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
SMILES
COC1=C(O)C=CC(=C1)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)
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
Title | Date | PubMed |
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On the occurence of vanillic acid in human brain and cerebrospinal fluid. | 1976 Apr 23 |
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Urinary excretion of conjugated homovanillic acid, 3,4-dihydroxyphenylacetic acid, p-hydroxyphenylacetic acid, and vanillic acid by persons on their usual diet and patients with neuroblastoma. | 1979 Jul |
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Urinary trans,trans-muconic acid determined by liquid chromatography: application in biological monitoring of benzene exposure. | 1993 Sep |
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Effect of low and very low doses of simple phenolics on plant peroxidase activity. | 2004 Apr |
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Characterization of ligV essential for catabolism of vanillin by Sphingomonas paucimobilis SYK-6. | 2007 Oct |
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[Studies on chemical constituents of leaves of Cassia angustifolia]. | 2007 Sep |
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A complete collection of single-gene deletion mutants of Acinetobacter baylyi ADP1. | 2008 |
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Two new phenolic water-soluble constituents from branch bark of Davidia involucrata. | 2008 Apr 15 |
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Preparation of lipophilic alkyl (hydroxy)benzoates by solvent-free lipase-catalyzed esterification and transesterification. | 2008 Aug |
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Soybean seed extracts preferentially express genomic loci of Bradyrhizobium japonicum in the initial interaction with soybean, Glycine max (L.) Merr. | 2008 Aug |
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Genetic and computational identification of a conserved bacterial metabolic module. | 2008 Dec |
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A norsesquiterpene lactone and a benzoic acid derivative from the leaves of Cyclocarya paliurus and their glucosidase and glycogen phosphorylase inhibiting activities. | 2008 Feb |
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Bacterial carbon processing by generalist species in the coastal ocean. | 2008 Feb 7 |
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Properties of the reversible nonoxidative vanillate/4-hydroxybenzoate decarboxylase from Bacillus subtilis. | 2008 Jan |
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Crystal structure of the outer membrane protein OpdK from Pseudomonas aeruginosa. | 2008 Jul |
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Complete genome sequence of the N2-fixing broad host range endophyte Klebsiella pneumoniae 342 and virulence predictions verified in mice. | 2008 Jul 25 |
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Screen for localized proteins in Caulobacter crescentus. | 2008 Mar 12 |
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Chemical profile of rums as a function of their origin. The use of chemometric techniques for their identification. | 2008 Mar 12 |
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Comparative analysis of Acinetobacters: three genomes for three lifestyles. | 2008 Mar 19 |
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Encapsulation of flavor molecules, 4-hydroxy-3-methoxy benzoic acid, into layered inorganic nanoparticles for controlled release of flavor. | 2008 Oct |
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Aromatic degradative pathways in Acinetobacter baylyi underlie carbon catabolite repression. | 2008 Oct |
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Carbon metabolism of the moderately acid-tolerant acetogen Clostridium drakei isolated from peat. | 2008 Oct |
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Arabidopsis GH3.12 (PBS3) conjugates amino acids to 4-substituted benzoates and is inhibited by salicylate. | 2009 Apr 10 |
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Serratene triterpenoids from Palhinhaea cernua var. sikkimensis. | 2009 Dec |
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Cytoplasmic acidification and the benzoate transcriptome in Bacillus subtilis. | 2009 Dec 14 |
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Antioxidant and radical scavenging properties of Malva sylvestris. | 2009 Jul |
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Antimicrobial phenolic compounds from Anabasis aphylla L. | 2009 Mar |
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Biochemistry and occurrence of o-demethylation in plant metabolism. | 2010 |
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Premature terminator analysis sheds light on a hidden world of bacterial transcriptional attenuation. | 2010 |
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Comparative genome analysis provides insights into the evolution and adaptation of Pseudomonas syringae pv. aesculi on Aesculus hippocastanum. | 2010 Apr 19 |
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Global transcriptome analysis of spore formation in Myxococcus xanthus reveals a locus necessary for cell differentiation. | 2010 Apr 26 |
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Bioavailability of coffee chlorogenic acids and green tea flavan-3-ols. | 2010 Aug |
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The metabolic enzyme CTP synthase forms cytoskeletal filaments. | 2010 Aug |
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Quinone-dependent D-lactate dehydrogenase Dld (Cg1027) is essential for growth of Corynebacterium glutamicum on D-lactate. | 2010 Dec 15 |
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Single-gene tuning of Caulobacter cell cycle period and noise, swarming motility, and surface adhesion. | 2010 Dec 21 |
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Enrichment of acetogenic bacteria in high rate anaerobic reactors under mesophilic and thermophilic conditions. | 2010 Jul |
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Photoenhanced degradation of veratraldehyde upon the heterogeneous ozone reactions. | 2010 Jul 21 |
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Synthesis of bosutinib from 3-methoxy-4-hydroxybenzoic acid. | 2010 Jun 11 |
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Genomes of three tomato pathogens within the Ralstonia solanacearum species complex reveal significant evolutionary divergence. | 2010 Jun 15 |
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Fungi unearthed: transcripts encoding lignocellulolytic and chitinolytic enzymes in forest soil. | 2010 Jun 4 |
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YfiBNR mediates cyclic di-GMP dependent small colony variant formation and persistence in Pseudomonas aeruginosa. | 2010 Mar 12 |
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Nematicidal natural products from the aerial parts of Buddleja crispa. | 2010 May |
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The beta-ketoadipate pathway of Acinetobacter baylyi undergoes carbon catabolite repression, cross-regulation and vertical regulation, and is affected by Crc. | 2010 May |
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[Constituents of Gymnadenia conopsea]. | 2010 Nov |
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Ether cleaving methyltransferases of the strict anaerobe Acetobacterium dehalogenans: controlling the substrate spectrum by genetic engineering of the N-terminus. | 2010 Oct |
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The mouse eugenol odorant receptor: structural and functional plasticity of a broadly tuned odorant binding pocket. | 2011 Feb 8 |
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Methylenebissantin: a rare methylene-bridged bisflavonoid from Dodonaea viscosa which inhibits Plasmodium falciparum enoyl-ACP reductase. | 2012 Jan 1 |
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Antifungal efficacy of some natural phenolic compounds against significant pathogenic and toxinogenic filamentous fungi. | 2013 Oct |
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Resveratrol and EGCG bind directly and distinctively to miR-33a and miR-122 and modulate divergently their levels in hepatic cells. | 2014 Jan |
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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 |
Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 19:55:14 GMT 2025
by
admin
on
Mon Mar 31 19:55:14 GMT 2025
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Record UNII |
GM8Q3JM2Y8
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Record Status |
Validated (UNII)
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Record Version |
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m11389
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DB02130
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VANILLIC ACID
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121-34-6
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Related Record | Type | Details | ||
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PARENT -> CONSTITUENT ALWAYS PRESENT |
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PARENT -> CONSTITUENT ALWAYS PRESENT |
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Related Record | Type | Details | ||
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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
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PARENT -> METABOLITE |
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