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Record Information
Version4.0
StatusDetected and Quantified
Creation Date2006-05-22 14:17:35 UTC
Update Date2019-07-23 05:45:17 UTC
HMDB IDHMDB0002072
Secondary Accession Numbers
  • HMDB02072
Metabolite Identification
Common Name4-Methoxyphenylacetic acid
Description4-Methoxyphenylacetic acid is a 4-O-Methylated catecholamine metabolite found in normal human urine, cerebrospinal fluid and brain tissue. (PMIDs 6511847, 4645252, 12416886).
Structure
Data?1563860717
Synonyms
ValueSource
(4-Methoxyphenyl)acetic acidChEBI
(p-Methoxyphenyl)acetic acidChEBI
2-(p-Anisyl)acetic acidChEBI
4-Methoxybenzeneacetic acidChEBI
Homoanisic acidChEBI
p-Methoxy-alpha-toluic acidChEBI
p-Methoxyphenylacetic acidChEBI
(4-Methoxyphenyl)acetateGenerator
(p-Methoxyphenyl)acetateGenerator
2-(p-Anisyl)acetateGenerator
4-MethoxybenzeneacetateGenerator
HomoanisateGenerator
p-Methoxy-a-toluateGenerator
p-Methoxy-a-toluic acidGenerator
p-Methoxy-alpha-toluateGenerator
p-Methoxy-α-toluateGenerator
p-Methoxy-α-toluic acidGenerator
p-MethoxyphenylacetateGenerator
4-MethoxyphenylacetateGenerator
(4-Methoxy-phenyl)-acetateHMDB
(4-Methoxy-phenyl)-acetic acidHMDB
4-Methoxy phenylacetic acidHMDB
4-Methoxy-benzeneacetateHMDB
4-Methoxy-benzeneacetic acidHMDB
Homo-p-anisic acidHMDB
p-Methoxyphenyl-acetateHMDB
p-Methoxyphenyl-acetic acidHMDB
3-Methoxyphenylacetic acid, potassium saltHMDB
3-Methoxyphenylacetic acidHMDB
Chemical FormulaC9H10O3
Average Molecular Weight166.1739
Monoisotopic Molecular Weight166.062994186
IUPAC Name2-(4-methoxyphenyl)acetic acid
Traditional Name4-methoxyphenylacetic acid
CAS Registry Number104-01-8
SMILES
COC1=CC=C(CC(O)=O)C=C1
InChI Identifier
InChI=1S/C9H10O3/c1-12-8-4-2-7(3-5-8)6-9(10)11/h2-5H,6H2,1H3,(H,10,11)
InChI KeyNRPFNQUDKRYCNX-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as anisoles. These are organic compounds containing a methoxybenzene or a derivative thereof.
KingdomOrganic compounds
Super ClassBenzenoids
ClassPhenol ethers
Sub ClassAnisoles
Direct ParentAnisoles
Alternative Parents
Substituents
  • Phenoxy compound
  • Methoxybenzene
  • Anisole
  • Alkyl aryl ether
  • Monocyclic benzene moiety
  • Monocarboxylic acid or derivatives
  • Ether
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Disposition

Biological location:

Source:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point87 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility18 mg/mLNot Available
LogP1.42HANSCH,C ET AL. (1995)
Predicted Properties
PropertyValueSource
Water Solubility1.43 g/LALOGPS
logP1.73ALOGPS
logP1.45ChemAxon
logS-2.1ALOGPS
pKa (Strongest Acidic)4.12ChemAxon
pKa (Strongest Basic)-4.8ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area46.53 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity43.83 m³·mol⁻¹ChemAxon
Polarizability16.86 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-00di-1900000000-3f38b31d62021162fa79JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-00di-1900000000-3f38b31d62021162fa79JSpectraViewer | MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-00di-4900000000-c0ac9a8c960efa14aa9eJSpectraViewer | MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-00di-9610000000-827c52ec2601e1848c83JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)splash10-00di-0900000000-9a07510e862a3a8fbc0fJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)splash10-00di-4900000000-a51b42c5bcf30f73fa21JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)splash10-004i-9100000000-09ddc34c57dd8f759d36JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-0900000000-dd75ebae080e8172f70bJSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00dj-0900000000-484c747c20eb441a0e70JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a6u-9500000000-41ce119cf280dbf7526dJSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-01b9-0900000000-0f38d32c191cd9ba8932JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-06dj-0900000000-b2cf5d48884871a755b1JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-5900000000-55e9339f98026f5943d3JSpectraViewer | MoNA
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
2D NMR[1H,13C] 2D NMR SpectrumNot AvailableJSpectraViewer
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Blood
  • Saliva
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected and Quantified0.123 +/- 0.032 uMAdult (>18 years old)Male
Normal
details
BloodDetected and Quantified0.107 +/- 0.035 uMAdult (>18 years old)Male
Normal
details
BloodDetected and Quantified0.113 +/- 0.029 uMAdult (>18 years old)Male
Normal
details
BloodDetected and Quantified0.175 +/- 0.066 uMAdult (>18 years old)Male
Normal
details
BloodDetected and Quantified0.126 +/- 0.029 uMAdult (>18 years old)Male
Normal
details
BloodDetected and Quantified0.114 +/- 0.012 uMAdult (>18 years old)Male
Normal
details
BloodDetected and Quantified0.111 +/- 0.03 uMAdult (>18 years old)Male
Normal
details
BloodDetected and Quantified0.445 +/- 0.382 uMAdult (>18 years old)Male
Normal
details
SalivaDetected but not Quantified Adult (>18 years old)BothNormal details
UrineDetected and Quantified0.073 +/- 0.046 umol/mmol creatinineAdult (>18 years old)Male
Normal
details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
SalivaDetected but not Quantified Adult (>18 years old)BothOral squamous cell carcinoma (OSCC) details
SalivaDetected but not Quantified Adult (>18 years old)BothOral leukoplakia (OLK) details
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB022832
KNApSAcK IDNot Available
Chemspider ID7406
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN ID6472
PubChem Compound7690
PDB IDNot Available
ChEBI ID55501
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. Todoriki H, Hayashi T, Naruse H: High-performance liquid chromatographic method for screening disorders of aromatic acid metabolism using a multi-detection system. J Chromatogr. 1984 Oct 12;310(2):273-81. [PubMed:6511847 ]