2-NAPHTHOIC ACID

Details

Stereochemistry	ACHIRAL
Molecular Formula	C11H8O2
Molecular Weight	172.18
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

OC(=O)C1=CC=C2C=CC=CC2=C1

InChI

InChIKey=UOBYKYZJUGYBDK-UHFFFAOYSA-N

InChI=1S/C11H8O2/c12-11(13)10-6-5-8-3-1-2-4-9(8)7-10/h1-7H,(H,12,13)

HIDE SMILES / InChI

Molecular Formula	C11H8O2
Molecular Weight	172.18
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
Effects of polar oil related hydrocarbons on steroidogenesis in vitro in H295R cells.	2013-06	23561572
Commercial naphthenic acids and the organic fraction of oil sands process water downregulate pro-inflammatory gene expression and macrophage antimicrobial responses.	2011-05-30	21396992
Genome sequence of the deltaproteobacterial strain NaphS2 and analysis of differential gene expression during anaerobic growth on naphthalene.	2010-11-19	21124915
Mechanistic studies of the 'blue' Cu enzyme, bilirubin oxidase, as a highly efficient electrocatalyst for the oxygen reduction reaction.	2010-11-14	20852807
Novel naphthalene-based inhibitors of Trypanosoma brucei RNA editing ligase 1.	2010-08-24	20808768
Regioselective oxidation of indole- and quinolinecarboxylic acids by cytochrome P450 CYP199A2.	2010-02	20112454
Effect-directed identification of naphthenic acids as important in vitro xeno-estrogens and anti-androgens in North sea offshore produced water discharges.	2009-11-01	19924924
Thermostable lipases from the extreme thermophilic anaerobic bacteria Thermoanaerobacter thermohydrosulfuricus SOL1 and Caldanaerobacter subterraneus subsp. tengcongensis.	2009-09	19579003
Discovery of 2-naphthoic acid monooxygenases by genome mining and their use as biocatalysts.	2009-07-20	19562794
Intercalation of naphthoic acid into Zn/Al layered double hydroxide.	2009-01	19441316
Structures and vibrational frequencies of 2-naphthoic acid and 6-bromo-2-naphthoic acid based on density functional theory calculations.	2008-06	17822949
Cooperativity and selectivity in chemomechanical polyethylenimine gels.	2007-10-09	17824717
Gentisate 1,2-dioxygenase from Xanthobacter polyaromaticivorans 127W.	2007-01	17213679
Methylation is the initial reaction in anaerobic naphthalene degradation by a sulfate-reducing enrichment culture.	2006-02	16423020
Allergenicity and cross-reactivity of naphthenic acid and its metallic salts in experimental animals.	2006-01	16426290
Nonaqueous synthesis of a selectively modified, highly anionic sulfopropyl ether derivative of cyclomaltoheptaose (beta-cyclodextrin) in the presence of 18-crown-6.	2005-08-15	15963959
[Cloning and analysis of genes encoding 2-naphthoate monooxygenase and NADH:flavin oxidoreductase].	2005-08	16245870
Metabolic biomarkers for monitoring in situ anaerobic hydrocarbon degradation.	2005-01	15626649
Enzymatic reactions in anaerobic 2-methylnaphthalene degradation by the sulphate-reducing enrichment culture N 47.	2004-11-01	15500985
Anaerobic degradation of polycyclic aromatic hydrocarbons.	2004-07-01	19712381
Combined application of stable carbon isotope analysis and specific metabolites determination for assessing in situ degradation of aromatic hydrocarbons in a tar oil-contaminated aquifer.	2004-01-15	14750740
Photolysis of naphthenic acids in natural surface water.	2004	15244322
[Cloning and expression of a 2-naphthoate monooxygenase gene (nmo) in Burkholderia sp. JT1500].	2003-10	16281557
Spectral studies and molecular orbital PPP-calculations of some azo-dyes.	2002-10	12396058
Metabolic biomarkers for monitoring anaerobic naphthalene biodegradation in situ.	2002-09	12220410
Identification and quantification of polar naphthalene derivatives in contaminated groundwater of a former gas plant site by liquid chromatography-electrospray ionization tandem mass spectrometry.	2002-08-23	12685567
Regulation of the activity of intracellular alanylaminopeptidase synthesized by Pseudomonas sp.	2002	12094730
Combined synthetic/CD strategy for the stereochemical assignment of the tricarballylic acid side chains of fumonisin B(1).	2001-06-01	11374984
The use of a solid adsorber resin for enrichment of bacteria with toxic substrates and to identify metabolites: degradation of naphthalene, O-, and m-xylene by sulfate-reducing bacteria.	2001-03-01	11165347

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 19:17:31 GMT 2025` Edited by `admin` on `Mon Mar 31 19:17:31 GMT 2025`
Record UNII	QLG01V0W2L
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

NSC-59901

Preferred Name

English

2-NAPHTHOIC ACID

Systematic Name

English

ISONAPHTHOIC ACID

Common Name

English

2-NAPHTHALENECARBOXYLIC ACID

Systematic Name

English

2-NAPHTHOIC ACID [MI]

Common Name

English

.BETA.-NAPHTHOIC ACID

Systematic Name

English

Code System Code Type Description

MESH

C030037