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=CC(=CC=C1O)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

Molecular Formula	C9H12O4
Molecular Weight	184.1892
Charge	0
Count

Stereochemistry	RACEMIC
Additional Stereochemistry	No
Defined Stereocenters	0 / 1
E/Z Centers	0
Optical Activity	( + / - )

Approval Year

PubMed

Title	Date	PubMed
Elevated cerebrospinal fluid 5-hydroxyindoleacetic acid levels in women with comorbid depression and panic disorder.	2006-10	16259647
Aromatic l-aminoacid decarboxylase deficiency: unusual neonatal presentation and additional findings in organic acid analysis.	2006-01	16288991
Early-onset encephalopathy and cortical myoclonus in a boy with MECP2 gene mutation.	2004-11-23	15557528
Effects of catecholamine depletion on D2 receptor binding, mood, and attentiveness in humans: a replication study.	2003-01	12479964
Yohimbine-induced withdrawal and anxiety symptoms in opioid-dependent patients.	2002-04-15	11955464
Dopamine depletion results in increased neostriatal D(2), but not D(1), receptor binding in humans.	2002	11920160
Association of plasma free-3-methoxy-4-hydroxyphenyl (ethylene)glycol, natural killer cell activity and delirium in postoperative patients.	2001-11	11712622
A simple method to measure baseline occupancy of neostriatal dopamine D2 receptors by dopamine in vivo in healthy subjects.	2001-08	11425505
Methadone patients exhibit increased startle and cortisol response after intravenous yohimbine.	2001-03	11351934
L-thyroxine treatment and neurotransmitter levels in the cerebrospinal fluid of hypothyroid patients: a pilot study.	1998-11	9849813
Biochemical hallmarks of tyrosine hydroxylase deficiency.	1998-09	9732974
Monoamine neurotransmitter metabolites and spontaneous recurrence of methamphetamine psychosis.	1997	9205790
Plasma monoamine metabolites and spontaneous recurrence of methamphetamine-induced paranoid-hallucinatory psychosis: relation of noradrenergic activity to the occurrence of flashbacks.	1996-07-31	8878306
Monoamine precursors, transmitters and metabolites in cerebrospinal fluid: a prospective study in healthy male subjects.	1996-05-01	8884658
Decreased lumbar cerebrospinal fluid levels of monoamine metabolites in vascular dementia.	1996	9116178
Cerebrospinal fluid levels of monoamine metabolites in panic disorder.	1991-03	1712114
Associated norepinephrine loss following calcium-induced spinal paralysis.	1988-03-01	3370449
Urinary monoamine metabolites as indices of mental stress in healthy males and females.	1986-06	2426718
Urinary amine metabolite excretion in a patient with adrenergic hyperactivity state: reaction to phenelzine withdrawal and combined treatment.	1986-02	2418010
Urinary 3-methoxy-4-hydroxyphenylglycol in affective and schizophrenic patients. Behavior and symptom correlates.	1986	3093916
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
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.	1984-12-12	6085084
Amino acids in plasma and CSF and monoamine metabolites in CSF: interrelationship in healthy subjects.	1984-03	6198473
Reduction of MOPEG levels in cerebrospinal fluid of psychotic women after electroconvulsive treatment.	1979-08-08	115032

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 22:02:34 GMT 2025` Edited by `admin` on `Mon Mar 31 22:02:34 GMT 2025`
Record UNII	98LK01183Z
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

3-METHOXY-4-HYDROXYPHENYL GLYCOL

Preferred Name

English

3-METHOXY-4-HYDROXYPHENYLGLYCOL

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