ContaminantDB: L-3-Phenyllactic acid

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-05-25 18:53:33 UTC

Update Date

2016-11-09 01:17:34 UTC

Accession Number

CHEM022793

Identification

Common Name

L-3-Phenyllactic acid

Class

Small Molecule

Description

A 3-phenyllactic acid that has (R)-configuration at the 2 position.

Contaminant Sources

FooDB Chemicals
HMDB Contaminants - Feces

Contaminant Type

Not Available

Chemical Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Value	Source
(R)-Phenyllactate	ChEBI
D-3-Phenyllactic acid	ChEBI
(R)-3-(Phenyl)lactate	Kegg
(R)-Phenyllactic acid	Generator
D-3-Phenyllactate	Generator
(R)-3-(Phenyl)lactic acid	Generator
L-3-Phenyllactate	Generator
(-)-2-Hydroxy-3-phenylpropanoate	HMDB
(-)-2-Hydroxy-3-phenylpropanoic acid	HMDB
(-)-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
(2S)-2-Hydroxy-3-phenylpropanoate	HMDB
(2S)-2-Hydroxy-3-phenylpropanoic acid	HMDB
(2S)-2-Hydroxy-3-phenylpropionate	HMDB
(2S)-2-Hydroxy-3-phenylpropionic acid	HMDB
(S)-3-Phenyl-lactate	HMDB
(S)-3-Phenyl-lactic acid	HMDB
(S)-3-Phenyllactic acid	HMDB
(S)-a-Hydroxy-benzenepropanoate	HMDB
(S)-a-Hydroxy-benzenepropanoic acid	HMDB
(S)-alpha-Hydroxy-benzenepropanoate	HMDB
(S)-alpha-Hydroxy-benzenepropanoic acid	HMDB
(S)-b-Phenyllactic	HMDB
(S)-beta-Phenyllactic	HMDB
alpha-Hydroxy-beta-phenyl-propionic acid	HMDB
HFA	HMDB
L-(-)-3-Phenyllactic acid	HMDB
L-2-Hydroxy-3-phenyl-propionic acid	HMDB
L-beta-Phenyllactic acid	HMDB
L-Phenyl lactate	HMDB
Phenyllactic acid	HMDB
(R)-3-Phenyllactate	HMDB

Chemical Formula

C₉H₁₀O₃

Average Molecular Mass

166.174 g/mol

Monoisotopic Mass

166.063 g/mol

CAS Registry Number

20312-36-1

IUPAC Name

(2R)-2-hydroxy-3-phenylpropanoic acid

Traditional Name

(R)-phenyllactate

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 Key

VOXXWSYKYCBWHO-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.

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

(2R)-2-hydroxy monocarboxylic acid (CHEBI:32978 )
3-phenyllactic acid (CHEBI:32978 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

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	16.73 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
GC-MS	GC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (Non-derivatized)	splash10-0007-0910000000-ee61dd1edcb64a115835	Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0007-0920000000-7efa1766fa6121c5f695	Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-0007-0910000000-ee61dd1edcb64a115835	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9300000000-750e52d0df9e2b90be09	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positive	splash10-006x-9540000000-c06e2865c7cf1c780f11	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_1) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_2) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)	splash10-00di-0900000000-c20feab32f47edc5bb94	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)	splash10-0f89-9500000000-598d564a5c5cb5a6febb	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)	splash10-0ac0-9000000000-32b5f6f43141f16996a4	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-0kmi-1900000000-9df5ce396877a246e75a	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-0ufr-5900000000-3ebebc6c015723d2e26d	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-014i-0900000000-09797df3a57ff3212fae	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-004i-9000000000-55faf2887a4699d775df	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 40V, Negative	splash10-002f-9000000000-5e9184f3d8f3a1c84cb5	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Negative	splash10-014i-1900000000-2173c51c5d8f4369c56a	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-014r-1900000000-30445b1c1ad4ff6c6cfe	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-014i-0900000000-68f9968ec4336192e093	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Negative	splash10-00mo-9400000000-3fc7b7dbdcdb0c24a718	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00ke-1900000000-b4165543fe4077bc8878	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-006y-4900000000-9cc77ecfa0e908d400f3	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9100000000-8e08ba85783d44c725b8	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-0900000000-c5b01c647718505d882a	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-01bd-2900000000-2cd5c47ea7b35f76e87b	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-00mo-9300000000-22457d19a65466f8e94d	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00dl-5900000000-eb26ccce038261968168	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0006-9300000000-aa44337c740dacf05e9c	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9100000000-6509f4478fff1766b65a	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-3900000000-15a50bcc903d54af3f43	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0006-9400000000-0d7b49d15700ae266645	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9300000000-ca99933d289067e5347a	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
2D NMR	[1H,13C] 2D NMR Spectrum	Not Available	Spectrum

Toxicity Profile

Route of Exposure

Not Available

Mechanism of Toxicity

Not Available

Metabolism

Not Available

Toxicity Values

Not Available

Lethal Dose

Not Available

Carcinogenicity (IARC Classification)

Not Available

Uses/Sources

Not Available

Minimum Risk Level

Not Available

Health Effects

Not Available

Symptoms

Not Available

Treatment

Not Available

Concentrations

Not Available

External Links

DrugBank ID

Not Available

HMDB ID

HMDB0000748

FooDB ID

FDB022220

Phenol Explorer ID

Not Available

KNApSAcK ID

C00000150

BiGG ID

Not Available

BioCyc ID

Not Available

METLIN ID

Not Available

PDB ID

Not Available

Wikipedia Link

Not Available

Chemspider ID

ChEBI ID

PubChem Compound ID

Kegg Compound ID

YMDB ID

Not Available

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

MSDS

Not Available

General References

1. Tekewe A, Singh S, Singh M, Mohan U, Banerjee UC: Development and validation of HPLC method for the resolution of drug intermediates: DL-3-Phenyllactic acid, DL-O-acetyl-3-phenyllactic acid and (+/-)-mexiletine acetamide enantiomers. Talanta. 2008 Mar 15;75(1):239-45. doi: 10.1016/j.talanta.2007.11.004. Epub 2007 Nov 13.

2. Andrew D. Abell, John W. Blunt, Glenn J. Foulds and Murray H. G. Munro Chemistry of the mycalamides: antiviral and antitumour compounds from a New Zealand marine sponge. Part 6.1–3 The synthesis and testing of analogues of the C(7)–C(10) fragment. J. Chem. Soc., Perkin Trans. 1, 1997, 1647 - 1654,

L-3-Phenyllactic acid (CHEM022793)

Structure for CHEM022793: L-3-Phenyllactic acid