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

Molecular Formula	C9H10O4
Molecular Weight	182.1733
Charge	0
Count

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

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
Comparison between the role of the neuronal and inducible nitric oxide synthase in methamphetamine-induced neurotoxicity and sensitization.	2000 Sep	11085313
Opposite genotype-dependent mesocorticolimbic dopamine response to stress.	2001	11440796
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
The differential effect of angiotensin II and angiotensin 1-7 on norepinephrine, epinephrine, and dopamine concentrations in rat hypothalamus: the involvement of angiotensin receptors.	2001 Apr	11403997
Changes in endogenous monoamines in aged rats.	2001 Apr	11251641
The cannabinoid CB(1) receptor antagonist SR141716A increases norepinephrine outflow in the rat anterior hypothalamus.	2001 Aug 31	11527547
Analysis of S-nitroso-N-acetylpenicillamine effects on dopamine release in the striatum of freely moving rats: role of endogenous ascorbic acid and oxidative stress.	2001 Feb	11181436
Inhibition of the cyclooxygenase isoenzymes COX-1 and COX-2 provide neuroprotection in the MPTP-mouse model of Parkinson's disease.	2001 Feb	11180504
Striatal dopamine sensitization to D-amphetamine in periadolescent but not in adult rats.	2001 Jan	11274716
The central aromatic amino acid DOPA decarboxylase inhibitor, NSD-1015, does not inhibit L-DOPA-induced circling in unilateral 6-OHDA-lesioned-rats.	2001 Jan	11135014
[Mexidol potentiates antiparkinsonian effect of L-DOPA in MPTP-induced parkinsonism model].	2001 Jan-Feb	11544797
Biochemical alterations during medication withdrawal in Parkinson's disease with and without neuroleptic malignant-like syndrome.	2001 Jul	11413275
Long-term administration of N-acetylcysteine decreases hydrogen peroxide exhalation in subjects with chronic obstructive pulmonary disease.	2001 Jun	11421501
Acute increases in monoamine release in the rat prefrontal cortex by the mGlu2/3 agonist LY379268 are similar in profile to risperidone, not locally mediated, and can be elicited in the presence of uptake blockade.	2001 Jun	11378155
Dopaminergic changes in human brain following acute exposure to gamma-hydroxybutyrate.	2001 Jun 12	11402130
Forced limb-use effects on the behavioral and neurochemical effects of 6-hydroxydopamine.	2001 Jun 15	11404429
Differential abnormalities in plasma 5-HIAA and platelet serotonin concentrations in violent suicide attempters: relationships with impulsivity and depression.	2001 Jun 29	11476186
Infantile-onset paroxysmal dystonia: a diagnostic dilemma.	2001 Mar	11305692
IGF-I and bFGF improve dopamine neuron survival and behavioral outcome in parkinsonian rats receiving cultured human fetal tissue strands.	2001 Mar	11170733
Evidence for a dissociation between MPTP toxicity and tyrosinase activity based on congenic mouse strain susceptibility.	2001 Mar	11170726
Effects of intraplantar injection of carrageenan on central dopamine release.	2001 Mar 1	11306190
Increased extracellular DA and normal evoked DA release in the rat striatum after a partial lesion of the substantia nigra.	2001 Mar 2	11223005
[Involvement of dopaminergic systems in the functional specialization of brain areas during formation of aggressive and submissive behavior in mice].	2001 Mar-Apr	11548601
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
Effect of chronic protein restriction on motor co-ordination and brain neurotransmitters in albino rats.	2001 Oct	11524142
Aging increases the susceptiblity to methamphetamine-induced dopaminergic neurotoxicity in rats: correlation with peroxynitrite production and hyperthermia.	2001 Sep	11553669

Patents

Substance Class	Chemical Created by `admin` on `Fri Dec 15 18:29:23 GMT 2023` Edited by `admin` on `Fri Dec 15 18:29:23 GMT 2023`
Record UNII	X77S6GMS36
Record Status	`Validated (UNII)`
Record Version

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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