ChemFOnt: Showing chemical card for 2-hydroxy-2-phenylacetic acid (CFc000105335)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:22:13 UTC

Chemfont ID

CFc000105335

Molecule Identification

Common Name

2-hydroxy-2-phenylacetic acid

Definition

2-hydroxy-2-phenylacetic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 2-hydroxy-2-(4-hydroxyphenyl)acetic acid. It is generated by Dehydroxylase enzyme via a -4p-dehydroxylation-of-substituted-benzene reaction. This -4p-dehydroxylation-of-substituted-benzene occurs in human gut microbiota.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(RS)-Mandelic acid	ChEBI
2-Hydroxy-2-phenylacetic acid	ChEBI
2-Hydroxy-2-phenylethanoic acid	ChEBI
alpha-Hydroxybenzeneacetic acid	ChEBI
DL-Mandelic acid	ChEBI
Mandelsaeure	ChEBI
(RS)-Mandelate	Generator
2-Hydroxy-2-phenylacetate	Generator
2-Hydroxy-2-phenylethanoate	Generator
a-Hydroxybenzeneacetate	Generator
a-Hydroxybenzeneacetic acid	Generator
alpha-Hydroxybenzeneacetate	Generator
Α-hydroxybenzeneacetate	Generator
Α-hydroxybenzeneacetic acid	Generator
DL-Mandelate	Generator
Mandelate	Generator
Mandelic acid, calcium (2:1) salt	MeSH, HMDB
Mandelic acid, monosodium salt, (R)-isomer	MeSH, HMDB
Mandelic acid, monosodium salt	MeSH, HMDB
Mandelic acid, (+-)-isomer	MeSH, HMDB
Mandelic acid, (R)-isomer	MeSH, HMDB
Mandelic acid, monolithium salt	MeSH, HMDB
Mandelic acid, monosodium salt, (S)-isomer	MeSH, HMDB
Mandelic acid, (11)C-labeled	MeSH, HMDB
Mandelic acid, (S)-isomer	MeSH, HMDB
Mandelic acid, monoammonium salt	MeSH, HMDB
Mandelic acid, monocalcium salt	MeSH, HMDB

Chemical Formula

C₈H₈O₃

Average Molecular Weight

152.149

Monoisotopic Molecular Weight

152.047344118

IUPAC Name

2-hydroxy-2-phenylacetic acid

Traditional Name

mandelic acid

CAS Registry Number

None

SMILES

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

InChI Identifier

InChI=1S/C8H8O3/c9-7(8(10)11)6-4-2-1-3-5-6/h1-5,7,9H,(H,10,11)

InChI Key

IWYDHOAUDWTVEP-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
Secondary 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

benzenes (CHEBI:35825 )
2-hydroxy monocarboxylic acid (CHEBI:35825 )

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0124926)

Process

Not Available

Role

Industrial application

Pharmaceutical industry

Pharmaceutical (HMDB: HMDB0124926)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	16.8 g/L	ALOGPS
logP	0.66	ALOGPS
logP	0.9	ChemAxon
logS	-0.96	ALOGPS
pKa (Strongest Acidic)	3.75	ChemAxon
pKa (Strongest Basic)	-4.1	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	38.7 m³·mol⁻¹	ChemAxon
Polarizability	14.66 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0124926

DrugBank ID

DB13218

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB083847

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Mandelic_acid

METLIN ID

Not Available

PubChem Compound

1292

PDB ID

Not Available

ChEBI ID

35825

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 2-hydroxy-2-phenylacetic acid (CFc000105335)

MOL for CFc000105335 (2-hydroxy-2-phenylacetic acid)

3D MOL for CFc000105335 (2-hydroxy-2-phenylacetic acid)

3D SDF for CFc000105335 (2-hydroxy-2-phenylacetic acid)

3D-SDF for CFc000105335 (2-hydroxy-2-phenylacetic acid)

PDB for CFc000105335 (2-hydroxy-2-phenylacetic acid)

3D PDB for CFc000105335 (2-hydroxy-2-phenylacetic acid)

SMILES for CFc000105335 (2-hydroxy-2-phenylacetic acid)

INCHI for CFc000105335 (2-hydroxy-2-phenylacetic acid)

Structure for CFc000105335 (2-hydroxy-2-phenylacetic acid)

3D Structure for CFc000105335 (2-hydroxy-2-phenylacetic acid)