ChemFOnt: Showing chemical card for S-Methyl-L-cysteine sulfoxide (CFc000333236)

Record Information

Version

1.0

Creation Date

Update Date

2022-09-14 05:13:08 UTC

Chemfont ID

CFc000333236

Molecule Identification

Common Name

S-Methyl-L-cysteine sulfoxide

Definition

S-methyl-l-cysteine sulfoxide, also known as methiin, (l-ala)-(R)-isomer or kale anemia factor, is a member of the class of compounds known as L-alpha-amino acids. L-alpha-amino acids are alpha amino acids which have the L-configuration of the alpha-carbon atom. S-methyl-l-cysteine sulfoxide is soluble (in water) and a moderately acidic compound (based on its pKa). S-methyl-l-cysteine sulfoxide can be found in radish and soft-necked garlic, which makes S-methyl-l-cysteine sulfoxide a potential biomarker for the consumption of these food products.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
S-Methyl-L-cysteine sulphoxide	Generator
S-Methyl-L-cysteinesulfoxide	MeSH
S-Methylcysteine sulfoxide	MeSH
Kale anemia factor	MeSH
Methiin	MeSH
Methiin, (DL-ala)-isomer	MeSH
Methiin, (L-ala)-(R)-isomer	MeSH
Methiin, (L-ala)-(S)-isomer	MeSH
Methiin, (L-ala)-isomer	MeSH

Chemical Formula

C₄H₉NO₃S

Average Molecular Weight

151.184

Monoisotopic Molecular Weight

151.030313849

IUPAC Name

(2R)-2-amino-3-methanesulfinylpropanoic acid

Traditional Name

(2R)-2-amino-3-methanesulfinylpropanoic acid

CAS Registry Number

Not Available

SMILES

CS(=O)C[C@H](N)C(O)=O

InChI Identifier

InChI=1S/C4H9NO3S/c1-9(8)2-3(5)4(6)7/h3H,2,5H2,1H3,(H,6,7)/t3-,9?/m0/s1

InChI Key

ZZLHPCSGGOGHFW-BUKSALPDSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as l-alpha-amino acids. These are 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

L-alpha-amino acids

Alternative Parents

Substituents

L-alpha-amino acid
Sulfoxide
Amino acid
Carboxylic acid
Monocarboxylic acid or derivatives
Sulfinyl compound
Amine
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Primary amine
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Primary aliphatic amine
Organic nitrogen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (FooDB: )

Food

Vegetable

Root vegetable

Radish (FooDB: FOOD00153)

Herb and spice

Herb

Soft-necked garlic (FooDB: FOOD00850)

Process

Not Available

Role

Biological role

Hypocholesterolemic (FooDB: )
Lipolytic (FooDB: )

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	50.4 g/L	ALOGPS
logP	-2.6	ALOGPS
logP	-4.6	ChemAxon
logS	-0.48	ALOGPS
pKa (Strongest Acidic)	1.61	ChemAxon
pKa (Strongest Basic)	8.45	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	80.39 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	34.59 m³·mol⁻¹	ChemAxon
Polarizability	14.05 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

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB003687

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

182092

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for S-Methyl-L-cysteine sulfoxide (CFc000333236)

MOL for CFc000333236 (S-Methyl-L-cysteine sulfoxide)

3D MOL for CFc000333236 (S-Methyl-L-cysteine sulfoxide)

3D SDF for CFc000333236 (S-Methyl-L-cysteine sulfoxide)

3D-SDF for CFc000333236 (S-Methyl-L-cysteine sulfoxide)

PDB for CFc000333236 (S-Methyl-L-cysteine sulfoxide)

3D PDB for CFc000333236 (S-Methyl-L-cysteine sulfoxide)

SMILES for CFc000333236 (S-Methyl-L-cysteine sulfoxide)

INCHI for CFc000333236 (S-Methyl-L-cysteine sulfoxide)

Structure for CFc000333236 (S-Methyl-L-cysteine sulfoxide)

3D Structure for CFc000333236 (S-Methyl-L-cysteine sulfoxide)