1ß,2α,9α-Trihydroxy-10ß-acetoxy-5r-cinnamoyloxy-3,11-cyclotaxa-4(20)-en-13-one

1ß,2α,9α-Trihydroxy-10ß-acetoxy-5r-cinnamoyloxy-3,11-cyclotaxa-4(20)-en-13-one

Common Name: 1ß,2α,9α-Trihydroxy-10ß-acetoxy-5r-cinnamoyloxy-3,11-cyclotaxa-4(20)-en-13-one

Synonyms:

CAS Registry Number:

InChI: InChI=1S/C31H40O8/c1-17-21(33)16-31(37)27(35)25-18(2)22(39-23(34)13-12-20-10-8-7-9-11-20)14-15-30(25,6)28(36)26(38-19(3)32)24(17)29(31,4)5/h7-13,17,22,24-28,35-37H,2,14-16H2,1,3-6H3/b13-12+/t17-,22+,24?,25?,26?,27+,28+,30-,31-/m1/s1

InChIKey: NSGLJMLYYMVZIR-PENLCUFHSA-N

Formula: C31H38O8

Molecular Weight: 577.2204

Exact Mass: 577.2201

NMR Solvent: CDCL3

MHz: 500 MHz for 1H, 125 MHz for 13C

Calibration:

NMR references: Petzke, T. L.

Shi, Q. W.

Sauriol, F.

Mamer, O.

Zamir, L. O. J. Nat. Prod. 2004, 67, 1864

Species: Rooted cuttings of Taxus canadensis Marsh. (Taxaceae) in Quebec, Canada

Notes: calibration unknown

Proton NMR Peaks

Position PPM Peak Type J (Hz)
2 4.78 br s
5 5.59 t 8.8
6a 2.2 m
6b 1.7 o m
7a 1.93 o m
7b 1.34 o m
9 4.4 d 9.8
10 5.4 d 9.8
12 3.5 q 7.3
14a 3.05 d 19.8
14b 2.36 d 19.8
16 1.12 s
17 1.4 o s
18 1.31 d 7.3
19 1.4 o s
20a 5.8 s
20b 5.6 o s
OAc 2.16 s
2' 6.39 d 16.1
3' 7.66 d 16.1
o 7.55 m
m 7.38 m
p 7.38 m

Carbon NMR Peaks

Position PPM
1 78.3
2 78.6
3 62.3
4 142.5
5 75.8
6 26
7 29.2
8 45.8
9 82.5
10 84
11 56.8
12 50.9
13 213.9
14 46.4
15 45
16 23
17 23.3
18 15.8
19 25.2
20 126.1
OAc 21.2
1' 166.2
2' 117.4
3' 145.3
Ph 3' 134.4
o 128.2
m 129
p 130.4