ChemFOnt: Showing chemical card for N-Acetylmethionine sulfoxide (CFc000220606)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 01:39:49 UTC

Chemfont ID

CFc000220606

Molecule Identification

Common Name

N-Acetylmethionine sulfoxide

Definition

N-Acetylmethionine sulfoxide (CAS: 3054-51-1), also known as N-ACMSO or 2-(acetylamino)-4-(methylsulfinyl)butanoic acid, belongs to the class of organic compounds known as N-acyl-L-alpha-amino acids. These are N-acylated alpha amino acids which have the L-configuration of the alpha-carbon atom. N-Acetylmethionine sulfoxide has been identified in the human placenta (PMID: 32033212 ).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
N-Acetylmethionine sulphoxide	Generator
(2S)-2-[(1-Hydroxyethylidene)amino]-4-methanesulfinylbutanoate	HMDB
(2S)-2-[(1-Hydroxyethylidene)amino]-4-methanesulphinylbutanoate	HMDB
(2S)-2-[(1-Hydroxyethylidene)amino]-4-methanesulphinylbutanoic acid	HMDB
N-ACMSO	HMDB
(2S)-2-(Acetylamino)-4-(methylsulfinyl)butanoic acid	HMDB
(2S)-2-Acetamido-4-(methylsulfinyl)butanoic acid	HMDB
(2S)-2-Acetamido-4-methanesulfinylbutanoic acid	HMDB
(2S)-2-Acetamido-4-methylsulfinylbutanoic acid	HMDB
2-(Acetylamino)-4-(methylsulfinyl)butanoic acid	HMDB
N-Acetyl-L-methionine sulfoxide	HMDB
N-Acetylmethionine sulfoxide	MeSH

Chemical Formula

C₇H₁₃NO₄S

Average Molecular Weight

207.24

Monoisotopic Molecular Weight

207.056529077

IUPAC Name

(2S)-2-acetamido-4-methanesulfinylbutanoic acid

Traditional Name

(2S)-2-acetamido-4-methanesulfinylbutanoic acid

CAS Registry Number

108646-71-5

SMILES

CC(=O)N[C@@H](CCS(C)=O)C(O)=O

InChI Identifier

InChI=1S/C7H13NO4S/c1-5(9)8-6(7(10)11)3-4-13(2)12/h6H,3-4H2,1-2H3,(H,8,9)(H,10,11)/t6-,13?/m0/s1

InChI Key

NPIMMZJBURSMON-YLTHGKPTSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-acyl-l-alpha-amino acids. These are n-acylated alpha amino acids which have the L-configuration of the alpha-carbon 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-L-alpha-amino acids

Alternative Parents

Substituents

N-acyl-l-alpha-amino acid
Thia fatty acid
Fatty acid
Fatty acyl
Acetamide
Carboxamide group
Secondary carboxylic acid amide
Sulfoxide
Sulfinyl compound
Monocarboxylic acid or derivatives
Carboxylic acid
Organic oxygen compound
Carbonyl group
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Organic oxide
Hydrocarbon derivative
Organic nitrogen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Placenta (HMDB: HMDB0240343)

Excreta

Biofluid or Excreta

Feces (PMID: 29808030)

Source

Exogenous

Exogenous (HMDB: HMDB0240343)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	21.5 g/L	ALOGPS
logP	-0.96	ALOGPS
logP	-2.5	ChemAxon
logS	-0.98	ALOGPS
pKa (Strongest Acidic)	3.45	ChemAxon
pKa (Strongest Basic)	-1.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	83.47 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	48.79 m³·mol⁻¹	ChemAxon
Polarizability	20.13 Å³	ChemAxon
Number of Rings	0	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

HMDB0240343

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

19354090

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

7408371

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for N-Acetylmethionine sulfoxide (CFc000220606)

MOL for CFc000220606 (N-Acetylmethionine sulfoxide)

3D MOL for CFc000220606 (N-Acetylmethionine sulfoxide)

3D SDF for CFc000220606 (N-Acetylmethionine sulfoxide)

3D-SDF for CFc000220606 (N-Acetylmethionine sulfoxide)

PDB for CFc000220606 (N-Acetylmethionine sulfoxide)

3D PDB for CFc000220606 (N-Acetylmethionine sulfoxide)

SMILES for CFc000220606 (N-Acetylmethionine sulfoxide)

INCHI for CFc000220606 (N-Acetylmethionine sulfoxide)

Structure for CFc000220606 (N-Acetylmethionine sulfoxide)

3D Structure for CFc000220606 (N-Acetylmethionine sulfoxide)