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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
Urinary trans,trans-muconic acid determined by liquid chromatography: application in biological monitoring of benzene exposure.
1993 Sep
Alicycliphilus denitrificans gen. nov., sp. nov., a cyclohexanol-degrading, nitrate-reducing beta-proteobacterium.
2003 Jan
Gastrointestinally distributed UDP-glucuronosyltransferase 1A10, which metabolizes estrogens and nonsteroidal anti-inflammatory drugs, depends upon phosphorylation.
2004 Jul 2
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
Vanillate metabolism in Corynebacterium glutamicum.
2005 Jul
Key enzymes of the protocatechuate branch of the beta-ketoadipate pathway for aromatic degradation in Corynebacterium glutamicum.
2005 Jun
Isolation of three new naturally occurring compounds from the culture of Micromonospora sp. P1068.
2005 Oct
Anti-inflammatory action of phenolic compounds from Gastrodia elata root.
2006 Oct
Transition metal-catalyzed nonoxidative decarboxylation reactions.
2006 Sep 5
Genome-wide investigation of aromatic acid transporters in Corynebacterium glutamicum.
2007 Mar
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
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
Antioxidant and radical scavenging properties of Malva sylvestris.
2009 Jul
Biochemistry and occurrence of o-demethylation in plant metabolism.
2010
Premature terminator analysis sheds light on a hidden world of bacterial transcriptional attenuation.
2010
Comparative genome analysis provides insights into the evolution and adaptation of Pseudomonas syringae pv. aesculi on Aesculus hippocastanum.
2010 Apr 19
Bioavailability of coffee chlorogenic acids and green tea flavan-3-ols.
2010 Aug
The metabolic enzyme CTP synthase forms cytoskeletal filaments.
2010 Aug
Photoenhanced degradation of veratraldehyde upon the heterogeneous ozone reactions.
2010 Jul 21
Synthesis of bosutinib from 3-methoxy-4-hydroxybenzoic acid.
2010 Jun 11
Genomes of three tomato pathogens within the Ralstonia solanacearum species complex reveal significant evolutionary divergence.
2010 Jun 15
Fungi unearthed: transcripts encoding lignocellulolytic and chitinolytic enzymes in forest soil.
2010 Jun 4
Nematicidal natural products from the aerial parts of Buddleja crispa.
2010 May
[Constituents of Gymnadenia conopsea].
2010 Nov
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