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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
Structure of RACEMETHIONINE

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)

HIDE SMILES / InChI

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

Sourcing

Sourcing

Vendor/AggregatorIDURL
PubMed

PubMed

TitleDatePubMed
Palladium(II) and platinum(II) complexes as synthetic peptidases.
2001
Novel mutations in the GALK1 gene in patients with galactokinase deficiency.
2001
Proteasome involvement in agonist-induced down-regulation of mu and delta opioid receptors.
2001 Apr 13
Different usage of the glycosaminoglycan attachment sites of biglycan.
2001 Apr 20
Saccharomyces cerevisiae is capable of de Novo pantothenic acid biosynthesis involving a novel pathway of beta-alanine production from spermine.
2001 Apr 6
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
Bus, a bushy Arabidopsis CYP79F1 knockout mutant with abolished synthesis of short-chain aliphatic glucosinolates.
2001 Feb
Measurement of the synthesis, turnover, and assembly of alpha- and beta-erythroid and nonerythroid spectrins in cultured rat hippocampal neurons.
2001 Feb
The amino acid profiles of the whole plant and of four plant residues from temperate and tropical forages.
2001 Feb
[Inhibition effect of Amaryllidaceae alkaloids, lycorine and lycoricidinol on macrophage TNF-alpha production].
2001 Feb
Similarity between condensed phase and gas phase chemistry: fragmentation of peptides containing oxidized cysteine residues and its implications for proteomics.
2001 Feb
Lowered weight gain during pregnancy and risk of neural tube defects among offspring.
2001 Feb
Elevation of asymmetrical dimethylarginine may mediate endothelial dysfunction during experimental hyperhomocyst(e)inaemia in humans.
2001 Feb
Effects of acute methionine loading and vitamin C on endogenous fibrinolysis, endothelium-dependent vasomotion and platelet aggregation.
2001 Feb
Nuclear forms of parathyroid hormone-related peptide are translated from non-AUG start sites downstream from the initiator methionine.
2001 Feb
Contrasting responses by basal ganglia met-enkephalin systems to low and high doses of methamphetamine in a rat model.
2001 Feb
Two functional copies of the DGCR6 gene are present on human chromosome 22q11 due to a duplication of an ancestral locus.
2001 Feb
Evaluation of pleomorphic xanthoastrocytoma by use of positron emission tomography with.
2001 Feb
A mutation in alpha-tropomyosin(slow) affects muscle strength, maturation and hypertrophy in a mouse model for nemaline myopathy.
2001 Feb 15
Trp 346 and Leu 352 residues in protective antigen are required for the expression of anthrax lethal toxin activity.
2001 Feb 16
Extracellular amino acid profiles in the paraventricular nucleus of the rat hypothalamus are influenced by diet composition.
2001 Feb 23
Orientations of Tyr 21 and Tyr 24 in the capsid of filamentous virus Ff determined by polarized Raman spectroscopy.
2001 Feb 6
The influence of drinking water containing sodium chloride on performance and eggshell quality of a modern, colored layer strain.
2001 Jan
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
Impaired response to interferon-gamma in activated macrophages due to tyrosine nitration of STAT1 by endogenous nitric oxide.
2001 Jan
Chronic maternal smoking and cord blood amino acid and enzyme levels at term.
2001 Jan
Direct actions of cannabinoids on synaptic transmission in the nucleus accumbens: a comparison with opioids.
2001 Jan
Acute methionine loading does not alter arterial stiffness in humans.
2001 Jan
Laminin-8 (alpha4beta1gamma1) is synthesized by lymphoid cells, promotes lymphocyte migration and costimulates T cell proliferation.
2001 Jan
Maternal plasma homocysteine levels in women with preterm premature rupture of membranes.
2001 Jan
The coenzyme b12 analog 5'-deoxyadenosylcobinamide-gdp supports catalysis by methylmalonyl-coa mutase in the absence of trans-ligand coordination.
2001 Jan 12
Sec63p and Kar2p are required for the translocation of SRP-dependent precursors into the yeast endoplasmic reticulum in vivo.
2001 Jan 15
Haem-linked interactions in horseradish peroxidase revealed by spectroscopic analysis of the Phe-221-->Met mutant.
2001 Jan 15
Thromboangiitis obliterans (Buerger's disease).
2001 Jan 18
Diet-induced hyperhomocysteinemia exacerbates neointima formation in rat carotid arteries after balloon injury.
2001 Jan 2
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
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
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
Antisense modulation of 5,10-methylenetetrahydrofolate reductase expression produces neural tube defects in mouse embryos.
2001 Jan-Feb
Uptake of tritiated thymidine, deoxyglucose and methionine in three lung cancer cell lines: deoxyglucose uptake mirrors tritiated thymidine uptake.
2001 Mar-Apr
Patents

