ChemFOnt: Showing chemical card for p-Methylhippuric acid (CFc000008282)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 18:54:58 UTC

Chemfont ID

CFc000008282

Molecule Identification

Common Name

p-Methylhippuric acid

Definition

p-Methylhippuric (p-MHA)acid is the principal metabolite of p-xylene. Most of the p-xylene inhaled by workers will be excreted in urine as p-MHA.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
4-Methylhippuric acid	ChEBI
4-Methylhippate	Generator
4-Methylhippic acid	Generator
p-Methylhippate	Generator
p-Methylhippic acid	Generator
Para-methylhippuric acid	MeSH
((4-Methylbenzoyl)amino)acetic acid	HMDB
(4-Methyl-benzoylamino)-acetic acid	HMDB
N-(4-Methylbenzoyl)glycine	HMDB
N-(P-Toluoyl)-glycine	HMDB
N-(P-Toluoyl)glycine	HMDB
P-Toluric acid	HMDB

Chemical Formula

C₁₀H₁₁NO₃

Average Molecular Weight

193.1992

Monoisotopic Molecular Weight

193.073893223

IUPAC Name

2-[(4-methylphenyl)formamido]acetic acid

Traditional Name

[(4-methylphenyl)formamido]acetic acid

CAS Registry Number

27115-50-0

SMILES

CC1=CC=C(C=C1)C(=O)NCC(O)=O

InChI Identifier

InChI=1S/C10H11NO3/c1-7-2-4-8(5-3-7)10(14)11-6-9(12)13/h2-5H,6H2,1H3,(H,11,14)(H,12,13)

InChI Key

NRSCPTLHWVWLLH-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hippuric acids. Hippuric acids are compounds containing hippuric acid, which consists of a of a benzoyl group linked to the N-terminal of a glycine.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

Hippuric acids

Alternative Parents

Substituents

Hippuric acid
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Alpha-amino acid or derivatives
P-toluamide
Toluamide
Benzoyl
Toluene
Carboxamide group
Secondary carboxylic acid amide
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Organic oxygen compound
Organic oxide
Organic nitrogen compound
Organopnictogen compound
Carbonyl group
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

N-acylglycine (CHEBI:68552 )

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0013292)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.52 g/L	ALOGPS
logP	0.7	ALOGPS
logP	1.04	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	3.74	ChemAxon
pKa (Strongest Basic)	-1.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	66.4 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	51.16 m³·mol⁻¹	ChemAxon
Polarizability	19.77 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

HMDB0013292

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB029366

KNApSAcK ID

Not Available

Chemspider ID

87986

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Methylhippuric acid

METLIN ID

Not Available

PubChem Compound

97479

PDB ID

Not Available

ChEBI ID

68552

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for p-Methylhippuric acid (CFc000008282)

MOL for CFc000008282 (p-Methylhippuric acid)

3D MOL for CFc000008282 (p-Methylhippuric acid)

3D SDF for CFc000008282 (p-Methylhippuric acid)

3D-SDF for CFc000008282 (p-Methylhippuric acid)

PDB for CFc000008282 (p-Methylhippuric acid)

3D PDB for CFc000008282 (p-Methylhippuric acid)

SMILES for CFc000008282 (p-Methylhippuric acid)

INCHI for CFc000008282 (p-Methylhippuric acid)

Structure for CFc000008282 (p-Methylhippuric acid)

3D Structure for CFc000008282 (p-Methylhippuric acid)