Spektraris NMR
Daphnodorin C
Common Name: Daphnodorin C
Synonyms: Spiro[benzofuran-2(3H),9'(8'H)-[2H]furo[2,3-h][1]benzopyran]-3-one, 3',4'-dihydro-4,5',6-trihydroxy-2',8'-bis(4-hydroxyphenyl)-, (2S,2'S,8'S)-
CAS Registry Number: 95733-04-3
InChI:
InChIKey:
Formula: C30H22O9
Molecular Weight: 526.497
Exact Mass: 526.1264
NMR Solvent: DMSO-d6
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: Daphne odora - 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 | 4.78 | d | 10.4 |
| 3 | 1.55 | m | |
| 3 | 2.27 | m | |
| 4 | 2.55 | m | |
| 6 | 6.1 | s | |
| 2', 6' | 6.85 | m | 8.8 |
| 3', 5' | 6.59 | m | 8.8 |
| 2" | 5.47 | s | |
| 6" | 5.83 | d | 1.7 |
| 8" | 5.52 | d | 1.7 |
| 2"', 6'" | 7.04 | m | 8.8 |
| 3'", 5'" | 6.68 | m | 8.8 |
| 5-OH | 10.63 | s | |
| 4'-OH | 10.42 | s | |
| 5"-OH | 9.88 | s | |
| 7"-OH | 9.5 | s | |
| 4'"-OH | 9.25 | s |
Carbon NMR Peaks
| Position | PPM |
|---|---|
| 2 | 75.89 |
| 3 | 19.29 |
| 4 | 28.25 |
| 10 (may be interchanged with 8, 10") | 102.57 |
| 5 (may be interchanged with 5") | 160.8 |
| 6 | 89.42 |
| 7 | 172.42 |
| 8 (may be interchanged with 10, 10") | 102.66 |
| 9 | 152.4 |
| 1' | 131.14 |
| 2', 6' | 126.06 |
| 3', 5' | 114.84 |
| 4' (may be interchanged with 7", 4'") | 157.65 |
| 2" | 90.87 |
| 3" | 93.91 |
| 4" | 193.3 |
| 10" (may be interchanged with 10, 8) | 102.78 |
| 5" (may be interchanged with 5) | 159.1 |
| 6" | 96.1 |
| 7" (may be interchanged with 4', 4'") | 157.71 |
| 8" | 89.37 |
| 9" | 168 |
| 1'" | 123.42 |
| 2'", 6'" | 129 |
| 3'", 5'" | 114.84 |
| 4'" (may be interchanged with 4', 7") | 156.26 |
