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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
Molecular cloning and characterization of a new multispecific organic anion transporter from rat brain.
1999 May 7
CSF studies in violent offenders. I. 5-HIAA as a negative and HVA as a positive predictor of psychopathy.
2001
Opposite genotype-dependent mesocorticolimbic dopamine response to stress.
2001
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
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
Oxalic acid stabilizes dopamine, serotonin, and their metabolites in automated liquid chromatography with electrochemical detection.
2001 Apr 5
Site-specific activation of dopamine and serotonin transmission by aniracetam in the mesocorticolimbic pathway of rats.
2001 Apr 6
[Value of 123I-MIBG scanning, neuron-specific enolase and serum ferritin in the diagnosis and follow-up of patients with neuroblastoma].
2001 Aug
Gender-dependent enhanced adult neurotoxic response to methamphetamine following fetal exposure to the drug.
2001 Aug
A simple method to measure baseline occupancy of neostriatal dopamine D2 receptors by dopamine in vivo in healthy subjects.
2001 Aug
Continuous phencyclidine treatment induces schizophrenia-like hyperreactivity of striatal dopamine release.
2001 Aug
The cannabinoid CB(1) receptor antagonist SR141716A increases norepinephrine outflow in the rat anterior hypothalamus.
2001 Aug 31
Developmental changes in cerebrospinal fluid concentrations of monoamine-related substances in patients with dentatorubral-pallidoluysian atrophy.
2001 Feb
Differentiation of disulfiram effects on central catecholamines and hepatic ethanol metabolism.
2001 Feb
Evaluation of catecholamine metabolites, mIBG scan, and bone marrow cytology as response markers in stage 4 neuroblastoma.
2001 Jan
Observation of untreated patients with neuroblastoma detected by mass screening: a "wait and see" pilot study.
2001 Jan
Biphasic effects of selegiline on striatal dopamine: lack of effect on methamphetamine-induced dopamine depletion.
2001 Jan
Striatal dopamine sensitization to D-amphetamine in periadolescent but not in adult rats.
2001 Jan
CSF dopamine, serotonin, and biopterin metabolites in patients with restless legs syndrome.
2001 Jan
The effects of water-odor preference conditioning in the preadolescent nucleus accumbens septi.
2001 Jan
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
Significance of glutamate and dopamine neurons in the ventral pallidum in the expression of behavioral sensitization to amphetamine.
2001 Jan 19
Distal infantile neuroaxonal dystrophy--a new familial variant with perineuronal argyrophilic bodies.
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
Motoric behavior in aged rats treated with GM1.
2001 Jul 6
Effects of repeated morphine treatment on metabolism of cerebral dopamine and serotonin in alcohol-preferring AA and alcohol-avoiding ANA rats.
2001 Jul-Aug
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
Dopaminergic changes in human brain following acute exposure to gamma-hydroxybutyrate.
2001 Jun 12
Inhibition of cytochrome P450 2E1 induces an increase in extracellular dopamine in rat substantia nigra: a new metabolic pathway?
2001 Jun 15
Oxygen inhalation enhances striatal dopamine metabolism and monoamineoxidase enzyme inhibition prevents it: a microdialysis study.
2001 Jun 22
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
3,4-Methylenedioxymethamphetamine induces monoamine release, but not toxicity, when administered centrally at a concentration occurring following a peripherally injected neurotoxic dose.
2001 Mar
Increased extracellular DA and normal evoked DA release in the rat striatum after a partial lesion of the substantia nigra.
2001 Mar 2
[Involvement of dopaminergic systems in the functional specialization of brain areas during formation of aggressive and submissive behavior in mice].
2001 Mar-Apr
Chronic estrogen treatment replaces striatal dopaminergic function in ovariectomized rats.
2001 May 11
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
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
Related Record Type Details
PARENT -> CONSTITUENT ALWAYS PRESENT
151.4% reaction on PG synthase w/10.0 mM conc. of compound
Related Record Type Details
PARENT -> METABOLITE
IN-VIVO
PLASMA; URINE
PARENT -> METABOLITE
PLASMA; URINE