(2S,3R,2''R)-3,6''-Binaringenin

(2S,3R,2''R)-3,6''-Binaringenin

Common Name: (2S,3R,2''R)-3,6''-Binaringenin

Synonyms: [3,​6'-​Bi-​4H-​1-​benzopyran]​-​4,​4'-​dione, 2,​2',​3,​3'-​tetrahydro-​5,​5',​7,​7'-​tetrahydroxy-​2,​2'-​bis(4-​hydroxyphenyl)​-​, (2S,​3R)​-

CAS Registry Number: 220611-42-7

InChI:

InChIKey:

Formula: C30H22O10

Molecular Weight: 542.496

Exact Mass: 542.1213

NMR Solvent: CD3OD

MHz: 600.13 (1H), 150.90 (13C)

Calibration: CH3OH was used as internal standard.

NMR references: Djoufack, G., Valant-Vetschera, K., Schinnerl, J., Brecker, L., Lorbeer, E., Robien, W. (2010). Xanthones, Biflavanones and Triterpenes from Pentadesma grandifolia (Clusiaceae): Structural Determination and Bioactivity. Nat. Prod. Commun. 5, 1055-1060.

Species: Pentadesma grandifolia - Djoufack, G., Valant-Vetschera, K., Schinnerl, J., Brecker, L., Lorbeer, E., Robien, W. (2010). Xanthones, Biflavanones and Triterpenes from Pentadesma grandifolia (Clusiaceae): Structural Determination and Bioactivity. Nat. Prod. Commun. 5, 1055-1060.

Notes:

Proton NMR Peaks

Position PPM Peak Type J (Hz)
2 5.65 d 12.2, 12.1
2 5.42 d 12.2, 12.1
3 4.66 d 12.2, 12.1
3 4.45 d 12.2, 12.1
6 5.69 s
6 5.64 s
8 5.55 s
8 5.47 s
2', 6' 7.11 m
2', 6' 7.08 m
3', 5' 6.66 m
3', 5' 6.6 m
2" 5.23 dd 13.1, 2.7
2" 5.08 dd 13, 2.5
3"a 2.47 dd 13.1, 12.7
3"a 2.3 dd 13, 12.7
3"b 2.75 dd 12.7, 2.7
3"b 2.52 dd 12.7, 2.5
8" 5.65 s
8" 5.57 s
2''', 6''' 7.16 m
2''', 6''' 7.08 m
3''', 5''' 6.78 m
3''', 5''' 6.66 m

Carbon NMR Peaks

Position PPM
2 82.3
2 80.9
3 48.5
3 48
4 197.3
4 196.8
5 163
5 163.1
6 98.6
6 98.3
7 164.2
7 164.1
8 99
8 98.2
9 162.9
9 161.1
10 104.9
10 104.8
1' 130.8
1' 129.9
2', 6' 128.9
2', 6' 128.4
3', 5' 114.9
3', 5' 114.1
4' 156.9
4' 156.9
2" 78
2" 77.9
3" 43.3
3" 42.3
4" 192.2
4" 192.1
5" 163.5
5" 162.9
6" 98
6" 97.8
7" 163.5
7" 162.8
8" 99.6
8" 99.4
9" 159.8
9" 159.7
10" 99.1
10" 99
1''' 131
1''' 130.7
2''', 6''' 127.3
2''', 6''' 126.2
3''', 5''' 114.9
3''', 5''' 114
4''' 156.9
4''' 156.8