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Details

Stereochemistry ABSOLUTE
Molecular Formula C9H10O5
Molecular Weight 198.1727
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of VANILMANDELIC ACID, (-)-

SMILES

COC1=C(O)C=CC(=C1)[C@@H](O)C(O)=O

InChI

InChIKey=CGQCWMIAEPEHNQ-MRVPVSSYSA-N
InChI=1S/C9H10O5/c1-14-7-4-5(2-3-6(7)10)8(11)9(12)13/h2-4,8,10-11H,1H3,(H,12,13)/t8-/m1/s1

HIDE SMILES / InChI

Molecular Formula C9H10O5
Molecular Weight 198.1727
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

PubMed

PubMed

TitleDatePubMed
Melanotic neuroectodermal tumor of infancy: Presentation of a case affecting the maxilla.
2010-01
Japanese experience with milnacipran, the first serotonin and norepinephrine reuptake inhibitor in Japan.
2007-02
The Effect of Paroxetine on the Reduction of Migraine Frequency is Independent of Its Anxiolytic Effect.
2006-12
Saccharomyces cerevisiae lacking Btn1p modulate vacuolar ATPase activity to regulate pH imbalance in the vacuole.
2006-04-14
Increased urinary dopamine excretion in association with bilateral carotid body tumours-- clinical, biochemical and genetic findings.
2006-03
Effects of acute and short-term administration of tryptophan plus ethanol on noradrenaline and serotonin metabolites in the locus coeruleus.
2005-05-21
The secretion of ibuprofen metabolites interferes with the capillary chromatography of urinary homovanillic acid and 4-hydroxy-3-methoxymandelic acid in neuroblastoma diagnosis.
2005
Acute effect of milnacipran on the relationship between the locus coeruleus noradrenergic and dorsal raphe serotonergic neuronal transmitters.
2004-12
Duloxetine increases serotonin and norepinephrine availability in healthy subjects: a double-blind, controlled study.
2003-09
Twelve-year experience in the investigation and treatment of paragangliomas.
2002-12
Upper reference limits for urinary catecholamines, metanephrines and 3-methoxy-4-hydroxymandelic acid in hypertensive patients.
2002-10
Role of blood-brain barrier organic anion transporter 3 (OAT3) in the efflux of indoxyl sulfate, a uremic toxin: its involvement in neurotransmitter metabolite clearance from the brain.
2002-10
Determination of micromolar bromate concentrations by adsorptive-catalytic stripping votammetry of the molybdenum-3-methoxy-4-hydroxymandelic acid complex.
2001-03-30
Patents
Substance Class Chemical
Created
by admin
on Mon Mar 31 22:32:14 GMT 2025
Edited
by admin
on Mon Mar 31 22:32:14 GMT 2025
Record UNII
M19V3799SB
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
VANILMANDELIC ACID, (-)-
Common Name English
(-)-4-HYDROXY-3-METHOXYMANDELIC ACID
Preferred Name English
D(-)VANILLYLMANDELIC ACID
Common Name English
D-VANILLYLMANDELIC ACID
Common Name English
VANILMANDELIC ACID, D-
Common Name English
(-)-VANILMANDELIC ACID
Common Name English
D-(-)-4-HYDROXY-3-METHOXYMANDELIC ACID
Common Name English
(R)-4-HYDROXY-3-METHOXYMANDELIC ACID
Common Name English
VANILMANDELIC ACID, D-(-)-
Common Name English
BENZENEACETIC ACID,.ALPHA.,4-DIHYDROXY-3-METHOXY-, (.ALPHA.R)-
Common Name English
BENZENEACETIC ACID,.ALPHA.,4-DIHYDROXY-3-METHOXY-, (R)-
Common Name English
VANILMANDELIC ACID D-FORM [MI]
Common Name English
Code System Code Type Description
FDA UNII
M19V3799SB
Created by admin on Mon Mar 31 22:32:14 GMT 2025 , Edited by admin on Mon Mar 31 22:32:14 GMT 2025
PRIMARY
PUBCHEM
736173
Created by admin on Mon Mar 31 22:32:14 GMT 2025 , Edited by admin on Mon Mar 31 22:32:14 GMT 2025
PRIMARY
CAS
41093-71-4
Created by admin on Mon Mar 31 22:32:14 GMT 2025 , Edited by admin on Mon Mar 31 22:32:14 GMT 2025
PRIMARY
MERCK INDEX
m11391
Created by admin on Mon Mar 31 22:32:14 GMT 2025 , Edited by admin on Mon Mar 31 22:32:14 GMT 2025
PRIMARY Merck Index
Related Record Type Details
PARENT -> METABOLITE INACTIVE
Unit: percent of tritium in the urine; See table 1 the source.
IN-VIVO
URINE
PARENT -> METABOLITE