Spektraris NMR
10-Deacetyl-10-(β-glucopyranosyl)yunnanxane
Common Name: 10-Deacetyl-10-(β-glucopyranosyl)yunnanxane
Synonyms:
CAS Registry Number: 550373-58-5
InChI: InChI=1S/C35H54O13/c1-15-12-22(46-32(43)16(2)18(4)37)27-31(45-20(6)39)26-17(3)21(44-19(5)38)10-11-35(26,9)13-23(25(15)34(27,7)8)47-33-30(42)29(41)28(40)24(14-36)48-33/h16,18,21-24,26-31,33,36-37,40-42H,3,10-14H2,1-2,4-9H3/t16-,18+,21+,22+,23+,24-,26+,27+,28-,29+,30-,31+,33-,35+/m1/s1
InChIKey: InChIKey=MNAQWBYUOURTPG-KCDLEYHTSA-N
Formula: C35H54O13
Molecular Weight: 682.8
Exact Mass: 682.3564
NMR Solvent: CD3OD
MHz: 400.0
Calibration: Solvent signals
NMR references: Li, S.-H., Zhang, H.-J., Niu, X.-M., Yao, P., Sun, H.-D., and Fong, H.H.. (2003). Novel taxoids from the Chinese yew Taxus yunnanensis. Tetrahedron 59, 37–45.
Species: Taxus
Notes: Exact ppm for calibration not given in reference.
Proton NMR Peaks
| Position | PPM | Peak Type | J (Hz) |
|---|---|---|---|
| 1 | 1.87 | br d | 2.2 |
| 2 | 5.41 | dd | 6.6, 2.3 |
| 3 | 2.97 | d | 6.5 |
| 5 | 5.26 | br t | 2.8 |
| 6 | 1.81 | m | |
| 7a | 1.23 | m | |
| 7b | 2.01 | m | |
| 9a | 1.67 | dd | 14.7, 4.6 |
| 9b | 2.42 | m | |
| 10 | 5.38 | dd | 12.2, 6.7 |
| 13a | 2.48 | dd | 19, 4.8 |
| 13b | 2.86 | dd | 19, 9.2 |
| 14 | 5.01 | dd | 9.2, 5 |
| 16 | 1.22 | s | |
| 17 | 1.71 | s | |
| 18 | 2.02 | br d | 1.6 |
| 19 | 0.86 | s | |
| 20a | 4.85 | s | |
| 20b | 5.27 | s | |
| 2' | 2.43 | m | |
| 3' | 3.87 | m | |
| 4' | 1.16 | d | 6.4 |
| 5' | 1.09 | d | 7.1 |
| OAc | 2 | s | |
| OAc | 2.18 | s | |
| glc-1" | 4.29 | d | 7.6 |
| glc-2" | 3.26 | t | 7.9 |
| glc-3" | 3.32 | m | |
| glc-4" | 3.31 | m | |
| glc-5" | 3.17 | m | |
| glc-6"a | 3.68 | dd | 12, 5.8 |
| glc-6"b | 3.86 | m |
Carbon NMR Peaks
| Position | PPM |
|---|---|
| 1 | 60.9 |
| 2 | 72.1 |
| 3 | 43.7 |
| 4 | 144.2 |
| 5 | 79.9 |
| 6 | 30 |
| 7 | 35.1 |
| 8 | 40.7 |
| 9 | 45.9 |
| 10 | 72.8 |
| 11 | 137.2 |
| 12 | 138.2 |
| 13 | 40.7 |
| 14 | 71.8 |
| 15 | 38.5 |
| 16 | 32 |
| 17 | 25.4 |
| 18 | 21.4 |
| 19 | 23 |
| 20 | 117.4 |
| 1' | 175.9 |
| 2' | 48.5 |
| 3' | 70.2 |
| 4' | 20.5 |
| 5' | 13.4 |
| OAc-CH3 | 21.5 |
| OAc-CH3 | 21.9 |
| OAc-C=O | 171.7 |
| OAc-C=O | 171.7 |
| glc-1" | 100.1 |
| glc-2" | 75 |
| glc-3" | 78.4 |
| glc-4" | 71.8 |
| glc-5" | 77.9 |
| glc-6" | 62.7 |
