ChemFOnt: Showing chemical card for Metrizoic acid (CFc000234212)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 02:04:54 UTC

Chemfont ID

CFc000234212

Molecule Identification

Common Name

Metrizoic acid

Definition

Metrizoic acid, also known as acide metrizoique or metrizoate, belongs to the class of organic compounds known as acylaminobenzoic acid and derivatives. These are derivatives of amino benzoic acid derivatives where the amine group is N-acylated. Metrizoic acid is a drug which is used for use as a contrast medium [l1597]. Metrizoic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3-(Acetylamino)-5-(acetylmethylamino)-2,4,6-triiodobenzoic acid	ChEBI
3-Acetamido-2,4,6-triiodo-5-(N-methylacetamido)benzoic acid	ChEBI
3-Acetamido-2,4,6-triiodo-5-N-methylacetamidobenzoic acid	ChEBI
Acide metrizoique	ChEBI
Acidum metrizoicum	ChEBI
3-(Acetylamino)-5-(acetylmethylamino)-2,4,6-triiodobenzoate	Generator
3-Acetamido-2,4,6-triiodo-5-(N-methylacetamido)benzoate	Generator
3-Acetamido-2,4,6-triiodo-5-N-methylacetamidobenzoate	Generator
Metrizoate	Generator
Metrizoate sodium	MeSH
Sodium, metrizoate	MeSH
Triosil	MeSH
Isopaque	MeSH

Chemical Formula

C₁₂H₁₁I₃N₂O₄

Average Molecular Weight

627.943

Monoisotopic Molecular Weight

627.78529

IUPAC Name

3-acetamido-2,4,6-triiodo-5-(N-methylacetamido)benzoic acid

Traditional Name

metrizoic acid

CAS Registry Number

1949-45-7

SMILES

CN(C(C)=O)C1=C(I)C(C(O)=O)=C(I)C(NC(C)=O)=C1I

InChI Identifier

InChI=1S/C12H11I3N2O4/c1-4(18)16-10-7(13)6(12(20)21)8(14)11(9(10)15)17(3)5(2)19/h1-3H3,(H,16,18)(H,20,21)

InChI Key

GGGDNPWHMNJRFN-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as acylaminobenzoic acid and derivatives. These are derivatives of amino benzoic acid derivatives where the amine group is N-acylated.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

Acylaminobenzoic acid and derivatives

Alternative Parents

Substituents

Acylaminobenzoic acid or derivatives
O-haloacetanilide
P-haloacetanilide
Haloacetanilide
Acetanilide
2-halobenzoic acid
4-halobenzoic acid
Halobenzoic acid
Halobenzoic acid or derivatives
2-halobenzoic acid or derivatives
4-halobenzoic acid or derivatives
Benzoic acid
N-acetylarylamine
Anilide
N-arylamide
1-carboxy-2-haloaromatic compound
Benzoyl
Halobenzene
Iodobenzene
Aryl halide
Aryl iodide
Vinylogous halide
Acetamide
Tertiary carboxylic acid amide
Secondary carboxylic acid amide
Carboxamide group
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Carboxylic acid
Hydrocarbon derivative
Organic nitrogen compound
Organohalogen compound
Organoiodide
Carbonyl group
Organopnictogen compound
Organic oxygen compound
Organonitrogen compound
Organooxygen compound
Organic oxide
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

monocarboxylic acid (CHEBI:34847 )

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (HMDB: HMDB0254687)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.088 g/L	ALOGPS
logP	2.18	ALOGPS
logP	2.76	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	2.16	ChemAxon
pKa (Strongest Basic)	-3.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	86.71 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	106.24 m³·mol⁻¹	ChemAxon
Polarizability	39.93 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

DB09346

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C14165

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Metrizoic_Acid

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

34847

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Metrizoic acid (CFc000234212)

MOL for CFc000234212 (Metrizoic acid)

3D MOL for CFc000234212 (Metrizoic acid)

3D SDF for CFc000234212 (Metrizoic acid)

3D-SDF for CFc000234212 (Metrizoic acid)

PDB for CFc000234212 (Metrizoic acid)

3D PDB for CFc000234212 (Metrizoic acid)

SMILES for CFc000234212 (Metrizoic acid)

INCHI for CFc000234212 (Metrizoic acid)

Structure for CFc000234212 (Metrizoic acid)

3D Structure for CFc000234212 (Metrizoic acid)