Details
Stereochemistry | RACEMIC |
Molecular Formula | C5H11NO2S |
Molecular Weight | 149.211 |
Optical Activity | ( + / - ) |
Defined Stereocenters | 0 / 1 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CSCCC(N)C(O)=O
InChI
InChIKey=FFEARJCKVFRZRR-UHFFFAOYSA-N
InChI=1S/C5H11NO2S/c1-9-3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)
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.
Approval Year
PubMed
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Involvement of pro-enkephalin-derived peptides in immunity. | 2001 Apr |
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Elevation of asymmetrical dimethylarginine may mediate endothelial dysfunction during experimental hyperhomocyst(e)inaemia in humans. | 2001 Feb |
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Effects of acute methionine loading and vitamin C on endogenous fibrinolysis, endothelium-dependent vasomotion and platelet aggregation. | 2001 Feb |
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Rapid acquisition of entire DNA polymerase gene of a novel herpesvirus from green turtle fibropapilloma by a genomic walking technique. | 2001 Feb |
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In situ kinetic characterization of methylthioadenosine transport by the adenosine transporter (P2) of the African Trypanosoma brucei brucei and Trypanosoma brucei rhodesiense. | 2001 Feb 15 |
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A mutation in alpha-tropomyosin(slow) affects muscle strength, maturation and hypertrophy in a mouse model for nemaline myopathy. | 2001 Feb 15 |
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Trp 346 and Leu 352 residues in protective antigen are required for the expression of anthrax lethal toxin activity. | 2001 Feb 16 |
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Intestinal disappearance and mesenteric and portal appearance of amino acids in dairy cows fed ruminally protected methionine. | 2001 Jan |
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Lack of association between the Met196Arg polymorphism in the TNFR2 gene and autoimmune diseases accompanied by vasculitis including SLE in Japanese. | 2001 Jan |
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Impaired response to interferon-gamma in activated macrophages due to tyrosine nitration of STAT1 by endogenous nitric oxide. | 2001 Jan |
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Acute methionine loading does not alter arterial stiffness in humans. | 2001 Jan |
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Maternal plasma homocysteine levels in women with preterm premature rupture of membranes. | 2001 Jan |
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An in vivo study of ovine placental transport of essential amino acids. | 2001 Jan |
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Cloning and functional analysis of the Sry-related HMG box gene, Sox18. | 2001 Jan 10 |
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Selective degradation of oxidized calmodulin by the 20 S proteasome. | 2001 Jan 12 |
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Increased susceptibility to Kuru of carriers of the PRNP 129 methionine/methionine genotype. | 2001 Jan 15 |
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Thromboangiitis obliterans (Buerger's disease). | 2001 Jan 18 |
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Evaluation of lysine and methionine production in some Lactobacilli and yeasts from ogi. | 2001 Jan 22 |
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The effects of processing methods on the levels of lysine, methionine and the general acceptability of ogi processed using starter cultures. | 2001 Jan 22 |
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Eukaryotic translation initiation factor 5 (eIF5) acts as a classical GTPase-activator protein. | 2001 Jan 9 |
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Crystallization and preliminary X-ray crystallographic studies of recombinant human betaine-homocysteine S-methyltransferase. | 2001 Mar |
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Synthesis of active high mannose-type lipoprotein lipase in human adipose tissues. | 2001 Mar |
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Evidence against oxidative stress as mechanism of endothelial dysfunction in methionine loading model. | 2001 Mar |
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COMT-dependent protection of dopaminergic neurons by methionine, dimethionine and S-adenosylmethionine (SAM) against L-dopa toxicity in vitro. | 2001 Mar 2 |
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Prostaglandin endoperoxide H synthase-1: the functions of cyclooxygenase active site residues in the binding, positioning, and oxygenation of arachidonic acid. | 2001 Mar 30 |
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Transporters on demand: intrahepatic pools of canalicular ATP binding cassette transporters in rat liver. | 2001 Mar 9 |
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Uptake of tritiated thymidine, deoxyglucose and methionine in three lung cancer cell lines: deoxyglucose uptake mirrors tritiated thymidine uptake. | 2001 Mar-Apr |
Sample Use Guides
In Vivo Use Guide
Sources: https://www.rxlist.com/methionine/supplements.htm
For acetaminophen (Tylenol) poisoning: 2.5 grams of methionine every 4 hours for 4 doses to prevent liver damage and death. Methionine must be given within 10 hours of taking the acetaminophen.
Route of Administration:
Oral
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Classification Tree | Code System | Code | ||
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CFR |
21 CFR 172.320
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JECFA EVALUATION |
DL-METHIONINE
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NCI_THESAURUS |
C2081
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DSLD |
56 (Number of products:121)
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9100
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1643292
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876
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CHEMBL274119
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200-432-1
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DB13972
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SUB13641MIG
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59-51-8
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RACEMETHIONINE
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PRIMARY | Description: An almost white, crystalline powder or small flakes. Solubility: Sparingly soluble in water; very slightly soluble in ethanol (~750 g/l) TS. It dissolves in dilute acids and in dilute solutions of the alkali hydroxides. Category: Antidote.Storage: DL-Methionine should be protected from light. Additional information: Melting temperature, about 270 ?C.Requirements: DL-Methionine contains not less than 99.0% and not more than 101.0% of C5H11NO2S, calculated with reference to the dried substance. | ||
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9241
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73JWT2K6T3
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1414
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DTXSID9020821
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m7317
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C84131
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100000089062
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73JWT2K6T3
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16811
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ACTIVE MOIETY
SALT/SOLVATE (PARENT)