Common Name: 2α,9α,10β-triacetoxytaxa-4(20),11-dien-13-one-5α-O-β-D-glucopyranoside
Synonyms: 2α,9α,10β-triacetoxy-5α-(β-D-glucopyranoside)taxa-4(20),11-dien-13-one
CAS Registry Number: 857419-44-4
InChI: InChI=1S/C32H46O13/c1-13-19(37)11-18-27(41-15(3)34)23-14(2)20(44-30-26(40)25(39)24(38)21(12-33)45-30)9-10-32(23,8)29(43-17(5)36)28(42-16(4)35)22(13)31(18,6)7/h18,20-21,23-30,33,38-40H,2,9-12H2,1,3-8H3/t18-,20-,21+,23-,24+,25-,26+,27+,28+,29-,30+,32+/m0/s1
InChIKey: InChIKey=OUZIYNFFWIKDCK-MSFHKKQRSA-N
Formula: C32H46O13
Molecular Weight: 638.7
Exact Mass: 638.2938
NMR Solvent: acetone-d6
MHz: 500.0
Calibration: Solvent signals 2.02 ppm for proton and 29.9 for cabon.
NMR references: Li, L., Cao, C., Huo, C., Zhang, M., Shi, Q., and Kiyota, H. (2005). Structure elucidation and complete NMR spectral assignments of a new taxane glycoside from the needles of Taxus cuspidata. Magnetic Resonance in Chemistry 43, 475–478.
Species: Taxus
Notes: Coupling constant for 6'-OH not reported due to overlap.
Position | PPM | Peak Type | J (Hz) |
---|---|---|---|
1 | 2.23 | m | |
2 | 5.57 | dd | 6.2, 1.8 |
3 | 3.33 | d | 6.2 |
5 | 4.09 | t | 2.7 |
6a | 2.07 | m | |
6b | 1.56 | m | |
7a | 1.78 | m | |
7b | 1.66 | m | |
9 | 5.89 | d | 10.5 |
10 | 6.01 | d | 10.5 |
14a | 2.78 | dd | 19.8, 7.1 |
14b | 2.47 | d | 19.8 |
16 | 1.11 | s | |
17 | 1.72 | s | |
18 | 2.22 | s | |
19 | 0.88 | s | |
20a | 5.18 | br s | |
20b | 4.82 | t | 1.3 |
2-OAc | 2.04 | s | |
9-OAc | 2.07 | s | |
10-OAc | 2.04 | s | |
1' | 4.27 | d | 7.9 |
2' | 3.16 | m | |
2'-OH | 3.49 | d | 4.8 |
3' | 3.32 | m | |
4' | 3.32 | m | |
5' | 3.26 | m | |
6'a | 3.82 | m | |
6'b | 3.62 | m | |
6'-OH | 3.47 | t |
Position | PPM |
---|---|
1 | 48.5 |
2 | 69.2 |
3 | 42.3 |
4 | 145.1 |
5 | 85 |
6 | 29.9 |
7 | 27.3 |
8 | 44.1 |
9 | 75.3 |
10 | 72.9 |
11 | 150.7 |
12 | 138 |
13 | 201.2 |
14 | 36.1 |
15 | 37.4 |
16 | 36.6 |
17 | 24.5 |
18 | 13.5 |
19 | 17 |
20 | 114.3 |
2-OAc | 20 |
2-OAc | 168.9 |
9-OAc | 19.5 |
9-OAc | 169.6 |
10-OAc | 20 |
10-OAc | 169.4 |
1' | 103.6 |
2' | 73.6 |
3' | 77.1 |
4' | 70.6 |
5' | 76.4 |
6' | 62 |