Taxumairol A

Taxumairol A

Common Name: Taxumairol A

Synonyms: (+)​-​Taxumairol A

CAS Registry Number: 172670-12-1

InChI: InChI=1S/C37H48O14/c1-18-26(47-19(2)38)15-25-30(43)32-36(9,33(51-23(6)42)31(50-22(5)41)29(18)35(25,7)8)27(48-20(3)39)16-28(49-21(4)40)37(32,45)17-46-34(44)24-13-11-10-12-14-24/h10-14,25-28,30-33,43,45H,15-17H2,1-9H3

InChIKey: InChIKey=QEHCTLITMBBFGI-UHFFFAOYSA-N

Formula: C37H48O14

Molecular Weight: 716.77

Exact Mass: 716.3044

NMR Solvent: CDCl3

MHz: 300.0

Calibration: Was not mentioned in reference.

NMR references: Shen, Y.-C., Tai, H.-R., and Chen, C.-Y. (1996). New Taxane Diterpenoids from the Roots of Taxus mairei. J. Nat. Prod. 59, 173–176.

Species: Taxus

Notes: Relative stereochemistry not reported for protons at position 6. Acetate methyl groups are missing from 13C-NMR data.

Proton NMR Peaks

Position PPM Peak Type J (Hz)
1 2
2 4.24 dd 11.7, 3.9
3 2.78 d 3.9
5 5.26 br s
6 2.06 m
6 1.87 m
7 5.58 dd 12, 4.8
9 5.82 d 11.4
10 6.17 d 11.4
13 5.85 m
14α 2.02 m
14β 2.6 m
16 1.7 s
17 1.12 s
18 2.27 s
19 1.16 s
20A 5.28 d 11.8
20B 4.64 d 11.8
5-OAc 2.31 s
7-OAc 2.11 s
9-OAc 2.08 s
10-OAc 2.05 s
13-OAc 1.98 s
OCOC6H5 o 8.06 d 7.5
OCOC6H5 m 7.47 t 7.5
OCOC6H5 p 7.59 t 7.5
2α-OH 3.8 d 11.7

Carbon NMR Peaks

Position PPM
1 51.1
2 71.4
3 45.6
4 77.2
5 71.9
6 31.1
7 68.7
8 45.8
9 75.3
10 71
11 134.2
12 137.3
13 70.8
14 29.7
15 37.9
16 26.9
17 31.7
18 15
19 14.7
20 66.7
5-OAc 172
7-OAc 169.6
9-OAc 170.2
10-OAc 169.1
13-OAc 170.2
OCOC6H5 166
OCOC6H5 i 129.6
OCOC6H5 o 129.7
OCOC6H5 m 128.6
OCOC6H5 p 133.4