2a,10b-diacetoxy-1b,9a-dihydroxy-5a-cinnamoyoxy-3,11-cyclotaxa-4(20)-dien-13-one

2a,10b-diacetoxy-1b,9a-dihydroxy-5a-cinnamoyoxy-3,11-cyclotaxa-4(20)-dien-13-one

Common Name: 2a,10b-diacetoxy-1b,9a-dihydroxy-5a-cinnamoyoxy-3,11-cyclotaxa-4(20)-dien-13-one

Synonyms:

CAS Registry Number:

InChI: InChI=1S/C33H42O9/c1-18-23(36)17-33(39)30(41-21(4)35)27-19(2)24(42-25(37)14-13-22-11-9-8-10-12-22)15-16-32(27,7)29(38)28(40-20(3)34)26(18)31(33,5)6/h8-14,18,24,26-30,38-39H,2,15-17H2,1,3-7H3/b14-13+/t18-,24+,26?,27?,28?,29+,30?,32-,33-/m1/s1

InChIKey: UIJLABPJCODOBM-CSFIVYCVSA-N

Formula: C33H40O9

Molecular Weight: 619.2309

Exact Mass: 619.2309

NMR Solvent: CDCl3

MHz: 500 MHz (1H) 125 MHz (13C)

Calibration: TMS

NMR references: Shi, Q. W.

Lederman, Z.

Sauriol, F.

McCollum, R. S.

Zamir, L. O. J. Nat. Prod. 2004, 67, 168.

Species: needles of T. baccata, Jerusalem Botanical Garden, Israel

Notes:

Proton NMR Peaks

Position PPM Peak Type J (Hz)
2 6.08 br d 1.8
5 5.61 t 9.2
6a 2.17 om
6b 1.68 om
7a 2.06 om
7b 1.11 om
9 4.43 d 9.4
10 5.47 d 9.6
12 3.51 q 7.3
14a 2.88 d 20.2, 1.8
14b 2.41 br dd
16 1.1 s
17 1.49 s
18 1.32 d 7.2
19 1.27 s
20a 5.86 s
20b 5.69 d 1.8
OAc 2.17 s
OAc 2.15 s
2' 6.37 d 16
3' 7.67 d 16
4'-Ph 7.56 m
o 7.38 m
m 7.38 m

Carbon NMR Peaks

Position PPM
1 79
2 79
3 61.4
4 141.4
5 76.2
6 25.9
7 29.5
8 45.9
9 52.7
10 54.3
11 56.3
12 54.3
13 212.7
14 46.3
15 45.2
16 23.3
17 22.7
18 15.9
19 26
20 128.9