Structural search and advanced query search is temporarily unavailable. We are working to fix this issue. Thank you for your support and patience.


N-Acetylanthranilate (M2MDB001659)

Record Information
Version2.0
Creation Date2012-07-30 14:55:06 -0600
Update Date2015-06-03 17:21:00 -0600
Secondary Accession Numbers
  • ECMDB21251
Identification
Name:N-Acetylanthranilate
DescriptionN-acetylanthranilate is a member of the chemical class known as Benzoic Acid and Derivatives. These are organic compounds containing a carboxylic acid substituent attached to a benzene ring.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms:
  • 2-(Acetylamino)-benzoate
  • 2-(Acetylamino)-benzoic acid
  • 2-(Acetylamino)benzoate
  • 2-(Acetylamino)benzoic acid
  • 2-Acetamidobenzoate
  • 2-Acetamidobenzoic acid
  • 2-Carboxyacetanilide
  • Acetylanthranilate
  • Acetylanthranilic acid
  • N-(Acetylamino)benzoate
  • N-(Acetylamino)benzoic acid
  • N-Acetyl-Anthranilate
  • N-Acetyl-Anthranilic acid
  • N-Acetylanthranilate
  • N-Acetylanthranilic acid
  • O-Acetamidobenzoate
  • O-Acetamidobenzoic acid
  • O-Acetoaminobenozate
  • O-Acetoaminobenozic acid
  • O-Acetoaminobenzoate
  • O-Acetoaminobenzoic acid
  • O-Acetylaminobenzoate
  • O-Acetylaminobenzoic acid
Chemical Formula:C9H9NO3
Weight:Average: 179.1727
Monoisotopic: 179.058243159
InChI Key:QSACCXVHEVWNMX-UHFFFAOYSA-N
InChI:InChI=1S/C9H9NO3/c1-6(11)10-8-5-3-2-4-7(8)9(12)13/h2-5H,1H3,(H,10,11)(H,12,13)
CAS number:89-52-1
IUPAC Name:2-acetamidobenzoic acid
Traditional IUPAC Name:N-acetylanthranilic acid
SMILES:CC(=O)NC1=CC=CC=C1C(O)=O
Chemical Taxonomy
Description belongs to the class of organic compounds known as benzoic acids. These are organic Compounds containing a benzene ring which bears at least one carboxyl group.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassBenzoic acids and derivatives
Direct ParentBenzoic acids
Alternative Parents
Substituents
  • Benzoic acid
  • Benzoyl
  • Carboximidic acid
  • Carboximidic acid derivative
  • Carboxylic acid derivative
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Organic nitrogen compound
  • Organonitrogen compound
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Physical Properties
State:Solid
Charge:-1
Melting point:184-187 °C
Experimental Properties:
PropertyValueSource
LogP:1.88PhysProp
Predicted Properties
PropertyValueSource
Water Solubility1.47 g/LALOGPS
logP1ALOGPS
logP1.52ChemAxon
logS-2.1ALOGPS
pKa (Strongest Acidic)3.56ChemAxon
pKa (Strongest Basic)-4.5ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area66.4 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity48.18 m³·mol⁻¹ChemAxon
Polarizability17.48 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular Locations:Cytoplasm
Reactions:
Acetyl-CoA + 2-Aminobenzoic acid > N-Acetylanthranilate + Coenzyme A
SMPDB Pathways:Not Available
KEGG Pathways:Not Available
EcoCyc Pathways:Not Available
Concentrations
Not Available
Spectra
Spectra:
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_1_2) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-01q9-0900000000-98ecbac41865fa873e57View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03ki-0900000000-db32b3840a223e368fe8View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00dl-7900000000-9440ccd1677d1a6f3061View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-003r-0900000000-2d418f1358ec334ff2f5View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-001l-3900000000-cb2cef9c79532f5ea86fView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9600000000-757e96390d01e77d17dcView in MoNA
MSMass Spectrum (Electron Ionization)Not AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
References
References:Not Available
Synthesis Reference:Not Available
Material Safety Data Sheet (MSDS)Not Available
External Links:
ResourceLink
CHEBI ID16803
HMDB IDNot Available
Pubchem Compound ID6971
Kegg IDC06332
ChemSpider ID6705
Wikipedia IDN-Acetylanthranilic acid
BioCyc IDN-ACETYLANTHRANILATE
EcoCyc IDN-ACETYLANTHRANILATE
Ligand ExpoZZ8

Enzymes

Protein Details
1. N-hydroxyarylamine O-acetyltransferase
General function:
Involved in acetyltransferase activity
Specific function:
Acetyl-CoA + an N-hydroxyarylamine = CoA + an N-acetoxyarylamine
Gene Name:
nhoA
Uniprot ID:
P77567
Molecular weight:
32274
Reactions
Acetyl-CoA + an N-hydroxyarylamine = CoA + an N-acetoxyarylamine.