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93-09-4 | 2-Naphthoic acid
CAS No: 93-09-4 Catalog No: AG0033EL MDL No:MFCD00004101
Product Description
Catalog Number:
AG0033EL
Chemical Name:
2-Naphthoic acid
CAS Number:
93-09-4
Molecular Formula:
C11H8O2
Molecular Weight:
172.1800
MDL Number:
MFCD00004101
IUPAC Name:
naphthalene-2-carboxylic acid
InChI:
InChI=1S/C11H8O2/c12-11(13)10-6-5-8-3-1-2-4-9(8)7-10/h1-7H,(H,12,13)
InChI Key:
UOBYKYZJUGYBDK-UHFFFAOYSA-N
SMILES:
OC(=O)c1ccc2c(c1)cccc2
EC Number:
202-217-8
UNII:
QLG01V0W2L
NSC Number:
59901
Properties
Complexity:
200
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
172.052g/mol
Formal Charge:
0
Heavy Atom Count:
13
Hydrogen Bond Acceptor Count:
2
Hydrogen Bond Donor Count:
1
Isotope Atom Count:
0
Molecular Weight:
172.183g/mol
Monoisotopic Mass:
172.052g/mol
Rotatable Bond Count:
1
Topological Polar Surface Area:
37.3A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
3.3
Literature
| Title | Journal |
|---|---|
| Developmental toxicity and endocrine disruption of naphthenic acids on the early life stage of zebrafish (Danio rerio). | Journal of applied toxicology : JAT 20151201 |
| Exploring a 2-naphthoic acid template for the structure-based design of P2Y14 receptor antagonist molecular probes. | ACS chemical biology 20141219 |
| Effects of polar oil related hydrocarbons on steroidogenesis in vitro in H295R cells. | Chemosphere 20130601 |
| Commercial naphthenic acids and the organic fraction of oil sands process water induce different effects on pro-inflammatory gene expression and macrophage phagocytosis in mice. | Journal of applied toxicology : JAT 20121201 |
| Dissolution of weak acids under laminar flow and rotating disk hydrodynamic conditions: application of a comprehensive convection-diffusion-migration-reaction transport model. | Journal of pharmaceutical sciences 20120901 |
| Methanogenic biodegradation of two-ringed polycyclic aromatic hydrocarbons. | FEMS microbiology ecology 20120701 |
| Structure-activity relationships for allosteric NMDA receptor inhibitors based on 2-naphthoic acid. | Neuropharmacology 20120301 |
| Mass spectrometry of rhenium complexes: a comparative study by using LDI-MS, MALDI-MS, PESI-MS and ESI-MS. | Journal of mass spectrometry : JMS 20120301 |
| ortho-Lithium/magnesium carboxylate-driven aromatic nucleophilic substitution reactions on unprotected naphthoic acids. | The Journal of organic chemistry 20120106 |
| Purification and properties of phenolic acid decarboxylase from Candida guilliermondii. | Journal of industrial microbiology & biotechnology 20120101 |
| C(5) modified uracil derivatives showing antiproliferative and erythroid differentiation inducing activities on human chronic myelogenous leukemia K562 cells. | European journal of pharmacology 20111215 |
| Anaerobic naphthalene degradation by Gram-positive, iron-reducing bacteria. | FEMS microbiology ecology 20111201 |
| Isonicotinamide-2-naphthoic acid (1/1). | Acta crystallographica. Section E, Structure reports online 20111201 |
| Commercial naphthenic acids and the organic fraction of oil sands process water downregulate pro-inflammatory gene expression and macrophage antimicrobial responses. | Toxicology letters 20110530 |
| Genomic insights into the metabolic potential of the polycyclic aromatic hydrocarbon degrading sulfate-reducing Deltaproteobacterium N47. | Environmental microbiology 20110501 |
| Dual biomarkers of anaerobic hydrocarbon degradation in historically contaminated groundwater. | Environmental science & technology 20110415 |
| Identification of new enzymes potentially involved in anaerobic naphthalene degradation by the sulfate-reducing enrichment culture N47. | Archives of microbiology 20110401 |
| Effects of a fluorescent Myosin light chain phosphatase inhibitor on prostate cancer cells. | Frontiers in oncology 20110101 |
| Mechanistic studies of the 'blue' Cu enzyme, bilirubin oxidase, as a highly efficient electrocatalyst for the oxygen reduction reaction. | Physical chemistry chemical physics : PCCP 20101114 |
