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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:51:18 UTC
Update Date2019-07-23 06:11:35 UTC
HMDB IDHMDB0032706
Secondary Accession Numbers
  • HMDB32706
Metabolite Identification
Common Name(2-Naphthalenyloxy)acetic acid
Description(2-Naphthalenyloxy)acetic acid, also known as 2-NOXA or beta-naphthoxyacetic acid, belongs to the class of organic compounds known as phenoxyacetic acid derivatives. Phenoxyacetic acid derivatives are compounds containing an anisole where the methane group is linked to an acetic acid or a derivative (2-Naphthalenyloxy)acetic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
Data?1563862295
Synonyms
ValueSource
(2-Naphthyloxy)acetic acidChEBI
(beta-Naphthalenyloxy)acetic acidChEBI
2-Naphthoxyacetic acidChEBI
2-NOXAChEBI
beta-Naphthoxyacetic acidChEBI
beta-Naphthyloxyacetic acidChEBI
NOXAChEBI
O-(2-Naphthyl)glycolic acidChEBI
(2-Naphthyloxy)acetateGenerator
(b-Naphthalenyloxy)acetateGenerator
(b-Naphthalenyloxy)acetic acidGenerator
(beta-Naphthalenyloxy)acetateGenerator
(Β-naphthalenyloxy)acetateGenerator
(Β-naphthalenyloxy)acetic acidGenerator
2-NaphthoxyacetateGenerator
b-NaphthoxyacetateGenerator
b-Naphthoxyacetic acidGenerator
beta-NaphthoxyacetateGenerator
Β-naphthoxyacetateGenerator
Β-naphthoxyacetic acidGenerator
b-NaphthyloxyacetateGenerator
b-Naphthyloxyacetic acidGenerator
beta-NaphthyloxyacetateGenerator
Β-naphthyloxyacetateGenerator
Β-naphthyloxyacetic acidGenerator
O-(2-Naphthyl)glycolateGenerator
(2-Naphthalenyloxy)acetateGenerator
(2-Naphthalenyloxy)-acetic acidHMDB
(2-Naphthloxy)acetic acidHMDB
(2-Naphthoxy)acetic acidHMDB
(2-Naphthyloxy)-acetic acidHMDB
(2-Naphthyloxy)acetic acid, 8ci, bsi, isoHMDB
(b-Naphthyloxy)acetic acidHMDB
(Naphthalen-2-yloxy)acetic acidHMDB
2-(2-Naphthalenyloxy)-acetic acidHMDB
2-Naphthalenoxyacetic acidHMDB
2-Naphthyloxyacetic acidHMDB
BetapalHMDB
BetoksonHMDB
BetoxonHMDB
Glycollic acid 2-naphthyl etherHMDB
Naphthoxyacetic acidHMDB
Naphthyloxyacetic acidHMDB
(2-Naphthalenyloxy)acetic acidChEBI
2-NaphthyloxyacetateGenerator
Chemical FormulaC12H10O3
Average Molecular Weight202.206
Monoisotopic Molecular Weight202.062994186
IUPAC Name2-(naphthalen-2-yloxy)acetic acid
Traditional NameNOXA
CAS Registry Number120-23-0
SMILES
OC(=O)COC1=CC2=CC=CC=C2C=C1
InChI Identifier
InChI=1S/C12H10O3/c13-12(14)8-15-11-6-5-9-3-1-2-4-10(9)7-11/h1-7H,8H2,(H,13,14)
InChI KeyRZCJYMOBWVJQGV-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as phenoxyacetic acid derivatives. Phenoxyacetic acid derivatives are compounds containing an anisole where the methane group is linked to an acetic acid or a derivative.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassPhenoxyacetic acid derivatives
Direct ParentPhenoxyacetic acid derivatives
Alternative Parents
Substituents
  • Phenoxyacetate
  • Naphthalene
  • Alkyl aryl ether
  • Monocarboxylic acid or derivatives
  • Ether
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aromatic homopolycyclic compound
Molecular FrameworkAromatic homopolycyclic compounds
External Descriptors
Ontology
Disposition

Biological location:

Source:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point156 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.19 g/LALOGPS
logP2.73ALOGPS
logP2.28ChemAxon
logS-3ALOGPS
pKa (Strongest Acidic)4ChemAxon
pKa (Strongest Basic)-4.9ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area46.53 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity55.06 m³·mol⁻¹ChemAxon
Polarizability20.85 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0f96-3920000000-ccdbee21002ca02f4246Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-05g0-9320000000-646320296a1b280b171cSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-0006-0900000000-61eabcda23b463ad061dSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-0006-0900000000-5bbf9a8480a61fb64e03Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-0006-0900000000-06571e3058d2bc21999eSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-0006-0900000000-5aba815137bf69b1b1e8Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-0006-0900000000-68f706ae6972f25a5122Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-0006-0900000000-ca00c881f5399afe1563Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-014l-0900000000-75f44afa28d921ca5cb1Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-014i-0900000000-f041394d8d4d914d3446Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-014i-0900000000-091fbafe7a367e7d1157Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-0a4i-0900000000-2514bcb97b9314444579Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-0a4i-0900000000-24430b46ba77c90bda89Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-0a6r-0900000000-f14611a76141d4eb863fSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-0a6r-0900000000-4b7de02a93662ea2ae5eSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-056r-0900000000-5edc07e9bfe1cc861e47Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-056r-0900000000-2234d1a9080af9c9634aSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-056r-2900000000-c68a8572916b79c4dbe4Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-004i-6900000000-30c42234e0c6eb9227d1Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-004i-9500000000-9e6ecc182a8f0eb11737Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-0190000000-0e40b1466283a809723dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0udi-1690000000-99c9603246b080dc1e9aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-1900000000-88a3e50fb82bcb75770aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0190000000-6eb32417b0d0d230e1f2Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-0590000000-5a54312c8400b26cdcc4Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-0900000000-6b6291a472fc51564585Spectrum
Biological Properties
Cellular Locations
  • Membrane
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB010667
KNApSAcK IDNot Available
Chemspider ID8115
KEGG Compound IDC18750
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound8422
PDB IDNot Available
ChEBI ID50397
Food Biomarker OntologyNot Available
VMH IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .