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4-Hydroxyphenylacetic acid (PC001168)

Record Information
Version1.0
Creation date2018-05-02 11:56:18 UTC
Update date2018-05-04 14:26:05 UTC
FoodComEx IDPC001168
FoodDB RecordFDB010534
Chemical Information
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
MOLSDFPDBSMILESInChI
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
Chemical FormulaC8H8O3
IUPAC name2-(4-hydroxyphenyl)acetic acid
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
Chemical Taxonomy
Description Belongs to the class of organic compounds known as 1-hydroxy-2-unsubstituted benzenoids. These are phenols that are unsubstituted at the 2-position.
KingdomOrganic compounds
Super ClassBenzenoids
ClassPhenols
Sub Class1-hydroxy-2-unsubstituted benzenoids
Direct Parent1-hydroxy-2-unsubstituted benzenoids
Alternative Parents
Substituents
  • 1-hydroxy-2-unsubstituted benzenoid
  • Monocyclic benzene moiety
  • Monocarboxylic acid or derivatives
  • 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
Physico-Chemical Properties - Experimental
PropertyValueReference
Experimental logP0.75HANSCH,C ET AL. (1995)
Experimental Water Solubility60.7 mg/mL at 25 oCGRACIN,S & RASMUSON,AC (2002)
Melting PointMp 148-150°DFC
Foods of Origin
FoodContent Range AverageReference
FoodReference
Production Data
Production Methodcommercial
Production Method ReferenceNot Available
Production Method Reference FileNot Available
Quantity Available1 to 2 mg
Delivery Time2 weeks
Storage Formpowder
Storage ConditionsRT
StabilityNot Available
Purityunknown
Spectra
Spectral Data Upon RequestNot Available
Provider Information
Contact NameContact InstitutionContact Email
Augustin ScalbertInternational Agency for Research on Cancer (IARC), Biomarkers Group, 150 cours Albert Thomas, Lyon, FR, 69372scalberta@iarc.fr
Commercial Vendors
AKSci A096
AKSci J94171
MetaSci HMDB0000020
Sigma-Aldrich HMDB0000020
Toronto Research Chemicals H949060