Bartramiaflavone tautomer I

Bartramiaflavone tautomer I

Common Name: Bartramiaflavone tautomer I

Synonyms: 8,​10-​Ethano-​18,​20-​ethanylylidene-​10H,​20H-​tetrabenzo[b,​d,​h,​j]​[1,​7]​dioxacyclododecin-​22,​24-​dione, 3,​4,​5,​7,​10,​13,​14,​15,​17-​nonahydroxy- (9CI)

CAS Registry Number: 135117-91-8

InChI:

InChIKey:

Formula: C30H18O13

Molecular Weight: 586.46

Exact Mass: 586.0747

NMR Solvent: DMSO-d6

MHz: 400 (1H), 100 (13C)

Calibration: not indicated

NMR references: Seeger, T., Geiger, H., Zinsmeister, H. (1991). Bartramiaflavone, A Macrocyclic Biflavonoid from the Moss Bartramia pomiformis. Phytochemistry 30, 1653-1656.

Species: Bartramia pomiformis - Seeger, T., Geiger, H., Zinsmeister, H. (1991). Bartramiaflavone, A Macrocyclic Biflavonoid from the Moss Bartramia pomiformis. Phytochemistry 30, 1653-1656.

Notes: Bartramiaflavone exists as a pair of tautomers. Atom numbering scheme here follows that given in Seeger et al.; we have added labels to the structure for the reader's clarification.

Proton NMR Peaks

Position PPM Peak Type J (Hz)
2-OH 7.37 s
3a 2.36 d 17
3b 2.92 d 17
5-OH 12.08 s
6 5.82 s
5' 6.78 d 8
6' 7.14 d 8
3" 6.28 s
5"-OH 12.79 s
6" 5.78 s
5''' 6.74 d 8
6''' 6.78 d 8

Carbon NMR Peaks

Position PPM
2 102.6
3 48.7
4 194.3
5 160.8
6 94.5
7 164.3
8 104.1
9 156.7
10 100.2
1' 129.4
2' 119.6
3' 144.7
4' 145.3
5' 113.7
6' 119.9
2" 168
3" 108.6
4" 182
5" 158.2
6" 98.5
7" 162.4
8" 103.8
9" 154.8
10" 103.1
1''' 126.4
2''' 118.3
3''' 144.4
4''' 146.7
5''' 113.1
6''' 117.4