| Common Name |
D-Phenyllactic acid
| Description |
Phenyllactic acid is a product of phenylalanine catabolism. An elevated level of phenyllactic acid is found in body fluids of patients with or phenylketonuria.
| Structure |
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
| Synonyms |
| Value |
Source |
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
D-PhenyllactateGenerator
L-(-)-3-PhenyllactateGenerator
L-3-PhenyllactateGenerator
L-b-PhenyllactateGenerator
L-b-Phenyllactic acidGenerator
L-beta-PhenyllactateGenerator
L-β-phenyllactateGenerator
L-β-phenyllactic acidGenerator
(+)-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
| Chemical Formlia |
C9H10O3
| Average Molecliar Weight |
166.1739
| Monoisotopic Molecliar Weight |
166.062994186
| IUPAC Name |
(2S)-2-hydroxy-3-phenylpropanoic acid
| Traditional Name |
L-3-phenyllactic acid
| CAS Registry Number |
7326-19-4
| 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 Key |
VOXXWSYKYCBWHO-QMMMGPOBSA-N
| Chemical Taxonomy |
| Description |
This 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.
| Kingdom |
Organic compounds
| Super Class |
Phenylpropanoids and polyketides
| Class |
Phenylpropanoic acids
| Sub Class |
Not Available
| Direct Parent |
Phenylpropanoic acids
| Alternative Parents |
Benzene and substituted derivatives
Alpha hydroxy acids and derivatives
Secondary alcohols
Monocarboxylic acids and derivatives
Carboxylic acids
Organic oxides
Hydrocarbon derivatives
Carbonyl compounds
| 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
| Molecliar Framework |
Aromatic homomonocyclic compounds
| External Descriptors |
(2S)-2-hydroxy monocarboxylic acid (CHEBI:43065 )
3-phenyllactic acid (CHEBI:43065 )
| Ontology |
| Status |
Detected but not Quantified
| Origin |
Endogenous
| Biofunction |
Not Available
| Application |
Not Available
| Cellliar locations |
Cytoplasm
| Physical Properties |
| State |
Solid
| Experimental Properties |
| Property |
Value |
Reference |
Melting Point122-124 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogP1.184Not Available
| Predicted Properties |
| Property |
Value |
Source |
Water Solubility9.8 mg/mLALOGPS
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 Å2ChemAxon
Rotatable Bond Count3ChemAxon
Refractivity43.46 m3·mol-1ChemAxon
Polarizability16.7 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rlie of FiveYesChemAxon
Ghose FilterYesChemAxon
Vebers RlieYesChemAxon
MDDR-like RlieYesChemAxon
| Spectra |
| Spectra |
| Spectrum Type |
Description |
Splash Key |
|
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 10V, PositiveNot Available
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 20V, PositiveNot Available
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 40V, PositiveNot Available
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 10V, NegativeNot Available
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 20V, NegativeNot Available
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 40V, NegativeNot Available
| Biological Properties |
| Cellliar Locations |
Cytoplasm
| Biofluid Locations |
Feces
| Tissue Location |
Not Available
| Pathways |
Not Available
| Normal Concentrations |
| Biofluid |
Status |
Age |
Condition |
Reference |
Details |
FecesDetected but not Quantified Adlit (>18 years old)Both
Normal
18085514
details
|
| Abnormal Concentrations |
|
Not Available
| Associated Disorders and Diseases |
| Disease References |
None
| Associated OMIM IDs |
None
| External Links |
| DrugBank ID |
Not Available
| DrugBank Metabolite ID |
Not Available
| Phenol Explorer Compound ID |
Not Available
| Phenol Explorer Metabolite ID |
Not Available
| FoodDB ID |
Not Available
| KNApSAcK ID |
Not Available
| Chemspider ID |
Not Available
| KEGG Compound ID |
C05607
| BioCyc ID |
Not Available
| BiGG ID |
Not Available
| Wikipedia Link |
Not Available
| NuGOwiki Link |
HMDB00563
| Metagene Link |
HMDB00563
| METLIN ID |
5547
| PubChem Compound |
Not Available
| PDB ID |
Not Available
| ChEBI ID |
8100
Product: Acebilustat
References |
| Synthesis Reference |
Kamata, Masahiro; Toyomasu, Ryuta; Suzuki, Eiichiro; Tanaka, Takashi. D-Phenyllactic acid production by Brevibacterium or Corynebacterium. Jpn. Kokai Tokkyo Koho (1986), 4 pp. |
| Material Safety Data Sheet (MSDS) |
Download (PDF) |
| General References |
Not Available |
PMID: 17429684