ChemFOnt: Showing chemical card for D-Phenyllactic acid (CFc000000439)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 18:44:49 UTC

Chemfont ID

CFc000000439

Molecule Identification

Common Name

D-Phenyllactic acid

Definition

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

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
ALPHA-HYDROXY-BETA-phenyl-propionIC ACID	ChEBI
L-(-)-3-Phenyllactic acid	ChEBI
L-3-Phenyllactic acid	ChEBI
L-beta-Phenyllactic acid	ChEBI
a-HYDROXY-b-phenyl-propionate	Generator
a-HYDROXY-b-phenyl-propionic acid	Generator
alpha-HYDROXY-beta-phenyl-propionate	Generator
Α-hydroxy-β-phenyl-propionate	Generator
Α-hydroxy-β-phenyl-propionic acid	Generator
L-(-)-3-Phenyllactate	Generator
L-3-Phenyllactate	Generator
L-b-Phenyllactate	Generator
L-b-Phenyllactic acid	Generator
L-beta-Phenyllactate	Generator
L-Β-phenyllactate	Generator
L-Β-phenyllactic acid	Generator
D-Phenyllactate	Generator
(+)-2-Hydroxy-3-phenylpropionate	HMDB
(+)-2-Hydroxy-3-phenylpropionic acid	HMDB
(+)-3-Phenyllactate	HMDB
(+)-3-Phenyllactic acid	HMDB
(+)-b-Phenyllactate	HMDB
(+)-b-Phenyllactic acid	HMDB
(+)-beta-Phenyllactate	HMDB
(+)-beta-Phenyllactic acid	HMDB
(2R)-2-Hydroxy-2-phenylpropanoate	HMDB
(2R)-2-Hydroxy-2-phenylpropanoic acid	HMDB
(2R)-2-Hydroxy-2-phenylpropionate	HMDB
(2R)-2-Hydroxy-2-phenylpropionic acid	HMDB
(R)-2-Hydroxy-2-phenylpropionate	HMDB
(R)-2-Hydroxy-2-phenylpropionic acid	HMDB
(R)-2-Phenyl-2-hydroxypropanoate	HMDB
(R)-2-Phenyl-2-hydroxypropanoic acid	HMDB
(R)-3-Phenyl-lactate	HMDB
(R)-3-Phenyl-lactic acid	HMDB
(R)-3-Phenyllactate	HMDB
(R)-3-Phenyllactic acid	HMDB
(R)-a-Hydroxy-3-phenylpropionate	HMDB
(R)-a-Hydroxy-3-phenylpropionic acid	HMDB
(R)-a-Hydroxy-benzenepropanoate	HMDB
(R)-a-Hydroxy-benzenepropanoic acid	HMDB
(R)-alpha-Hydroxy-3-phenylpropionate	HMDB
(R)-alpha-Hydroxy-3-phenylpropionic acid	HMDB
(R)-alpha-Hydroxy-benzenepropanoate	HMDB
(R)-alpha-Hydroxy-benzenepropanoic acid	HMDB
(R)-b-Phenyllactate	HMDB
(R)-b-Phenyllactic acid	HMDB
(R)-beta-Phenyllactate	HMDB
(R)-beta-Phenyllactic acid	HMDB
(R)-Phenyllactate	HMDB
(R)-Phenyllactic acid	HMDB
b-Phenyl-D-lactate	HMDB
b-Phenyl-D-lactic acid	HMDB
beta-Phenyl-delta-lactate	HMDB
beta-Phenyl-delta-lactic acid	HMDB
D-2-Hydroxy-3-phenylpropionate	HMDB
D-2-Hydroxy-3-phenylpropionic acid	HMDB
D-3-Phenyllactate	HMDB
D-3-Phenyllactic acid	HMDB
D-b-Phenyllactate	HMDB
D-b-Phenyllactic acid	HMDB
delta-2-Hydroxy-3-phenylpropionate	HMDB
delta-2-Hydroxy-3-phenylpropionic acid	HMDB
delta-3-Phenyllactate	HMDB
delta-3-Phenyllactic acid	HMDB
delta-beta-Phenyllactate	HMDB
delta-beta-Phenyllactic acid	HMDB
delta-Phenyllactate	HMDB
delta-Phenyllactic acid	HMDB
(S)-3-Phenyllactate	HMDB

Chemical Formula

C₉H₁₀O₃

Average Molecular Weight

166.1739

Monoisotopic Molecular 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

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.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Phenylpropanoic acids

Sub Class

Not Available

Direct Parent

Phenylpropanoic 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 Framework

Aromatic homomonocyclic compounds

External Descriptors

(2S)-2-hydroxy monocarboxylic acid (CHEBI:43065 )
3-phenyllactic acid (CHEBI:43065 )

Functional Ontology

Not Available

Feces (PMID: 18085514)

Cellular substructure

Cytoplasm (HMDB: HMDB0000563)

Source

Endogenous

Endogenous (HMDB: HMDB0000563)

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	9.8 g/L	ALOGPS
logP	0.84	ALOGPS
logP	1.18	ChemAxon
logS	-1.2	ALOGPS
pKa (Strongest Acidic)	4.02	ChemAxon
pKa (Strongest Basic)	-3.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	57.53 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	43.46 m³·mol⁻¹	ChemAxon
Polarizability	16.7 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0000563

DrugBank ID

DB02494

Phenol Explorer Compound ID

Not Available

FooDB 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

METLIN ID

5547

PubChem Compound

444718

PDB ID

Not Available

ChEBI ID

43065

Food Biomarker Ontology

Not Available

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.

Showing chemical card for D-Phenyllactic acid (CFc000000439)

MOL for CFc000000439 (D-Phenyllactic acid)

3D MOL for CFc000000439 (D-Phenyllactic acid)

3D SDF for CFc000000439 (D-Phenyllactic acid)

3D-SDF for CFc000000439 (D-Phenyllactic acid)

PDB for CFc000000439 (D-Phenyllactic acid)

3D PDB for CFc000000439 (D-Phenyllactic acid)

SMILES for CFc000000439 (D-Phenyllactic acid)

INCHI for CFc000000439 (D-Phenyllactic acid)

Structure for CFc000000439 (D-Phenyllactic acid)

3D Structure for CFc000000439 (D-Phenyllactic acid)