HU-331

CCCCCC1=CC(=O)C([C@@H]2C=C(C)CC[C@H]2C(C)=C)=C(O)C1=O

InChIKey=WDXXEUARVHTWQF-DLBZAZTESA-N

InChI=1S/C21H28O3/c1-5-6-7-8-15-12-18(22)19(21(24)20(15)23)17-11-14(4)9-10-16(17)13(2)3/h11-12,16-17,24H,2,5-10H2,1,3-4H3/t16-,17+/m0/s1

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	2 / 2
E/Z Centers	0
Optical Activity	UNSPECIFIED

PubMed

Title	Date	PubMed
Characterization of cytochrome P450 3A inactivation by cannabidiol: possible involvement of cannabidiol-hydroxyquinone as a P450 inactivator.	1998 Oct	9778318
A cannabinoid quinone inhibits angiogenesis by targeting vascular endothelial cells.	2006 Jul	16571653
A cannabinoid anticancer quinone, HU-331, is more potent and less cardiotoxic than doxorubicin: a comparative in vivo study.	2007 Aug	17478614
HU-331, a novel cannabinoid-based anticancer topoisomerase II inhibitor.	2007 Jan	17237277
TRPV2 is activated by cannabidiol and mediates CGRP release in cultured rat dorsal root ganglion neurons.	2008 Jun 11	18550765
Generation of reactive oxygen species during mouse hepatic microsomal metabolism of cannabidiol and cannabidiol hydroxy-quinone.	2008 Nov 21	18929579
Cannabidiol hydroxyquinone-induced apoptosis of splenocytes is mediated predominantly by thiol depletion.	2010 May 19	20184945
HU-331 is a catalytic inhibitor of topoisomerase IIα.	2014 Dec 15	25409338
Characterization of the structural determinants required for potent mechanism-based inhibition of human cytochrome P450 1A1 by cannabidiol.	2014 May 25	24667653

Patents

Substance Class	Chemical Created by `admin` on `Sat Dec 16 09:26:41 UTC 2023` Edited by `admin` on `Sat Dec 16 09:26:41 UTC 2023`
Record UNII	I7Q196L4AU
Record Status	`Validated (UNII)`
Record Version

Name

Type

Language

HU-331

Common Name

English

2,5-CYCLOHEXADIENE-1,4-DIONE, 3-HYDROXY-2-(3-METHYL-6-(1-METHYLETHENYL)-2-CYCLOHEXEN-1-YL)-5-PENTYL-, (1R-TRANS)-

Systematic Name

English

2,5-CYCLOHEXADIENE-1,4-DIONE, 3-HYDROXY-2-((1R,6R)-3-METHYL-6-(1-METHYLETHENYL)-2-CYCLOHEXEN-1-YL)-5-PENTYL-

Systematic Name

English

Code System Code Type Description

PUBCHEM

11393311