1-HYDROXY-2-NAPHTHOIC ACID

Details

Stereochemistry	ACHIRAL
Molecular Formula	C11H8O3
Molecular Weight	188.1794
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=C1O

InChI

InChIKey=SJJCQDRGABAVBB-UHFFFAOYSA-N

InChI=1S/C11H8O3/c12-10-8-4-2-1-3-7(8)5-6-9(10)11(13)14/h1-6,12H,(H,13,14)

HIDE SMILES / InChI

Molecular Formula	C11H8O3
Molecular Weight	188.1794
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
Methyl-1-hydroxy-2-naphthoate, a novel naphthol derivative, inhibits lipopolysaccharide-induced inflammatory response in macrophages via suppression of NF-κB, JNK and p38 MAPK pathways.	2011-09	21667204
Sorption of two naphthoic acids to goethite surface under flow through conditions.	2010-12-01	21058642
Effects of pyrene and fluoranthene on the degradation characteristics of phenanthrene in the cometabolism process by Sphingomonas sp. strain PheB4 isolated from mangrove sediments.	2010-11	20708757
Synthesis of a new zwitterionic surfactant containing an imidazolium ring. Evaluating the chameleon-like behavior of zwitterionic micelles.	2010-10-19	20849116
Biodegradation of phenanthrene by Alcaligenes sp. strain PPH: partial purification and characterization of 1-hydroxy-2-naphthoic acid hydroxylase.	2010-10	20727010
Enabling the intestinal absorption of highly polar antiviral agents: ion-pair facilitated membrane permeation of zanamivir heptyl ester and guanidino oseltamivir.	2010-08-02	20536260
Real-time detection of viable microorganisms by intracellular phototautomerism.	2010-06-18	20565844
Citrinin selective molecularly imprinted polymers for SPE.	2010-04	20175088
Transforming rhinacanthin analogues from potent anticancer agents into potent antimalarial agents.	2010-02-11	20067272
Study of the degradation activity and the strategies to promote the bioavailability of phenanthrene by Sphingomonas paucimobilis strain 20006FA.	2010-02	19609598
Synthesis and anticancer evaluation of naphthoquinone esters with 2'-cyclopentyl and 2'-cyclohexyl substituents.	2010	20530913
Molecular basis of substrate promiscuity for the SAM-dependent O-methyltransferase NcsB1, involved in the biosynthesis of the enediyne antitumor antibiotic neocarzinostatin.	2009-10-13	19702337
Biodegradation of phenanthrene by Pseudomonas sp. strain PPD: purification and characterization of 1-hydroxy-2-naphthoic acid dioxygenase.	2009-09	19574301
Quasi-equilibrium analysis of the ion-pair mediated membrane transport of low-permeability drugs.	2009-07-01	19264104
Emulsifying agent production during PAHs degradation by the white rot fungus Pleurotus ostreatus D1.	2009-06	19194747
[Effect of elevation of 1-hydroxy-2-naphthoic acid concentration on the lag phase of Arthrobacter sp. K3: kinetic analysis].	2009-05-20	19449734
Hydroxynaphthoic acid isomer sorption onto goethite.	2009-05-01	19268299
[Phenanthrene and anthracene degradation by microorganisms of the genus Rhodococcus].	2009-04-23	19382706
Bacterial degradation of aromatic compounds.	2009-01	19440284
Fluorescence of zirconium-naphthalene complexes: effect of ortho-naphthalene substitution.	2008-12-01	18356097
Degradation of phenanthrene and anthracene by Nocardia otitidiscaviarum strain TSH1, a moderately thermophilic bacterium.	2008-08	18312570
Salicylate 1,2-dioxygenase from Pseudaminobacter salicylatoxidans: crystal structure of a peculiar ring-cleaving dioxygenase.	2008-07-25	18572191
Conversion of polycyclic aromatic hydrocarbons by Sphingomonas sp. VKM B-2434.	2008-07	17957485
A microcosm system and an analytical protocol to assess PAH degradation and metabolite formation in soils.	2008-06	17849221
Ammonium 1-hydr-oxy-2-naphthoate.	2008-04-10	21202303
[Phenanthrene degradation by bacteria of the genera Pseudomonas and Burkholderia in model soil systems].	2008-03-28	18365717