| Novel naphthalene-based inhibitors of Trypanosoma brucei RNA editing ligase 1. | PLoS neglected tropical diseases 20100801 |
| Regioselective oxidation of indole- and quinolinecarboxylic acids by cytochrome P450 CYP199A2. | Applied microbiology and biotechnology 20100201 |
| Genome sequence of the deltaproteobacterial strain NaphS2 and analysis of differential gene expression during anaerobic growth on naphthalene. | PloS one 20100101 |
| Effect-directed identification of naphthenic acids as important in vitro xeno-estrogens and anti-androgens in North sea offshore produced water discharges. | Environmental science & technology 20091101 |
| Thermostable lipases from the extreme thermophilic anaerobic bacteria Thermoanaerobacter thermohydrosulfuricus SOL1 and Caldanaerobacter subterraneus subsp. tengcongensis. | Extremophiles : life under extreme conditions 20090901 |
| Discovery of 2-naphthoic acid monooxygenases by genome mining and their use as biocatalysts. | ChemSusChem 20090720 |
| Intercalation of naphthoic acid into Zn/Al layered double hydroxide. | Journal of nanoscience and nanotechnology 20090101 |
| Structures and vibrational frequencies of 2-naphthoic acid and 6-bromo-2-naphthoic acid based on density functional theory calculations. | Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20080601 |
| Cooperativity and selectivity in chemomechanical polyethylenimine gels. | Langmuir : the ACS journal of surfaces and colloids 20071009 |
| Gentisate 1,2-dioxygenase from Xanthobacter polyaromaticivorans 127W. | Bioscience, biotechnology, and biochemistry 20070101 |
| Methylation is the initial reaction in anaerobic naphthalene degradation by a sulfate-reducing enrichment culture. | Environmental microbiology 20060201 |
| Allergenicity and cross-reactivity of naphthenic acid and its metallic salts in experimental animals. | Contact dermatitis 20060101 |
| Nonaqueous synthesis of a selectively modified, highly anionic sulfopropyl ether derivative of cyclomaltoheptaose (beta-cyclodextrin) in the presence of 18-crown-6. | Carbohydrate research 20050815 |
| [Cloning and analysis of genes encoding 2-naphthoate monooxygenase and NADH:flavin oxidoreductase]. | Wei sheng wu xue bao = Acta microbiologica Sinica 20050801 |
| Metabolic biomarkers for monitoring in situ anaerobic hydrocarbon degradation. | Environmental health perspectives 20050101 |
| Enzymatic reactions in anaerobic 2-methylnaphthalene degradation by the sulphate-reducing enrichment culture N 47. | FEMS microbiology letters 20041101 |
| Anaerobic degradation of polycyclic aromatic hydrocarbons. | FEMS microbiology ecology 20040701 |
| 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. | Environmental science & technology 20040115 |
| Photolysis of naphthenic acids in natural surface water. | Journal of environmental science and health. Part A, Toxic/hazardous substances & environmental engineering 20040101 |
| [Cloning and expression of a 2-naphthoate monooxygenase gene (nmo) in Burkholderia sp. JT1500]. | Wei sheng wu xue bao = Acta microbiologica Sinica 20031001 |
| Spectral studies and molecular orbital PPP-calculations of some azo-dyes. | Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20021001 |
| Metabolic biomarkers for monitoring anaerobic naphthalene biodegradation in situ. | Environmental microbiology 20020901 |
| Identification and quantification of polar naphthalene derivatives in contaminated groundwater of a former gas plant site by liquid chromatography-electrospray ionization tandem mass spectrometry. | Journal of chromatography. A 20020823 |
| Regulation of the activity of intracellular alanylaminopeptidase synthesized by Pseudomonas sp. | Folia microbiologica 20020101 |
| Combined synthetic/CD strategy for the stereochemical assignment of the tricarballylic acid side chains of fumonisin B(1). | The Journal of organic chemistry 20010601 |
| 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. | Journal of microbiological methods 20010301 |
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