ChemFOnt: Showing chemical card for (R)-mandelic Acid (CFc000043047)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:45:54 UTC

Chemfont ID

CFc000043047

Molecule Identification

Common Name

(R)-mandelic Acid

Definition

(R)-mandelic Acid, also known as (R)-2-Hydroxy-2-phenylacetic acid or (-)-(R)-Mandelate, is classified as a benzene or a Benzene derivative. Benzenes are aromatic compounds containing one monocyclic ring system consisting of benzene. (R)-mandelic Acid is considered to be soluble (in water) and acidic

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(-)-(R)-Mandelic acid	ChEBI
(-)-alpha-Hydroxyphenylacetic acid	ChEBI
(-)-Mandelic acid	ChEBI
(2R)-2-Hydroxy-2-phenylacetic acid	ChEBI
(R)-2-Hydroxy-2-phenylacetic acid	ChEBI
(R)-alpha-Hydroxybenzeneacetic acid	ChEBI
(R)-alpha-Hydroxyphenylacetic acid	ChEBI
(R)-Mandelsaeure	ChEBI
D(-)-Mandelic acid	ChEBI
D-2-Phenylglycolic acid	ChEBI
D-Mandelic acid	ChEBI
(R)-2-Hydroxy-2-phenylacetate	Kegg
(-)-(R)-Mandelate	Generator
(-)-a-Hydroxyphenylacetate	Generator
(-)-a-Hydroxyphenylacetic acid	Generator
(-)-alpha-Hydroxyphenylacetate	Generator
(-)-Α-hydroxyphenylacetate	Generator
(-)-Α-hydroxyphenylacetic acid	Generator
(-)-Mandelate	Generator
(2R)-2-Hydroxy-2-phenylacetate	Generator
(R)-a-Hydroxybenzeneacetate	Generator
(R)-a-Hydroxybenzeneacetic acid	Generator
(R)-alpha-Hydroxybenzeneacetate	Generator
(R)-Α-hydroxybenzeneacetate	Generator
(R)-Α-hydroxybenzeneacetic acid	Generator
(R)-a-Hydroxyphenylacetate	Generator
(R)-a-Hydroxyphenylacetic acid	Generator
(R)-alpha-Hydroxyphenylacetate	Generator
(R)-Α-hydroxyphenylacetate	Generator
(R)-Α-hydroxyphenylacetic acid	Generator
D(-)-Mandelate	Generator
D-2-Phenylglycolate	Generator
D-Mandelate	Generator
(R)-Mandelate	Generator

Chemical Formula

C₈H₈O₃

Average Molecular Weight

152.1473

Monoisotopic Molecular Weight

152.047344122

IUPAC Name

(2R)-2-hydroxy-2-phenylacetic acid

Traditional Name

mandelic acid, (+-)-

CAS Registry Number

611-71-2

SMILES

O[C@@H](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)/t7-/m1/s1

InChI Key

IWYDHOAUDWTVEP-SSDOTTSWSA-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

mandelic acid (CHEBI:17656 )

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0062635)

Process

Not Available

Role

Not Available

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

HMDB0062635

DrugBank ID

DB02280

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C01983

BioCyc ID

CPD-121

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11914

PDB ID

Not Available

ChEBI ID

17656

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for (R)-mandelic Acid (CFc000043047)

MOL for CFc000043047 ((R)-mandelic Acid)

3D MOL for CFc000043047 ((R)-mandelic Acid)

3D SDF for CFc000043047 ((R)-mandelic Acid)

3D-SDF for CFc000043047 ((R)-mandelic Acid)

PDB for CFc000043047 ((R)-mandelic Acid)

3D PDB for CFc000043047 ((R)-mandelic Acid)

SMILES for CFc000043047 ((R)-mandelic Acid)

INCHI for CFc000043047 ((R)-mandelic Acid)

Structure for CFc000043047 ((R)-mandelic Acid)

3D Structure for CFc000043047 ((R)-mandelic Acid)