Common Name: 9α,13α-dihydroxy-2α,10β-diacetoxy-5α-cinnamoyloxy-taxa-4(20),11-diene
Synonyms: 2α,10β-Diacetoxy-5α-cinnamoyloxytaxa-4(20),11-diene-9α,13α-diol
CAS Registry Number:
InChI: InChI=1S/C33H42O8/c1-18-24(36)17-23-29(39-20(3)34)28-19(2)25(41-26(37)14-13-22-11-9-8-10-12-22)15-16-33(28,7)31(38)30(40-21(4)35)27(18)32(23,5)6/h8-14,23-25,28-31,36,38H,2,15-17H2,1,3-7H3/b14-13+/t23-,24-,25-,28-,29+,30+,31-,33+/m0/s1
InChIKey: InChIKey=RGYXMTHCUWREBB-UARSWVRWSA-N
Formula: C33H40O8
Molecular Weight: 564.66
Exact Mass: 564.2723
NMR Solvent: CDCl3
MHz: 500.0
Calibration: Solvent 7.25 ppm for proton and 77.0 ppm for carbon.
NMR references: Shi, Q.W., Sauriol, F., Mamer, O., and Zamir, L.O. (2003). New minor taxanes analogues from the needles of Taxus canadensis. Bioorganic & Medicinal Chemistry 11, 293–303.
Species: Taxus
Notes: This compound could not be found in Chemical Abstracts Sci-finder database. 13C-NMR assignments for carbon 4 are missing.
Position | PPM | Peak Type | J (Hz) |
---|---|---|---|
1 | 1.76 | d | 9.3 |
2 | 5.41 | m | |
3 | 3.31 | d | 5.5 |
5 | 5.42 | s | |
6a | 1.99 | br d | 14.6 |
6b | 1.77 | m | |
7a | 1.9 | m | |
7b | 1.33 | m | |
9 | 4.26 | d | 10.1 |
10 | 5.83 | d | 10.1 |
13 | 4.53 | br dd | 9.5, 5.2 |
14a | 2.7 | dt | 15.8, 9.5 |
14b | 1.59 | m | |
16 | 0.98 | s | |
17 | 1.57 | s | |
18 | 2.31 | s | |
19 | 1.09 | s | |
20a | 5.36 | s | |
20b | 5.03 | s | |
OAc | 2.1 | s | |
OAc | 2.05 | s | |
2' | 6.82 | d | 15.9 |
3' | 7.72 | d | 15.9 |
Ph'-o | 7.55 | m | |
Ph'-m,p | 7.38 | m |
Position | PPM |
---|---|
1 | 48 |
2 | 71.8 |
3 | 44 |
5 | 79.5 |
6 | 28.3 |
7 | 25.7 |
8 | 44.8 |
9 | 76.1 |
10 | 76.4 |
11 | 133.3 |
12 | 141.1 |
13 | 67.8 |
14 | 32.52 |
15 | 37.3 |
16 | 31.9 |
17 | 26.3 |
18 | 16 |
19 | 17.9 |
20 | 118 |
OAc | 21.2 |
OAc | 21.4 |
OAc | 170.4 |
OAc | 169.7 |
1' | 166.5 |
2' | 117.8 |
3' | 145.6 |
Ph' | 134.7 |
Ph' | 128.1 |
Ph' | 128.8 |
Ph' | 130.2 |