Showing metabocard for L-3-Phenyllactic acid (BMDB0000748)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-09-30 22:35:57 UTC
Update Date2020-04-22 15:05:08 UTC
BMDB IDBMDB0000748
Secondary Accession Numbers
  • BMDB00748
Metabolite Identification
Common NameL-3-Phenyllactic acid
DescriptionL-3-Phenyllactic acid, also known as (R)-phenyllactate or (S)-b-phenyllactic, belongs to the class of organic compounds known as phenylpropanoic acids. Phenylpropanoic acids are compounds with a structure containing a benzene ring conjugated to a propanoic acid. L-3-Phenyllactic acid, with regard to humans, has been found to be associated with the diseases such as colorectal cancer; L-3-phenyllactic acid has also been linked to the inborn metabolic disorder phenylketonuria. Based on a literature review a significant number of articles have been published on L-3-Phenyllactic acid.
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
(R)-PhenyllactateChEBI
D-3-Phenyllactic acidChEBI
(R)-3-(Phenyl)lactateKegg
(R)-Phenyllactic acidGenerator
D-3-PhenyllactateGenerator
(R)-3-(Phenyl)lactic acidGenerator
L-3-PhenyllactateGenerator
(-)-2-Hydroxy-3-phenylpropanoateHMDB
(-)-2-Hydroxy-3-phenylpropanoic acidHMDB
(-)-2-Hydroxy-3-phenylpropionateHMDB
(-)-2-Hydroxy-3-phenylpropionic acidHMDB
(-)-3-PhenyllactateHMDB
(-)-3-Phenyllactic acidHMDB
(-)-b-PhenyllactateHMDB
(-)-b-Phenyllactic acidHMDB
(-)-beta-PhenyllactateHMDB
(-)-beta-Phenyllactic acidHMDB
(2S)-2-Hydroxy-3-phenylpropanoateHMDB
(2S)-2-Hydroxy-3-phenylpropanoic acidHMDB
(2S)-2-Hydroxy-3-phenylpropionateHMDB
(2S)-2-Hydroxy-3-phenylpropionic acidHMDB
(S)-3-Phenyl-lactateHMDB
(S)-3-Phenyl-lactic acidHMDB
(S)-3-Phenyllactic acidHMDB
(S)-a-Hydroxy-benzenepropanoateHMDB
(S)-a-Hydroxy-benzenepropanoic acidHMDB
(S)-alpha-Hydroxy-benzenepropanoateHMDB
(S)-alpha-Hydroxy-benzenepropanoic acidHMDB
(S)-b-PhenyllacticHMDB
(S)-beta-PhenyllacticHMDB
alpha-Hydroxy-beta-phenyl-propionic acidHMDB
HFAHMDB
L-(-)-3-Phenyllactic acidHMDB
L-2-Hydroxy-3-phenyl-propionic acidHMDB
L-beta-Phenyllactic acidHMDB
L-Phenyl lactateHMDB
Phenyllactic acidHMDB
(R)-3-PhenyllactateHMDB
Chemical FormulaC9H10O3
Average Molecular Weight166.1739
Monoisotopic Molecular Weight166.062994186
IUPAC Name(2R)-2-hydroxy-3-phenylpropanoic acid
Traditional Name(R)-phenyllactate
CAS Registry Number20312-36-1
SMILES
O[C@H](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)/t8-/m1/s1
InChI KeyVOXXWSYKYCBWHO-MRVPVSSYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as phenylpropanoic acids. Phenylpropanoic acids 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
  • 3-phenylpropanoic-acid
  • Alpha-hydroxy acid
  • Monocyclic benzene moiety
  • Hydroxy acid
  • Benzenoid
  • Secondary alcohol
  • Carboxylic acid derivative
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Organic oxygen compound
  • Alcohol
  • Carbonyl group
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
StatusExpected but not Quantified
Origin
  • Endogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locationsNot Available
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point121 - 125 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
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
Polarizability16.73 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
GC-MSGC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (Non-derivatized)splash10-0007-0910000000-ee61dd1edcb64a115835View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0007-0920000000-7efa1766fa6121c5f695View in MoNA
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-0007-0910000000-ee61dd1edcb64a115835View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-9300000000-750e52d0df9e2b90be09View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positivesplash10-006x-9540000000-c06e2865c7cf1c780f11View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_1_1) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_1_2) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TBDMS_1_1) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TBDMS_1_2) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TBDMS_2_1) - 70eV, PositiveNot AvailableView in JSpectraViewer
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)splash10-00di-0900000000-c20feab32f47edc5bb94View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)splash10-0f89-9500000000-598d564a5c5cb5a6febbView in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)splash10-0ac0-9000000000-32b5f6f43141f16996a4View in MoNA
LC-MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-0kmi-1900000000-9df5ce396877a246e75aView in MoNA
LC-MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-0ufr-5900000000-3ebebc6c015723d2e26dView in MoNA
LC-MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-014i-0900000000-09797df3a57ff3212faeView in MoNA
LC-MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-004i-9000000000-55faf2887a4699d775dfView in MoNA
LC-MS/MSLC-MS/MS Spectrum - 40V, Negativesplash10-002f-9000000000-5e9184f3d8f3a1c84cb5View in MoNA
LC-MS/MSLC-MS/MS Spectrum - 10V, Negativesplash10-014i-1900000000-2173c51c5d8f4369c56aView in MoNA
LC-MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-014r-1900000000-30445b1c1ad4ff6c6cfeView in MoNA
LC-MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-014i-0900000000-68f9968ec4336192e093View in MoNA
LC-MS/MSLC-MS/MS Spectrum - 20V, Negativesplash10-00mo-9400000000-3fc7b7dbdcdb0c24a718View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00ke-1900000000-b4165543fe4077bc8878View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-006y-4900000000-9cc77ecfa0e908d400f3View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9100000000-8e08ba85783d44c725b8View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0900000000-c5b01c647718505d882aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-01bd-2900000000-2cd5c47ea7b35f76e87bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00mo-9300000000-22457d19a65466f8e94dView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00dl-5900000000-eb26ccce038261968168View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0006-9300000000-aa44337c740dacf05e9cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9100000000-6509f4478fff1766b65aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-3900000000-15a50bcc903d54af3f43View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0006-9400000000-0d7b49d15700ae266645View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9300000000-ca99933d289067e5347aView in MoNA
1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, experimental)Not AvailableView in JSpectraViewer
2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental)Not AvailableView in JSpectraViewer
Biological Properties
Cellular LocationsNot Available
Biospecimen LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
HMDB IDHMDB0000748
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB022220
KNApSAcK IDC00000150
Chemspider ID558480
KEGG Compound IDC05607
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound643327
PDB IDNot Available
ChEBI ID32978
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available