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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 of HOMOVANILLIC ACID

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

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
Reduction of MOPEG levels in cerebrospinal fluid of psychotic women after electroconvulsive treatment.
1979 Aug 8
Comparison between the role of the neuronal and inducible nitric oxide synthase in methamphetamine-induced neurotoxicity and sensitization.
2000 Sep
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
Dopaminergic activity in transgenic mice underexpressing glucocorticoid receptors: effect of antidepressants.
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
Intracerebral administration of 2,4-diclorophenoxyacetic acid induces behavioral and neurochemical alterations in the rat brain.
2001 Apr
Social impulsivity inversely associated with CSF 5-HIAA and fluoxetine exposure in vervet monkeys.
2001 Apr
Oxalic acid stabilizes dopamine, serotonin, and their metabolites in automated liquid chromatography with electrochemical detection.
2001 Apr 5
[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
Continuous phencyclidine treatment induces schizophrenia-like hyperreactivity of striatal dopamine release.
2001 Aug
Catecholamines in patients with 22q11.2 deletion syndrome and the low-activity COMT polymorphism.
2001 Aug 14
Effect of intracerebral 6-nitronoradrenaline, an endogenous catechol-O-methyltransferase (COMT) inhibitor, on striatal dopamine metabolism in anaesthetised rats.
2001 Aug 15
Changes in striatal electroencephalography and neurochemistry induced by kainic acid seizures are modified by dopamine receptor antagonists.
2001 Feb 16
Striatal manganese accumulation induces changes in dopamine metabolism in the cirrhotic rat.
2001 Feb 9
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
CSF dopamine, serotonin, and biopterin metabolites in patients with restless legs syndrome.
2001 Jan
Monoamine compounds in cerebrospinal fluid of healthy subjects punctured without preceding strict bed rest: a pilot study.
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
Protective effect of quinacrine on striatal dopamine levels in 6-OHDA and MPTP models of Parkinsonism in rodents.
2001 Jan 1
Characterization of extracellular dopamine clearance in the medial prefrontal cortex: role of monoamine uptake and monoamine oxidase inhibition.
2001 Jan 1
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
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
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
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
3,4-Methylenedioxymethamphetamine induces monoamine release, but not toxicity, when administered centrally at a concentration occurring following a peripherally injected neurotoxic dose.
2001 Mar
Infantile-onset paroxysmal dystonia: a diagnostic dilemma.
2001 Mar
Seizure activity and hyperthermia potentiate the increases in dopamine and serotonin extracellular levels in the amygdala during exposure to d-amphetamine.
2001 Mar
In vivo effects of inorganic mercury (HgCl(2)) on striatal dopaminergic system.
2001 Mar
Expression of sensitization to amphetamine and dynamics of dopamine neurotransmission in different laminae of the rat medial prefrontal cortex.
2001 Mar
Effects of intraplantar injection of carrageenan on central dopamine release.
2001 Mar 1
Element composition and biochemical components of Dirofilaria immitis.
2001 Mar 5
[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
The role of dopamine in the nucleus accumbens and striatum during sexual behavior in the female rat.
2001 May 1
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
Aging increases the susceptiblity to methamphetamine-induced dopaminergic neurotoxicity in rats: correlation with peroxynitrite production and hyperthermia.
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
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
  • 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 Fri Dec 15 18:29:24 GMT 2023 , Edited by admin on Fri Dec 15 18:29:24 GMT 2023
PRIMARY
MERCK INDEX
m6049
Created by admin on Fri Dec 15 18:29:24 GMT 2023 , Edited by admin on Fri Dec 15 18:29:24 GMT 2023
PRIMARY Merck Index
MESH
D006719
Created by admin on Fri Dec 15 18:29:24 GMT 2023 , Edited by admin on Fri Dec 15 18:29:24 GMT 2023
PRIMARY
WIKIPEDIA
HOMOVANILLIC ACID
Created by admin on Fri Dec 15 18:29:24 GMT 2023 , Edited by admin on Fri Dec 15 18:29:24 GMT 2023
PRIMARY
NSC
16682
Created by admin on Fri Dec 15 18:29:24 GMT 2023 , Edited by admin on Fri Dec 15 18:29:24 GMT 2023
PRIMARY
PUBCHEM
1738
Created by admin on Fri Dec 15 18:29:24 GMT 2023 , Edited by admin on Fri Dec 15 18:29:24 GMT 2023
PRIMARY
CAS
306-08-1
Created by admin on Fri Dec 15 18:29:24 GMT 2023 , Edited by admin on Fri Dec 15 18:29:24 GMT 2023
PRIMARY
ECHA (EC/EINECS)
206-176-7
Created by admin on Fri Dec 15 18:29:24 GMT 2023 , Edited by admin on Fri Dec 15 18:29:24 GMT 2023
PRIMARY
EPA CompTox
DTXSID5059791
Created by admin on Fri Dec 15 18:29:24 GMT 2023 , Edited by admin on Fri Dec 15 18:29:24 GMT 2023
PRIMARY
CHEBI
545959
Created by admin on Fri Dec 15 18:29:24 GMT 2023 , Edited by admin on Fri Dec 15 18:29:24 GMT 2023
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