Common Name: Pancibiflavonol
Synonyms: [3,8'-Bi-4H-1-benzopyran]-4,4'-dione, 2'-(3,4-dihydroxyphenyl)-2,3-dihydro-3',5,5',7,7'- pentahydroxy-2-(4-hydroxyphenyl)-, (2S,3R)-
CAS Registry Number: 252679-68-8
InChI:
InChIKey:
Formula: C30H20O12
Molecular Weight: 572.478
Exact Mass: 572.0955
NMR Solvent: Me2CO-d6
MHz: 600 (1H), 150 (13C)
Calibration: TMS
NMR references: Ito, C., Itoigawa, M., Miyamoto, Y., Rao, S., Takayasu, J., Okuda, Y., Mukainaka, T., Tokuda, H., Nishino, H., Furukawa, H. (1999). A New Biflavonoid from Calophyllum panciflorum with Antitumor-Promoting Activity. J. Nat. Prod. 62, 1668-1671.
Species: Calophyllum panciflorum - Ito, C., Itoigawa, M., Miyamoto, Y., Rao, S., Takayasu, J., Okuda, Y., Mukainaka, T., Tokuda, H., Nishino, H., Furukawa, H. (1999). A New Biflavonoid from Calophyllum panciflorum with Antitumor-Promoting Activity. J. Nat. Prod. 62, 1668-1671.
Notes: 1H NMR and 13C NMR were also run at 149°C and 120°C, respectively, in addition to 23°C , to determine the presence of atropisomers. Only 23°C NMR data is presented here.
Position | PPM | Peak Type | J (Hz) |
---|---|---|---|
2 | 5.77 | d | 12.1 |
2 | 5.61 | d | 12.1 |
3 | 4.82 | d | 12.1 |
3 | 5.02 | d | 12.1 |
5-OH | 12.34 | s | |
5-OH | 12.22 | s | |
6 | 5.95 | s | |
6 | 6.05 | s | |
8 | 5.95 | s | |
8 | 5.96 | s | |
2', 6' | 7.14 | d | 8.4 |
2', 6' | 7.07 | d | 8.4 |
3', 5' | 6.39 | d | 8.4 |
3', 5' | 6.61 | d | 8.4 |
5"-OH | 12.52 | s | |
5''-OH | 12.48 | s | |
6" | 6.17 | s | |
6'' | 6.02 | s | |
2''' | 7.65 | d | 1.5 |
2''' | 7.77 | d | 1.5 |
5''' | 6.92 | d | 8.4 |
5''' | 6.44 | d | 8.4 |
6''' | 7.57 | dd | 8.4 |
6''' | 6.95 | dd | 1.5 |
Position | PPM |
---|---|
2 | 80.91 |
2 | 81.71 |
3 | 48.06 |
3 | 47.17 |
4 | 196.56 |
10 | 101.48 |
5 | 163.81 |
5 | 163.87 |
6 | 96.25 |
6 | 96.4 |
7 | 166.91 |
7 | 167.53 |
8 | 95.32 |
9 | 162.86 |
9 | 162.78 |
1' | 128.81 |
1' | 127.66 |
2', 6' | 128.36 |
2',6' | 128.53 |
3', 5' | 114.4 |
3',5' | 114.99 |
4' | 157.26 |
4' | 157.59 |
2" | 145.03 |
2'' | 146.85 |
3" | 135.09 |
3'' | 135.46 |
4" | 175.38 |
4'' | 175.74 |
10'' | 101.58 |
5" | 159.67 |
5'' | 159.47 |
6" | 98.44 |
6'' | 97.67 |
7" | 163.81 |
7'' | 163.87 |
8" | 100.31 |
8'' | 99.58 |
9'' | 154.2 |
9'' | 153.5 |
1''' | 121.88 |
2''' | 114.66 |
2''' | 116.28 |
3''' | 144.96 |
3''' | 145.97 |
4''' | 147.59 |
5''' | 147.51 |
5''' | 115.72 |
6''' | 120.22 |
6''' | 118.18 |