Environmental influences on the partitioning and diffusion of hydrophobic organic contaminants in microbial biofilms.	2008-03-15	18409626
Tetra-aqua-bis(1-hydr-oxy-2-naphthoato-κO)magnesium(II).	2008-03-14	21202009
Tetra-aqua-bis(1-hydr-oxy-2-naphthoato-κO)zinc(II).	2007-12-06	21200621
Sorption of 1-hydroxy-2-naphthoic acid to goethite, lepidocrocite and ferrihydrite: batch experiments and infrared study.	2007-12	17689586
The chameleon-like nature of zwitterionic micelles. Control of anion and cation binding in sulfobetaine micelles. Effects on acid equilibria and rates.	2007-10-18	17894484
Biodegradation of phenanthrene by fungi screened from nature.	2007-08-01	19070127
Novel viscoelastic systems from cationic surfactants and hydrophobic counter-ions: influence of surfactant chain length.	2007-08-01	17547936
Sorption of two aromatic acids onto iron oxides: experimental study and modeling.	2007-05-15	17303153
Degradation of phenanthrene by Burkholderia sp. C3: initial 1,2- and 3,4-dioxygenation and meta- and ortho-cleavage of naphthalene-1,2-diol.	2007-02	16491303
A study of the interaction between humic acids and acidic metabolites of phenanthrene by capillary electrophoresis.	2006-12	17305248
Phenanthrene degradation in Arthrobacter sp. P1-1: initial 1,2-, 3,4- and 9,10-dioxygenation, and meta- and ortho-cleavages of naphthalene-1,2-diol after its formation from naphthalene-1,2-dicarboxylic acid and hydroxyl naphthoic acids.	2006-12	16777186
Degradation pathways of phenanthrene by Sinorhizobium sp. C4.	2006-08	16317542
Preliminary crystallographic analysis of salicylate 1,2-dioxygenase from Pseudaminobacter salicylatoxidans.	2006-06-01	16754979
Synthesis of novel 2-(2'-cyclopentyl)- and 2-(2'-cyclohexyl) substituted 1-naphthol derivatives with anticyclooxygenase activity.	2006	17168729
[Cloning and analysis of genes encoding 2-naphthoate monooxygenase and NADH:flavin oxidoreductase].	2005-08	16245870
Formation constants of chromium(III), scandium(III) and yttrium(III) complexes of some hydroxy naphthoic acids.	2005-05	15863914
Sorption of naphthalene derivatives to soils from a long-term field experiment.	2005-04	15792661
An experimental and theoretical investigation of the photophysics of 1-hydroxy-2-naphthoic acid.	2005-03-31	16833586
Catabolic role of a three-component salicylate oxygenase from Sphingomonas yanoikuyae B1 in polycyclic aromatic hydrocarbon degradation.	2005-02-18	15649397
Influence of EDA-pi interactions in drug encapsulation using nanospheres.	2004-12-07	15568069
O-phthalic acid, a dead-end product in one of the two pathways of phenanthrene degradation in Pseudomonas sp. strain PP2.	2004-10	22900278
Molecular characterization of a phenanthrene degradation pathway in Mycobacterium vanbaalenii PYR-1.	2004-09-10	15313184
Degradation of aromatic hydrocarbons by Sphingomonas paucimobilis strain EPA505.	2004-08	15386141
Interaction of phenanthrene and its primary metabolite (1-hydroxy-2-naphthoic acid) with estuarine sediments and humic fractions.	2004-08	15240164

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:54:30 GMT 2025` Edited by `admin` on `Mon Mar 31 18:54:30 GMT 2025`
Record UNII	U8LZ3R07L8
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

NSC-3717

Preferred Name

English

1-HYDROXY-2-NAPHTHOIC ACID

Systematic Name

English

1-HYDROXY-2-NAPHTHOIC ACID [MI]

Common Name

English

2-NAPHTHALENECARBOXYLIC ACID, 1-HYDROXY-

Common Name

English

1-NAPHTHOL-2-CARBOXYLIC ACID

Systematic Name

English

2-CARBOXY-1-NAPHTHOL

Systematic Name

English

1-HYDROXY-2-NAPHTHALENECARBOXYLIC ACID

Systematic Name

English

Code System Code Type Description

FDA UNII

U8LZ3R07L8