Spektraris NMR
3'',4',4''',5,5'',7,7''-heptahydroxy-3,8''-biflavanone
Common Name: 3'',4',4''',5,5'',7,7''-heptahydroxy-3,8''-biflavanone
Synonyms: [3,8'-Bi-4H-1-benzopyran]-4,4'-dione, 2,2',3,3'-tetrahydro-3',5,5',7,7'-pentahydroxy-2,2'-bis(4-hydroxyphenyl)-, (2R,2'R,3S,3'R)-
CAS Registry Number: 635679-49-1
InChI:
InChIKey:
Formula: C30H22O11
Molecular Weight: 558.4895
Exact Mass: 558.1162
NMR Solvent: DMSO-d6
MHz: 400.0
Calibration: TMS
NMR references: Han, Q., Lee, S., Qiao, C., He, Z., Song, J., Sun, H., Xu, H. (2005). Complete NMR Assignments of the Antibacterial Biflavonoid GB1 from Garcinia kola. Chem. Pharm. Bull. 53, 1034-1036.
Species: Garcinia kola - Han, Q., Lee, S., Qiao, C., He, Z., Song, J., Sun, H., Xu, H. (2005). Complete NMR Assignments of the Antibacterial Biflavonoid GB1 from Garcinia kola. Chem. Pharm. Bull. 53, 1034-1036.
Notes: 13C NMR also performed at -50 °C, -30 °C, 90 ° C in pyridine-d6, 23 °C in acetone-d6, and 21 °C and 90 °C in DMSO-d6
Proton NMR Peaks
| Position | PPM | Peak Type | J (Hz) |
|---|---|---|---|
| 2 | 5.63 | d | 11.2 |
| 2 | 5.3 | d | 11.2 |
| 3 | 4.64 | d | 11.2 |
| 3 | 4.41 | d | 11.2 |
| 5-OH | 12.28 | s | |
| 5-OH | 12.2 | s | |
| 6 (may be interchanged with 8) | 5.95 | s | |
| 6 (may be interchanged with 8) | 5.89 | s | |
| 7-OH (signals overlapped with signals for 7"-OH) | 11.2 | ||
| 7-OH (signals overlapped with signals for 7"-OH) | 10.5 | ||
| 8 (may be interchanged with 6) | 5.89 | s | |
| 8 (may be interchanged with 6) | 5.85 | s | |
| 2', 6' | 7.09 | d | 7.6 |
| 3', 5' | 6.74 | d | 7.6 |
| 3', 5' | 6.64 | d | 7.6 |
| 4'-OH | 9.61 | s | |
| 4'-OH | 9.51 | s | |
| 2" | 5.13 | d | 11.2 |
| 2" | 4.96 | d | 11.2 |
| 3" | 4.21 | d | 11.2 |
| 3" | 3.99 | d | 11.2 |
| 3"-OH | 5.95 | s | |
| 5"-OH | 11.84 | s | |
| 5"-OH | 11.72 | s | |
| 6" | 5.8 | s | |
| 6" | 5.76 | s | |
| 7"-OH (signals overlapped with signals for 7-OH) | 11.2 | ||
| 7"-OH (signals overlapped with signals for 7-OH) | 10.5 | ||
| 2''', 6''' | 7.16 | d | |
| 2''', 6''' | 7.16 | d | |
| 3''', 5''' | 6.83 | d | 7.6 |
| 3''', 5''' | 6.64 | d | 7.6 |
| 4'''-OH | 9.59 | s | |
| 4'''-OH | 9.47 | s |
Carbon NMR Peaks
| Position | PPM |
|---|---|
| 2 | 81.8 |
| 2 | 81.2 |
| 3 | 47.4 |
| 4 | 196.8 |
| 4 | 196.4 |
| 5-OH | 163.7 |
| 5-OH | 163.9 |
| 6 | 96.2 |
| 7-OH | 166.5 |
| 7-OH | 166.4 |
| 8 | 95.9 |
| 8 | 95.4 |
| 9 | 162.8 |
| 9 | 162.7 |
| 10 | 101.2 |
| 1' | 128.2 |
| 1' | 127.6 |
| 2', 6' | 129.1 |
| 2',6' | 128 |
| 3', 5' | 114.8 |
| 3',5' | 115 |
| 4'-OH (may be interchanged with 4'''-OH) | 157.6 |
| 4'-OH (may be interchanged with 4'''-OH) | 157.4 |
| 2" | 82.6 |
| 3" | 72.4 |
| 3'' | 72 |
| 4" | 197.5 |
| 5"-OH | 161.8 |
| 5''-OH | 162.3 |
| 6" | 95.1 |
| 7"-OH | 165.1 |
| 7''-OH | 164.6 |
| 8" | 101.4 |
| 9" | 159.4 |
| 9'' | 160.1 |
| 10" | 100.3 |
| 10'' | 99.8 |
| 1''' | 128.8 |
| 1''' | 127.8 |
| 2''', 6''' | 129 |
| 2''',6''' | 128.4 |
| 3''', 5''' | 114.8 |
| 3''',5''' | 115 |
| 4'''-OH (may be interchanged with 4'-OH) | 157.8 |
