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Details

Stereochemistry ACHIRAL
Molecular Formula C7H6O3
Molecular Weight 138.1207
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 3-HYDROXYBENZOIC ACID

SMILES

OC(=O)C1=CC=CC(O)=C1

InChI

InChIKey=IJFXRHURBJZNAO-UHFFFAOYSA-N
InChI=1S/C7H6O3/c8-6-3-1-2-5(4-6)7(9)10/h1-4,8H,(H,9,10)

HIDE SMILES / InChI

Molecular Formula C7H6O3
Molecular Weight 138.1207
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Resveratrol and EGCG bind directly and distinctively to miR-33a and miR-122 and modulate divergently their levels in hepatic cells.
2014-01
Purification and characterization of the ncgl2923 -encoded 3-hydroxybenzoate 6-hydroxylase from Corynebacterium glutamicum.
2010-12
Aromatic C-methyltransferases with antipodal stereoselectivity for structurally diverse phenolic amino acids catalyze the methylation step in the biosynthesis of the actinomycin chromophore.
2010-11-16
[Constituents of Gymnadenia conopsea].
2010-11
Molecular cloning and characterization of a novel tomato xylosyltransferase specific for gentisic acid.
2010-10
Bis[2-(3-carboxyphenoxy)carbonylethyl]phosphinic acid (m-BCCEP): a novel affinity cross-linking reagent for the beta-cleft modification of human hemoglobin.
2010-08-18
The cobalt way to angucyclinones: asymmetric total synthesis of the antibiotics (+)-rubiginone B2, (-)-tetrangomycin, and (-)-8-O-methyltetrangomycin.
2010-08-02
Aqabamycins A-G: novel nitro maleimides from a marine Vibrio species. I. Taxonomy, fermentation, isolation and biological activities.
2010-06
Regioselective carboxylation of catechol by 3,4-dihydroxybenzoate decarboxylase of Enterobacter cloacae P.
2010-05
Structure-toxicity relationship of phenolic analogs as anti-melanoma agents: an enzyme directed prodrug approach.
2010-02-12
Simultaneous determination of phenolic acids and flavonoids in Lycium barbarum Linnaeus by HPLC-DAD-ESI-MS.
2010-02-05
Excited-state proton transfer of 3-hydroxybenzoic acid and 4-hydroxybenzoic acid.
2010-02
Interactions of unconjugated bilirubin with vesicles, cyclodextrins and micelles: new modeling and the role of high pKa values.
2010
MhbR, a LysR-type regulator involved in 3-hydroxybenzoate catabolism via gentisate in Klebsiella pneumoniae M5a1.
2010
Marinobacterium maritimum sp. nov., a marine bacterium isolated from Arctic sediment.
2009-12
Surface-enhanced spectroscopic investigation of the adsorption properties of hydroxybenzoic acid isomers onto metallic surfaces.
2009-09-15
Metabolic analysis of the soil microbe Dechloromonas aromatica str. RCB: indications of a surprisingly complex life-style and cryptic anaerobic pathways for aromatic degradation.
2009-08-03
Aqua-(2,9-dimethyl-1,10-phenanthroline-κN,N')bis-(3-hydroxy-benzoato-κO)manganese(II)-2,9-dimethyl-1,10-phenanthroline-water (1/1/1).
2009-07-11
Phenolic acids in black raspberry and in the gastrointestinal tract of pigs following ingestion of black raspberry.
2009-05
Virulent clones of Klebsiella pneumoniae: identification and evolutionary scenario based on genomic and phenotypic characterization.
2009
Diaqua-(2,9-dimethyl-1,10-phenanthroline-κN,N')(4-hydroxy-benzoato-κO,O')cobalt(II) nitrate dihydrate.
2008-11-22
Molecular structures of 3-hydroxybenzoic acid and 4-hydroxybenzoic acid, obtained by gas-phase electron diffraction and theoretical calculations.
2008-10-09
[Studies on chemical constituents of aerial parts of Ammopiptanthus mongolicus].
2008-10
The missing link: Bordetella petrii is endowed with both the metabolic versatility of environmental bacteria and virulence traits of pathogenic Bordetellae.
2008-09-30
Preparation of lipophilic alkyl (hydroxy)benzoates by solvent-free lipase-catalyzed esterification and transesterification.
2008-08
Examination and expansion of the substrate range of m-hydroxybenzoate hydroxylase.
2008-06-20
Application of the PM6 method to modeling the solid state.
2008-06
Cloning of the gene cluster responsible for the biosynthesis of brasilicardin A, a unique diterpenoid.
2008-03
Narrow-line waveguide terahertz time-domain spectroscopy of aspirin and aspirin precursors.
2008-03
Oxidative transformation of natural and synthetic phenolic mixtures by Trametes versicolor laccase.
2008-02-27
N'-(5-Bromo-2-hydroxy-benzyl-idene)-3-hydroxy-benzohydrazide.
