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Details

Stereochemistry ACHIRAL
Molecular Formula C8H8O4
Molecular Weight 168.1467
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of VANILLIC ACID

SMILES

COC1=CC(=CC=C1O)C(O)=O

InChI

InChIKey=WKOLLVMJNQIZCI-UHFFFAOYSA-N
InChI=1S/C8H8O4/c1-12-7-4-5(8(10)11)2-3-6(7)9/h2-4,9H,1H3,(H,10,11)

HIDE SMILES / InChI

Molecular Formula C8H8O4
Molecular Weight 168.1467
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
On the occurence of vanillic acid in human brain and cerebrospinal fluid.
1976 Apr 23
Comamonas testosteroni BR6020 possesses a single genetic locus for extradiol cleavage of protocatechuate.
2001 Aug
Gastrointestinally distributed UDP-glucuronosyltransferase 1A10, which metabolizes estrogens and nonsteroidal anti-inflammatory drugs, depends upon phosphorylation.
2004 Jul 2
Vanillate metabolism in Corynebacterium glutamicum.
2005 Jul
[Chemical constitutents of Bauhinia aurea].
2006 Dec
[Study on the chemical constituents of Mitragyna rotundifolia].
2006 Jun
Anti-inflammatory action of phenolic compounds from Gastrodia elata root.
2006 Oct
Phenols and lignans from Chenopodium album.
2006 Sep-Oct
Oxanthrone C-glycosides and epoxynaphthoquinol from the roots of Rumex japonicus.
2007 Oct
Genetic and computational identification of a conserved bacterial metabolic module.
2008 Dec
Crystal structure of the outer membrane protein OpdK from Pseudomonas aeruginosa.
2008 Jul
Comparative analysis of Acinetobacters: three genomes for three lifestyles.
2008 Mar 19
Encapsulation of flavor molecules, 4-hydroxy-3-methoxy benzoic acid, into layered inorganic nanoparticles for controlled release of flavor.
2008 Oct
Arabidopsis GH3.12 (PBS3) conjugates amino acids to 4-substituted benzoates and is inhibited by salicylate.
2009 Apr 10
Serratene triterpenoids from Palhinhaea cernua var. sikkimensis.
2009 Dec
Comparative genome analysis provides insights into the evolution and adaptation of Pseudomonas syringae pv. aesculi on Aesculus hippocastanum.
2010 Apr 19
Global transcriptome analysis of spore formation in Myxococcus xanthus reveals a locus necessary for cell differentiation.
2010 Apr 26
The metabolic enzyme CTP synthase forms cytoskeletal filaments.
2010 Aug
Quinone-dependent D-lactate dehydrogenase Dld (Cg1027) is essential for growth of Corynebacterium glutamicum on D-lactate.
2010 Dec 15
Photoenhanced degradation of veratraldehyde upon the heterogeneous ozone reactions.
2010 Jul 21
Synthesis of bosutinib from 3-methoxy-4-hydroxybenzoic acid.
2010 Jun 11
Fungi unearthed: transcripts encoding lignocellulolytic and chitinolytic enzymes in forest soil.
2010 Jun 4
YfiBNR mediates cyclic di-GMP dependent small colony variant formation and persistence in Pseudomonas aeruginosa.
2010 Mar 12
Nematicidal natural products from the aerial parts of Buddleja crispa.
2010 May
The mouse eugenol odorant receptor: structural and functional plasticity of a broadly tuned odorant binding pocket.
2011 Feb 8
