Common Name:

Synonyms:

CAS Registry Number: 109894-73-7

InChI:

InChIKey:

Formula: C35H32O9

Molecular Weight: 596.632

Exact Mass: 596.2046

NMR Solvent: CDCl3

MHz: 300, 200

Calibration: TMS

NMR references: Baba, K., Takeuchi, K., Mitsunobu, D., Kozawa, M. (1986) The Revised Structure of Daphnodorin C, a Novel Spiro Biflavonoid. Chem. Pharm. Bull. 34, 2680-2683. Babue, K., Takeuchi, K., Doi, M., Kozawa, M. (1987). Chemical Studies on the Constituents of the Thymelaeaceous Plants III. Structure of a Novel Sprio Biflavonoid, Daphnodorin C from Daphne odora Thunb. Chem. Pharm. Bull. 35, 1853-1859.

Species: synthesized from Daphnodorin C - Baba, K., Takeuchi, K., Mitsunobu, D., Kozawa, M. (1986) The Revised Structure of Daphnodorin C, a Novel Spiro Biflavonoid. Chem. Pharm. Bull. 34, 2680-2683. Babue, K., Takeuchi, K., Doi, M., Kozawa, M. (1987). Chemical Studies on the Constituents of the Thymelaeaceous Plants III. Structure of a Novel Sprio Biflavonoid, Daphnodorin C from Daphne odora Thunb. Chem. Pharm. Bull. 35, 1853-1859.

Notes: 13C NMR assignments based on C/H two-dimensional correlations

Proton NMR Peaks

Position PPM Peak Type J (Hz)
2 4.8 dd 10.7, 1.8
3 1.81 m
3 2.16 m
4 2.56 ddd 16.9, 11.7, 5.8
4 2.74 ddd 16.9, 5.3, 2.3
6 6.2 s
2', 6' 6.99 m 8.8
3', 5' 6.72 m 8.8
2" 5.81 s
6" 5.79 d 1.8
8" 5.76 d 1.8
2'", 6'" 7.27 m 8.8
3'", 5'" 6.8 m 8.8
5-OCH3 3.84 s
4'-OCH3 3.83 s
5"-OCH3 3.77 s
7"-OCH3 3.77 s
4'"-OCH3 3.69 s

Carbon NMR Peaks

Position PPM
2 77.02
3 19.64
4 28.85
10 (may be reversed with 10", 8) 103.69
5 (may be reversed with 5") 161.86
6 86.4
7 173.77
8 (may be reversed with 10, 10") 104.02
9 152.21
1' 133.31
2', 6' 126.62
3', 5' (may be reversed with 3'", 5'") 113.27
4' (may be reversed with 7", 4'") 158.59
2" 91.07
3" 95.21
4" 194.63
10" (may be reversed with 10, 8) 104.87
5" (may be reversed with 5) 161.41
6" 92.51
7" (may be reversed with 4', 4'") 159.66
8" 88.17
9" 169.75
10" 125.47
2'", 6'" 128.78
3'", 6'" (may be reversed with 3', 5') 113.42
4'" (may be reversed with 4', 7") 158.45
5-OCH3 55.89
4'-OCH3 55.79
5"-OCH3 55.79
7"-OCH3 55.2
4'"-OCH3 55.2