Pancibiflavonol

Pancibiflavonol

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.

Proton NMR Peaks

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

Carbon NMR Peaks

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