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Details

Stereochemistry ABSOLUTE
Molecular Formula C20H20O4
Molecular Weight 324.3704
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of GLABRIDIN

SMILES

CC1(C)OC2=C(C=C1)C3=C(C[C@@H](CO3)C4=CC=C(O)C=C4O)C=C2

InChI

InChIKey=LBQIJVLKGVZRIW-ZDUSSCGKSA-N
InChI=1S/C20H20O4/c1-20(2)8-7-16-18(24-20)6-3-12-9-13(11-23-19(12)16)15-5-4-14(21)10-17(15)22/h3-8,10,13,21-22H,9,11H2,1-2H3/t13-/m0/s1

HIDE SMILES / InChI

Molecular Formula C20H20O4
Molecular Weight 324.3704
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

Substance Class Chemical
Created
by admin
on Fri Dec 15 20:17:42 UTC 2023
Edited
by admin
on Fri Dec 15 20:17:42 UTC 2023
Record UNII
HOC5567T41
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
GLABRIDIN
INCI  
INCI  
Official Name English
1,3-BENZENEDIOL, 4-((3R)-3,4-DIHYDRO-8,8-DIMETHYL-2H,8H-BENZO(1,2-B:3,4-B')DIPYRAN-3-YL)-
Systematic Name English
4-(3,4-DIHYDRO-8,8-DIMETHYL-2H,8H-BENZO(1,2-B:3,4-B')DIPYRAN-3-YL)-1,3-BENZENEDIOL
Systematic Name English
Glabridin [WHO-DD]
Common Name English
1,3-BENZENEDIOL, 4-(3,4-DIHYDRO-8,8-DIMETHYL-2H,8H-BENZO(1,2-B:3,4-B')DIPYRAN-3-YL)-, (R)-
Common Name English
GLABRIDIN [INCI]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C306
Created by admin on Fri Dec 15 20:17:42 UTC 2023 , Edited by admin on Fri Dec 15 20:17:42 UTC 2023
Code System Code Type Description
MESH
C107601
Created by admin on Fri Dec 15 20:17:42 UTC 2023 , Edited by admin on Fri Dec 15 20:17:42 UTC 2023
PRIMARY
EPA CompTox
DTXSID00208589
Created by admin on Fri Dec 15 20:17:42 UTC 2023 , Edited by admin on Fri Dec 15 20:17:42 UTC 2023
PRIMARY
FDA UNII
HOC5567T41
Created by admin on Fri Dec 15 20:17:42 UTC 2023 , Edited by admin on Fri Dec 15 20:17:42 UTC 2023
PRIMARY
WIKIPEDIA
GLABRIDIN
Created by admin on Fri Dec 15 20:17:42 UTC 2023 , Edited by admin on Fri Dec 15 20:17:42 UTC 2023
PRIMARY
DAILYMED
HOC5567T41
Created by admin on Fri Dec 15 20:17:42 UTC 2023 , Edited by admin on Fri Dec 15 20:17:42 UTC 2023
PRIMARY
CAS
59870-68-7
Created by admin on Fri Dec 15 20:17:42 UTC 2023 , Edited by admin on Fri Dec 15 20:17:42 UTC 2023
PRIMARY
NCI_THESAURUS
C64171
Created by admin on Fri Dec 15 20:17:42 UTC 2023 , Edited by admin on Fri Dec 15 20:17:42 UTC 2023
PRIMARY
PUBCHEM
124052
Created by admin on Fri Dec 15 20:17:42 UTC 2023 , Edited by admin on Fri Dec 15 20:17:42 UTC 2023
PRIMARY
RXCUI
1603522
Created by admin on Fri Dec 15 20:17:42 UTC 2023 , Edited by admin on Fri Dec 15 20:17:42 UTC 2023
PRIMARY RxNorm
Related Record Type Details
PARENT -> CONSTITUENT ALWAYS PRESENT
Minimum Inhibitory Concentration(MIC) for Staphylococcus aureus (ATCC 13709) = 6.25 mcg ml and Mycobacterium smegmatis (ATCC 6371) = 6.25 mcg ml.
DERIVATIVE -> PARENT
PARENT -> CONSTITUENT ALWAYS PRESENT
GLABRIDIN exhibited antimicrobial activity (MICs 3.13?12.5 ug/ml) against MSSAs (strains FDA 209P and Smith) and MRSAs(strains K3 and ST 28).
PARENT -> CONSTITUENT ALWAYS PRESENT
0.11% of dry weight of contents.
PARENT -> CONSTITUENT ALWAYS PRESENT
Anti-HCV activity IC50 was found to be be 6.2 ug/mL.
PARENT -> CONSTITUENT ALWAYS PRESENT
Among the chemical constituents of the plant, glabridin and glabrene exhibit inhibitory activity against the growth of Helicobacter pylori in vitro. These flavonoids also showed anti-H. pylori activity against a clarithromycin and amoxicillin resistant strain (Fukai et al. 2002).