al. (2012)
_______________________________________________________________________________________________________________________________________________________

Table 24. Groups X, XI. Bicyclic taxanes. 3,8-Secotaxa-3,7,11-trienes, 3,8-secotaxa-3,7,12-trienes, 11,12-secotaxanes.
____________________________________________________________________________________________________

Abbreviations:
OAc, O-acetyl
OBz, O-benzoyl
n.a., not applicable
_______________________________________________________________________________________________________________________________________________________________
                       
Compound Molecular  Monoisotopic Core R1 R2 R3 R4 R5 Spektraris Plant References
  Formula Mass   C-2 C-5 C-7 C-13 C-20 Record Source(s)  
_______________________________________________________________________________________________________________________________________________________________
                       
Group X.  3,8-Secotaxa-3,7,11-trienes, 3,8-secotaxa-3,7,12-trienes
(3E,7E)-10β,13α-Diacetoxy-2α,5α,20-trihydroxy- 3,8-secotaxa-3,7,11- C24H34O8 450.2254 A OH OH n.a. OAc OH 4164 T. mairei Shi et al. (1999p)
     trien-9-one                      
(3E,7E)-2α,10β-Diacetoxy-5α,13α,20-trihydroxy-3,8-secotaxa-3,7,11- C24H34O8 450.2254 A OAc OH n.a. OH OH 4165 T. chinensis Shi et al. (1998e)
     trien-9-one                      
(3E,7E)-2α,10β,13α-Triacetoxy-5α,20-dihydroxy-3,8- secotaxa-3,7,11- C26H36O9 492.2359 A OAc OH n.a. OAc OH 4166 T. chinensis Shi et al. (1998e)
    trien-9-one                      
(3E,7E)-2α,10β,13α,20-Tetraacetoxy-5α-hydroxy-3,8-secotaxa-3,7,11- C28H38O10 534.2465 A OAc OH n.a. OAc OAc 4150 T. mairei Shi et al. (1999p)
     trien-9-one                      
(3E,7E)-2α,5α,10αβ,13α-Tetraacetoxy-20-hydroxy-3,8- secotaxa-3,7,11- C28H38O10 534.2465 A OAc OAc n.a. OAc OH 4159 T. mairei Shi et al. (1999p)
    trien-9-one                      
(3E,7E)-2α,5α,10β,13α,20-Pentaacetoxy-3,8-secotaxa-3,7,11-trien-9-one C30H40O11 576.2571 A OAc OAc n.a. OAc OAc 4169 T. mairei Shi et al. (1999q)
(11αH)-3,8-Secotaxa-3,7,12(18)-triene-2α,6α,9β-triol C20H32O3 320.2351 B OH H,H n.a. H,H H 4209 T. mairei Shi et al. (2005b)
Group XI.  11,12-Secotaxanes                      
Taxusecone C28H40O12 568.2520 C OAc OH OAc =O n.a. 4231 T. cuspidata Yu et al. (2009)
_______________________________________________________________________________________________________________________________________________________________

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