FComEx: 3-(Methylthio)alanine (PC000672)

Record Information

Version

1.0

Creation date

2015-10-09 22:31:52 UTC

Update date

2017-01-19 02:36:32 UTC

FoodComEx ID

PC000672

FoodDB Record

FDB012676

Chemical Information

Name

3-(Methylthio)alanine

Description

Occurs in all members of the genus Allium, at least two genera of Brassicaceae family (Brassica and Raphanus) and sporadically in the families Compositae, Leguminosae and Umbelliferae. Found in kidney bean seeds (Phaseolus vulgaris) Methylcysteine is one of the identified number of bioactive substances in garlic that are water soluble. (PMID 16484549); It has been suggested that the use of these organosulfur agents derived from garlic could protect partially oxidized and glycated LDL or plasma against further oxidative and glycative deterioration, which might benefit patients with diabetic-related vascular diseases. (PMID 15161248); It may also exert some chemopreventive effects on chemical carcinogenesis. However, it should be borne in mind that may also demonstrate promotion potential, depending on the organ examined. (PMID 9591199). S-Methylcystein is a biomarker for the consumption of dried and cooked beans.

CAS Number

1187-84-4

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
(R)-2-Amino-3-(methylmercapto)propionic acid	biospider
3-(methylthio)-L-(8CI)alanine	biospider
3-(methylthio)-L-alanine	biospider
3-(Methylthio)alanine	db_source
Acm-thiopropionate	biospider
Acm-thiopropionic acid	biospider
Alanine, 3-(methylthio)-, L-	biospider
Alanine, 3-(methylthio)-, L- (8CI)	biospider
CYM	biospider
Cysteine, s-methyl-	biospider
L-aspartic acid dimethyl ester	biospider
L-cysteine, s-methyl-	biospider
L-Cysteine, S-methyl- (9CI)	biospider
L-methylcysteine	biospider
Methylcysteine, l-	biospider
S-acetamidomethyl-deamino-cysteine	biospider
S-methyl-(9CI)-L-cysteine	biospider
S-methyl-cysteine	biospider
S-methyl-DL-cysteine	biospider
S-methyl-l-cysteine	biospider
S-Methylcysteine	db_source
SMC	biospider

Chemical Formula

C4H9NO2S

IUPAC name

2-amino-3-(methylsulfanyl)propanoic acid

InChI Identifier

InChI=1S/C4H9NO2S/c1-8-2-3(5)4(6)7/h3H,2,5H2,1H3,(H,6,7)

InChI Key

IDIDJDIHTAOVLG-UHFFFAOYSA-N

Isomeric SMILES

CSCC(N)C(O)=O

Average Molecular Weight

135.185

Monoisotopic Molecular Weight

135.035399227

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cysteine and derivatives. Cysteine and derivatives are compounds containing cysteine or a derivative thereof resulting from reaction of cysteine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Cysteine and derivatives

Alternative Parents