Hypnogenol B

Hypnogenol B

Common Name: Hypnogenol B

Synonyms: 4H-1-Benzopyran-4-one, 2-[5'-(3,4-dihydro-5,7-dihydroxy-4-oxo-2H-1-benzopyran-2-yl)-2',6-dihydroxy[1,1'-biphenyl]-3-yl]-2,3-dihydro-3,5,7-trihydroxy-, [2R-[2α(S*),3β]]-

CAS Registry Number: 144506-13-8

InChI:

InChIKey:

Formula: C30H22O11

Molecular Weight: 558.495

Exact Mass: 558.1162

NMR Solvent: not indicated

MHz: 400 (1H), 100 (13C)

Calibration: acetone-d6

NMR references: Sievers, H., Burkhardt, G., Becker, H., Zinsmeister, H. (1992). Hypnogenols and Other Dihydroflavonols from the Moss Hypnum cupressiforme. Phytochemistry 31, 3233-3237.

Species: Hypnum cupressiforme - Sievers, H., Burkhardt, G., Becker, H., Zinsmeister, H. (1992). Hypnogenols and Other Dihydroflavonols from the Moss Hypnum cupressiforme. Phytochemistry 31, 3233-3237.

Notes:

Proton NMR Peaks

Position PPM Peak Type J (Hz)
2 5.16 d 11.6
3 4.71 d 11.6
5-OH 11.71 s
6 5.95 d 2.1
8 5.98 d 2.1
2' 7.55 d 2.2
5' 7.06 d 8.3
6' 7.47 dd 8.3, 2.2
2" 5.53 dd 2.8, 13
3" ax 3.24 dd 16.9, 13
3" eq 2.78 dd 16.9, 2.8
5"-OH 12.16 s
6" 5.93 d 2.1
8" 5.96 d 2.1
2''' 7.51 d 2.3
5''' 7.06 d 8.3
6''' 7.43 dd 8.3, 2.3

Carbon NMR Peaks

Position PPM
2 84.3
3 73.1
4 197.1
5 (may be interchanged with 5") 165.1
6 (may be interchanged with 6") 97.1
7 (may be interchanged with 7") 167.8
8 (may be interchanged with 8") 96.1
9 (may be interchanged with 9") 164.2
10 101.4
1' 130.2
2' 129.6
3' 126.5
4' (may be interchanged with 4''') 155.5
5' 117.2
6' 132.5
2" 79.9
3" 43.7
4" 194.9
5" (may be interchanged with 5) 164.8
6" (may be interchanged with 6) 96.8
7" (may be interchanged with 7) 167.3
8" (may be interchanged with 8) 95.9
9" (may be interchanged with 9) 164.4
10" 103.2
1''' 131.8
2''' (may be interchanged with 6''') 131.2
3''' 126.9
4''' (may be interchanged with 4') 155.4
5''' 117.5
6''' (may be interchanged with 2''') 128.2