Common Name: 5-O-Acetyltaxinine M
Synonyms: Taxumairol R
CAS Registry Number: 244167-04-2
InChI: InChI=1S/C37H44O15/c1-18-26(48-19(2)38)15-28(49-20(3)39)36(17-46-33(44)24-12-10-9-11-13-24)29(18)30(50-21(4)40)25-14-27(43)35(8)37(45,34(25,7)16-47-35)32(52-23(6)42)31(36)51-22(5)41/h9-13,25-26,28-32,45H,1,14-17H2,2-8H3/t25-,26-,28?,29-,30+,31-,32-,34-,35+,36?,37-/m0/s1
InChIKey: InChIKey=XUMIEQQAVQWNBJ-QDGPANNTSA-N
Formula: C37H44O15
Molecular Weight: 728.74
Exact Mass: 728.268
NMR Solvent: CDCl3
MHz: 300.0
Calibration: TMS
NMR references: Shi, Q., Oritani, T., Sugiyama, T., Murakami, R., and Wei, H. (1999). Six New Taxane Diterpenoids from the Seeds of Taxus chinensis var. mairei and Taxus yunnanensis. J. Nat. Prod. 62, 1114–1118.
Shen, Y.C., Prakash, C.V.S., and Hung, M.C. (2000). Taxane diterpenoids from the root bark of Taiwanese yew Taxus mairei. J. Chin. Chem. Soc. 47, 1125–1130.
Species: Taxus
Notes: Proton NMR data takenf rom Shi et al., 1999 while carbon NMR data taken from Shen et al., 2000.
Position | PPM | Peak Type | J (Hz) |
---|---|---|---|
1 | 2.43 | br d | 12 |
2 | 6.11 | dd | 9.6, 2.7 |
3 | 3.43 | d | 9.6 |
5 | 5.31 | s | |
6a | 2.26 | m | |
6b | 1.67 | m | |
7 | 5.45 | dd | 10.7, 6.3 |
9 | 5.31 | s | |
10 | 5.31 | s | |
14α | 2.55 | d | 18.7 |
14β | 3.02 | dd | 18.7, 12 |
16a | 4.09 | d | 8 |
16b | 3.62 | d | 8 |
17 | 1.27 | s | |
18 | 1.17 | s | |
19a | 5.2 | d | 12.6 |
19b | 4.43 | d | 12.6 |
20a | 4.67 | s | |
20b | 5.42 | s | |
CH3CO- | 2.17 | s | |
CH3CO- | 2.13 | s | |
CH3CO- | 2.12 | s | |
CH3CO- | 2.01 | s | |
Ph | 8.15 | d | 7.1 |
Ph | 7.6 | t | 7.1 |
Ph | 7.5 | t | 7.1 |
Position | PPM |
---|---|
1 | 48.7 |
2 | 69.4 |
3 | 39.7 |
4 | 140.8 |
5 | 74.2 |
6 | 37 |
7 | 68.2 |
8 | 49.7 |
9 | 70.2 |
10 | 63.7 |
11 | 80.2 |
12 | 91.6 |
13 | 204.7 |
14 | 34.4 |
15 | 49.5 |
16 | 82.1 |
17 | 15.5 |
18 | 12 |
19 | 60.9 |
20 | 115.7 |
OAc-2 | 170.4 |
OAc-2 | 20.3 |
OAc-5 | 169.6 |
OAc-5 | 22.7 |
OAc-7 | 168 |
OAc-7 | 20.7 |
OAc-9 | 172.5 |
OAc-9 | 20.8 |
OAc-10 | 168.7 |
OAc-10 | 21.2 |
OCOC6H5 | 166.6 |
i-C6H5 | 129.2 |
O-C6H5 | 130 |
M-C6H5 | 128.6 |
P-C6H5 | 133.6 |