2α,5α,14β-Triacetoxy-10β-O-(β-D-glucopyranosyl)taxa-4(20),11-diene

2α,5α,14β-Triacetoxy-10β-O-(β-D-glucopyranosyl)taxa-4(20),11-diene

Common Name: 2α,5α,14β-Triacetoxy-10β-O-(β-D-glucopyranosyl)taxa-4(20),11-diene

Synonyms:

CAS Registry Number: 640278-63-3

InChI: InChI=1S/C32H48O12/c1-14-11-20(41-17(4)35)25-29(42-18(5)36)24-15(2)19(40-16(3)34)9-10-32(24,8)12-21(23(14)31(25,6)7)43-30-28(39)27(38)26(37)22(13-33)44-30/h19-22,24-30,33,37-39H,2,9-13H2,1,3-8H3/t19-,20-,21-,22+,24-,25-,26+,27-,28+,29-,30+,32-/m0/s1

InChIKey: InChIKey=BSVMROXOOJSMOG-KQFDOWPZSA-N

Formula: C32H48O12

Molecular Weight: 624.72

Exact Mass: 624.3146

NMR Solvent: acetone-d6

MHz: 500.0

Calibration: Not mentioned.

NMR references: Shi, Q.-W., Sauriol, F., Mamer, O., and Zamir, L.O. (2003). New Minor Taxane Derivatives from the Needles of Taxus canadensis. J. Nat. Prod. 66, 1480–1485.

Species: Taxus

Notes:

Proton NMR Peaks

Position PPM Peak Type J (Hz)
1 1.82 d 2
2 5.38 dd 6.4, 2
3 2.97 d 6.4
5 5.23 m
6a 1.77 m
6b 1.77 m
7a 1.97 m
7b 1.2 m
9a 2.35 dd 15.1, 12.4
9b 1.61 dd 15.1, 5.4
10 5.31 dd 12.4, 5.4
13a 2.84 dd 19.2, 9.5
13b 2.47 dd 19.2, 4.9
14 4.97 dd 9.5, 4.9
16 1.19 s
17 1.68 s
18 2.04 s
19 0.84 s
20a 5.23 br s
20b 4.88 br s
OAc 2.13 s
OAc 1.97 s
OAc 1.96 s
1' 4.32 d 7.8
2'a 3.25 m
OH-2' 4.22 d 3.9
3' 3.35 m
OH-3' 4.18 br s
4' 3.34 m
OH-4' 4.11 br d 2.7
5' 3.22 m
6'a 3.85 m
6'b 3.66 m
OH-6' 3.6 t 6.4

Carbon NMR Peaks

Position PPM
1 59.3
2 70.1
3 42
4 142.9
5 77.7
6 28.6
7 33.5
8 39.1
9 44.6
10 70.9
11 135.9
12 136.4
13 39.4
14 70.1
15 36.9
16 30.9
17 24.2
18 20.1
19 21.8
20 116
OAc 20.7
OAc 168.8
OAc 20.3
OAc 169.2
OAc 20.3
OAc 169.2
1' 98.5
2' 73.8
3' 77.5
4' 70.9
5' 76.5
6' 61.8