(I-2S)-I-5,II-5,I-7,II-7,I-2',II-2',II-5'-heptahydroxy-[I-6,II-6']-flavanonylflavone

(I-2S)-I-5,II-5,I-7,II-7,I-2',II-2',II-5'-heptahydroxy-[I-6,II-6']-flavanonylflavone

Common Name: (I-2S)-I-5,II-5,I-7,II-7,I-2',II-2',II-5'-heptahydroxy-[I-6,II-6']-flavanonylflavone

Synonyms: 4H-​1-​Benzopyran-​4-​one, 6-​[2-​(5,​7-​dihydroxy-​4-​oxo-​4H-​1-​benzopyran-​2-​yl)​-​3,​6-​dihydroxyphenyl]​-​2,​3-​dihydro-​5,​7-​dihydroxy-​2-​(2-​hydroxyphenyl)​-​, (2S)​-

CAS Registry Number: 897672-81-0

InChI:

InChIKey:

Formula: C30H20O11

Molecular Weight: 556.479

Exact Mass: 556.1006

NMR Solvent: DMSO-d6

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

Calibration: TMS

NMR references: Miyaichi, Y., Hanamitsu, E., Kizu, H., Tomimori, T. (2006). Studies on the Constituents of Scutellaria Species (XXII). Constituents of the Roots of Scutellaria amabilis HARA. Chem. Pharm. Bull 54, 435-441.

Species: Scutellaria amabilis - Miyaichi, Y., Hanamitsu, E., Kizu, H., Tomimori, T. (2006). Studies on the Constituents of Scutellaria Species (XXII). Constituents of the Roots of Scutellaria amabilis HARA. Chem. Pharm. Bull 54, 435-441.

Notes:

Proton NMR Peaks

Position PPM Peak Type J (Hz)
2 5.59 dd 3, 13
3 2.68 dd 3, 17.4
3 3.21 dd 13, 17.4
8 5.92 s
3' 6.87 br d 7.8
4' 7.19 ddd 1.8, 7.8, 7.8
5' 6.79 br dd 7.8, 7.8
6' 7.41 dd 1.8, 7.8
3'' 6.04 s
6'' 6.14 d 1.8
8'' 6.15 d 1.8
3''' 6.82 d 8.8
4''' 6.87 d 8.8
5-OH 12.3 s
7-OH 10.61 br s
2'-OH 9.84 br s
5''-OH 12.77 s
7''-OH 10.8 br s
2'''-OH 9.28 s
5'''-OH 8.66 s
2 5.7 dd 3, 13
3 2.72 dd 3, 17.4
3 3.17 dd 13, 17.4
8 5.95 s
3' 6.87 br d 7.8
4' 7.17 ddd 1.8, 7.8, 7.8
5' 6.86 br dd 7.8, 7.8
6' 7.35 dd 1.8, 7.8
3'' 5.99 s
6'' 6.15 d 1.8
8'' 6.15 d 1.8
3''' 6.82 d 8.8
4''' 6.88 d 8.8
5-OH 12.28 s
7-OH 10.64 br s
2'-OH 9.84 br s
5-OH 12.77 s
7-OH 10.8 br s
2'''-OH 9.26 s
5'''-OH 8.69 s

Carbon NMR Peaks

Position PPM
2 73.76
3 41.02
4 196.3
5 161.18
6 104.62
7 164.3
8 94.17
9 161.88
10 101.25
1' 124.69
2' 154.23
3' 115.42
4' 129.38
5' 119.06
6' 126.87
2'' 164.39
3'' 110.17
4'' 181.41
5'' 161.34
6'' 98.68
7'' 164.11
8'' 93.49
9'' 158
10'' 103.66
1''' 121.19
2''' 147.9
3''' 116.02
4''' 118.37
5''' 148.35
6''' 120.11
Conformational Isomer b 0
2 73.92
3 41.02
4 196.3
5 161.21
6 104.62
7 164.3
8 94.28
9 161.97
10 101.34
1' 124.69
2' 154.36
3' 115.53
4' 129.45
5' 119.1
6' 127.13
2'' 164.44
3'' 110.27
4'' 181.41
5'' 161.37
6'' 98.68
7'' 164.11
8'' 93.53
9'' 158.03
10'' 103.66
1''' 121.39
2''' 147.93
3''' 116.05
4''' 118.43
5''' 148.42
6''' 120.14