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Details

Stereochemistry ACHIRAL
Molecular Formula C20H18O4
Molecular Weight 322.3545
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of GLABRENE

SMILES

CC1(C)OC2=C(C=C1)C(O)=CC=C2C3=CC4=C(OC3)C=C(O)C=C4

InChI

InChIKey=NGGYSPUAKQMTNP-UHFFFAOYSA-N
InChI=1S/C20H18O4/c1-20(2)8-7-16-17(22)6-5-15(19(16)24-20)13-9-12-3-4-14(21)10-18(12)23-11-13/h3-10,21-22H,11H2,1-2H3

HIDE SMILES / InChI

Molecular Formula C20H18O4
Molecular Weight 322.3545
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Cytotoxic activity of low molecular weight polyphenols against human oral tumor cell lines.
2000 Jul-Aug
Patents

Patents

Substance Class Chemical
Created
by admin
on Sat Dec 16 02:53:28 UTC 2023
Edited
by admin
on Sat Dec 16 02:53:28 UTC 2023
Record UNII
C6Y321Q75O
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
GLABRENE
Common Name English
(3,8'-BI-2H-1-BENZOPYRAN)-5',7-DIOL, 2',2'-DIMETHYL-
Systematic Name English
Code System Code Type Description
PUBCHEM
480774
Created by admin on Sat Dec 16 02:53:28 UTC 2023 , Edited by admin on Sat Dec 16 02:53:28 UTC 2023
PRIMARY
CAS
60008-03-9
Created by admin on Sat Dec 16 02:53:28 UTC 2023 , Edited by admin on Sat Dec 16 02:53:28 UTC 2023
PRIMARY
FDA UNII
C6Y321Q75O
Created by admin on Sat Dec 16 02:53:28 UTC 2023 , Edited by admin on Sat Dec 16 02:53:28 UTC 2023
PRIMARY
WIKIPEDIA
Glabrene
Created by admin on Sat Dec 16 02:53:28 UTC 2023 , Edited by admin on Sat Dec 16 02:53:28 UTC 2023
PRIMARY
EPA CompTox
DTXSID90208715
Created by admin on Sat Dec 16 02:53:28 UTC 2023 , Edited by admin on Sat Dec 16 02:53:28 UTC 2023
PRIMARY
Related Record Type Details
PARENT -> CONSTITUENT ALWAYS PRESENT
PARENT -> CONSTITUENT ALWAYS PRESENT
Minimum Inhibitory Concentration (MIC) for Staphylococcus aureus (ATCC 13709) = 25 mcg ml and Mycobacterium smegmatis (ATCC 6371) = 25 mcg ml. Extracts of G. glabra var. typica (Spanish licorice)-but not var. grandulifera (Russian licorice) were repeatedly active in the screen.
PARENT -> CONSTITUENT ALWAYS PRESENT
GLABRENE showed antibacterial activity against MSSAs (strains FDA 209P and Smith) and MRSAs(strains K3 and ST 28) (MICs 1.56?25 ug/ml). This compound exhibited antimicrobial activity against Micrococcus luteus ATCC 9341 and Bacillus subtilis PCI 219 (MICs 3.13?25 ug/ml) but not against Klebsiella pneumoniae PCI 602 and Pseudomonas aeruginosa IFO 3445.