HOMOVANILLIC ACID

Details

Stereochemistry	ACHIRAL
Molecular Formula	C9H10O4
Molecular Weight	182.1733
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

COC1=CC(CC(O)=O)=CC=C1O

InChI

InChIKey=QRMZSPFSDQBLIX-UHFFFAOYSA-N

InChI=1S/C9H10O4/c1-13-8-4-6(5-9(11)12)2-3-7(8)10/h2-4,10H,5H2,1H3,(H,11,12)

HIDE SMILES / InChI

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Peroxidase C1A 3 Target ID: P00433 Gene ID: NA Gene Symbol: PRXC1A Target Organism: Armoracia rusticana (Horseradish) (Armoracia laphatifolia) Sources: https://www.ncbi.nlm.nih.gov/pubmed/5634544	Substrate 661
Flucose oxidase, fungal 1 Target ID: Flucose oxidase, fungal Sources: https://www.ncbi.nlm.nih.gov/pubmed/5634544	Substrate 661
Xanthine dehydrogenase 32 Target ID: CHEMBL3649 Sources: https://www.ncbi.nlm.nih.gov/pubmed/5634544	Substrate 661

PubMed

Title	Date	PubMed
Reduction of MOPEG levels in cerebrospinal fluid of psychotic women after electroconvulsive treatment.	1979 Aug 8	115032
Decreased homovanilic acid in cerebrospinal fluid correlates with impaired neuropsychologic function in HIV-1-infected patients.	2000 Jul-Aug	11020122
Renal dopaminergic mechanisms in renal parenchymal diseases and hypertension.	2001	11369822
Effect of GBR 12909 and fluoxetine on the acute and long term changes induced by MDMA ('ecstasy') on the 5-HT and dopamine concentrations in mouse brain.	2001	11077072
Nitric oxide synthase inhibitors cause motor deficits in mice.	2001 Apr	11313158
Transgenic ALS mice show increased vulnerability to the mitochondrial toxins MPTP and 3-nitropropionic acid.	2001 Apr	11259123
Social impulsivity inversely associated with CSF 5-HIAA and fluoxetine exposure in vervet monkeys.	2001 Apr	11182532
Effect of intracerebral 6-nitronoradrenaline, an endogenous catechol-O-methyltransferase (COMT) inhibitor, on striatal dopamine metabolism in anaesthetised rats.	2001 Aug 15	11489299
Differentiation of disulfiram effects on central catecholamines and hepatic ethanol metabolism.	2001 Feb	11169169
Striatal manganese accumulation induces changes in dopamine metabolism in the cirrhotic rat.	2001 Feb 9	11164815
Evaluation of catecholamine metabolites, mIBG scan, and bone marrow cytology as response markers in stage 4 neuroblastoma.	2001 Jan	11464889
Monoamine compounds in cerebrospinal fluid of healthy subjects punctured without preceding strict bed rest: a pilot study.	2001 Jan	11150891
Biochemical and pathological study of endogenous 1-benzyl-1,2,3,4-tetrahydroisoquinoline-induced parkinsonism in the mouse.	2001 Jul 13	11430895
Effects of repeated morphine treatment on metabolism of cerebral dopamine and serotonin in alcohol-preferring AA and alcohol-avoiding ANA rats.	2001 Jul-Aug	11468126
Neurofunctional effects of developmental alcohol exposure in alcohol-preferring and alcohol-nonpreferring rats.	2001 Jun	11331149
Central nervous system stimulatory action from the root extract of Plumbago zeylanica in rats.	2001 Mar	11268117
IGF-I and bFGF improve dopamine neuron survival and behavioral outcome in parkinsonian rats receiving cultured human fetal tissue strands.	2001 Mar	11170733
Effects of intraplantar injection of carrageenan on central dopamine release.	2001 Mar 1	11306190
Element composition and biochemical components of Dirofilaria immitis.	2001 Mar 5	11182237
[Involvement of dopaminergic systems in the functional specialization of brain areas during formation of aggressive and submissive behavior in mice].	2001 Mar-Apr	11548601
The role of dopamine in the nucleus accumbens and striatum during sexual behavior in the female rat.	2001 May 1	11312308
Chronic estrogen treatment replaces striatal dopaminergic function in ovariectomized rats.	2001 May 11	11334794
Effect of clonazepam treatment on antipsychotic drug-induced Meige syndrome and changes in plasma levels of GABA, HVA, and MHPG during treatment.	2001 Oct	11555353
Aging increases the susceptiblity to methamphetamine-induced dopaminergic neurotoxicity in rats: correlation with peroxynitrite production and hyperthermia.	2001 Sep	11553669

Patents

Name

Type

Language

HOMOVANILLIC ACID

Systematic Name

English

HVA

Common Name

English

4-HYDROXY-3-METHOXY-.ALPHA.-TOLUIC ACID

Systematic Name

English

VANILACETIC ACID

Common Name

English

HOMOVANILLIC ACID [MI]

Common Name

English

NSC-16682

Code

English

(4-HYDROXY-3-METHOXYPHENYL)ACETIC ACID

Systematic Name

English

HMDB00118

Code

English

3-METHOXY-4-HYDROXYPHENYLACETIC ACID

Systematic Name

English

4-HYDROXY-3-METHOXYBENZENEACETIC ACID

Systematic Name

English

Code System Code Type Description

FDA UNII

X77S6GMS36