Baeckein C

Baeckein C

Common Name: Baeckein C

Synonyms: 7H-​Oxireno[b]​[1]​benzopyran-​7-​one, 1a-​[4-​(β-​D- ​glucopyranosyloxy)​-​3-​hydroxyphenyl]​-​1a,​7a-​dihydro-​4,​6-​ dihydroxy-​7a-​[2-​hydroxy-​4-​(3,​5,​7-​trihydroxy-​6-​methyl-​4-​oxo-​ 4H-​1-​benzopyran-​2-​yl)​phenoxy]​-​5-​methyl-​, (1aS,​7aS)​-

CAS Registry Number: 1346521-73-0

InChI:

InChIKey:

Formula: C38H32O19

Molecular Weight: 792.655

Exact Mass: 792.1538

NMR Solvent: DMSO-d6

MHz: 500 (1H), 125 (13C)

Calibration: residual solvent peaks of DMSO-d6

NMR references: Jia, B., Zhou, Y., Chen, X., Wang, X., Yang, J., Lai, M., Wang, Q. (2011). Structure determination of baeckeins C and D from the roots of Baeckea frutescens. Magn. Reson. Chem. 49, 757-761.

Species: Baeckea frutescens

Notes:

Proton NMR Peaks

Position PPM Peak Type J (Hz)
6-CH3 1.88 s
8 6.08 s
2' 7.03 d 8.7
5' 7.19 d 2
6' 7.1 dd 8.7, 2
6''-CH3 2 s
8'' 6.53 s
2''' 7.28 d 8.7
5''' 7.82 d 2
6''' 7.85 dd 8.7, 2
Glc-1 4.75 d 7
Glc-2 3.28 m
Glc-3 3.33 m
Glc-4 3.17 m
Glc-5 3.27 m
Glc-6 3.47 dd 11.2, 5
Glc-6 3.71 dd 11.3, 2

Carbon NMR Peaks

Position PPM
2 100
3 90.6
4 188
5 160.5
6 105.1
6-CH3 6.9
7 166.8
8 95.7
9 156.3
10 99
1' 128.1
2' 119
3' 146.1
4' 146.5
5' 115.8
6' 115.5
2'' 144.8
3'' 136.7
4'' 176
5'' 157.6
6'' 106.3
6''-CH3 7.3
7'' 162.4
8'' 92.7
9'' 154
10'' 102.8
1''' 125.9
2''' 117.1
3''' 140.4
4''' 141.5
5''' 116.6
6''' 122.3
Glc-1 101.6
Glc-2 73.2
Glc-3 77.2
Glc-4 69.8
Glc-5 75.9
Glc-6 60.7