2008-01-25
Bis(μ-3-hydroxy-benzoato)-κO:O;κO:O-bis-[bis-(1H-benzimidazole-κN)(3-hydroxy-benzoato-κO)nickel(II)] bis-(1H-benzimidazole-κN)bis-(3-hy-droxy-benzoato-κO)nickel(II) hexa-hydrate.
2008-01-23
Aqua-(3-hydroxy-benzoato-κO)bis-(1,10-phenanthroline-κN,N')cobalt(II) 3-hydroxy-benzoate penta-hydrate.
2008-01-23
N'-[4-(Dimethyl-amino)benzyl-idene]-3-hydroxy-benzohydrazide.
2008-01-18
Bis(μ-3-hydroxy-benzoato-κO,O':O)bis-[aqua-(3-hydroxy-benzoato-κO,O')(1,10-phenanthroline-κN,N')lead(II)] monohydrate.
2007-12-12
Electrochemical behavior and antioxidant and prooxidant activity of natural phenolics.
2007-10-24
Ligand specificity of MobR, a transcriptional regulator for the 3-hydroxybenzoate hydroxylase gene of Comamonas testosteroni KH122-3s.
2007-10-19
Crystal structures of two aromatic hydroxylases involved in the early tailoring steps of angucycline biosynthesis.
2007-09-21
Removal of small trihalomethane precursors from aqueous solution by nanofiltration.
2007-07-19
Salicylic acid inhibits gibberellin-induced alpha-amylase expression and seed germination via a pathway involving an abscisic-acid-inducible WRKY gene.
2007-06
Metabolism of 2-, 3- and 4-hydroxybenzoates by soil isolates Alcaligenes sp. strain PPH and Pseudomonas sp. strain PPD.
2007-03
Characterization of MobR, the 3-hydroxybenzoate-responsive transcriptional regulator for the 3-hydroxybenzoate hydroxylase gene of Comamonas testosteroni KH122-3s.
2006-12-15
Crystal structure of 3-hydroxybenzoate hydroxylase from Comamonas testosteroni has a large tunnel for substrate and oxygen access to the active site.
2006-12-15
Transcriptional regulation of catabolic pathways for aromatic compounds in Corynebacterium glutamicum.
2006-12-07
Expression of gentisate 1,2-dioxygenase (gdoA) genes involved in aromatic degradation in two haloarchaeal genera.
2006-12
Growth stimulation and inhibition effects of 4-hydroxybenzoic acid and some related compounds on the freshwater green alga Pseudokirchneriella subcapitata.
2006-11
Design and synthesis of benzoic acid derivatives as influenza neuraminidase inhibitors using structure-based drug design.
1997-12-05
Direct analysis of salicylic acid, salicyl acyl glucuronide, salicyluric acid and gentisic acid in human plasma and urine by high-performance liquid chromatography.
1996-01-12
An enzymic assay for uric acid in serum and urine compared with HPLC.
1989-03
Urinary p-aminobenzoic acid determined in the pancreatic function test by liquid chromatography, with electrochemical detection.
1982-02
Patents
Substance Class Chemical
Created
by admin
on Mon Mar 31 19:16:16 GMT 2025
Edited
by admin
on Mon Mar 31 19:16:16 GMT 2025
Record UNII
2ZFW40OJ7U
Record Status Validated (UNII)
Record Version
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Name Type Language
3-HYDROXYBENZOIC ACID
INCI  
INCI  
Official Name English
AC PE 3HB
Preferred Name English
M-HYDROXYBENZOIC ACID
Systematic Name English
BENZOIC ACID, 3-HYDROXY-
Common Name English
3-CARBOXYPHENOL
Systematic Name English
BENZOIC ACID, M-HYDROXY-
Common Name English
M-CARBOXYPHENOL
Systematic Name English
NSC-55746
Code English
M-SALICYLIC ACID
Common Name English
Code System Code Type Description
FDA UNII
2ZFW40OJ7U
Created by admin on Mon Mar 31 19:16:16 GMT 2025 , Edited by admin on Mon Mar 31 19:16:16 GMT 2025
PRIMARY
CAS
99-06-9
Created by admin on Mon Mar 31 19:16:16 GMT 2025 , Edited by admin on Mon Mar 31 19:16:16 GMT 2025
PRIMARY
CHEBI
30764
Created by admin on Mon Mar 31 19:16:16 GMT 2025 , Edited by admin on Mon Mar 31 19:16:16 GMT 2025
PRIMARY
NSC
55746
Created by admin on Mon Mar 31 19:16:16 GMT 2025 , Edited by admin on Mon Mar 31 19:16:16 GMT 2025
PRIMARY
ECHA (EC/EINECS)
202-726-5
Created by admin on Mon Mar 31 19:16:16 GMT 2025 , Edited by admin on Mon Mar 31 19:16:16 GMT 2025
PRIMARY
EPA CompTox
DTXSID6021610
Created by admin on Mon Mar 31 19:16:16 GMT 2025 , Edited by admin on Mon Mar 31 19:16:16 GMT 2025
PRIMARY
PUBCHEM
7420
Created by admin on Mon Mar 31 19:16:16 GMT 2025 , Edited by admin on Mon Mar 31 19:16:16 GMT 2025
PRIMARY
WIKIPEDIA
3-HYDROXYBENZOIC ACID
Created by admin on Mon Mar 31 19:16:16 GMT 2025 , Edited by admin on Mon Mar 31 19:16:16 GMT 2025
PRIMARY
Related Record Type Details
PARENT -> CONSTITUENT ALWAYS PRESENT
SALT/SOLVATE -> PARENT