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Record Information
Version3.6
Creation Date2012-09-12 03:36:10 UTC
Update Date2016-02-11 03:55:36 UTC
HMDB IDHMDB41683
Secondary Accession NumbersNone
Metabolite Identification
Common Name4-Hydroxyphenyl-2-propionic acid
Description4-Hydroxyphenyl-2-propionic acid is a polyphenol metabolite detected in biological fluids (PMID: 20428313 ).
Structure
Thumb
SynonymsNot Available
Chemical FormulaC9H10O3
Average Molecular Weight166.1739
Monoisotopic Molecular Weight166.062994186
IUPAC Name2-(4-hydroxyphenyl)propanoic acid
Traditional Name4-hydroxyhydratropate
CAS Registry NumberNot Available
SMILES
CC(C(O)=O)C1=CC=C(O)C=C1
InChI Identifier
InChI=1/C9H10O3/c1-6(9(11)12)7-2-4-8(10)5-3-7/h2-6,10H,1H3,(H,11,12)
InChI KeyInChIKey=ZHMMPVANGNPCBW-UHFFFAOYNA-N
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as phenylpropanoic acids. These are compounds with a structure containing a benzene ring conjugated to a propanoic acid.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassPhenylpropanoic acids
Sub ClassNot Available
Direct ParentPhenylpropanoic acids
Alternative Parents
Substituents
  • 2-phenylpropanoic-acid
  • Phenylacetate
  • Phenol
  • Benzenoid
  • Monocyclic benzene moiety
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
StatusDetected and Quantified
Origin
  • Food
Biofunction
  • Nutrient
Application
  • Nutrient
Cellular locations
  • Cytoplasm
  • Extracellular
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility2.84 mg/mLALOGPS
logP1.52ALOGPS
logP1.85ChemAxon
logS-1.8ALOGPS
pKa (Strongest Acidic)4.08ChemAxon
pKa (Strongest Basic)-6ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area57.53 Å2ChemAxon
Rotatable Bond Count2ChemAxon
Refractivity43.92 m3·mol-1ChemAxon
Polarizability16.77 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
SpectraNot Available
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biofluid Locations
  • Blood
  • Urine
Tissue LocationNot Available
PathwaysNot Available
Normal Concentrations
BiofluidStatusValueAgeSexConditionReferenceDetails
BloodDetected and Quantified0.266 +/- 0.106 uMAdult (>18 years old)Male
Normal
details
BloodDetected and Quantified0.094 +/- 0.021 uMAdult (>18 years old)Male
Normal
details
BloodDetected and Quantified0.168 +/- 0.038 uMAdult (>18 years old)Male
Normal
details
BloodDetected and Quantified0.246 +/- 0.071 uMAdult (>18 years old)Male
Normal
details
BloodDetected and Quantified0.094 +/- 0.011 uMAdult (>18 years old)Male
Normal
details
BloodDetected and Quantified0.087 +/- 0.015 uMAdult (>18 years old)Male
Normal
details
BloodDetected and Quantified0.192 +/- 0.108 uMAdult (>18 years old)Male
Normal
details
BloodDetected and Quantified0.393 +/- 0.339 uMAdult (>18 years old)Male
Normal
details
UrineDetected and Quantified0.466 +/- 0.116 umol/mmol creatinineAdult (>18 years old)Male
Normal
details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
DrugBank Metabolite IDNot Available
Phenol Explorer Compound IDNot Available
Phenol Explorer Metabolite ID978
FoodDB IDFDB029844
KNApSAcK IDNot Available
Chemspider ID92601
KEGG Compound IDC03080
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
NuGOwiki LinkHMDB41683
Metagene LinkHMDB41683
METLIN IDNot Available
PubChem Compound102526
PDB IDNot Available
ChEBI IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Neveu V, Perez-Jimenez J, Vos F, Crespy V, du Chaffaut L, Mennen L, Knox C, Eisner R, Cruz J, Wishart D, Scalbert A: Phenol-Explorer: an online comprehensive database on polyphenol contents in foods. Database (Oxford). 2010;2010:bap024. doi: 10.1093/database/bap024. Epub 2010 Jan 8. [20428313 ]