GLABRENE

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

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	MOL RATIO 1 MOL RATIO (average)

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

PubMed

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Title	Date	PubMed
Cytotoxic activity of low molecular weight polyphenols against human oral tumor cell lines.	2000 Jul-Aug	10953322

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Patents

Substance Class	Chemical
Record UNII	C6Y321Q75O
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

GLABRENE

Common Name

English

(3,8'-BI-2H-1-BENZOPYRAN)-5',7-DIOL, 2',2'-DIMETHYL-

Systematic Name

English

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Code System

Code

Type

Description

PUBCHEM

480774

PRIMARY

CAS

60008-03-9

PRIMARY

FDA UNII

C6Y321Q75O

PRIMARY

WIKIPEDIA

Glabrene

PRIMARY

EPA CompTox

DTXSID90208715

PRIMARY

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Related Record

Type

Details


					2788Z9758H

GLYCYRRHIZA GLABRA

PARENT -> CONSTITUENT ALWAYS PRESENT


					2788Z9758H

GLYCYRRHIZA GLABRA

PARENT -> CONSTITUENT ALWAYS PRESENT

Comments:

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.


					2788Z9758H

GLYCYRRHIZA GLABRA

PARENT -> CONSTITUENT ALWAYS PRESENT

Comments:

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.

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