Record Information
Version1.0
Creation date2010-04-08 22:09:10 UTC
Update date2019-11-26 03:03:43 UTC
Primary IDFDB010534
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name4-Hydroxyphenylacetic acid
DescriptionConstituent of sweet clover (Melilotus officinalis) and yeast An oxidative deaminated metabolite of p-tyramineand is also a metabolite of tyrosine via enteric bacteria. The bacterial origin of this compound was confirmed by the finding that this compound in urine decreased significantly after the use of the antibiotic neomycin. 4-Hydroxyphenylacetic acid is found in many foods, some of which are dandelion, evening primrose, grape wine, and beer.
CAS Number156-38-7
Structure
Thumb
Synonyms
SynonymSource
(4-hydroxy-phenyl)-acetatebiospider
(4-hydroxy-phenyl)-acetic acidbiospider
(4-Hydroxy-phenyl)-essigsaeureHMDB
(4-hydroxyphenyl)acetatebiospider
(4-hydroxyphenyl)acetic acidbiospider
(p-hydroxyphenyl)-acetatebiospider
(p-hydroxyphenyl)-acetic acidbiospider
(p-hydroxyphenyl)acetatebiospider
(p-hydroxyphenyl)acetic acidbiospider
3pcgbiospider
4-Carboxymethylphenolbiospider
4-HPAbiospider
4-Hydroxy-Benzeneacetatebiospider
4-Hydroxy-Benzeneacetic acidbiospider
4-Hydroxybenzeneacetatebiospider
4-Hydroxybenzeneacetic acidbiospider
4-Hydroxybenzeneacetic acid, 9CIdb_source
4-hydroxyphenyl acetatebiospider
4-Hydroxyphenyl-acetic acidHMDB
4-hydroxyphenylacetatebiospider
Acetic acid, (p-hydroxyphenyl)-biospider
Benzeneacetic acid, 4-hydroxy-biospider
DL-para-hydroxyphenylacetic acidbiospider
p-Hydroxy-a-toluic aciddb_source
P-hydroxyphenyl acetic acidbiospider
P-hydroxyphenylacetatebiospider
P-hydroxyphenylacetic acidbiospider
Parahydroxy phenylacetatebiospider
Parahydroxy phenylacetic acidbiospider
Parahydroxyphenylacetatebiospider
Predicted PropertiesNot Available
Chemical FormulaC8H8O3
IUPAC name
InChI IdentifierInChI=1S/C8H8O3/c9-7-3-1-6(2-4-7)5-8(10)11/h1-4,9H,5H2,(H,10,11)
InChI KeyXQXPVVBIMDBYFF-UHFFFAOYSA-N
Isomeric SMILESOC(=O)CC1=CC=C(O)C=C1
Average Molecular Weight152.1473
Monoisotopic Molecular Weight152.047344122
Classification
ClassificationNot classified
Ontology
Physiological effect

Health effect:

Disposition

Route of exposure:

Source:

Biological location:

Foods
  • Cocoa and cocoa products
  • Grains:

    Nuts and legumes:

    Fruits and vegetables:

    Fats and oils:

    Beverages:

    Physico-Chemical Properties - Experimental
    Physico-Chemical Properties - Experimental
    PropertyValueReference
    Physical stateSolid
    Physical DescriptionNot Available
    Mass CompositionC 63.15%; H 5.30%; O 31.55%DFC
    Melting PointMp 148-150°DFC
    Boiling PointNot Available
    Experimental Water Solubility60.7 mg/mL at 25 oCGRACIN,S & RASMUSON,AC (2002)
    Experimental logP0.75HANSCH,C ET AL. (1995)
    Experimental pKapKa 4.59 (10% EtOH aq.)DFC
    Isoelectric pointNot Available
    ChargeNot Available
    Optical RotationNot Available
    Spectroscopic UV DataNot Available
    DensityNot Available
    Refractive IndexNot Available
    Spectra
    Spectra
    EI-MS/GC-MSNot Available
    MS/MSNot Available
    NMRNot Available
    ChemSpider ID124
    ChEMBL IDCHEMBL1772
    KEGG Compound IDC00642
    Pubchem Compound ID127
    Pubchem Substance IDNot Available
    ChEBI ID18101
    Phenol-Explorer ID573
    DrugBank IDNot Available
    HMDB IDHMDB00020
    CRC / DFC (Dictionary of Food Compounds) IDFCL13-X:FCL13-X
    EAFUS IDNot Available
    Dr. Duke ID4-HYDROXYPHENYLACETIC-ACID|P-HYDROXYPHENYLACETIC-ACID
    BIGG ID35599
    KNApSAcK IDNot Available
    HET ID4HP
    Food Biomarker OntologyNot Available
    VMH IDNot Available
    Flavornet IDNot Available
    GoodScent IDNot Available
    SuperScent IDNot Available
    Wikipedia IDNot Available
    Phenol-Explorer Metabolite ID573
    Duplicate IDSNot Available
    Old DFC IDSNot Available
    Associated Foods
    FoodContent Range AverageReference
    FoodReference
    Biological Effects and Interactions
    Health Effects / BioactivitiesNot Available
    EnzymesNot Available
    Pathways
    NameSMPDB LinkKEGG Link
    Tyrosine MetabolismSMP00006 map00350
    MetabolismNot Available
    BiosynthesisNot Available
    Organoleptic Properties
    FlavoursNot Available
    Files
    MSDSshow
    References
    Synthesis ReferenceNot Available
    General ReferenceNot Available
    Content Reference— Rothwell JA, Pérez-Jiménez J, Neveu V, Medina-Ramon A, M'Hiri N, Garcia Lobato P, Manach C, Knox K, Eisner R, Wishart D, Scalbert A. (2013) Phenol-Explorer 3.0: a major update of the Phenol-Explorer database to incorporate data on the effects of food processing on polyphenol content. Database, 10.1093/database/bat070.
    — Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).