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)
Molecular Formula | C5H11NO2S |
Molecular Weight | 149.211 |
Charge | 0 |
Count |
|
Stereochemistry | RACEMIC |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 1 |
E/Z Centers | 0 |
Optical Activity | ( + / - ) |
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
Title | Date | PubMed |
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Palladium(II) and platinum(II) complexes as synthetic peptidases. | 2001 |
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Novel mutations in the GALK1 gene in patients with galactokinase deficiency. | 2001 |
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Proteasome involvement in agonist-induced down-regulation of mu and delta opioid receptors. | 2001 Apr 13 |
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Different usage of the glycosaminoglycan attachment sites of biglycan. | 2001 Apr 20 |
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Saccharomyces cerevisiae is capable of de Novo pantothenic acid biosynthesis involving a novel pathway of beta-alanine production from spermine. | 2001 Apr 6 |
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Cytochrome p450 CYP79F1 from arabidopsis catalyzes the conversion of dihomomethionine and trihomomethionine to the corresponding aldoximes in the biosynthesis of aliphatic glucosinolates. | 2001 Apr 6 |
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Bus, a bushy Arabidopsis CYP79F1 knockout mutant with abolished synthesis of short-chain aliphatic glucosinolates. | 2001 Feb |
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Measurement of the synthesis, turnover, and assembly of alpha- and beta-erythroid and nonerythroid spectrins in cultured rat hippocampal neurons. | 2001 Feb |
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The amino acid profiles of the whole plant and of four plant residues from temperate and tropical forages. | 2001 Feb |
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[Inhibition effect of Amaryllidaceae alkaloids, lycorine and lycoricidinol on macrophage TNF-alpha production]. | 2001 Feb |
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Similarity between condensed phase and gas phase chemistry: fragmentation of peptides containing oxidized cysteine residues and its implications for proteomics. | 2001 Feb |
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Lowered weight gain during pregnancy and risk of neural tube defects among offspring. | 2001 Feb |
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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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Nuclear forms of parathyroid hormone-related peptide are translated from non-AUG start sites downstream from the initiator methionine. | 2001 Feb |
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Contrasting responses by basal ganglia met-enkephalin systems to low and high doses of methamphetamine in a rat model. | 2001 Feb |
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Two functional copies of the DGCR6 gene are present on human chromosome 22q11 due to a duplication of an ancestral locus. | 2001 Feb |
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Evaluation of pleomorphic xanthoastrocytoma by use of positron emission tomography with. | 2001 Feb |
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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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Extracellular amino acid profiles in the paraventricular nucleus of the rat hypothalamus are influenced by diet composition. | 2001 Feb 23 |
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Orientations of Tyr 21 and Tyr 24 in the capsid of filamentous virus Ff determined by polarized Raman spectroscopy. | 2001 Feb 6 |
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The influence of drinking water containing sodium chloride on performance and eggshell quality of a modern, colored layer strain. | 2001 Jan |
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Near-infrared reflectance spectroscopy enables the fast and accurate prediction of the essential amino acid contents in soy, rapeseed meal, sunflower meal, peas, fishmeal, meat meal products, and poultry meal. | 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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Chronic maternal smoking and cord blood amino acid and enzyme levels at term. | 2001 Jan |
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Direct actions of cannabinoids on synaptic transmission in the nucleus accumbens: a comparison with opioids. | 2001 Jan |
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Acute methionine loading does not alter arterial stiffness in humans. | 2001 Jan |
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Laminin-8 (alpha4beta1gamma1) is synthesized by lymphoid cells, promotes lymphocyte migration and costimulates T cell proliferation. | 2001 Jan |
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Maternal plasma homocysteine levels in women with preterm premature rupture of membranes. | 2001 Jan |
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The coenzyme b12 analog 5'-deoxyadenosylcobinamide-gdp supports catalysis by methylmalonyl-coa mutase in the absence of trans-ligand coordination. | 2001 Jan 12 |
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Sec63p and Kar2p are required for the translocation of SRP-dependent precursors into the yeast endoplasmic reticulum in vivo. | 2001 Jan 15 |
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Haem-linked interactions in horseradish peroxidase revealed by spectroscopic analysis of the Phe-221-->Met mutant. | 2001 Jan 15 |
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Thromboangiitis obliterans (Buerger's disease). | 2001 Jan 18 |
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Diet-induced hyperhomocysteinemia exacerbates neointima formation in rat carotid arteries after balloon injury. | 2001 Jan 2 |
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Comparison of Vif sequences from diverse geographical isolates of HIV type 1 and SIV(cpz) identifies substitutions common to subtype C isolates and extensive variation in a proposed nuclear transport inhibition signal. | 2001 Jan 20 |
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Electronic characterization of the oxidized state of the blue copper protein rusticyanin by 1H NMR: is the axial methionine the dominant influence for the high redox potential? | 2001 Jan 23 |
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The additional methionine residue at the N-terminus of bacterially expressed human interleukin-2 affects the interaction between the N- and C-termini. | 2001 Jan 30 |
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Antisense modulation of 5,10-methylenetetrahydrofolate reductase expression produces neural tube defects in mouse embryos. | 2001 Jan-Feb |
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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
Substance Class |
Chemical
Created
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Edited
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Mon Mar 31 17:35:22 GMT 2025
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Record UNII |
73JWT2K6T3
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Record Status |
Validated (UNII)
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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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Related Record | Type | Details | ||
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SALT/SOLVATE -> PARENT |
Related Record | Type | Details | ||
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ACTIVE MOIETY |