Showing metabocard for Phenyllactic acid (BMDB0000779)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-09-30 22:36:24 UTC
Update Date2020-06-04 19:53:02 UTC
BMDB IDBMDB0000779
Secondary Accession Numbers
  • BMDB00779
Metabolite Identification
Common NamePhenyllactic acid
DescriptionPhenyllactic acid, also known as 2-phenyllactate or a-methylmandelate, belongs to the class of organic compounds known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene. Based on a literature review a significant number of articles have been published on Phenyllactic acid.
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
2-Hydroxy-2-phenylpropionic acidChEBI
2-Phenyllactic acidChEBI
alpha-Hydroxy-alpha-methylbenzeneacetic acidChEBI
alpha-Hydroxy-alpha-phenylpropionic acidChEBI
alpha-Methylmandelic acidChEBI
2-Hydroxy-2-phenylpropionateGenerator
2-PhenyllactateGenerator
a-Hydroxy-a-methylbenzeneacetateGenerator
a-Hydroxy-a-methylbenzeneacetic acidGenerator
alpha-Hydroxy-alpha-methylbenzeneacetateGenerator
Α-hydroxy-α-methylbenzeneacetateGenerator
Α-hydroxy-α-methylbenzeneacetic acidGenerator
a-Hydroxy-a-phenylpropionateGenerator
a-Hydroxy-a-phenylpropionic acidGenerator
alpha-Hydroxy-alpha-phenylpropionateGenerator
Α-hydroxy-α-phenylpropionateGenerator
Α-hydroxy-α-phenylpropionic acidGenerator
a-MethylmandelateGenerator
a-Methylmandelic acidGenerator
alpha-MethylmandelateGenerator
Α-methylmandelateGenerator
Α-methylmandelic acidGenerator
PhenyllactateGenerator
Atrolactic acid, (+-)-isomerMeSH
Hydroxyphenylpropionic acidMeSH
Atrolactic acidMeSH
Atrolactic acid monosodium salt, (S)-isomerMeSH
HMMAMeSH
Hydroxymethylmandelic acidMeSH
2-Hydroxy-3-phenylpropionic acidChEBI
beta-Phenyllactic acidChEBI
DL-3-Phenyllactic acidChEBI
DL-beta-Phenyllactic acidChEBI
2-Hydroxy-3-phenylpropionateGenerator
b-PhenyllactateGenerator
b-Phenyllactic acidGenerator
beta-PhenyllactateGenerator
β-phenyllactateGenerator
β-phenyllactic acidGenerator
DL-3-PhenyllactateGenerator
DL-b-PhenyllactateGenerator
DL-b-Phenyllactic acidGenerator
DL-beta-PhenyllactateGenerator
DL-β-phenyllactateGenerator
DL-β-phenyllactic acidGenerator
3-Phenyllactic acidMeSH, HMDB
3-Phenyllactic acid, monosodium saltMeSH, HMDB
3-PhenyllactateMeSH, Generator, HMDB
3-Phenyllactic acid, calcium saltMeSH, HMDB
3-Phenyllactic acid, (D)-isomerMeSH, HMDB
3-Phenyllactic acid, (DL)-isomerMeSH, HMDB
3-Phenyllactic acid, (L)-isomerMeSH, HMDB
2-Hydroxy-3-(phenyl)propanoic acidHMDB
3-(Phenyl)-2-hydroxypropanoic acidHMDB
Chemical FormulaC9H10O3
Average Molecular Weight166.1739
Monoisotopic Molecular Weight166.062994186
IUPAC Name2-hydroxy-3-phenylpropanoic acid
Traditional Nameβ-phenyllactic acid
CAS Registry Number828-01-3
SMILES
OC(CC1=CC=CC=C1)C(O)=O
InChI Identifier
InChI=1S/C9H10O3/c10-8(9(11)12)6-7-4-2-1-3-5-7/h1-5,8,10H,6H2,(H,11,12)
InChI KeyVOXXWSYKYCBWHO-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassNot Available
Direct ParentBenzene and substituted derivatives
Alternative Parents
Substituents
  • Hydroxy acid
  • Monocyclic benzene moiety
  • Alpha-hydroxy acid
  • Tertiary alcohol
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Aromatic alcohol
  • Organooxygen compound
  • Carbonyl group
  • Alcohol
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
StatusDetected and Quantified
Origin
  • Endogenous
  • Exogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locationsNot Available
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point98 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogP1.83HANSCH,C ET AL. (1995)
Predicted Properties
PropertyValueSource
logP0.84ALOGPS
logP1.18ChemAxon
logS-1.2ALOGPS
pKa (Strongest Acidic)4.02ChemAxon
pKa (Strongest Basic)-3.8ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area57.53 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity43.46 m³·mol⁻¹ChemAxon
Polarizability16.7 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Liver
  • Mammary Gland
  • Placenta
  • Ruminal Fluid
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
LiverDetected but not QuantifiedNot QuantifiedNot SpecifiedNot Specified
Normal		 details
LiverDetected but not QuantifiedNot QuantifiedNot SpecifiedNot Specified
Normal		 details
Mammary GlandDetected but not QuantifiedNot QuantifiedNot SpecifiedNot Specified
Normal		 details
Mammary GlandDetected but not QuantifiedNot QuantifiedNot SpecifiedNot Specified
Normal		 details
PlacentaExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
 details
Ruminal FluidDetected and Quantified8.6 +/- 2.3 uMNot SpecifiedBothNormal details
Abnormal Concentrations
Not Available
HMDB IDHMDB0142137
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB093343
KNApSAcK IDC00000150
Chemspider ID1263
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound1303
PDB IDNot Available
ChEBI ID50392
References
Synthesis ReferenceYu, Jian Ming; Xue, Fen. A method of synthesis of phenyllactic acid and substituted phenyllactic acids. Chinese Chemical Letters (1993), 4(8), 673-4.
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available