FComEx: L-Methionine (PC000005)

Record Information

Version

1.0

Creation date

2015-10-09 22:27:13 UTC

Update date

2017-01-19 02:36:09 UTC

FoodComEx ID

PC000005

FoodDB Record

FDB012683

Chemical Information

Name

L-Methionine

Description

L-Methionine, also known as acimethin or H-met-H, belongs to the class of organic compounds known as methionine and derivatives. Methionine and derivatives are compounds containing methionine or a derivative thereof resulting from reaction of methionine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. The L-enantiomer of methionine. L-Methionine is a drug which is used for protein synthesis including the formation of same, l-homocysteine, l-cysteine, taurine, and sulfate. L-Methionine is a very strong basic compound (based on its pKa). L-Methionine exists in all living species, ranging from bacteria to humans. Outside of the human body, L-Methionine is found, on average, in the highest concentration within a few different foods, such as milk (cow), beluga whales, and smelts and in a lower concentration in white cabbages, wax gourds, and coconuts. L-Methionine has also been detected, but not quantified in, several different foods, such as pepper (c. chinense), acerola, grass pea, oxheart cabbages, and sherries. This could make L-methionine a potential biomarker for the consumption of these foods. L-Methionine is a potentially toxic compound. L-Methionine, with regard to humans, has been found to be associated with several diseases such as autism, leukemia, obesity, and heart failure; L-methionine has also been linked to the inborn metabolic disorder celiac disease.

CAS Number

63-68-3

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
(2S)-2-Amino-4-(methylsulfanyl)butanoate	biospider
(2S)-2-Amino-4-(methylsulfanyl)butanoic acid	biospider
(2S)-2-amino-4-(Methylsulphanyl)butanoate	Generator
(2S)-2-amino-4-(Methylsulphanyl)butanoic acid	Generator
(L)-Methionine	biospider
(S)-(-)-Methionine	biospider
(S)-(+)-Methionine	HMDB
(S)-2-Amino-4-(methylmercapto)butyric acid	biospider
(S)-2-amino-4-(methylthio)-Butanoate	HMDB
(S)-2-amino-4-(methylthio)-Butanoic acid	HMDB
(S)-2-Amino-4-(methylthio)butanoate	biospider
(S)-2-Amino-4-(methylthio)butanoic acid	biospider
(S)-2-amino-4-(methylthio)Butyrate	Generator
(S)-2-Amino-4-(methylthio)butyric acid	biospider
(S)-Methionine	biospider
2-amino-4-(methylthio)Butyrate	HMDB
2-Amino-4-(methylthio)butyric acid, (S)-	biospider
2-amino-4-Methylthiobutanoate	HMDB
a-amino-g-Methylmercaptobutyrate	HMDB
a-amino-g-Methylmercaptobutyric acid	HMDB
Acimethin	HMDB
alpha-amino-alpha-Aminobutyric acid	HMDB
alpha-amino-gamma-Methylmercaptobutyrate	HMDB
Butanoic acid, 2-amino-4-(methylthio)-, (S)-	biospider
Cymethion	HMDB
g-methylthio-a-Aminobutyrate	HMDB
g-methylthio-a-Aminobutyric acid	HMDB
gamma-methylthio-alpha-Aminobutyrate	HMDB
gamma-methylthio-alpha-Aminobutyric acid	HMDB
H-Met-H	HMDB
H-Met-OH	HMDB
L-(-)-Methionine	ChEBI
L-2-Amino-4-(methylthio)butanoic acid	biospider
L-2-Amino-4-(methylthio)butyric acid	biospider
L-2-amino-4-Methylthiobutyric acid	HMDB
L-a-amino-g-Methylmercaptobutyrate	Generator
L-a-amino-g-Methylmercaptobutyric acid	Generator
L-a-Amino-g-methylthiobutyrate	biospider
L-a-Amino-g-methylthiobutyric acid	biospider
L-alpha-amino-gamma-Methylmercaptobutyrate	Generator
L-alpha-Amino-gamma-methylmercaptobutyric acid	biospider
L-alpha-Amino-gamma-methylthiobutyrate	biospider
L-alpha-Amino-gamma-methylthiobutyric acid	biospider
L-gamma-Methylthio-alpha-aminobutyric acid	biospider
L-Homocysteine, S-methyl-	biospider
L-Methionin	ChEBI
L-Methionine	biospider
L-Methioninum	HMDB
L-α-amino-γ-methylmercaptobutyrate	Generator
L-α-amino-γ-methylmercaptobutyric acid	Generator
L(-)-amino-alpha-amino-alpha-Aminobutyric acid	HMDB
L(-)-amino-gamma-Methylthiobutyric acid	HMDB
Liquimeth	HMDB
M	ChEBI
Mepron	HMDB
Met	ChEBI
Methilanin	HMDB
METHIONINE	ChEBI
Methionine, 9CI, INN; L-form	db_source
Methionine, L- (8CI)	biospider
Methioninum	HMDB
Metionina	HMDB
Neo-methidin	HMDB
Poly-L-methionine	HMDB
Polymethionine	HMDB
S-Methionine	HMDB
S-Methyl-L-homocysteine	HMDB
Toxin war	HMDB

Chemical Formula

C5H11NO2S

IUPAC name

(2S)-2-amino-4-(methylsulfanyl)butanoic acid

InChI Identifier

InChI=1S/C5H11NO2S/c1-9-3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)/t4-/m0/s1

InChI Key

FFEARJCKVFRZRR-BYPYZUCNSA-N

Isomeric SMILES

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

Average Molecular Weight

149.211

Monoisotopic Molecular Weight

149.051049291

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as methionine and derivatives. Methionine and derivatives are compounds containing methionine or a derivative thereof resulting from reaction of methionine 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

Methionine and derivatives

Alternative Parents

Substituents

Methionine or derivatives
Alpha-amino acid
L-alpha-amino acid
Thia fatty acid
Fatty acid
Fatty acyl
Amino acid
Carboxylic acid
Monocarboxylic acid or derivatives
Thioether
Sulfenyl compound
Dialkylthioether
Amine
Organic oxygen compound
Primary amine
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Primary aliphatic amine
Carbonyl group
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

aspartate family amino acid (CHEBI:16643 )
proteinogenic amino acid (CHEBI:16643 )
L-alpha-amino acid (CHEBI:16643 )
methionine (CHEBI:16643 )
Common amino acids (C00073 )

Physico-Chemical Properties - Experimental

Property	Value	Reference
Experimental logP	-1.87	HANSCH,C ET AL. (1995)
Experimental Water Solubility	56.6 mg/mL at 25 oC	YALKOWSKY,SH & DANNENFELSER,RM (1992)
Melting Point	Mp 283° dec.	DFC

Foods of Origin