3-METHOXY-4-HYDROXYPHENYLGLYCOL

Details

Stereochemistry	RACEMIC
Molecular Formula	C9H12O4
Molecular Weight	184.1892
Optical Activity	( + / - )
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure of 3-METHOXY-4-HYDROXYPHENYLGLYCOL

Structure Search

SMILES

COC1=C(O)C=CC(=C1)C(O)CO

InChI

InChIKey=FBWPWWWZWKPJFL-UHFFFAOYSA-N

InChI=1S/C9H12O4/c1-13-9-4-6(8(12)5-10)2-3-7(9)11/h2-4,8,10-12H,5H2,1H3

HIDE SMILES / InChI

Approval Year

PubMed

Title	Date	PubMed
Reduction of MOPEG levels in cerebrospinal fluid of psychotic women after electroconvulsive treatment.	1979 Aug 8	115032
3-methoxy-4-hydroxyphenylglycol, 5-hydroxyindoleacetic acid, and homovanillic acid in human cerebrospinal fluid. Storage and measurement by reversed-phase high-performance liquid chromatography and coulometric detection using 3-methoxy-4-hydroxyphenyllactic acid as an internal standard.	1984 Dec 12	6085084
Amino acids in plasma and CSF and monoamine metabolites in CSF: interrelationship in healthy subjects.	1984 Mar	6198473
Increased concentrations of the monoamine metabolites homovanillic acid and 5-hydroxyindoleacetic acid in lumbar and central CSF and of 3-methoxy-4-hydroxyphenylglycol in lumbar CSF after subarachnoid haemorrhage.	1985	2416192
Urinary 3-methoxy-4-hydroxyphenylglycol in affective and schizophrenic patients. Behavior and symptom correlates.	1986	3093916
Urinary amine metabolite excretion in a patient with adrenergic hyperactivity state: reaction to phenelzine withdrawal and combined treatment.	1986 Feb	2418010
Urinary monoamine metabolites as indices of mental stress in healthy males and females.	1986 Jun	2426718
Associated norepinephrine loss following calcium-induced spinal paralysis.	1988 Mar 1	3370449
Cerebrospinal fluid levels of monoamine metabolites in panic disorder.	1991 Mar	1712114
Decreased lumbar cerebrospinal fluid levels of monoamine metabolites in vascular dementia.	1996 Fall	9116178
Plasma monoamine metabolites and spontaneous recurrence of methamphetamine-induced paranoid-hallucinatory psychosis: relation of noradrenergic activity to the occurrence of flashbacks.	1996 Jul 31	8878306
Monoamine precursors, transmitters and metabolites in cerebrospinal fluid: a prospective study in healthy male subjects.	1996 May-Jun	8884658
Monoamine neurotransmitter metabolites and spontaneous recurrence of methamphetamine psychosis.	1997	9205790
L-thyroxine treatment and neurotransmitter levels in the cerebrospinal fluid of hypothyroid patients: a pilot study.	1998 Nov	9849813
Biochemical hallmarks of tyrosine hydroxylase deficiency.	1998 Sep	9732974
A simple method to measure baseline occupancy of neostriatal dopamine D2 receptors by dopamine in vivo in healthy subjects.	2001 Aug	11425505
Methadone patients exhibit increased startle and cortisol response after intravenous yohimbine.	2001 Mar	11351934
Association of plasma free-3-methoxy-4-hydroxyphenyl (ethylene)glycol, natural killer cell activity and delirium in postoperative patients.	2001 Nov	11712622
Dopamine depletion results in increased neostriatal D(2), but not D(1), receptor binding in humans.	2002	11920160
Yohimbine-induced withdrawal and anxiety symptoms in opioid-dependent patients.	2002 Apr 15	11955464
Effects of catecholamine depletion on D2 receptor binding, mood, and attentiveness in humans: a replication study.	2003 Jan	12479964
Early-onset encephalopathy and cortical myoclonus in a boy with MECP2 gene mutation.	2004 Nov 23	15557528
Aromatic l-aminoacid decarboxylase deficiency: unusual neonatal presentation and additional findings in organic acid analysis.	2006 Jan	16288991
Elevated cerebrospinal fluid 5-hydroxyindoleacetic acid levels in women with comorbid depression and panic disorder.	2006 Oct	16259647

Patents

Name

Type

Language

3-METHOXY-4-HYDROXYPHENYLGLYCOL

Common Name

English

3-METHOXY-4-HYDROXYPHENYL GLYCOL

Common Name

English

MOPEG

Common Name

English

4-HYDROXY-3-METHOXYPHENYL GLYCOL

Common Name

English

VANYLGLYCOL

Common Name

English

HMPG

Common Name

English

VANILETHANEDIOL

Common Name

English

1,2-ETHANEDIOL, 1-(4-HYDROXY-3-METHOXYPHENYL)-

Systematic Name

English

3-METHOXY-4-HYDROXYPHENYLGLYCOL, (±)-

Common Name

English

3-METHOXY-4-HYDROXYPHENYLGLYCOL [MI]

Common Name

English

Classification Tree Code System Code

LOINC

1684-0