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L-Methionine

Catalog No. DB00134 Name DrugBank
CAS Number 63-68-3 Website http://www.ualberta.ca/
M. F. C5H11NO2S Telephone (780) 492-3111
M. W. 149.21134 Fax (780) 492-1071
Purity Email david.wishart@ualberta.ca
Storage Chembase ID: 20

SYNONYMS

IUPAC name
(2S)-2-amino-4-(methylsulfanyl)butanoic acid
IUPAC Traditional name
L-methionine
Brand Name
Acimethin
Cymethion
Synonyms
2-Amino-4-(methylthio)butyric acid
a-Amino-g-methylmercaptobutyric acid
L-(-)-Methionine
Methionine
(S)-2-Amino-4-(methylthio)butanoic acid
g-Methylthio-a-aminobutyric acid
L-a-Amino-g-methylthiobutyric acid

DATABASE IDS

PubChem CID 6137
CAS Number 63-68-3
PubChem SID 46505750

PROPERTIES

Hydrophobicity(logP) -1.9
Solubility 56.6 mg/mL at 25 oC [YALKOWSKY,SH & DANNENFELSER,RM (1992)]

DETAILS

Description (English)
Item Information
Drug Groups approved; nutraceutical
Description A sulfur containing essential amino acid that is important in many body functions. It is a chelating agent for heavy metals. [PubChem]
Indication Used for protein synthesis including the formation of SAMe, L-homocysteine, L-cysteine, taurine, and sulfate.
Pharmacology L-Methionine is a principle supplier of sulfur which prevents disorders of the hair, skin and nails; helps lower cholesterol levels by increasing the liver's production of lecithin; reduces liver fat and protects the kidneys; a natural chelating agent for heavy metals; regulates the formation of ammonia and creates ammonia-free urine which reduces bladder irritation; influences hair follicles and promotes hair growth. L-methionine may protect against the toxic effects of hepatotoxins, such as acetaminophen. Methionine may have antioxidant activity.
Toxicity Doses of L-methionine of up to 250 mg daily are generally well tolerated. Higher doses may cause nausea, vomiting and headache. Healthy adults taking 8 grams of L-methionine daily for four days were found to have reduced serum folate levels and leucocytosis. Healthy adults taking 13.9 grams of L-methionine daily for five days were found to have changes in serum pH and potassium and increased urinary calcium excretion. Schizophrenic patients given 10 to 20 grams of L-methionine daily for two weeks developed functional psychoses. Single doses of 8 grams precipitated encephalopathy in patients with cirrhosis.
Affected Organisms
• Humans and other mammals
Biotransformation Hepatic
Absorption Absorbed from the lumen of the small intestine into the enterocytes by an active transport process.
External Links
• PDRhealth

REFERENCES