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SML3107

Sigma-Aldrich

Glycycoumarin

≥98% (HPLC)

Synonym(s):

3-(2,4-Dihydroxy-phenyl)-7-hydroxy-5-methoxy-6-(3-methyl-but-2-enyl)-1-benzopyran-2-one, 3-(2,4-Dihydroxyphenyl)-7-hydroxy-5-methoxy-6-(3-methyl-2-buten-1-yl)-2H-1-benzopyran-2-one

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About This Item

Empirical Formula (Hill Notation):
C21H20O6
CAS Number:
94805-82-0
Molecular Weight:
368.38
MDL number:
MFCD00272146
UNSPSC Code:
12352200
NACRES:
NA.77
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Quality Level

100

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

−20°C

SMILES string

[o]1c2c(c(c(c(c2)O)CC=C(C)C)OC)cc([c]1=O)c3c(cc(cc3)O)O

InChI

1S/C21H20O6/c1-11(2)4-6-14-18(24)10-19-16(20(14)26-3)9-15(21(25)27-19)13-7-5-12(22)8-17(13)23/h4-5,7-10,22-24H,6H2,1-3H3

InChI key

NZYSZZDSYIBYLC-UHFFFAOYSA-N

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Biochem/physiol Actions

Glycycoumarin is an isoflavone from vegetable roots including licorice that exhibits potent hepatoprotective effects. Glycycoumarin protects hepatocytes through activation of autophagy and mitigation of ER stress/GSK-3 –JNK/CHOP-mitochondria cascade activation. Also, it appears to alleviate acetaminophen-induced liver injury through sustained autophagy.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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