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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, L-(+)-

SMILES

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

InChI

InChIKey=CGQCWMIAEPEHNQ-QMMMGPOBSA-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-/m0/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
Sources and significance of plasma levels of catechols and their metabolites in humans.
2003-06
Cerebrospinal fluid neuropeptides and monoaminergic transmitters in patients with trigeminal neuralgia.
1997-04
[A case of bilateral adrenal neuroblastomas detected by bone scintigraphy].
1996-12
Age-related reference values for urinary organic acids in a healthy Turkish pediatric population.
1994-06
Simultaneous analysis of homovanillic acid, 5-hydroxyindoleacetic acid, 3-methoxy-4-hydroxyphenylethylene glycol and vanilmandelic acid in plasma from alcoholics by high-performance liquid chromatography with electrochemical detection. Critical comparison of solid-phase and liquid-liquid extraction methods.
1993-12-22
Determination of monoamines and indoles in amniotic fluid by high-performance liquid chromatography-electrochemical detection.
1990-06-08
Unconjugated methoxylated catecholamine metabolites in human saliva. Quantitation methodology and comparison with plasma levels.
1989-09
Elevation of cerebrospinal fluid catecholamine metabolites in patients with intracranial tumors of neuroectodermal origin.
1987-07
Importance of early diagnosis and follow-up in multiple endocrine neoplasia (MEN II B).
1984-12
Catecholamines and congenital pain insensitivity.
1984
4-hydroxy-3-methoxymandelic acid (HMMA) excretion in retinoblastoma.
1978-08
3-Methoxy-4-hydroxyphenylglycol in cerebrospinal fluid and vanillylmandelic acid in urine of humans with hypertension.
1978-04-21
A gas chromatographic-mass spectrometric (GC-MS) assay for 3-methoxy-4-hydroxyphenethyleneglycol and vanilmandelic acid in human serum.
1977-12-01
Lead poisoning: altered urinary catecholamine metabolites as indicators of intoxication in mice and children.
1976-04-09
Monoamine metabolites and related compounds in human amniotic fluid: assay by gas chromatography and gas chromatography-mass spectrometry.
1975-06-20
Patents
Substance Class Chemical
Created
by admin
on Mon Mar 31 22:25:04 GMT 2025
Edited
by admin
on Mon Mar 31 22:25:04 GMT 2025
Record UNII
T9EAH8NHTC
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
VANILMANDELIC ACID, L-(+)-
Common Name English
(+)-VANILMANDELIC ACID
Preferred Name English
BENZENEACETIC ACID, .ALPHA.,4-DIHYDROXY-3-METHOXY-, (S)-
Systematic Name English
VANILMANDELIC ACID L-FORM [MI]
Common Name English
(S)-4-HYDROXY-3-METHOXYMANDELIC ACID
Systematic Name English
L-(+)-3-METHOXY-4-HYDROXYMANDELIC ACID
Common Name English
Code System Code Type Description
PUBCHEM
736172
Created by admin on Mon Mar 31 22:25:04 GMT 2025 , Edited by admin on Mon Mar 31 22:25:04 GMT 2025
PRIMARY
MERCK INDEX
m11391
Created by admin on Mon Mar 31 22:25:04 GMT 2025 , Edited by admin on Mon Mar 31 22:25:04 GMT 2025
PRIMARY Merck Index
CAS
13244-77-4
Created by admin on Mon Mar 31 22:25:04 GMT 2025 , Edited by admin on Mon Mar 31 22:25:04 GMT 2025
PRIMARY
FDA UNII
T9EAH8NHTC
Created by admin on Mon Mar 31 22:25:04 GMT 2025 , Edited by admin on Mon Mar 31 22:25:04 GMT 2025
PRIMARY