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Details

Stereochemistry ACHIRAL
Molecular Formula C8H8O4
Molecular Weight 168.147
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of VANILLIC ACID

SMILES

COc1cc(ccc1O)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 168.147
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Comamonas testosteroni BR6020 possesses a single genetic locus for extradiol cleavage of protocatechuate.
2001 Aug
Antiviral activity of Plantago major extracts and related compounds in vitro.
2002 Jul
Amperometric biosensors for detection of phenol using chemically modified electrodes containing immobilized bacteria.
2002 Oct
Signal quenching, detoxification and mineralization of vir gene-inducing phenolics by the VirH2 protein of Agrobacterium tumefaciens.
2004 Feb
Gastrointestinally distributed UDP-glucuronosyltransferase 1A10, which metabolizes estrogens and nonsteroidal anti-inflammatory drugs, depends upon phosphorylation.
2004 Jul 2
Phenyl methyl ethers: novel electron donors for respiratory growth of Desulfitobacterium hafniense and Desulfitobacterium sp. strain PCE-S.
2004 Mar
Characterization of natural organic matters effect on the biodegradation in the slow sand filter.
2004 Oct
Functional coupling between vanillate-O-demethylase and formaldehyde detoxification pathway.
2005 Dec 15
A blend of polyphenolic compounds explains the stimulatory effect of red wine on human endothelial NO synthase.
2005 Mar
[Study on the chemical constituents of Ardisia chinensis].
2006 Apr
[Chemical constitutents of Bauhinia aurea].
2006 Dec
Transcriptional regulation of catabolic pathways for aromatic compounds in Corynebacterium glutamicum.
2006 Dec 7
[Study on the chemical constituents of Mitragyna rotundifolia].
2006 Jun
Polypodium leucotomos extract: antioxidant activity and disposition.
2006 Jun
[Study on chemical constituents of Cyclocarya paliurus].
2006 May
Anti-inflammatory action of phenolic compounds from Gastrodia elata root.
2006 Oct
Transition metal-catalyzed nonoxidative decarboxylation reactions.
2006 Sep 5
Phenols and lignans from Chenopodium album.
2006 Sep-Oct
[Studies on chemical constituents from Serissa serissoides].
2007 Apr
Anaerobic oxalate consumption by microorganisms in forest soils.
2007 Apr
Genome-wide investigation of aromatic acid transporters in Corynebacterium glutamicum.
2007 Mar
Reactivity of hydroxybenzoic acids in the hydrogen-isotope exchange reaction.
2007 May
Characterization of ligV essential for catabolism of vanillin by Sphingomonas paucimobilis SYK-6.
2007 Oct
Oxanthrone C-glycosides and epoxynaphthoquinol from the roots of Rumex japonicus.
2007 Oct
[Studies on chemical constituents of leaves of Cassia angustifolia].
2007 Sep
Degradation of 3-O-methylgallate in Sphingomonas paucimobilis SYK-6 by pathways involving protocatechuate 4,5-dioxygenase.
2007 Sep
A complete collection of single-gene deletion mutants of Acinetobacter baylyi ADP1.
2008
Preparation of lipophilic alkyl (hydroxy)benzoates by solvent-free lipase-catalyzed esterification and transesterification.
2008 Aug
Soybean seed extracts preferentially express genomic loci of Bradyrhizobium japonicum in the initial interaction with soybean, Glycine max (L.) Merr.
2008 Aug
Genetic and computational identification of a conserved bacterial metabolic module.
2008 Dec
A norsesquiterpene lactone and a benzoic acid derivative from the leaves of Cyclocarya paliurus and their glucosidase and glycogen phosphorylase inhibiting activities.
2008 Feb
Bacterial carbon processing by generalist species in the coastal ocean.
2008 Feb 7
Crystal structure of the outer membrane protein OpdK from Pseudomonas aeruginosa.
2008 Jul
Screen for localized proteins in Caulobacter crescentus.
2008 Mar 12
Encapsulation of flavor molecules, 4-hydroxy-3-methoxy benzoic acid, into layered inorganic nanoparticles for controlled release of flavor.
2008 Oct
Aromatic degradative pathways in Acinetobacter baylyi underlie carbon catabolite repression.
2008 Oct
Premature terminator analysis sheds light on a hidden world of bacterial transcriptional attenuation.
2010
YfiBNR mediates cyclic di-GMP dependent small colony variant formation and persistence in Pseudomonas aeruginosa.
2010 Mar 12
[Constituents of Gymnadenia conopsea].
2010 Nov
Ether cleaving methyltransferases of the strict anaerobe Acetobacterium dehalogenans: controlling the substrate spectrum by genetic engineering of the N-terminus.
2010 Oct
Antifungal efficacy of some natural phenolic compounds against significant pathogenic and toxinogenic filamentous fungi.
2013 Oct
Resveratrol and EGCG bind directly and distinctively to miR-33a and miR-122 and modulate divergently their levels in hepatic cells.
2014 Jan
Vanillic acid prevents altered ion pumps, ions, inhibits Fas-receptor and caspase mediated apoptosis-signaling pathway and cardiomyocyte death in myocardial infarcted rats.
2015 May 5
Patents
Substance Class Chemical
Created
by admin
on Sat Jun 26 00:49:46 UTC 2021
Edited
by admin
on Sat Jun 26 00:49:46 UTC 2021
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
EPA CompTox
121-34-6
Created by admin on Sat Jun 26 00:49:46 UTC 2021 , Edited by admin on Sat Jun 26 00:49:46 UTC 2021
PRIMARY
PUBCHEM
8468
Created by admin on Sat Jun 26 00:49:46 UTC 2021 , Edited by admin on Sat Jun 26 00:49:46 UTC 2021
PRIMARY
EVMPD
SUB129304
Created by admin on Sat Jun 26 00:49:46 UTC 2021 , Edited by admin on Sat Jun 26 00:49:46 UTC 2021
PRIMARY
FDA UNII
GM8Q3JM2Y8
Created by admin on Sat Jun 26 00:49:46 UTC 2021 , Edited by admin on Sat Jun 26 00:49:46 UTC 2021
PRIMARY
MERCK INDEX
M11389
Created by admin on Sat Jun 26 00:49:46 UTC 2021 , Edited by admin on Sat Jun 26 00:49:46 UTC 2021
PRIMARY Merck Index
DRUG BANK
DB02130
Created by admin on Sat Jun 26 00:49:46 UTC 2021 , Edited by admin on Sat Jun 26 00:49:46 UTC 2021
PRIMARY
WIKIPEDIA
VANILLIC ACID
Created by admin on Sat Jun 26 00:49:46 UTC 2021 , Edited by admin on Sat Jun 26 00:49:46 UTC 2021
PRIMARY
CAS
121-34-6
Created by admin on Sat Jun 26 00:49:46 UTC 2021 , Edited by admin on Sat Jun 26 00:49:46 UTC 2021
PRIMARY
ECHA (EC/EINECS)
204-466-8
Created by admin on Sat Jun 26 00:49:46 UTC 2021 , Edited by admin on Sat Jun 26 00:49:46 UTC 2021
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