10-​Deacetyl-​10-​oxo-​baccatin V

10-​Deacetyl-​10-​oxo-​baccatin V

Common Name: 10-​Deacetyl-​10-​oxo-​baccatin V

Synonyms: 7-​Epi-​10-​oxo-​10-​deacetylbaccatin III

CAS Registry Number: 151636-94-1

InChI: InChI=1S/C29H34O10/c1-14-17(31)12-29(36)24(38-25(35)16-9-7-6-8-10-16)22-27(5,23(34)21(33)20(14)26(29,3)4)18(32)11-19-28(22,13-37-19)39-15(2)30/h6-10,17-19,22,24,31-32,36H,11-13H2,1-5H3/t17-,18+,19+,22-,24-,27+,28-,29+/m0/s1

InChIKey: InChIKey=UEDMLPVUDFCAQM-IWVNULRZSA-N

Formula: C29H34O10

Molecular Weight: 542.57

Exact Mass: 542.2152

NMR Solvent: CDCl3

MHz: Not specified in reference.

Calibration: TMS

NMR references: Fuji, K., Tanaka, K., Li, B., Shingu, T., Sun, H., and Taga, T. (1993). Novel Diterpenoids from Taxus chinensis. J. Nat. Prod. 56, 1520–1531.

Species: Taxus

Notes: Assignments missing for protons at positions 6, 14, and acetate methyl group.

Proton NMR Peaks

Position PPM Peak Type J (Hz)
2 5.8 d 7.3
3 4.07 d 7.3
5 4.92 br t 5.9
7 3.82 br d 12
13 4.92 br t 5.9
16 1.08 s
17 1.08 s
18 1.7 s
19 1.96 s
20 4.42 d 8.5
20 4.3 d 8.5
o-Ph 8.12 dd 7.8, 1.6
m-Ph 7.5 m
p-Ph 7.64 m

Carbon NMR Peaks

Position PPM
1 79.2
2 74.9
3 39.6
4 81.3
5 82.7
6 35.3
7 77.3
8 57.4
9 208.9
10 189.5
11 140.9
12 146.6
13 67.7
14 38.7
15 39.8
16 26.2
17 22.4
18 14.8
19 14.4
20 77.4
OAc 172.8
OAc 22
i-Ph 129.4
o-Ph 130.3
m-Ph 129
p-Ph 134.2
PhCO 167.4