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Details

Stereochemistry RACEMIC
Molecular Formula C9H10O5
Molecular Weight 198.1727
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of Vanillylmandelic acid

SMILES

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

InChI

InChIKey=CGQCWMIAEPEHNQ-UHFFFAOYSA-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)

HIDE SMILES / InChI

Molecular Formula C9H10O5
Molecular Weight 198.1727
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Approval Year

PubMed

PubMed

TitleDatePubMed
Ganglioneuroma : primary tumor or maturation of a suspected neuroblastoma?
2006-03
Impaired differential renal function in a child with pheochromocytoma.
2005-09
Adrenal metastasis as first presentation of hepatocellular carcinoma.
2005-07-25
Quiz page. Secondary hypertension with contralateral pheochromocytoma and aldosteronoma.
2005-07
Improved response in high-risk neuroblastoma with protracted topotecan administration using a pharmacokinetically guided dosing approach.
2005-06-20
Clinicopathological conference: a 42-year-old woman with respiratory distress, abdominal pain, and hypertension.
2005-05
Development of a gas chromatography silicon-based microsystem in clinical diagnostics.
2005-04-15
Indirect biochemical evidence that reserpine methiodide produces selective depletion of peripheral biogenic amines in rats.
2005-04
[Monoaminergic transmitters in the cerebrospinal fluid of patients with acute, chronic, and intermittent pain. Interface between pain and depression?].
2005-04
Profile of neuroblastoma detected by mass screening, resected after observation without treatment: results of the Wait and See pilot study.
2005-02
Adaptogenic and nootropic activities of aqueous extract of Vitis vinifera (grape seed): an experimental study in rat model.
2005-01-19
Pheochromocytoma presenting as heart failure.
2005
The secretion of ibuprofen metabolites interferes with the capillary chromatography of urinary homovanillic acid and 4-hydroxy-3-methoxymandelic acid in neuroblastoma diagnosis.
2005
Screening for Menkes disease using the urine HVA/VMA ratio.
2005
Extra-adrenal pheochromocytoma presenting with life-threatening ventricular tachycardia: a case report.
2004-12
Assessment of O-methylated catecholamine levels in plasma and urine for diagnosis of autonomic disorders.
2004-11-30
Laparoscopic adrenalectomy for isolated adrenal metastasis.
2004-11-24
Reserpine methonitrate, a novel quaternary analogue of reserpine augments urinary excretion of VMA and 5-HIAA without affecting HVA in rats.
2004-11-16
Exaggerated response to cold stress in a congenic strain for the quantitative trait locus for blood pressure.
2004-11
"Wait and see" strategy in localized neuroblastoma in infants: an option not only for cases detected by mass screening.
2004-11
Catecholamine metabolism: a contemporary view with implications for physiology and medicine.
2004-09
Elevated catecholamine metabolites in patients with Costello syndrome.
2004-07-01
AAOMP case challenge: A maxillary swelling in an infant.
2004-05-15
Urinary catecholamines and metabolites in the immediate postoperative period following major surgery.
2004-05
Quercetin, an over-the-counter supplement, causes neuroblastoma-like elevation of plasma homovanillic acid.
2004-03-17
Analysis of catecholamines and related substances using porous graphitic carbon as separation media in liquid chromatography-tandem mass spectrometry.
2004-03-05
A guide to less common antenatal blood tests.
2004-03
The effects of different weaning modes on the endocrine stress response.
2004-02
Neuroblastoma detected by mass screening: the Tumor Board's role in its treatment.
2004-01
Age dependence of the levels of plasma norepinephrine, aldosterone, renin activity and urinary vanillylmandelic acid in normal and essential hypertensives.
2004
Clinical usefulness of iodine-123-MIBG scintigraphy for patients with neuroblastoma detected by a mass screening survey.
2003-12
Expression of human organic anion transporters in the choroid plexus and their interactions with neurotransmitter metabolites.
2003-12
Bilateral neonatal adrenal abscess. Report of two cases and review of the literature.
2003-11-07
Tumour markers are poor predictors for relapse or progression in neuroblastoma.
2003-09
Malignant peripheral nerve sheath tumor arising from an adrenal ganglioneuroma in a 6-year-old boy.
2003-08-11
[An experimental study on the effects of postburn dietary supplementation of enhanced nutrients].
2003-08
Pheochromocytoma.
2003-08
Noonan syndrome with leukaemoid reaction and overproduction of catecholamines: a case report.
2003-07
An in vivo OctreoScan-negative adrenal pheochromocytoma expresses somatostatin receptors and responds to somatostatin analogs treatment in vitro.
2003-06
Comparative values of catecholamines and metabolites for the diagnosis of neuroblastoma.
2003-06
Sources and significance of plasma levels of catechols and their metabolites in humans.
2003-06
[Pseudopheochromocytoma in Parkinson disease and depression].
2003-05
No incidence of port-site recurrence after endosurgical procedure for pediatric malignancies.
2003-05
Liquid chromatography-tandem mass spectrometry method for the determination of vanillylmandelic acid in urine.
2003-05
Catecholamines increase in the urine of non-segmental vitiligo especially during its active phase.
2003-04
Voltammetric sensor for vanillylmandelic acid based on molecularly imprinted polymer-modified electrodes.
2003-04
Intrauterine regression of an adrenal mass.
2003-03
[The characteristics of mediastinal neuroblastoma and perspectives on surgical excision].
2003
Anxiolytic effect of ting-chih-wan in mouse behavior models of anxiety.
2003
Adrenal cortical and medullar hyperplasia--a retrospective analysis of 6 cases.
2002
Patents

