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Details

Stereochemistry ACHIRAL
Molecular Formula C9H10O4
Molecular Weight 182.1737
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of HOMOVANILLIC ACID

SMILES

COc1cc(ccc1O)CC(=O)O

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 182.1737
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: P00433
Gene ID: NA
Gene Symbol: PRXC1A
Target Organism: Armoracia rusticana (Horseradish) (Armoracia laphatifolia)
Target ID: Flucose oxidase, fungal
PubMed

PubMed

TitleDatePubMed
CSF studies in violent offenders. I. 5-HIAA as a negative and HVA as a positive predictor of psychopathy.
2001
Decreased densities of dopamine and serotonin transporters and of vesicular monoamine transporter 2 in severely kainic acid lesioned subregions of the striatum.
2001
Opposite genotype-dependent mesocorticolimbic dopamine response to stress.
2001
Renal dopaminergic mechanisms in renal parenchymal diseases and hypertension.
2001
Abnormal presynaptic catecholamine regulation in a hyperactive SNAP-25-deficient mouse mutant.
2001 Apr
Intracerebral administration of 2,4-diclorophenoxyacetic acid induces behavioral and neurochemical alterations in the rat brain.
2001 Apr
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
Nitric oxide synthase inhibitors cause motor deficits in mice.
2001 Apr
Upregulation of striatal preproenkephalin gene expression occurs before the appearance of parkinsonian signs in 1-methyl-4-phenyl- 1,2,3,6-tetrahydropyridine monkeys.
2001 Apr
Site-specific activation of dopamine and serotonin transmission by aniracetam in the mesocorticolimbic pathway of rats.
2001 Apr 6
Gender-dependent enhanced adult neurotoxic response to methamphetamine following fetal exposure to the drug.
2001 Aug
The cannabinoid CB(1) receptor antagonist SR141716A increases norepinephrine outflow in the rat anterior hypothalamus.
2001 Aug 31
Biphasic effects of selegiline on striatal dopamine: lack of effect on methamphetamine-induced dopamine depletion.
2001 Jan
[Mexidol potentiates antiparkinsonian effect of L-DOPA in MPTP-induced parkinsonism model].
2001 Jan-Feb
Plasma homovanillic acid in untreated schizophrenia--relationship with symptomatology and sex.
2001 Jan-Feb
Distal infantile neuroaxonal dystrophy--a new familial variant with perineuronal argyrophilic bodies.
2001 Jul
The effects of extracts from St. John's Wort and Kava Kava on brain neurotransmitter levels in the mouse.
2001 Jul
Different action on dopamine catabolic pathways of two endogenous 1,2,3,4-tetrahydroisoquinolines with similar antidopaminergic properties.
2001 Jul
Biochemical and pathological study of endogenous 1-benzyl-1,2,3,4-tetrahydroisoquinoline-induced parkinsonism in the mouse.
2001 Jul 13
Effects of repeated exposure of rats to JP-5 or JP-8 jet fuel vapor on neurobehavioral capacity and neurotransmitter levels.
2001 Jul 20
Motoric behavior in aged rats treated with GM1.
2001 Jul 6
Long term effects of Toki-shakuyaku-san on brain dopamine and nerve growth factor in olfactory-bulb-lesioned mice.
2001 Jun
Long-term administration of N-acetylcysteine decreases hydrogen peroxide exhalation in subjects with chronic obstructive pulmonary disease.
2001 Jun
A novel neurodevelopmental syndrome responsive to 5-hydroxytryptophan and carbidopa.
2001 Jun
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
Neurofunctional effects of developmental alcohol exposure in alcohol-preferring and alcohol-nonpreferring rats.
2001 Jun
Dopaminergic changes in human brain following acute exposure to gamma-hydroxybutyrate.
2001 Jun 12
Accumbens dopamine mechanisms in sucrose intake.
2001 Jun 15
Forced limb-use effects on the behavioral and neurochemical effects of 6-hydroxydopamine.
2001 Jun 15
Inhibition of cytochrome P450 2E1 induces an increase in extracellular dopamine in rat substantia nigra: a new metabolic pathway?
2001 Jun 15
Effect of embryonic knock-down of GABAA receptors on the levels of monoamines and their metabolites in the CNS of the mouse.
2001 Jun 22
