Spektraris NMR
Hypoglaunine A
Common Name: Hypoglaunine A
Synonyms:
CAS Registry Number: 228259-16-3
InChI: InChI=1S/C41H47NO20/c1-18-24-12-13-42-15-25(24)34(48)54-16-37(7)27-28(56-19(2)43)32(59-22(5)46)40(17-55-35(49)26-11-10-14-53-26)33(60-23(6)47)29(57-20(3)44)31(61-36(50)38(18,8)51)39(9,52)41(40,62-37)30(27)58-21(4)45/h10-15,18,27-33,51-52H,16-17H2,1-9H3/t18?,27-,28-,29+,30-,31+,32-,33+,37+,38?,39+,40-,41+/m1/s1
InChIKey: InChIKey=ZWMDSFIGEYLEIP-PEWXIWONSA-N
Formula: C41H47N1O20
Molecular Weight: 873.80658
Exact Mass: 873.269143
NMR Solvent: CDCl3
MHz: 400 (1H); 100 (13C)
Calibration: TMS
NMR references: 1H, 13C - Duan, H., Takaishi, Y. (1998) Structures of sequiterpene polyol alkaloids from Tripterygium hypoglaucum. Phytochemistry 49, 2185-2189.
Species: Tripterygium hypoglaucum - Duan, H., Takaishi, Y. (1998) Structures of sequiterpene polyol alkaloids from Tripterygium hypoglaucum. Phytochemistry 49, 2185-2189.
Notes:
Proton NMR Peaks
| Position | PPM | Peak Type | J (Hz) |
|---|---|---|---|
| 1 | 5.67 | d | 3.4 |
| 2 | 5.37 | dd | 2.9, 3.4 |
| 3 | 4.73 | d | 2.9 |
| 5 | 6.84 | s | |
| 6 | 2.47 | d | 3.4 |
| 7 | 5.1 | dd | 3.4, 6.4 |
| 8 | 5.33 | d | 6.4 |
| 11' | 5.02 | d | 13.4 |
| 11" | 5.05 | d | 13.4 |
| 12 | 1.66 | s | |
| 14 | 1.61 | s | |
| 15' | 4.24 | d | 11.2 |
| 15" | 5.2 | d | 11.2 |
| 2' | 8.98 | s | |
| 5' | 7.82 | d | 5.4 |
| 6' | 8.69 | d | 5.4 |
| 7' | 4.23 | q | 7.3 |
| 9' | 1.21 | d | 7.3 |
| 10' | 1.36 | s | |
| 1-OAc | 2.25 | s | |
| 2-OAc | 2.15 | s | |
| 5-OAc | 1.77 | s | |
| 7-OAc | 1.9 | s | |
| 8-OAc | 1.92 | s | |
| 11-OFuranoyl (position unknown) | 7.51 | d | 2 |
| 11-OFuranoyl (position unknown) | 7 | d | 2 |
| 11-OFuranoyl (position unknown) | 8.54 | s |
Carbon NMR Peaks
| Position | PPM |
|---|---|
| 1 | 73.1 |
| 2 | 68.8 |
| 3 | 78 |
| 4 | 70.9 |
| 5 | 75.4 |
| 6 | 51 |
| 7 | 69.2 |
| 8 | 71.1 |
| 9 | 53.4 |
| 10 | 93.6 |
| 11 | 60.4 |
| 12 | 23.4 |
| 13 | 83.8 |
| 14 | 18.7 |
| 15 | 70 |
| 2' | 151.4 |
| 3' | 127.9 |
| 4' | 151.9 |
| 5' | 123.6 |
| 6' | 152.6 |
| 7' | 42.3 |
| 8' | 77.1 |
| 9' | 17.4 |
| 10' | 24.3 |
| 11' | 175.2 |
| 12' | 167.7 |
| 1-OAc (CH3) | 21.5 |
| 1-OAc (carbonyl) | 169.6 |
| 2-OAc (CH3) | 20.9 |
| 2-OAc (carbonyl) | 168.4 |
| 5-OAc (CH3) | 20.3 |
| 5-OAc (carbonyl) | 170.1 |
| 7-OAc (CH3) | 20.4 |
| 7-OAc (carbonyl) | 169.3 |
| 8-OAc (CH3) | 20.2 |
| 8-OAc (carbonyl) | 168.8 |
| 11-OFuranoyl (position unknown) | 162.3 |
| 11-OFuranoyl (position unknown) | 144.2 |
| 11-OFuranoyl (position unknown) | 110.9 |
| 11-OFuranoyl (position unknown) | 119.6 |
| 11-OFuranoyl (position unknown) | 149.3 |
