ChemFOnt: Showing chemical card for 3-Hydroxy-3-phenylpropanoic acid (CFc000105334)

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

CFc000105334

Molecule Identification

Common Name

3-Hydroxy-3-phenylpropanoic acid

Definition

3-Hydroxy-3-phenylpropanoic acid (CAS: 3480-87-3) 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. 3-Hydroxy-3-phenylpropanoic acid is an extremely weak basic (essentially neutral) compound (based on its pKa). BioTransformer predicts that 3-hydroxy-3-phenylpropanoic acid is a product of 3-hydroxy-3-(4-hydroxyphenyl)propanoic acid metabolism via a -4p-dehydroxylation-of-substituted-benzene reaction occurring in human gut microbiota and catalyzed by a dehydroxylase enzyme (PMID: 30612223 ).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(R)-3-Hydroxy-3-phenylpropionate	Generator
(3R)-3-Hydroxy-3-phenylpropanoic acid	HMDB
(3R)-3-Hydroxy-3-phenylpropionic acid	HMDB
(R)-(+)-3-Hydroxy-3-phenylpropanoic acid	HMDB
(R)-(+)-3-Hydroxy-3-phenylpropionic acid	HMDB
(R)-3-Hydroxy-3-phenylpropanoic acid	HMDB
(R)-3-Hydroxy-3-phenylpropanoicacid	HMDB
(R)-3-Hydroxy-3-phenylpropionic acid	HMDB
(R)-3-Hydroxybenzenepropanoic acid	HMDB
(R)-3-Hydroxybenzenepropionic acid	HMDB
(betaR)-beta-Hydroxybenzenepropanoic acid	HMDB
(betaR)-beta-Hydroxybenzenepropionic acid	HMDB
(βR)-β-Hydroxybenzenepropanoic acid	HMDB
(βR)-β-Hydroxybenzenepropionic acid	HMDB
3-Hydroxy-3-phenylpropanoic acid	HMDB
3-Hydroxy-3-phenylpropionic acid	HMDB
3-Phenyl-3-hydroxypropanoic acid	HMDB
3-Phenyl-3-hydroxypropionic acid	HMDB
D(+)-beta-Phenylhydracrylic acid	HMDB
D(+)-β-Phenylhydracrylic acid	HMDB
beta-Hydroxy-beta-phenylpropanoic acid	HMDB
beta-Hydroxy-beta-phenylpropionic acid	HMDB
beta-Hydroxybenzenepropanoic acid	HMDB
beta-Hydroxybenzenepropionic acid	HMDB
beta-Phenylhydracrylic acid	HMDB
β-Hydroxy-β-phenylpropanoic acid	HMDB
β-Hydroxy-β-phenylpropionic acid	HMDB
β-Hydroxybenzenepropanoic acid	HMDB
β-Hydroxybenzenepropionic acid	HMDB
β-Phenylhydracrylic acid	HMDB

Chemical Formula

C₉H₁₀O₃

Average Molecular Weight

166.176

Monoisotopic Molecular Weight

166.062994182

IUPAC Name

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

Traditional Name

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

CAS Registry Number

2768-42-5

SMILES

O[C@H](CC(O)=O)C1=CC=CC=C1

InChI Identifier

InChI=1S/C9H10O3/c10-8(6-9(11)12)7-4-2-1-3-5-7/h1-5,8,10H,6H2,(H,11,12)/t8-/m1/s1

InChI Key

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

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

3-hydroxy-3-phenylpropionic acid (CHEBI:51059 )

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0124925)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	11.1 g/L	ALOGPS
logP	0.75	ALOGPS
logP	0.98	ChemAxon
logS	-1.2	ALOGPS
pKa (Strongest Acidic)	4.37	ChemAxon
pKa (Strongest Basic)	-3.1	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	3	ChemAxon
Refractivity	43.33 m³·mol⁻¹	ChemAxon
Polarizability	16.77 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

HMDB0124925

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB083846

KNApSAcK ID

Not Available

Chemspider ID

5323741

KEGG Compound ID

Not Available

BioCyc ID

CPD-12218

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6950815

PDB ID

Not Available

ChEBI ID

51059

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 3-Hydroxy-3-phenylpropanoic acid (CFc000105334)

MOL for CFc000105334 (3-Hydroxy-3-phenylpropanoic acid)

3D MOL for CFc000105334 (3-Hydroxy-3-phenylpropanoic acid)

3D SDF for CFc000105334 (3-Hydroxy-3-phenylpropanoic acid)

3D-SDF for CFc000105334 (3-Hydroxy-3-phenylpropanoic acid)

PDB for CFc000105334 (3-Hydroxy-3-phenylpropanoic acid)

3D PDB for CFc000105334 (3-Hydroxy-3-phenylpropanoic acid)

SMILES for CFc000105334 (3-Hydroxy-3-phenylpropanoic acid)

INCHI for CFc000105334 (3-Hydroxy-3-phenylpropanoic acid)

Structure for CFc000105334 (3-Hydroxy-3-phenylpropanoic acid)

3D Structure for CFc000105334 (3-Hydroxy-3-phenylpropanoic acid)