Baeckein D

Baeckein D

Common Name: Baeckein D

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-​, (1aR,​7aR)​-

CAS Registry Number: 1346521-74-1

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 1.83 s
8 5.93 s
2' 7.03 d 8.4
5' 7.18 d 2
6' 7.08 dd 8.4, 2
6''-CH3 2 s
8'' 6.53 s
2''' 7.25 d 8.7
5''' 7.79 d 2
6''' 7.83 dd 8.7, 2
Glc-1 4.73 d 6.9
Glc-2 3.27 m
Glc-3 3.31 m
Glc-4 3.14 m
Glc-5 3.26 m
Glc-6 3.45 dd 11.1, 5.1
3.69 dd 11, 2

Carbon NMR Peaks

Position PPM
2 99.8
3 90.5
4 186.7
5 160.3
6 105.1
6-CH3 7
7 169
8 95.7
9 156.2
10 98.2
1' 128.4
2' 118.9
3' 146
4' 146.4
5' 115.7
6' 115.4
2'' 144.8
3'' 136.6
4'' 176
5'' 157.5
6'' 106.2
6''-CH3 7.3
7'' 162.4
8'' 92.6
9'' 153.9
10'' 102.7
1''' 125.8
2''' 117
3''' 140.4
4''' 141.5
5''' 116.5
6''' 122.2
Glc-1 101.5
Glc-2 73.2
Glc-3 77.1
Glc-4 69.7
Glc-5 75.8
Glc-6 60.6