Spektraris NMR
(2S,2″S)-2,3,2″,3″-tetrahydro-4′,4‴-di-O-methylamentoflavone
Common Name: (2S,2″S)-2,3,2″,3″-tetrahydro-4′,4‴-di-O-methylamentoflavone
Synonyms: (2S,2″S)-2,3,2″,3″-tetrahydroisoginkgetin
CAS Registry Number: 1310349-31-5
InChI:
InChIKey:
Formula: C32H26O10
Molecular Weight: 570.55
Exact Mass: 570.1526
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 | 5.58 | m | |
| 3-ax | 3.21 | m | |
| 3-eq | 2.91 | m | |
| 6 | 5.96 | m | |
| 8 | 6.01 | m | |
| 2' | 7.47 | m | |
| 5' | 7.04 | dd | 8.7, 4.9 |
| 6' | 7.4 | m | |
| 2" | 5.41 | m | |
| 3"-ax | 3.07 | m | |
| 3"-eq | 2.6 | m | |
| 6" | 6.12 | d | 4.6 |
| 2''' | 7.37 | d | 8.7 |
| 3''' | 6.9 | t | 8.7 |
| 5''' | 6.9 | t | 8.7 |
| 6''' | 7.37 | d | 8.7 |
| 5-OH | 12.21 | s | |
| 5"-OH | 12.3 | s | |
| 4'-OCH3 | 3.82 | s | |
| 4'-OCH3 | 3.77 | s | |
| 4'''-OCH3 | 3.79 | s | |
| 4'''-OCH3 | 3.77 | s |
Carbon NMR Peaks
| Position | PPM |
|---|---|
| 2 (may be interchanged with 2") | 78.57 |
| 2 (may be interchanged with 2") | 78.44 |
| 3 | 42.46 |
| 3 | 41.87 |
| 4 | 196.2 |
| 5 | 164.44 |
| 5 | 164.42 |
| 6 | 95.9 |
| 7 | 166.65 |
| 7 | 166.67 |
| 8 | 95.07 |
| 9 | 163.5 |
| 10 | 102.25 |
| 10 | 102.29 |
| 1' | 130.33 |
| 1' | 130.44 |
| 2' | 131.28 |
| 2' | 131.32 |
| 3' | 121.8 |
| 4' | 158.36 |
| 4' | 157.98 |
| 5' | 110.86 |
| 5' | 110.94 |
| 6' | 127.09 |
| 6' | 127.5 |
| 2" (may be interchanged with 2) | 79.1 |
| 3" | 42.78 |
| 3" | 43.01 |
| 4" | 196.7 |
| 5" | 163.7 |
| 6" | 96.1 |
| 7" | 164.09 |
| 7" | 164.17 |
| 8" | 105.82 |
| 8" | 105.95 |
| 9" | 160.3 |
| 10" | 102.51 |
| 10" | 102.54 |
| 1''' | 130.83 |
| 1''' | 131.19 |
| 2''' | 127.92 |
| 2''' | 127.6 |
| 3''' | 113.78 |
| 3''' | 113.75 |
| 4''' | 159.76 |
| 4''' | 159.77 |
| 5''' | 113.78 |
| 5''' | 113.75 |
| 6''' | 127.92 |
| 6''' | 127.6 |
| 4'-OCH3 | 54.65 |
| 4'-OCH3 | 54.63 |
| 4'''-OCH3 | 55.12 |
| 4'''-OCH3 | 55.05 |
