ChemFOnt: Showing chemical card for 3-Acetamido-5-[acetyl(methyl)amino]-2,4,6-triiodo-N-[(2R,3R,4R,5S,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]benzamide (CFc000237332)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 02:10:36 UTC

Chemfont ID

CFc000237332

Molecule Identification

Common Name

3-Acetamido-5-[acetyl(methyl)amino]-2,4,6-triiodo-N-[(2R,3R,4R,5S,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]benzamide

Definition

3-Acetamido-5-[acetyl(methyl)amino]-2,4,6-triiodo-N-[(2R,3R,4R,5S,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]benzamide, also known as 3-[(1-hydroxyethylidene)amino]-2,4,6-triiodo-5-(N-methylacetamido)-N-[2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]benzene-1-carboximidate, belongs to the class of organic compounds known as acylaminosugars. These are organic compounds containing a sugar linked to a chain through N-acyl group. Based on a literature review very few articles have been published on 3-Acetamido-5-[acetyl(methyl)amino]-2,4,6-triiodo-N-[(2R,3R,4R,5S,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]benzamide.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3-[(1-Hydroxyethylidene)amino]-2,4,6-triiodo-5-(N-methylacetamido)-N-[2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]benzene-1-carboximidate	HMDB

Chemical Formula

C₁₈H₂₂I₃N₃O₈

Average Molecular Weight

789.1

Monoisotopic Molecular Weight

788.8541

IUPAC Name

3-acetamido-2,4,6-triiodo-5-(N-methylacetamido)-N-[2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]benzamide

Traditional Name

metrizamide

CAS Registry Number

Not Available

SMILES

CN(C(C)=O)C1=C(I)C(C(=O)NC2C(O)OC(CO)C(O)C2O)=C(I)C(NC(C)=O)=C1I

InChI Identifier

InChI=1S/C18H22I3N3O8/c1-5(26)22-12-9(19)8(10(20)14(11(12)21)24(3)6(2)27)17(30)23-13-16(29)15(28)7(4-25)32-18(13)31/h7,13,15-16,18,25,28-29,31H,4H2,1-3H3,(H,22,26)(H,23,30)

InChI Key

BAQCROVBDNBEEB-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as acylaminosugars. These are organic compounds containing a sugar linked to a chain through N-acyl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Acylaminosugars

Alternative Parents

Substituents

Acylaminosugar
N-acyl-alpha-hexosamine
Acylaminobenzoic acid or derivatives
Hexose monosaccharide
O-haloacetanilide
P-haloacetanilide
Haloacetanilide
Acetanilide
2-halobenzoic acid or derivatives
4-halobenzoic acid or derivatives
Halobenzoic acid or derivatives
N-acetylarylamine
Benzamide
Anilide
Benzoic acid or derivatives
Benzoyl
N-arylamide
Halobenzene
Iodobenzene
Monocyclic benzene moiety
Aryl halide
Oxane
Aryl iodide
Monosaccharide
Benzenoid
Vinylogous halide
Tertiary carboxylic acid amide
Acetamide
Secondary carboxylic acid amide
Secondary alcohol
Carboxamide group
Hemiacetal
Oxacycle
Organoheterocyclic compound
Polyol
Carboxylic acid derivative
Carbonyl group
Organopnictogen compound
Primary alcohol
Alcohol
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organonitrogen compound
Organoiodide
Organohalogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.64 g/L	ALOGPS
logP	-1.2	ALOGPS
logP	-0.24	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	11.44	ChemAxon
pKa (Strongest Basic)	-1.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	168.66 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	140.62 m³·mol⁻¹	ChemAxon
Polarizability	56.47 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0257808

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

303557

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

342467

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 3-Acetamido-5-[acetyl(methyl)amino]-2,4,6-triiodo-N-[(2R,3R,4R,5S,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]benzamide (CFc000237332)

MOL for CFc000237332 (3-Acetamido-5-[acetyl(methyl)amino]-2,4,6-triiodo-N-[(2R,3R,4R,5S,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]benzamide)

3D MOL for CFc000237332 (3-Acetamido-5-[acetyl(methyl)amino]-2,4,6-triiodo-N-[(2R,3R,4R,5S,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]benzamide)

3D SDF for CFc000237332 (3-Acetamido-5-[acetyl(methyl)amino]-2,4,6-triiodo-N-[(2R,3R,4R,5S,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]benzamide)

3D-SDF for CFc000237332 (3-Acetamido-5-[acetyl(methyl)amino]-2,4,6-triiodo-N-[(2R,3R,4R,5S,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]benzamide)

PDB for CFc000237332 (3-Acetamido-5-[acetyl(methyl)amino]-2,4,6-triiodo-N-[(2R,3R,4R,5S,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]benzamide)

3D PDB for CFc000237332 (3-Acetamido-5-[acetyl(methyl)amino]-2,4,6-triiodo-N-[(2R,3R,4R,5S,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]benzamide)

SMILES for CFc000237332 (3-Acetamido-5-[acetyl(methyl)amino]-2,4,6-triiodo-N-[(2R,3R,4R,5S,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]benzamide)

INCHI for CFc000237332 (3-Acetamido-5-[acetyl(methyl)amino]-2,4,6-triiodo-N-[(2R,3R,4R,5S,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]benzamide)

Structure for CFc000237332 (3-Acetamido-5-[acetyl(methyl)amino]-2,4,6-triiodo-N-[(2R,3R,4R,5S,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]benzamide)

3D Structure for CFc000237332 (3-Acetamido-5-[acetyl(methyl)amino]-2,4,6-triiodo-N-[(2R,3R,4R,5S,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]benzamide)