Baeckein E

Baeckein E

Common Name: Baeckein E

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,​7aR)​-

CAS Registry Number: 1428956-19-7

InChI:

InChIKey:

Formula: C38H32O19

Molecular Weight: 792.655

Exact Mass: 792.1538

NMR Solvent: DMSO-d6

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

Calibration: TMS

NMR references: Jia, B., Ren, F., Jia, L., Chen, X., Yang, J., Wang, Q. (2013). Baeckein E, a new bioactive C-methylated biflavonoid from the roots of Baeckea frutescens. Nat. Prod. Res. 27, 2069-2075.

Species: Baeckea frutescens - Jia, B., Ren, F., Jia, L., Chen, X., Yang, J., Wang, Q. (2013). Baeckein E, a new bioactive C-methylated biflavonoid from the roots of Baeckea frutescens. Nat. Prod. Res. 27, 2069-2075.

Notes:

Proton NMR Peaks

Position PPM Peak Type J (Hz)
CH3-6 1.86 s
CH3-6'' 2 s
glc-4 3.15 m
glc-5 3.25 m
glc-2 3.28 m
glc-3 3.32 m
glc-6 3.44 dd 11, 6
glc-6 3.69 dd 11, 2
glc-1 4.74 d 7.5
H-8 6.04 s
H-8'' 6.54 s
H-2' 7.02 d 8.7
H-6' 7.08 dd 8.7, 2
H-5' 7.18 d 2
2''' 7.27 d 8.7
5''' 7.81 d 2
6''' 7.85 dd 8.7, 2

Carbon NMR Peaks

Position PPM
CH3-6 6.9
CH3-6'' 7.3
glc-6 60.7
glc-4 69.8
glc-2 73.2
glc-5 75.9
glc-3 77.1
C-3 90.5
C-8'' 92.7
C-8 95.9
C-10 98.8
C-2 100
glc-1 101.6
C-10'' 102.8
C-6 105.1
C-6'' 106.2
C-6' 115.4
C-5' 115.7
C-5''' 116.6
C-2''' 117.1
C-2' 119
C-6''' 122.3
C-1''' 125.8
C-1' 128.2
C-3'' 136.6
C-3''' 140.4
C-4''' 141.5
C-2''' 144.8
C-3' 146
C-4' 146.5
C-9'' 154
C-9 156.2
C-5'' 157.6
C-5 160.4
C-7'' 162.4
C-7 167.5
C-4'' 176
C-4 187.5