Spektraris NMR
(2S,2″S)-2,3,2″,3″-tetrahydrobilobetin
Common Name: (2S,2″S)-2,3,2″,3″-tetrahydrobilobetin
Synonyms: (2S,2″S)-2,3,2″,3″-tetrahydro-4′-O-methylamentoflavone
CAS Registry Number: 1126431-70-6
InChI:
InChIKey:
Formula: C31H24O10
Molecular Weight: 556.52
Exact Mass: 556.137
NMR Solvent: acetone-d6
MHz: 400 (1H), 100 (13C)
Calibration: Chemical shifts were standardized to the solvent resonances (CDCl3 7.24 ppm, CD3OD 4.78, 3.31ppm, acetone-d6 2.05 ppm, and DMSO-d6 2.5ppm).
NMR references: Moawad, A., Hetta, M., Zjawiony, J., Jacob, M., Hifnawy, M., Ferreira, D. (2010). Phytochemical Investigation of Cycas circinalis and Cycas revoluta Leaflets: Moderately Active Antibacterial Biflavonoids. Planta Med. 76, 796-802.
Species: Cycas circinalis - Moawad, A., Hetta, M., Zjawiony, J., Jacob, M., Hifnawy, M., Ferreira, D. (2010). Phytochemical Investigation of Cycas circinalis and Cycas revoluta Leaflets: Moderately Active Antibacterial Biflavonoids. Planta Med. 76, 796-802.
Notes:
Proton NMR Peaks
| Position | PPM | Peak Type | J (Hz) |
|---|---|---|---|
| 2 | 5.57 | m | |
| 3-ax | 3.24 | m | |
| 3-eq | 2.89 | m | |
| 6 | 5.99 | m | |
| 6 | 5.92 | ||
| 8 | 6.01 | d | 2.1 |
| 2' | 7.49 | m | |
| 5' | 7.04 | dd | 8.8, 4.2 |
| 6' | 7.4 | m | |
| 2" | 5.41 | m | |
| 3"-ax | 3.06 | m | |
| 3"-eq | 2.62 | m | |
| 6" | 6.12 | d | 4.9 |
| 2''' | 7.28 | dd | 8.5, 3.2 |
| 3''' | 6.87 | m | |
| 5''' | 6.75 | m | |
| 6''' | 7.28 | dd | 8.5, 3.2 |
| 5-OH | 12.21 | s | |
| 5"-OH | 12.31 | s | |
| 4'-OCH3 | 3.79 | d | 13.2 |
Carbon NMR Peaks
| Position | PPM |
|---|---|
| 2 | 78.79 |
| 2 | 78.53 |
| 3 (may be interchanged with 3") | 42.53 |
| 3 (may be interchanged with 3") | 41.79 |
| 4 | 196.2 |
| 5 | 164.4 |
| 6 | 95.79 |
| 6 | 95.96 |
| 7 | 166.8 |
| 8 | 95.04 |
| 8 | 95.08 |
| 9 (may be interchanged with 5") | 163.5 |
| 10 (may be interchanged with 10") | 102.22 |
| 10 (may be interchanged with 10") | 102.25 |
| 1' | 130.45 |
| 1' | 130.33 |
| 2' | 131.26 |
| 2' | 131.35 |
| 3' | 121.8 |
| 4' | 158 |
| 4' | 158.3 |
| 5' | 110.9 |
| 5' | 1110.9 |
| 6' | 127.5 |
| 6' | 127.09 |
| 2" | 79.1 |
| 3" (may be interchanged with 3) | 43.03 |
| 3" (may be interchanged with 3) | 42.72 |
| 4" | 196.9 |
| 5" (may be interchanged with 9) | 163.4 |
| 6" | 96.02 |
| 6" | 96.06 |
| 7" | 164.01 |
| 7" | 164.11 |
| 8" | 105.82 |
| 8" | 105.95 |
| 9" | 160.4 |
| 10" (may be interchanged with 10) | 102.52 |
| 10" (may be interchanged with 10) | 102.57 |
| 1''' | 130.03 |
| 1''' | 129.67 |
| 2''' | 127.7 |
| 2''' | 128.04 |
| 3''' | 115.2 |
| 3''' | 115.15 |
| 4''' | 157.53 |
| 4''' | 157.64 |
| 5''' | 115.2 |
| 5''' | 115.15 |
| 6''' | 127.7 |
| 6''' | 128.04 |
| 4'-OCH3 | 55.11 |
| 4'-OCH3 | 55.03 |
