Spektraris NMR
3',4',7,8-Tetra-O-methylflavanone-(3→4)-tetra-O-methyl-ent-epimesquitol Acetate
Common Name: 3',4',7,8-Tetra-O-methylflavanone-(3→4)-tetra-O-methyl-ent-epimesquitol Acetate
Synonyms: [3,4'-Bi-4H-1-benzopyran]-4-one, 3'-(acetyloxy)-2,2'-bis(3,4-dimethoxyphenyl)-2,2',3,3'- tetrahydro-7,7',8,8'-tetramethoxy-, (2R,2'R,3S,3'R,4'S)-
CAS Registry Number: 1006904-62-6
InChI:
InChIKey:
Formula: C40H42O13
Molecular Weight: 730.763
Exact Mass: 730.2625
NMR Solvent: acetone-d6
MHz: 300 (1H)
Calibration: TMS
NMR references: Howell, H., Malan, E., Brand, D., Kamara, B., Bezuidenhoudt, B., Marais, C., Steenkamp, J. (2007). Two New Promelacacinidin Dimers, Including a Novel Flavanone-flavanol Dimer Characterized by a Unique C(3)-C(4) Linkage, From the Heartwood of Acacia nigrescens. Chem. Nat. Compd. 43, 533-538.
Species: synthesis - Howell, H., Malan, E., Brand, D., Kamara, B., Bezuidenhoudt, B., Marais, C., Steenkamp, J. (2007). Two New Promelacacinidin Dimers, Including a Novel Flavanone-flavanol Dimer Characterized by a Unique C(3)-C(4) Linkage, From the Heartwood of Acacia nigrescens. Chem. Nat. Compd. 43, 533-538.
Notes: NMR spectra collected using Bruker AVANCE DPX 300 spectrometer. Numbering of atoms in this entry differs from that given in Howell.
Proton NMR Peaks
| Position | PPM | Peak Type | J (Hz) |
|---|---|---|---|
| 2 | 5.91 | d | 3.5 |
| 3 | 3.59 | dd | 3.5, 10 |
| 5 | 7.6 | d | 8.5 |
| 6 | 6.82 | d | 8.5 |
| 2' | 7.08 | d | 2 |
| 5' | 6.83 | d | 8.5 |
| 6' | 6.89 | dd | 2, 8.5 |
| 2" | 5.65 | d | 2 |
| 3" | 5.42 | dd | 2, 2.5 |
| 4" | 3.43 | dd | 2.5, 10 |
| 5" | 7.15 | d | 8.5 |
| 6" | 6.76 | d | 8.5 |
| 2''' | 7.07 | d | 2 |
| 5''' | 6.98 | d | 8.5 |
| 6''' | 7.03 | dd | 2, 8.5 |
| OCH3 | 3.95 | s | |
| OCH3 | 3.91 | s | |
| OCH3 | 3.89 | s | |
| OCH3 | 3.83 | s | |
| OCH3 | 3.83 | s | |
| OCH3 | 3.83 | s | |
| OCH3 | 3.74 | s | |
| OCH3 | 3.72 | s | |
| OAc | 1.7 | s |
Carbon NMR Peaks
| Position | PPM |
|---|---|
| 2 | 79.4 |
| 3 | 53.9 |
| 4 | 191.7 |
| 5 | 123.2 |
| 6 | 106.6 |
| 7 | 159.8 |
| 8 | 137.5 |
| 9 | 153.5 |
| 10 | 116.3 |
| 1' | 130.2 |
| 2' | 110.8 |
| 3' | 149.8 |
| 4' | 149.4 |
| 5' | 111.7 |
| 6' | 119.6 |
| 2" | 74 |
| 3" | 69.6 |
| 4" | 38.7 |
| 5" | 125.7 |
| 6" | 105.2 |
| 7" | 153.4 |
| 8" | 137.8 |
| 9" | 149.9 |
| 10" | 112.9 |
| 1''' | 131 |
| 2''' | 111.1 |
| 3''' | 149.7 |
| 4''' | 149.5 |
| 5''' | 111.8 |
| 6''' | 119.3 |
| OCH3 | 55.4 |
| OCH3 | 55.5 |
| OCH3 | 55.5 |
| OCH3 | 55.8 |
| OCH3 | 56.1 |
| OCH3 | 56.6 |
| OCH3 | 60.2 |
| OCH3 | 60.6 |
| OAc | 20.1 |
| OAc | 169.1 |
