Lophirone C

Lophirone C

Common Name: Lophirone C

Synonyms: 2-​Propen-​1-​one, 3-​[(2R,​3R)​-​3-​(2,​4-​dihydroxybenzoyl)​-​2,​3-​dihydro-​2-​(4-​hydroxyphenyl)​-​5-​benzofuranyl]​-​1-​(2,​4-​dihydroxyphenyl)​-​, (2E)​-​rel-​(-​)​-

CAS Registry Number: 123442-42-2

InChI:

InChIKey:

Formula: C30H22O8

Molecular Weight: 510.498

Exact Mass: 510.1315

NMR Solvent: acetone-d6

MHz: 300 (1H), 75 (13C)

Calibration: TMS

NMR references: Pegnyemb, D., Tih, R., Sondengam, B., Blond, A., Bodo, B. (2001). Biflavonoids from Ochna afzelii. Phytochemistry 57, 579-582.

Tih, R., Sondengam, B., Martin, M., Bodo, B. (1989). Structure of Lophirones B and C, Biflavonoids From the Bark of Lophira lanceolata. Phytochemistry 28, 1557-1559.

Species: Ochna afzelii - Pegnyemb, D., Tih, R., Sondengam, B., Blond, A., Bodo, B. (2001). Biflavonoids from Ochna afzelii. Phytochemistry 57, 579-582.

Notes:

Proton NMR Peaks

Position PPM Peak Type J (Hz)
4 7.62 brs
7 6.98 d 8.4
6 7.8 dd 8.4, 1.7
α 7.69 d 15.4
β 7.78 d 15.4
3'' 6.34 d 2.3
5'' 6.44 dd 9, 2.3
6'' 7.97 d 9
2' 7.31 m
3' 6.86 m
5' 6.86 m
6' 7.31 m
3 5.47 d 6.8
2 6.19 d 6.8
3''' 6.39 d 2.3
5''' 6.54 dd 9, 2.3
6''' 7.95 d 9
OH 13.58 s
OH 12.54 s

Carbon NMR Peaks

Position PPM
5 129.3
4 126.9
9 132.1
8 158.9
7 111
6 132.1
α 119.3
β 144.8
C1 192.8
1'' 114.7
2'' 167.7
3'' 103.9
4'' 166.7
5'' 108.8
6'' 133.2
1' 129.3
2' 128.7
3' 116.5
4' 158.9
5' 116.5
6' 128.7
3 57.6
2 88.6
C2 201.4
1''' 113.8
2''' 165.6
3''' 104
4''' 163.2
5''' 109.7
6''' 134.7