Differential abnormalities in plasma 5-HIAA and platelet serotonin concentrations in violent suicide attempters: relationships with impulsivity and depression.
2001 Jun 29
Effects of intrastriatal infusion of D2 and D3 dopamine receptor preferring antagonists on dopamine release in rat dorsal striatum (in vivo microdialysis study).
2001 Mar
Food restriction-like effects of dietary dehydroepiandrosterone. Hypothalamic neurotransmitters and metabolites in male C57BL/6 and (C57BL/6 x DBA/2)F1 mice.
2001 Mar
Infantile-onset paroxysmal dystonia: a diagnostic dilemma.
2001 Mar
Effects of intraplantar injection of carrageenan on central dopamine release.
2001 Mar 1
Inverse relationship between plasma epinephrine and testosterone levels during acute glucoprivation in healthy men.
2001 Mar 9
[Involvement of dopaminergic systems in the functional specialization of brain areas during formation of aggressive and submissive behavior in mice].
2001 Mar-Apr
Biogenic amine metabolites and thiamine in cerebrospinal fluid in heredo-degenerative ataxias.
2001 May
Sensitivity to MPTP is not increased in Parkinson's disease-associated mutant alpha-synuclein transgenic mice.
2001 May
Striatal dopaminergic and serotonergic markers in human heroin users.
2001 May
The role of dopamine in the nucleus accumbens and striatum during sexual behavior in the female rat.
2001 May 1
BIA 3-202, a novel catechol-O-methyltransferase inhibitor, enhances the availability of L-DOPA to the brain and reduces its O-methylation.
2001 May 18
Nomifensine reveals age-related changes in K(+)-evoked striatal DA overflow in F344 rats.
2001 May-Jun
Effect of clonazepam treatment on antipsychotic drug-induced Meige syndrome and changes in plasma levels of GABA, HVA, and MHPG during treatment.
2001 Oct
Effect of chronic protein restriction on motor co-ordination and brain neurotransmitters in albino rats.
2001 Oct
Aging increases the susceptiblity to methamphetamine-induced dopaminergic neurotoxicity in rats: correlation with peroxynitrite production and hyperthermia.
2001 Sep
Heart failure, aging, and renal synthesis of dopamine.
2001 Sep
Relationship between the appearance of symptoms and the level of nigrostriatal degeneration in a progressive 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine-lesioned macaque model of Parkinson's disease.
2001 Sep 1
In-use stability of monoamine metabolites in human cerebrospinal fluid.
2001 Sep 5
Patents
Substance Class Chemical
Created
by admin
on Sat Jun 26 04:44:49 UTC 2021
Edited
by admin
on Sat Jun 26 04:44:49 UTC 2021
Record UNII
X77S6GMS36
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
HOMOVANILLIC ACID
MI  
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
Created by admin on Sat Jun 26 04:44:50 UTC 2021 , Edited by admin on Sat Jun 26 04:44:50 UTC 2021
PRIMARY
MERCK INDEX
M6049
Created by admin on Sat Jun 26 04:44:50 UTC 2021 , Edited by admin on Sat Jun 26 04:44:50 UTC 2021
PRIMARY Merck Index
MESH
D006719
Created by admin on Sat Jun 26 04:44:50 UTC 2021 , Edited by admin on Sat Jun 26 04:44:50 UTC 2021
PRIMARY
WIKIPEDIA
HOMOVANILLIC ACID
Created by admin on Sat Jun 26 04:44:50 UTC 2021 , Edited by admin on Sat Jun 26 04:44:50 UTC 2021
PRIMARY
PUBCHEM
1738
Created by admin on Sat Jun 26 04:44:50 UTC 2021 , Edited by admin on Sat Jun 26 04:44:50 UTC 2021
PRIMARY
CAS
306-08-1
Created by admin on Sat Jun 26 04:44:50 UTC 2021 , Edited by admin on Sat Jun 26 04:44:50 UTC 2021
PRIMARY
ECHA (EC/EINECS)
206-176-7
Created by admin on Sat Jun 26 04:44:50 UTC 2021 , Edited by admin on Sat Jun 26 04:44:50 UTC 2021
PRIMARY
EPA CompTox
306-08-1
Created by admin on Sat Jun 26 04:44:50 UTC 2021 , Edited by admin on Sat Jun 26 04:44:50 UTC 2021
PRIMARY
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PARENT -> CONSTITUENT ALWAYS PRESENT
151.4% reaction on PG synthase w/10.0 mM conc. of compound
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PARENT -> METABOLITE
IN-VIVO
PLASMA; URINE
PARENT -> METABOLITE
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