Patents

Substance Class Chemical
Created
by admin
on Mon Mar 31 20:38:50 GMT 2025
Edited
by admin
on Mon Mar 31 20:38:50 GMT 2025
Record UNII
0DQI268449
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
FEMA NO. 4660
Preferred Name English
Vanillylmandelic acid
Common Name English
VANILLINMANDELIC ACID
Common Name English
(4-HYDROXY-3-METHOXYPHENYL)GLYCOLIC ACID
Systematic Name English
BENZENEACETIC ACID, .ALPHA.,4-DIHYDROXY-3-METHOXY-
Common Name English
HYDROXY(4-HYDROXY-3-METHOXYPHENYL)ACETIC ACID
Systematic Name English
4-HYDROXY-3-METHOXYMANDELIC ACID
Common Name English
MANDELIC ACID, 4-HYDROXY-3-METHOXY-
Common Name English
DL-VANILLYLMANDELIC ACID
Common Name English
VANILMANDELIC ACID [MI]
Common Name English
DL-4-HYDROXY-3-METHOXYMANDELIC ACID
Common Name English
DL-VANILLOMANDELIC ACID
Common Name English
3-METHOXY-4-HYDROXYPHENYLHYDROXYACETIC ACID
Systematic Name English
DL-4-HYDROXY-3-METHOXYMANDELIC ACID (DL-VANILLYLMANDELIC ACID)
Common Name English
(±)-VANILMANDELIC ACID
Common Name English
(±)-3-METHOXY-4-HYDROXYMANDELIC ACID
Common Name English
Classification Tree Code System Code
LOINC 56645-5
Created by admin on Mon Mar 31 20:38:50 GMT 2025 , Edited by admin on Mon Mar 31 20:38:50 GMT 2025
CFR 21 CFR 862.1795
Created by admin on Mon Mar 31 20:38:50 GMT 2025 , Edited by admin on Mon Mar 31 20:38:50 GMT 2025
Code System Code Type Description
EPA CompTox
DTXSID10861583
Created by admin on Mon Mar 31 20:38:50 GMT 2025 , Edited by admin on Mon Mar 31 20:38:50 GMT 2025
PRIMARY
JECFA MONOGRAPH
1998
Created by admin on Mon Mar 31 20:38:50 GMT 2025 , Edited by admin on Mon Mar 31 20:38:50 GMT 2025
PRIMARY
PUBCHEM
1245
Created by admin on Mon Mar 31 20:38:50 GMT 2025 , Edited by admin on Mon Mar 31 20:38:50 GMT 2025
PRIMARY
WIKIPEDIA
Vanilmandelic acid
Created by admin on Mon Mar 31 20:38:50 GMT 2025 , Edited by admin on Mon Mar 31 20:38:50 GMT 2025
PRIMARY
MERCK INDEX
m11391
Created by admin on Mon Mar 31 20:38:50 GMT 2025 , Edited by admin on Mon Mar 31 20:38:50 GMT 2025
PRIMARY Merck Index
ECHA (EC/EINECS)
200-224-0
Created by admin on Mon Mar 31 20:38:50 GMT 2025 , Edited by admin on Mon Mar 31 20:38:50 GMT 2025
PRIMARY
CAS
55-10-7
Created by admin on Mon Mar 31 20:38:50 GMT 2025 , Edited by admin on Mon Mar 31 20:38:50 GMT 2025
PRIMARY
FDA UNII
0DQI268449
Created by admin on Mon Mar 31 20:38:50 GMT 2025 , Edited by admin on Mon Mar 31 20:38:50 GMT 2025
PRIMARY
CHEBI
20106
Created by admin on Mon Mar 31 20:38:50 GMT 2025 , Edited by admin on Mon Mar 31 20:38:50 GMT 2025
PRIMARY