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Details

Stereochemistry ABSOLUTE
Molecular Formula C21H28O3
Molecular Weight 328.4452
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of HU-331

SMILES

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

InChI

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

HIDE SMILES / InChI

Molecular Formula C21H28O3
Molecular Weight 328.4452
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

PubMed

PubMed

TitleDatePubMed
HU-331 is a catalytic inhibitor of topoisomerase IIα.
2014-12-15
Characterization of the structural determinants required for potent mechanism-based inhibition of human cytochrome P450 1A1 by cannabidiol.
2014-05-25
Cannabidiol hydroxyquinone-induced apoptosis of splenocytes is mediated predominantly by thiol depletion.
2010-05-19
Generation of reactive oxygen species during mouse hepatic microsomal metabolism of cannabidiol and cannabidiol hydroxy-quinone.
2008-11-21
TRPV2 is activated by cannabidiol and mediates CGRP release in cultured rat dorsal root ganglion neurons.
2008-06-11
A cannabinoid anticancer quinone, HU-331, is more potent and less cardiotoxic than doxorubicin: a comparative in vivo study.
2007-08
HU-331, a novel cannabinoid-based anticancer topoisomerase II inhibitor.
2007-01
A cannabinoid quinone inhibits angiogenesis by targeting vascular endothelial cells.
2006-07
Characterization of cytochrome P450 3A inactivation by cannabidiol: possible involvement of cannabidiol-hydroxyquinone as a P450 inactivator.
1998-10
Patents

Patents

Substance Class Chemical
Created
by admin
on Mon Mar 31 22:39:57 GMT 2025
Edited
by admin
on Mon Mar 31 22:39:57 GMT 2025
Record UNII
I7Q196L4AU
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
HU-331
Common Name English
2,5-CYCLOHEXADIENE-1,4-DIONE, 3-HYDROXY-2-((1R,6R)-3-METHYL-6-(1-METHYLETHENYL)-2-CYCLOHEXEN-1-YL)-5-PENTYL-
Preferred 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
Code System Code Type Description
PUBCHEM
11393311
Created by admin on Mon Mar 31 22:39:57 GMT 2025 , Edited by admin on Mon Mar 31 22:39:57 GMT 2025
PRIMARY
FDA UNII
I7Q196L4AU
Created by admin on Mon Mar 31 22:39:57 GMT 2025 , Edited by admin on Mon Mar 31 22:39:57 GMT 2025
PRIMARY
EPA CompTox
DTXSID10929758
Created by admin on Mon Mar 31 22:39:57 GMT 2025 , Edited by admin on Mon Mar 31 22:39:57 GMT 2025
PRIMARY
CAS
137252-25-6
Created by admin on Mon Mar 31 22:39:57 GMT 2025 , Edited by admin on Mon Mar 31 22:39:57 GMT 2025
PRIMARY
WIKIPEDIA
HU-331
Created by admin on Mon Mar 31 22:39:57 GMT 2025 , Edited by admin on Mon Mar 31 22:39:57 GMT 2025
PRIMARY
Related Record Type Details
ACTIVE MOIETY