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
SMILES
COC1=C(O)C=CC(CC(O)=O)=C1
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)
| 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
PubMed
| Title | Date | PubMed |
|---|---|---|
| Effect of clonazepam treatment on antipsychotic drug-induced Meige syndrome and changes in plasma levels of GABA, HVA, and MHPG during treatment. | 2001-10 |
|
| Effect of chronic protein restriction on motor co-ordination and brain neurotransmitters in albino rats. | 2001-10 |
|
| [Involvement of dopaminergic systems in the functional specialization of brain areas during formation of aggressive and submissive behavior in mice]. | 2001-09-11 |
|
| [Mexidol potentiates antiparkinsonian effect of L-DOPA in MPTP-induced parkinsonism model]. | 2001-09-08 |
|
| In-use stability of monoamine metabolites in human cerebrospinal fluid. | 2001-09-05 |
|
| 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. | 2001-09-01 |
|
| Aging increases the susceptiblity to methamphetamine-induced dopaminergic neurotoxicity in rats: correlation with peroxynitrite production and hyperthermia. | 2001-09 |
|
| Heart failure, aging, and renal synthesis of dopamine. | 2001-09 |
|
| The cannabinoid CB(1) receptor antagonist SR141716A increases norepinephrine outflow in the rat anterior hypothalamus. | 2001-08-31 |
|
| Effect of intracerebral 6-nitronoradrenaline, an endogenous catechol-O-methyltransferase (COMT) inhibitor, on striatal dopamine metabolism in anaesthetised rats. | 2001-08-15 |
|
| Catecholamines in patients with 22q11.2 deletion syndrome and the low-activity COMT polymorphism. | 2001-08-14 |
|
| [Value of 123I-MIBG scanning, neuron-specific enolase and serum ferritin in the diagnosis and follow-up of patients with neuroblastoma]. | 2001-08 |
|
| Gender-dependent enhanced adult neurotoxic response to methamphetamine following fetal exposure to the drug. | 2001-08 |
|
| A simple method to measure baseline occupancy of neostriatal dopamine D2 receptors by dopamine in vivo in healthy subjects. | 2001-08 |
|
| Continuous phencyclidine treatment induces schizophrenia-like hyperreactivity of striatal dopamine release. | 2001-08 |
|
| Effects of repeated morphine treatment on metabolism of cerebral dopamine and serotonin in alcohol-preferring AA and alcohol-avoiding ANA rats. | 2001-07-27 |
|
| Effects of repeated exposure of rats to JP-5 or JP-8 jet fuel vapor on neurobehavioral capacity and neurotransmitter levels. | 2001-07-20 |
|
| Biochemical and pathological study of endogenous 1-benzyl-1,2,3,4-tetrahydroisoquinoline-induced parkinsonism in the mouse. | 2001-07-13 |
|
| Motoric behavior in aged rats treated with GM1. | 2001-07-06 |
|
| Distal infantile neuroaxonal dystrophy--a new familial variant with perineuronal argyrophilic bodies. | 2001-07 |
|
| The effects of extracts from St. John's Wort and Kava Kava on brain neurotransmitter levels in the mouse. | 2001-07 |
|
| Different action on dopamine catabolic pathways of two endogenous 1,2,3,4-tetrahydroisoquinolines with similar antidopaminergic properties. | 2001-07 |
|
| Biochemical alterations during medication withdrawal in Parkinson's disease with and without neuroleptic malignant-like syndrome. | 2001-07 |
|
| Differential abnormalities in plasma 5-HIAA and platelet serotonin concentrations in violent suicide attempters: relationships with impulsivity and depression. | 2001-06-29 |
|
| Oxygen inhalation enhances striatal dopamine metabolism and monoamineoxidase enzyme inhibition prevents it: a microdialysis study. | 2001-06-22 |
|
| Effect of embryonic knock-down of GABAA receptors on the levels of monoamines and their metabolites in the CNS of the mouse. | 2001-06-22 |
|
| Accumbens dopamine mechanisms in sucrose intake. | 2001-06-15 |
|
| Forced limb-use effects on the behavioral and neurochemical effects of 6-hydroxydopamine. | 2001-06-15 |
|
| Dopaminergic changes in human brain following acute exposure to gamma-hydroxybutyrate. | 2001-06-12 |
|
| Long term effects of Toki-shakuyaku-san on brain dopamine and nerve growth factor in olfactory-bulb-lesioned mice. | 2001-06 |
|
