ChemFOnt: Showing chemical card for 2-hydroxy-2-phenylpropanoic acid (CFc000122546)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:47:47 UTC

Chemfont ID

CFc000122546

Molecule Identification

Common Name

2-hydroxy-2-phenylpropanoic acid

Definition

2-hydroxy-2-phenylpropanoic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 2-phenylpropanoic acid. It is generated by cyp2c8 enzyme via a hydroxylation-of-aliphatic-penultimate-carbon-adjacent-to-aromatic-carbon reaction. This hydroxylation-of-aliphatic-penultimate-carbon-adjacent-to-aromatic-carbon occurs in humans.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2-Hydroxy-2-phenylpropionic acid	ChEBI
2-Phenyllactic acid	ChEBI
alpha-Hydroxy-alpha-methylbenzeneacetic acid	ChEBI
alpha-Hydroxy-alpha-phenylpropionic acid	ChEBI
alpha-Methylmandelic acid	ChEBI
2-Hydroxy-2-phenylpropionate	Generator
2-Phenyllactate	Generator
a-Hydroxy-a-methylbenzeneacetate	Generator
a-Hydroxy-a-methylbenzeneacetic acid	Generator
alpha-Hydroxy-alpha-methylbenzeneacetate	Generator
Α-hydroxy-α-methylbenzeneacetate	Generator
Α-hydroxy-α-methylbenzeneacetic acid	Generator
a-Hydroxy-a-phenylpropionate	Generator
a-Hydroxy-a-phenylpropionic acid	Generator
alpha-Hydroxy-alpha-phenylpropionate	Generator
Α-hydroxy-α-phenylpropionate	Generator
Α-hydroxy-α-phenylpropionic acid	Generator
a-Methylmandelate	Generator
a-Methylmandelic acid	Generator
alpha-Methylmandelate	Generator
Α-methylmandelate	Generator
Α-methylmandelic acid	Generator
2-Hydroxy-2-phenylpropanoate	Generator

Chemical Formula

C₉H₁₀O₃

Average Molecular Weight

166.1739

Monoisotopic Molecular Weight

166.062994186

IUPAC Name

2-hydroxy-2-phenylpropanoic acid

Traditional Name

(+-)-atrolactic acid

CAS Registry Number

None

SMILES

CC(O)(C(O)=O)C1=CC=CC=C1

InChI Identifier

InChI=1S/C9H10O3/c1-9(12,8(10)11)7-5-3-2-4-6-7/h2-6,12H,1H3,(H,10,11)

InChI Key

NWCHELUCVWSRRS-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Not Available

Direct Parent

Benzene and substituted derivatives

Alternative Parents

Substituents

Hydroxy acid
Monocyclic benzene moiety
Alpha-hydroxy acid
Tertiary alcohol
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Aromatic alcohol
Organooxygen compound
Carbonyl group
Alcohol
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

2-hydroxy monocarboxylic acid (CHEBI:50392 )

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0142137)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	19.7 g/L	ALOGPS
logP	1.07	ALOGPS
logP	1.33	ChemAxon
logS	-0.93	ALOGPS
pKa (Strongest Acidic)	3.81	ChemAxon
pKa (Strongest Basic)	-4.2	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	2	ChemAxon
Refractivity	43.42 m³·mol⁻¹	ChemAxon
Polarizability	16.49 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

HMDB0142137

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB093343

KNApSAcK ID

Not Available

Chemspider ID

1263

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

1303

PDB ID

Not Available

ChEBI ID

50392

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 2-hydroxy-2-phenylpropanoic acid (CFc000122546)

MOL for CFc000122546 (2-hydroxy-2-phenylpropanoic acid)

3D MOL for CFc000122546 (2-hydroxy-2-phenylpropanoic acid)

3D SDF for CFc000122546 (2-hydroxy-2-phenylpropanoic acid)

3D-SDF for CFc000122546 (2-hydroxy-2-phenylpropanoic acid)

PDB for CFc000122546 (2-hydroxy-2-phenylpropanoic acid)

3D PDB for CFc000122546 (2-hydroxy-2-phenylpropanoic acid)

SMILES for CFc000122546 (2-hydroxy-2-phenylpropanoic acid)

INCHI for CFc000122546 (2-hydroxy-2-phenylpropanoic acid)

Structure for CFc000122546 (2-hydroxy-2-phenylpropanoic acid)

3D Structure for CFc000122546 (2-hydroxy-2-phenylpropanoic acid)