ChemFOnt: Showing chemical card for m-Methylhippuric acid (CFc000008270)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 18:54:57 UTC

Chemfont ID

CFc000008270

Molecule Identification

Common Name

m-Methylhippuric acid

Definition

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

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3-Methylhippuric acid	ChEBI
3-Methylhippate	Generator
3-Methylhippic acid	Generator
m-Methylhippate	Generator
m-Methylhippic acid	Generator
Meta-methylhippuric acid	MeSH

Chemical Formula

C₁₀H₁₁NO₃

Average Molecular Weight

193.1992

Monoisotopic Molecular Weight

193.073893223

IUPAC Name

2-[(3-methylphenyl)formamido]acetic acid

Traditional Name

[(3-methylphenyl)formamido]acetic acid

CAS Registry Number

27115-49-7

SMILES

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

InChI Identifier

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

InChI Key

YKAKNMHEIJUKEX-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

N-acyl-alpha amino acids

Alternative Parents

Substituents

N-acyl-alpha-amino acid
Toluene
Monocyclic benzene moiety
Benzenoid
Carboximidic acid
Carboximidic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Organonitrogen compound
Organic oxygen compound
Organooxygen compound
Organopnictogen compound
Organic oxide
Organic nitrogen compound
Carbonyl group
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

N-acylglycine (CHEBI:68500 )

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0013245)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.56 g/L	ALOGPS
logP	0.69	ALOGPS
logP	1.04	ChemAxon
logS	-2.5	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	19.65 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

HMDB0013245

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB029355

KNApSAcK ID

Not Available

Chemspider ID

89642

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Methylhippuric acid

METLIN ID

Not Available

PubChem Compound

99223

PDB ID

Not Available

ChEBI ID

68500

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for m-Methylhippuric acid (CFc000008270)

MOL for CFc000008270 (m-Methylhippuric acid)

3D MOL for CFc000008270 (m-Methylhippuric acid)

3D SDF for CFc000008270 (m-Methylhippuric acid)

3D-SDF for CFc000008270 (m-Methylhippuric acid)

PDB for CFc000008270 (m-Methylhippuric acid)

3D PDB for CFc000008270 (m-Methylhippuric acid)

SMILES for CFc000008270 (m-Methylhippuric acid)

INCHI for CFc000008270 (m-Methylhippuric acid)

Structure for CFc000008270 (m-Methylhippuric acid)

3D Structure for CFc000008270 (m-Methylhippuric acid)