| Long-term administration of N-acetylcysteine decreases hydrogen peroxide exhalation in subjects with chronic obstructive pulmonary disease. | 2001-06 |
|
| A novel neurodevelopmental syndrome responsive to 5-hydroxytryptophan and carbidopa. | 2001-06 |
|
| 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. | 2001-06 |
|
| Nomifensine reveals age-related changes in K(+)-evoked striatal DA overflow in F344 rats. | 2001-05-30 |
|
| BIA 3-202, a novel catechol-O-methyltransferase inhibitor, enhances the availability of L-DOPA to the brain and reduces its O-methylation. | 2001-05-18 |
|
| Biogenic amine metabolites and thiamine in cerebrospinal fluid in heredo-degenerative ataxias. | 2001-05 |
|
| Sensitivity to MPTP is not increased in Parkinson's disease-associated mutant alpha-synuclein transgenic mice. | 2001-05 |
|
| Abnormal presynaptic catecholamine regulation in a hyperactive SNAP-25-deficient mouse mutant. | 2001-04 |
|
| Intracerebral administration of 2,4-diclorophenoxyacetic acid induces behavioral and neurochemical alterations in the rat brain. | 2001-04 |
|
| The differential effect of angiotensin II and angiotensin 1-7 on norepinephrine, epinephrine, and dopamine concentrations in rat hypothalamus: the involvement of angiotensin receptors. | 2001-04 |
|
| Effects of intrastriatal infusion of D2 and D3 dopamine receptor preferring antagonists on dopamine release in rat dorsal striatum (in vivo microdialysis study). | 2001-03 |
|
| Food restriction-like effects of dietary dehydroepiandrosterone. Hypothalamic neurotransmitters and metabolites in male C57BL/6 and (C57BL/6 x DBA/2)F1 mice. | 2001-03 |
|
| Evaluation of catecholamine metabolites, mIBG scan, and bone marrow cytology as response markers in stage 4 neuroblastoma. | 2001-01 |
|
| Observation of untreated patients with neuroblastoma detected by mass screening: a "wait and see" pilot study. | 2001-01 |
|
| Biphasic effects of selegiline on striatal dopamine: lack of effect on methamphetamine-induced dopamine depletion. | 2001-01 |
|
| 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 |
|
| Reduction of MOPEG levels in cerebrospinal fluid of psychotic women after electroconvulsive treatment. | 1979-08-08 |
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 19:13:24 GMT 2025
by
admin
on
Mon Mar 31 19:13:24 GMT 2025
|
| Record UNII |
X77S6GMS36
|
| Record Status |
Validated (UNII)
|
| Record Version |
|
-
Download
| Name | Type | Language | ||
|---|---|---|---|---|
|
Preferred Name | English | ||
|
Systematic Name | English | ||
|
Common Name | English | ||
|
Systematic Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Code | English | ||
|
Systematic Name | English | ||
|
Systematic Name | English | ||
|
Systematic Name | English |
| Code System | Code | Type | Description | ||
|---|---|---|---|---|---|
|
X77S6GMS36
Created by
admin on Mon Mar 31 19:13:24 GMT 2025 , Edited by admin on Mon Mar 31 19:13:24 GMT 2025
|
PRIMARY | |||
|
m6049
Created by
admin on Mon Mar 31 19:13:24 GMT 2025 , Edited by admin on Mon Mar 31 19:13:24 GMT 2025
|
PRIMARY | Merck Index | ||
|
D006719
Created by
admin on Mon Mar 31 19:13:24 GMT 2025 , Edited by admin on Mon Mar 31 19:13:24 GMT 2025
|
PRIMARY | |||
|
HOMOVANILLIC ACID
Created by
admin on Mon Mar 31 19:13:24 GMT 2025 , Edited by admin on Mon Mar 31 19:13:24 GMT 2025
|
PRIMARY | |||
|
16682
Created by
admin on Mon Mar 31 19:13:24 GMT 2025 , Edited by admin on Mon Mar 31 19:13:24 GMT 2025
|
PRIMARY | |||
|
1738
Created by
admin on Mon Mar 31 19:13:24 GMT 2025 , Edited by admin on Mon Mar 31 19:13:24 GMT 2025
|
PRIMARY | |||
|
306-08-1
Created by
admin on Mon Mar 31 19:13:24 GMT 2025 , Edited by admin on Mon Mar 31 19:13:24 GMT 2025
|
PRIMARY | |||
|
206-176-7
Created by
admin on Mon Mar 31 19:13:24 GMT 2025 , Edited by admin on Mon Mar 31 19:13:24 GMT 2025
|
PRIMARY | |||
|
DTXSID5059791
Created by
admin on Mon Mar 31 19:13:24 GMT 2025 , Edited by admin on Mon Mar 31 19:13:24 GMT 2025
|
PRIMARY | |||
|
545959
Created by
admin on Mon Mar 31 19:13:24 GMT 2025 , Edited by admin on Mon Mar 31 19:13:24 GMT 2025
|
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 |
PLASMA; URINE
|
||
|
PARENT -> METABOLITE |
