Daphnodorin D2

Daphnodorin D2

Common Name: Daphnodorin D2

Synonyms: [3,​8'-​Bi-​4H-​1-​benzopyran]​-​4-​one, 2',​3'-​dihydro-​5,​5',​7,​7'-​tetrahydroxy-​2,​2'-​bis(4-​hydroxyphenyl)​-​, (2'S,​3S)​-

CAS Registry Number: 190146-06-6

InChI:

InChIKey:

Formula: C30H22O9

Molecular Weight: 526.497

Exact Mass: 526.1264

NMR Solvent: acetone-d6

MHz: 300 (1H), 75.4 (13C)

Calibration: TMS

NMR references: Taniguchi, M., Fujiwara, A., Baba, K. (1997). Three Flavonoids from Daphne odora. Phytochemistry 45, 183-188.

Baba, K., Taniguchi, M., Kozawa, M. (1994). Three Biflavonoids From Wikstroemia sikokiana. Phytochemistry 37, 879-883.

Species: Daphne odora - Taniguchi, M., Fujiwara, A., Baba, K. (1997). Three Flavonoids from Daphne odora. Phytochemistry 45, 183-188.

Notes: Daphnodorin D1 and Daphnodorin D2 are atropisomers.

Proton NMR Peaks

Position PPM Peak Type J (Hz)
2 4.84 dd 10, 2.1
3 1.69 m
4 2.62 m
6 6.1 s
2', 6' 6.9 d 8.6
3', 5' 6.65 d 8.6
6" 6.19 d 2.1
8" 6.39 d 2.1
2''', 6''' 7.58 d 8.8
3''', 5''' 6.84 d 8.8
OH 13.29 s
OH 9.54 s
OH 8.95 s
OH 8.25 s
OH 8.22 s
OH 7.69 s

Carbon NMR Peaks

Position PPM
2 78.4
3 30.4
4 20.4
10 102.5
5 (may be interchanged with 7, 9, 4', 2", 5", 7", 9'', 4''') 165
6 96.3
7 (may be interchanged with 5, 9, 4', 2", 5", 7", 9'', 4''') 163.9
8 101
9 (may be interchanged with 5, 7, 4', 2", 5", 7", 9'', 4''') 160.7
1' 134.4
2', 6' 128.3
3', 5' 116.1
4' (may be interchanged with 5, 7, 9, 2", 5", 7", 9'', 4''') 159.1
2" (may be interchanged with 5, 7, 9, 4', 5", 7", 9'', 4''') 157.9
3" 114.2
4" 183.3
10'' 105.4
5" (may be interchanged with 5, 7, 9, 4', 2", 7", 9'', 4''') 157.3
6" 99.6
7" (may be interchanged with 5, 7, 9, 4', 2", 5", 9'', 4''') 156
8" 94.4
9'' (may be interchanged with 5, 7, 9, 4', 2", 5", 7", 4''') 155.8
1''' 126.1
2''', 6''' 131.6
3''', 5''' 116.1
4''' (may be interchanged with 5, 7, 9, 4', 2", 5", 7", 9'') 155.5