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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 of GLABROL

SMILES

CC(C)=CCC1=CC(=CC=C1O)[C@@H]2CC(=O)C3=CC=C(O)C(CC=C(C)C)=C3O2

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

PubMed

TitleDatePubMed
Inhibitory activity of diacylglycerol acyltransferase by glabrol isolated from the roots of licorice.
2010-02
Phenolics from Glycyrrhiza glabra roots and their PPAR-gamma ligand-binding activity.
2010-01-15
[Chemical constituents of flavonoids from rhizome of Sophora tonkinensis].
2009-02
Glabrol, an acyl-coenzyme A: cholesterol acyltransferase inhibitor from licorice roots.
2007-04-04
Antibacterial pterocarpans from Erythrina subumbrans.
2007-03-01
Cytotoxic activity of low molecular weight polyphenols against human oral tumor cell lines.
2000-08-23
Substance Class Chemical
Created
by admin
on Mon Mar 31 22:18:05 GMT 2025
Edited
by admin
on Mon Mar 31 22:18:05 GMT 2025
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)-
Preferred Name English
Code System Code Type Description
EPA CompTox
DTXSID50975274
Created by admin on Mon Mar 31 22:18:05 GMT 2025 , Edited by admin on Mon Mar 31 22:18:05 GMT 2025
PRIMARY
CAS
59870-65-4
Created by admin on Mon Mar 31 22:18:05 GMT 2025 , Edited by admin on Mon Mar 31 22:18:05 GMT 2025
PRIMARY
PUBCHEM
11596309
Created by admin on Mon Mar 31 22:18:05 GMT 2025 , Edited by admin on Mon Mar 31 22:18:05 GMT 2025
PRIMARY
FDA UNII
E4XEY076JN
Created by admin on Mon Mar 31 22:18:05 GMT 2025 , Edited by admin on Mon Mar 31 22:18:05 GMT 2025
PRIMARY
Related Record Type Details
PARENT -> CONSTITUENT ALWAYS PRESENT
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.