s-methionine

Small moleculeexperimental

DL-Methionine is a racemic form of the respective sulfur aminoacid. DL-Methionine participates in synthesis of tissue proteins, vitamins, enzymes and hormones taking part in nitrogen, carbohydrate and fat metabolisms, and it is the important source of methyl groups for synthesis of all nucleic acids, as well as the sulfur source for sulfonic compounds. Methionine is used to prevent liver damage in acetaminophen (Tylenol) poisoning. It is also used for increasing the acidity of urine, treating liver disorders, and improving wound healing. Other uses include treating depression, alcoholism, allergies, asthma, copper poisoning, radiation side effects, schizophrenia, drug withdrawal, and Parkinson's disease. It is also used as a food additive in livestock to boost performance. DL-Methionin is the first limiting amino acid in poultry, and probably also in high-yielding cows, and is the second or third limiting amino acid in pigs fed conventional diets. — NCATS

Chemistry & pharmacology

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SMILES

CSCCC(N)C(O)=O
Mol. weight
149.211 g/mol
Lipinski Ro5
Pass
Rule of 3
No
Chirality
Single Stereoisomer
Inorganic
No
Polymer
No

Oral

No

Parenteral

No

Topical

No

Sources

Also known as

  • (2s)-2-amino-4-(methylsulfanyl)butanoic acid
  • (2s)-2-amino-4-(methylsulfanyl)butanoic acid
  • d-methionine
  • d-methionine
  • d-methionine
  • l-a-amino-g-methylthiobutyric acid
  • l-a-amino-g-methylthiobutyric acid
  • l-alpha-amino-gamma-methylmercaptobutyric acid
  • l-alpha-amino-gamma-methylmercaptobutyric acid
  • l-methionin
  • l-methionin
  • l-methionine
  • l-methionine
  • l-methionine
  • l-methionine
  • l-methionine
  • l-(-)-methionine
  • l-(-)-methionine
  • l-α-amino-γ-methylmercaptobutyric acid
  • l-α-amino-γ-methylmercaptobutyric acid
  • m
  • m
  • met
  • met
  • methionine
  • methionine
  • methionine
  • methionine
  • methionine
  • methionine
  • methionine
  • methionine
  • methionine
  • racemethionine
  • racemethionine
  • (s)-2-amino-4-(methylthio)butanoic acid
  • (s)-2-amino-4-(methylthio)butanoic acid
  • (s)-2-amino-4-(methylthio)butyric acid
  • (s)-2-amino-4-(methylthio)butyric acid
  • (s)-methionine
  • (s)-methionine
  • s-methionine

Clinical trials

NCT IDPhaseStart dateSponsor(s)
NCT02824419Phase 2/Phase 3 (Phase 3)May 1, 2016University of Turku
NCT02566434N/AJul 1, 2015International Council on Amino Acid Science, Texas A&M University
NCT02216253N/AOct 1, 2014Vita-Salute University of Milano. Italy
NCT01783002Phase 2May 1, 2014British Columbia Cancer Agency, University of British Columbia
NCT01871766Phase 2Dec 4, 2013St. Jude Children's Hospital
NCT01345474Phase 3Sep 1, 2013Department of Defense, MetArmor, Southern Illinois University, United States Army
NCT02903355Phase 3Sep 1, 2013MetArmor, Southern Illinois University, United States Army
NCT01650181Phase 4Nov 1, 2011Instituto Nacional de Ciencias Medicas y Nutricion Salvador Zubiran
NCT01128244Phase 2/Phase 3 (Phase 3)Apr 1, 2010University of Florida
NCT00840047Phase 2Jul 20, 2009St. Jude Children's Hospital
NCT00877812N/AJan 1, 2008National Institutes of Health (NIH), University of Florida
NCT00427102Phase 1Jan 1, 2007Johns Hopkins University
NCT00253773N/AJan 1, 2005Emory University, National Institute of Diabetes and Digestive and Kidney Diseases (NIDDK)
NCT00226356Phase 4Dec 1, 2004Brain & Behavior Research Foundation, Harvard University
NCT00253760N/AFeb 1, 2004Emory University, National Institute of Diabetes and Digestive and Kidney Diseases (NIDDK)
NCT00597246N/AMay 13, 2003Cornell University
NCT00032695Phase 3Mar 28, 2002National Institute of Neurological Disorders and Stroke (NINDS)
Showing 17 of 17 trials
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Organizations

Research & Development (21)

OrganizationOrg typeTrialsAs lead sponsorPhasesEarliest year
Emory UniversityAcademic/Hospital2012004
MetArmorFor profit2112013
National Institute of Diabetes and Digestive and Kidney Diseases (NIDDK)Government2212004
Southern Illinois UniversityAcademic/Hospital2112013
St. Jude Children's HospitalAcademic/Hospital2212009
United States ArmyGovernment2012013
University of FloridaAcademic/Hospital2222008
Brain & Behavior Research FoundationAcademic/Hospital1012004
British Columbia Cancer AgencyAcademic/Hospital1012014
Cornell UniversityAcademic/Hospital1112003
Department of DefenseGovernment1012013
Harvard UniversityAcademic/Hospital1112004
Instituto Nacional de Ciencias Medicas y Nutricion Salvador ZubiranGovernment1112011
International Council on Amino Acid ScienceAcademic/Hospital1012015
Johns Hopkins UniversityAcademic/Hospital1112007
National Institute of Neurological Disorders and Stroke (NINDS)Government1112002
National Institutes of Health (NIH)Government1012008
Texas A&M UniversityAcademic/Hospital1112015
University of British ColumbiaAcademic/Hospital1112014
University of TurkuAcademic/Hospital1112016
21 organizations
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