Daphnodorin K

Daphnodorin K

Common Name: Daphnodorin K

Synonyms: [3,​6'-​Bi-​4H-​1-​benzopyran]​-​4-​one, 2',​3'-​dihydro-​5,​5',​7,​7'-​tetrahydroxy-​2,​2'-​bis(4-​hydroxyphenyl)​-

CAS Registry Number: 113900-87-1

InChI:

InChIKey:

Formula: C30H22O9

Molecular Weight: 526.49

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.

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

Notes: Compound exists as two atropisomers, so there are two sets of 1H and 13 C spectra.

Proton NMR Peaks

Position PPM Peak Type J (Hz)
2 4.92 dd 10.1, 1.9
3 2.69 m
4 2.1 m
10 1.95 m
8 6 s
2', 6' 7.3 d 8.6
3', 5' 6.86 d 8.6
6" 6.28 d 2
8" 6.49 d 2
2''', 6''' 7.59 d 8.7
3''', 5''' 6.82 d 8.7
OH 13.18 s
OH 9.72 s
OH 9.08 s
OH 8.45 s
OH 7.93 s
OH 7.59 s
2 4.88 dd 10.1, 1.9
3 2.69 m
4 2.1 m
10 1.95 m
8 6 s
2', 6' 7.28 d 8.6
3', 5' 6.86 d 8.6
6" 6.28 d 2
8" 6.49 d 2
2''', 6''' 7.58 d 8.7
3''', 5''' 6.82 d 8.7
OH 13.17 s
OH 9.72 s
OH 9.05 s
OH 8.43 s
OH 7.92 s
OH 7.59 s

Carbon NMR Peaks

Position PPM
2 78.1
3 29.5
4 20.5
10 (may be interchanged with 6) 102.2
5 154.8
6 (may be interchanged with 10) 100.8
7 (may be interchanged with 9) 157.8
8 96.2
9 (may be interchanged with 7) 155.6
1' 133.9
2', 6' 128.3
3', 5' (may be interchanged with 3''', 5''') 115.8
4' 157.8
2" 165.2
3" 112.5
4" 183.3
10'' 105.2
5" 163.4
6" 99.3
7" 164.7
8" 94.1
9'' 158.8
1''' 125.2
2''', 6''' 131.2
3''', 5''' (may be interchanged with 3', 5') 115.8
4''' 160.4
2 77.9
3 29.5
4 20.3
10 (may be interchanged with 6) 102.1
5 154.7
6 (may be interchanged with 10) 100.7
7 (may be interchanged with 9) 157.6
8 96.1
9 (may be interchanged with 7) 155.5
1' 133.9
2', 6' 128.2
3', 5' (may be interchanged with 3''', 5''') 115.7
4' 157.8
2" 165.2
3" 112.5
4" 183.3
10'' 105.2
5" 163.4
6" 99.3
7" 164.7
8" 94.1
9'' 158.8
1''' 125.2
2''', 6''' 131.2
3''', 5''' (may be interchanged with 3', 5') 115.7
4''' 160.4