GLABROL

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C25H28O4
Molecular Weight	392.4874
Optical Activity	UNSPECIFIED
Defined Stereocenters	1 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC(C)=CCC1=CC(=CC=C1O)[C@@H]2CC(=O)C3=C(O2)C(CC=C(C)C)=C(O)C=C3

InChI

InChIKey=CUFAXDWQDQQKFF-DEOSSOPVSA-N

InChI=1S/C25H28O4/c1-15(2)5-7-17-13-18(8-11-21(17)26)24-14-23(28)20-10-12-22(27)19(25(20)29-24)9-6-16(3)4/h5-6,8,10-13,24,26-27H,7,9,14H2,1-4H3/t24-/m0/s1

HIDE SMILES / InChI

Molecular Formula	C25H28O4
Molecular Weight	392.4874
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	1 / 1
E/Z Centers	0
Optical Activity	UNSPECIFIED

Approval Year

PubMed

Title	Date	PubMed
Cytotoxic activity of low molecular weight polyphenols against human oral tumor cell lines.	2000 Jul-Aug	10953322
Glabrol, an acyl-coenzyme A: cholesterol acyltransferase inhibitor from licorice roots.	2007 Apr 4	17123760
Antibacterial pterocarpans from Erythrina subumbrans.	2007 Mar 1	17055201
[Chemical constituents of flavonoids from rhizome of Sophora tonkinensis].	2009 Feb	19445149
Inhibitory activity of diacylglycerol acyltransferase by glabrol isolated from the roots of licorice.	2010 Feb	20195824
Phenolics from Glycyrrhiza glabra roots and their PPAR-gamma ligand-binding activity.	2010 Jan 15	20022509

Substance Class	Chemical Created by `admin` on `Sat Dec 16 08:46:07 UTC 2023` Edited by `admin` on `Sat Dec 16 08:46:07 UTC 2023`
Record UNII	E4XEY076JN
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

GLABROL

Common Name

English

4H-1-BENZOPYRAN-4-ONE, 2,3-DIHYDRO-7-HYDROXY-2-(4-HYDROXY-3-(3-METHYL-2-BUTEN-1-YL)PHENYL)-8-(3-METHYL-2-BUTEN-1-YL)-, (2S)-

Systematic Name

English

Code System Code Type Description

EPA CompTox

DTXSID50975274

Created by admin on Sat Dec 16 08:46:07 UTC 2023 , Edited by admin on Sat Dec 16 08:46:07 UTC 2023

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CAS

59870-65-4

Created by admin on Sat Dec 16 08:46:07 UTC 2023 , Edited by admin on Sat Dec 16 08:46:07 UTC 2023

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PUBCHEM

11596309

Created by admin on Sat Dec 16 08:46:07 UTC 2023 , Edited by admin on Sat Dec 16 08:46:07 UTC 2023

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FDA UNII

E4XEY076JN

Created by admin on Sat Dec 16 08:46:07 UTC 2023 , Edited by admin on Sat Dec 16 08:46:07 UTC 2023

PRIMARY

Related Record Type Details


					2788Z9758H

GLYCYRRHIZA GLABRA

PARENT -> CONSTITUENT ALWAYS PRESENT

Comments:

Minimum Inhibitory Concentration (MIC) for Staphylococcus aureus (ATCC 13709) = 1.56 mcg ml and Mycobacterium smegmatis (ATCC 6371) = 1.56 mcg ml. Extracts of G. glabra var. typica (Spanish licorice)-but not var. grandulifera (Russian licorice) were repeatedly active in the screen.