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Details

Stereochemistry ABSOLUTE
Molecular Formula C9H10O5
Molecular Weight 198.1731
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

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

SMILES

COc1cc(ccc1O)[C@]([H])(C(=O)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 198.1731
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

PubMed

PubMed

TitleDatePubMed
Determination of micromolar bromate concentrations by adsorptive-catalytic stripping votammetry of the molybdenum-3-methoxy-4-hydroxymandelic acid complex.
2001 Mar 30
Twelve-year experience in the investigation and treatment of paragangliomas.
2002 Dec
Upper reference limits for urinary catecholamines, metanephrines and 3-methoxy-4-hydroxymandelic acid in hypertensive patients.
2002 Oct
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 Oct
Duloxetine increases serotonin and norepinephrine availability in healthy subjects: a double-blind, controlled study.
2003 Sep
Acute effect of milnacipran on the relationship between the locus coeruleus noradrenergic and dorsal raphe serotonergic neuronal transmitters.
2004 Dec
Effects of acute and short-term administration of tryptophan plus ethanol on noradrenaline and serotonin metabolites in the locus coeruleus.
2004 Oct-Nov
The secretion of ibuprofen metabolites interferes with the capillary chromatography of urinary homovanillic acid and 4-hydroxy-3-methoxymandelic acid in neuroblastoma diagnosis.
2005
Saccharomyces cerevisiae lacking Btn1p modulate vacuolar ATPase activity to regulate pH imbalance in the vacuole.
2006 Apr 14
The Effect of Paroxetine on the Reduction of Migraine Frequency is Independent of Its Anxiolytic Effect.
2006 Dec
Increased urinary dopamine excretion in association with bilateral carotid body tumours-- clinical, biochemical and genetic findings.
2006 Mar
Japanese experience with milnacipran, the first serotonin and norepinephrine reuptake inhibitor in Japan.
2007 Feb
Melanotic neuroectodermal tumor of infancy: Presentation of a case affecting the maxilla.
2010 Jan
Patents
Substance Class Chemical
Created
by admin
on Sat Jun 26 15:03:55 UTC 2021
Edited
by admin
on Sat Jun 26 15:03:55 UTC 2021
Record UNII
M19V3799SB
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
VANILMANDELIC ACID, (-)-
Common 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
(-)-4-HYDROXY-3-METHOXYMANDELIC ACID
Common Name English
Code System Code Type Description
FDA UNII
M19V3799SB
Created by admin on Sat Jun 26 15:03:56 UTC 2021 , Edited by admin on Sat Jun 26 15:03:56 UTC 2021
PRIMARY
PUBCHEM
736173
Created by admin on Sat Jun 26 15:03:56 UTC 2021 , Edited by admin on Sat Jun 26 15:03:56 UTC 2021
PRIMARY
CAS
41093-71-4
Created by admin on Sat Jun 26 15:03:56 UTC 2021 , Edited by admin on Sat Jun 26 15:03:56 UTC 2021
PRIMARY
MERCK INDEX
M11391
Created by admin on Sat Jun 26 15:03:56 UTC 2021 , Edited by admin on Sat Jun 26 15:03:56 UTC 2021
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
Also mediated thru Aldehyde reductase.