Sample Use Guides

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
by admin
on Mon Mar 31 17:35:22 GMT 2025
Edited
by admin
on Mon Mar 31 17:35:22 GMT 2025
Record UNII
73JWT2K6T3
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
RACEMETHIONINE
USAN   USP-RS   VANDF  
USAN  
Official Name English
DL-METHIONINE
EP   FCC   JAN   MART.   WHO-DD   WHO-IP  
Preferred Name English
METHIONINE DL-FORM
MI  
Common Name English
DL-2-AMINO-4-(METHYLTHIO)-BUTYRIC ACID
Common Name English
LOBAMINE
Common Name English
DL-METHIONINE [WHO-IP]
Common Name English
DL-METHIONINE [EP MONOGRAPH]
Common Name English
RACEMETHIONINE [USAN]
Common Name English
D,L-METHIONINE
FHFI  
Common Name English
D,L-METHIONINE [FHFI]
Common Name English
DL-METHIONINE [JAN]
Common Name English
DL-METHIONINE [FCC]
Common Name English
DL-METHIONINE [EP IMPURITY]
Common Name English
DL-METHIONINE [MART.]
Common Name English
NSC-9241
Code English
RACEMETHIONINE [USP-RS]
Common Name English
PEDAMETH
Brand Name English
FEMA NO. 3301
Code English
Dl-methionine [WHO-DD]
Common Name English
METHIONINE DL-FORM [MI]
Common Name English
ACIMETION
Common Name English
DL-METHIONINUM [WHO-IP LATIN]
Common Name English
Classification Tree Code System Code
CFR 21 CFR 172.320
Created by admin on Mon Mar 31 17:35:22 GMT 2025 , Edited by admin on Mon Mar 31 17:35:22 GMT 2025
JECFA EVALUATION DL-METHIONINE
Created by admin on Mon Mar 31 17:35:22 GMT 2025 , Edited by admin on Mon Mar 31 17:35:22 GMT 2025
NCI_THESAURUS C2081
Created by admin on Mon Mar 31 17:35:22 GMT 2025 , Edited by admin on Mon Mar 31 17:35:22 GMT 2025
DSLD 56 (Number of products:121)
Created by admin on Mon Mar 31 17:35:22 GMT 2025 , Edited by admin on Mon Mar 31 17:35:22 GMT 2025
Code System Code Type Description
RXCUI
9100
Created by admin on Mon Mar 31 17:35:22 GMT 2025 , Edited by admin on Mon Mar 31 17:35:22 GMT 2025
PRIMARY RxNorm
RS_ITEM_NUM
1643292
Created by admin on Mon Mar 31 17:35:22 GMT 2025 , Edited by admin on Mon Mar 31 17:35:22 GMT 2025
PRIMARY
PUBCHEM
876
Created by admin on Mon Mar 31 17:35:22 GMT 2025 , Edited by admin on Mon Mar 31 17:35:22 GMT 2025
PRIMARY
ChEMBL
CHEMBL274119
Created by admin on Mon Mar 31 17:35:22 GMT 2025 , Edited by admin on Mon Mar 31 17:35:22 GMT 2025
PRIMARY
ECHA (EC/EINECS)
200-432-1
Created by admin on Mon Mar 31 17:35:22 GMT 2025 , Edited by admin on Mon Mar 31 17:35:22 GMT 2025
PRIMARY
DRUG BANK
DB13972
Created by admin on Mon Mar 31 17:35:22 GMT 2025 , Edited by admin on Mon Mar 31 17:35:22 GMT 2025
PRIMARY
EVMPD
SUB13641MIG
Created by admin on Mon Mar 31 17:35:22 GMT 2025 , Edited by admin on Mon Mar 31 17:35:22 GMT 2025
PRIMARY
CAS
59-51-8
Created by admin on Mon Mar 31 17:35:22 GMT 2025 , Edited by admin on Mon Mar 31 17:35:22 GMT 2025
PRIMARY
WHO INTERNATIONAL PHARMACOPEIA
RACEMETHIONINE
Created by admin on Mon Mar 31 17:35:22 GMT 2025 , Edited by admin on Mon Mar 31 17:35:22 GMT 2025
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.
NSC
9241
Created by admin on Mon Mar 31 17:35:22 GMT 2025 , Edited by admin on Mon Mar 31 17:35:22 GMT 2025
PRIMARY
FDA UNII
73JWT2K6T3
Created by admin on Mon Mar 31 17:35:22 GMT 2025 , Edited by admin on Mon Mar 31 17:35:22 GMT 2025
PRIMARY
JECFA MONOGRAPH
1414
Created by admin on Mon Mar 31 17:35:22 GMT 2025 , Edited by admin on Mon Mar 31 17:35:22 GMT 2025
PRIMARY
EPA CompTox
DTXSID9020821
Created by admin on Mon Mar 31 17:35:22 GMT 2025 , Edited by admin on Mon Mar 31 17:35:22 GMT 2025
PRIMARY
MERCK INDEX
m7317
Created by admin on Mon Mar 31 17:35:22 GMT 2025 , Edited by admin on Mon Mar 31 17:35:22 GMT 2025
PRIMARY Merck Index
NCI_THESAURUS
C84131
Created by admin on Mon Mar 31 17:35:22 GMT 2025 , Edited by admin on Mon Mar 31 17:35:22 GMT 2025
PRIMARY
SMS_ID
100000089062
Created by admin on Mon Mar 31 17:35:22 GMT 2025 , Edited by admin on Mon Mar 31 17:35:22 GMT 2025
PRIMARY
DAILYMED
73JWT2K6T3
Created by admin on Mon Mar 31 17:35:22 GMT 2025 , Edited by admin on Mon Mar 31 17:35:22 GMT 2025
PRIMARY
CHEBI
16811
Created by admin on Mon Mar 31 17:35:22 GMT 2025 , Edited by admin on Mon Mar 31 17:35:22 GMT 2025
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT
Related Record Type Details
ACTIVE MOIETY