Showing metabocard for D-Phenyllactic acid (BMDB0095929)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2020-03-09 21:43:45 UTC
Update Date2020-04-22 18:55:00 UTC
BMDB IDBMDB0095929
Secondary Accession Numbers
  • BMDB95929
Metabolite Identification
Common NameD-Phenyllactic acid
DescriptionD-Phenyllactic acid, also known as (R)-3-phenyl-lactate or delta-phenyllactate, 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. D-Phenyllactic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
ALPHA-HYDROXY-BETA-phenyl-propionIC ACIDChEBI
L-(-)-3-Phenyllactic acidChEBI
L-3-Phenyllactic acidChEBI
L-beta-Phenyllactic acidChEBI
a-HYDROXY-b-phenyl-propionateGenerator
a-HYDROXY-b-phenyl-propionic acidGenerator
alpha-HYDROXY-beta-phenyl-propionateGenerator
Α-hydroxy-β-phenyl-propionateGenerator
Α-hydroxy-β-phenyl-propionic acidGenerator
L-(-)-3-PhenyllactateGenerator
L-3-PhenyllactateGenerator
L-b-PhenyllactateGenerator
L-b-Phenyllactic acidGenerator
L-beta-PhenyllactateGenerator
L-Β-phenyllactateGenerator
L-Β-phenyllactic acidGenerator
D-PhenyllactateGenerator
(+)-2-Hydroxy-3-phenylpropionateHMDB
(+)-2-Hydroxy-3-phenylpropionic acidHMDB
(+)-3-PhenyllactateHMDB
(+)-3-Phenyllactic acidHMDB
(+)-b-PhenyllactateHMDB
(+)-b-Phenyllactic acidHMDB
(+)-beta-PhenyllactateHMDB
(+)-beta-Phenyllactic acidHMDB
(2R)-2-Hydroxy-2-phenylpropanoateHMDB
(2R)-2-Hydroxy-2-phenylpropanoic acidHMDB
(2R)-2-Hydroxy-2-phenylpropionateHMDB
(2R)-2-Hydroxy-2-phenylpropionic acidHMDB
(R)-2-Hydroxy-2-phenylpropionateHMDB
(R)-2-Hydroxy-2-phenylpropionic acidHMDB
(R)-2-Phenyl-2-hydroxypropanoateHMDB
(R)-2-Phenyl-2-hydroxypropanoic acidHMDB
(R)-3-Phenyl-lactateHMDB
(R)-3-Phenyl-lactic acidHMDB
(R)-3-PhenyllactateHMDB
(R)-3-Phenyllactic acidHMDB
(R)-a-Hydroxy-3-phenylpropionateHMDB
(R)-a-Hydroxy-3-phenylpropionic acidHMDB
(R)-a-Hydroxy-benzenepropanoateHMDB
(R)-a-Hydroxy-benzenepropanoic acidHMDB
(R)-alpha-Hydroxy-3-phenylpropionateHMDB
(R)-alpha-Hydroxy-3-phenylpropionic acidHMDB
(R)-alpha-Hydroxy-benzenepropanoateHMDB
(R)-alpha-Hydroxy-benzenepropanoic acidHMDB
(R)-b-PhenyllactateHMDB
(R)-b-Phenyllactic acidHMDB
(R)-beta-PhenyllactateHMDB
(R)-beta-Phenyllactic acidHMDB
(R)-PhenyllactateHMDB
(R)-Phenyllactic acidHMDB
b-Phenyl-D-lactateHMDB
b-Phenyl-D-lactic acidHMDB
beta-Phenyl-delta-lactateHMDB
beta-Phenyl-delta-lactic acidHMDB
D-2-Hydroxy-3-phenylpropionateHMDB
D-2-Hydroxy-3-phenylpropionic acidHMDB
D-3-PhenyllactateHMDB
D-3-Phenyllactic acidHMDB
D-b-PhenyllactateHMDB
D-b-Phenyllactic acidHMDB
delta-2-Hydroxy-3-phenylpropionateHMDB
delta-2-Hydroxy-3-phenylpropionic acidHMDB
delta-3-PhenyllactateHMDB
delta-3-Phenyllactic acidHMDB
delta-beta-PhenyllactateHMDB
delta-beta-Phenyllactic acidHMDB
delta-PhenyllactateHMDB
delta-Phenyllactic acidHMDB
(S)-3-PhenyllactateHMDB
Chemical FormulaC9H10O3
Average Molecular Weight166.1739
Monoisotopic Molecular Weight166.062994186
IUPAC Name(2S)-2-hydroxy-3-phenylpropanoic acid
Traditional NameL-3-phenyllactic acid
CAS Registry NumberNot Available
SMILES
[H][C@](O)(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-/m0/s1
InChI KeyVOXXWSYKYCBWHO-QMMMGPOBSA-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 locations
  • Cytoplasm
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
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
Spectrum TypeDescriptionSplash Key
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-9100000000-c22a5f17e7fecfb666f2View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-9100000000-c22a5f17e7fecfb666f2View 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 (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 - 35V, Negativesplash10-0gb9-1900000000-cc48c5ff57b37ce10c09View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-01bd-2900000000-92cd31ed8e8e8e87180fView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-006x-5900000000-d1b1e4fdbfd8306c9265View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9100000000-750584951bb8866056f0View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-2900000000-1f4cdc94d5bb4ac6489eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-01bc-6900000000-779d8af9b71dee9ffe5aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004l-9300000000-bb0139bf3ea8e3c03d20View 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, 100 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
Biological Properties
Cellular Locations
  • Cytoplasm
Biospecimen LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
HMDB IDHMDB0000563
DrugBank IDDB02494
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDC05607
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN ID5547
PubChem Compound444718
PDB IDNot Available
ChEBI ID43065
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available