Bilobetin

Bilobetin

Common Name: Bilobetin

Synonyms: 4'-methylamentoflavone; 4'-Monomethylamentoflavone

CAS Registry Number: 521-32-4

InChI:

InChIKey:

Formula: C31H20O10

Molecular Weight: 552.491

Exact Mass: 552.10565

NMR Solvent: DMSO-d6

MHz: 500 (1H), 125 (13C)

Calibration: TMS

NMR references: Ryu, Y., Jeong, H., Kim, J., Kim, Y., Park, J., Kim, D., Naguyen, T., Park, S., Chang, J., Park, K., Rho, M., Lee, W. (2010). Biflavonoids from Torreya nucifera displaying SARS-CoV 3CLpro inhibition. Bioorg. Med. Chem. 18, 7940-7947.

Species: Torreya nucifera

Notes: NMR data and species from Ryu et al. Other literature containing NMR data: Guodong, Z. (2006). Natural Products from Selaginella. M.S. Dissertation, National University of Singapore.; Markham, K., Sheppard, C., Geiger, H. (1987). 13C NMR Studies of Some Naturally Occurring Amentoflavone and Hinokiflavone Biflavonoids. Phytochemistry 26, 3335-3337.; Silva, G., Chai, H., Gupta, M., Farnsworth, N., Cordell, G., Pezzuto, J., Beecher, C., Kinghorn, A. (1995). Cytotoxic Biflavonoids from Selaginella willdenowii. Phytochemistry 40, 129-134.; Wollenweber, E., Kraut, L., Mues, R. (1998). External Accumulation of Biflavonoids on Gymnosperm Leaves. Z. Naturforsch. 53c, 946-950.

Proton NMR Peaks

Position PPM Peak Type J (Hz)
3 6.91 s
6 6.18 d 1.8
8 6.47 s
2' 8.06 d 2.3
5' 7.33 d 9.2
6' 8.16 m
3" 6.78 s
6" 6.37 s
2''', 6''' 7.5 d 9.2
3''', 5''' 6.71 d 8.7
OCH3 3.78

Carbon NMR Peaks

Position PPM
2 163.1
3, 3" 102.4
4 182
5 161.4
6 98.7
7 163.3
8 94.1
9 157.4
10, 8" 103.6
1' 122.4
2' 127.9
3' 121.6
4' 160.6
5' 111.6
6' 130.9
2" 164.3
4" 181.7
5" 160.4
6" 98.9
7" 162.6
9" 154.3
10" 103.4
1''' 121.2
2''', 6''' 128.1
3''', 5''' 115.7
4''' 161.1
OCH3 55.8