Methylenebissantin: a rare methylene-bridged bisflavonoid from Dodonaea viscosa which inhibits Plasmodium falciparum enoyl-ACP reductase.
2012 Jan 1
Patents
Substance Class Chemical
Created
by admin
on Fri Dec 15 19:43:55 GMT 2023
Edited
by admin
on Fri Dec 15 19:43:55 GMT 2023
Record UNII
GM8Q3JM2Y8
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
VANILLIC ACID
MI  
Systematic Name English
NSC-674322
Code English
M-METHOXY-P-HYDROXY-BENZOIC ACID
Common Name English
VANILLIC ACID [MI]
Common Name English
VANILLIC ACID [INCI]
Common Name English
FEMA NO. 3988
Code English
VA
Common Name English
BENZOIC ACID, 4-HYDROXY-3-METHOXY-
Common Name English
4-HYDROXY-3-METHOXYBENZOIC ACID
FHFI  
Systematic Name English
2-METHOXY-4-CARBOXYPHENOL
Systematic Name English
3-METHOXY-4-HYDROXYBENZOIC ACID
Systematic Name English
DROXIDOPA METABOLITE (VA)
Common Name English
4-HYDROXY-3-METHOXYBENZOIC ACID [FHFI]
Common Name English
NSC-3987
Code English
Code System Code Type Description
CHEBI
30816
Created by admin on Fri Dec 15 19:43:55 GMT 2023 , Edited by admin on Fri Dec 15 19:43:55 GMT 2023
PRIMARY
EPA CompTox
DTXSID6059522
Created by admin on Fri Dec 15 19:43:55 GMT 2023 , Edited by admin on Fri Dec 15 19:43:55 GMT 2023
PRIMARY
PUBCHEM
8468
Created by admin on Fri Dec 15 19:43:55 GMT 2023 , Edited by admin on Fri Dec 15 19:43:55 GMT 2023
PRIMARY
EVMPD
SUB129304
Created by admin on Fri Dec 15 19:43:55 GMT 2023 , Edited by admin on Fri Dec 15 19:43:55 GMT 2023
PRIMARY
FDA UNII
GM8Q3JM2Y8
Created by admin on Fri Dec 15 19:43:55 GMT 2023 , Edited by admin on Fri Dec 15 19:43:55 GMT 2023
PRIMARY
NSC
674322
Created by admin on Fri Dec 15 19:43:55 GMT 2023 , Edited by admin on Fri Dec 15 19:43:55 GMT 2023
PRIMARY
JECFA MONOGRAPH
892
Created by admin on Fri Dec 15 19:43:55 GMT 2023 , Edited by admin on Fri Dec 15 19:43:55 GMT 2023
PRIMARY
NSC
3987
Created by admin on Fri Dec 15 19:43:55 GMT 2023 , Edited by admin on Fri Dec 15 19:43:55 GMT 2023
PRIMARY
SMS_ID
100000155284
Created by admin on Fri Dec 15 19:43:55 GMT 2023 , Edited by admin on Fri Dec 15 19:43:55 GMT 2023
PRIMARY
MERCK INDEX
m11389
Created by admin on Fri Dec 15 19:43:55 GMT 2023 , Edited by admin on Fri Dec 15 19:43:55 GMT 2023
PRIMARY Merck Index
DRUG BANK
DB02130
Created by admin on Fri Dec 15 19:43:55 GMT 2023 , Edited by admin on Fri Dec 15 19:43:55 GMT 2023
PRIMARY
WIKIPEDIA
VANILLIC ACID
Created by admin on Fri Dec 15 19:43:55 GMT 2023 , Edited by admin on Fri Dec 15 19:43:55 GMT 2023
PRIMARY
CAS
121-34-6
Created by admin on Fri Dec 15 19:43:55 GMT 2023 , Edited by admin on Fri Dec 15 19:43:55 GMT 2023
PRIMARY
ECHA (EC/EINECS)
204-466-8
Created by admin on Fri Dec 15 19:43:55 GMT 2023 , Edited by admin on Fri Dec 15 19:43:55 GMT 2023
PRIMARY
Related Record Type Details
PARENT -> CONSTITUENT ALWAYS PRESENT
PARENT -> CONSTITUENT ALWAYS PRESENT
Related Record Type Details
PARENT -> METABOLITE
In incubation medium and skin vanillic acid ranged from 0.11 to 7.97% of the radioactivity in each sample at all concentrations.
SKIN
PARENT -> METABOLITE