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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
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
The viral transmembrane superfamily: possible divergence of Arenavirus and Filovirus glycoproteins from a common RNA virus ancestor.
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
Saccharomyces cerevisiae is capable of de Novo pantothenic acid biosynthesis involving a novel pathway of beta-alanine production from spermine.
2001 Apr 6
Further definition of the substance P (SP)/neurokinin-1 receptor complex. MET-174 is the site of photoinsertion p-benzoylphenylalanine4 SP.
2001 Apr 6
Bus, a bushy Arabidopsis CYP79F1 knockout mutant with abolished synthesis of short-chain aliphatic glucosinolates.
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
Is there a role of cyclosporine A on total homocysteine export from human renal proximal tubular epithelial cells?
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
Therapeutic targets in radiotherapy.
2001 Feb 1
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
Regulation of cell function by methionine oxidation and reduction.
2001 Feb 15
A mutation in alpha-tropomyosin(slow) affects muscle strength, maturation and hypertrophy in a mouse model for nemaline myopathy.
2001 Feb 15
Rate of intrachain contact formation in an unfolded protein: temperature and denaturant effects.
2001 Feb 2
Importance of the anticodon sequence in the aminoacylation of tRNAs by methionyl-tRNA synthetase and by valyl-tRNA synthetase in an Archaebacterium.
2001 Feb 2
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
[Homocysteine, endothelial dysfunction and cardiovascular risk: pathomechanisms and therapeutic options].
2001 Jan
Intestinal disappearance and mesenteric and portal appearance of amino acids in dairy cows fed ruminally protected methionine.
2001 Jan
Lack of association between the Met196Arg polymorphism in the TNFR2 gene and autoimmune diseases accompanied by vasculitis including SLE in Japanese.
2001 Jan
Acute methionine loading does not alter arterial stiffness in humans.
2001 Jan
An in vivo study of ovine placental transport of essential amino acids.
2001 Jan
The V410M mutation associated with pyrethroid resistance in Heliothis virescens reduces the pyrethroid sensitivity of house fly sodium channels expressed in Xenopus oocytes.
2001 Jan
Characterization of promoter region and genomic structure of the murine and human genes encoding Src like adapter protein.
2001 Jan 10
The role of pyridoxal phosphate in the function of EspB, a protein secreted by enteropathogenic Escherichia coli.
2001 Jan 12
Analysis of the subsite specificity of rat insulysin using fluorogenic peptide substrates.
2001 Jan 12
Thromboangiitis obliterans (Buerger's disease).
2001 Jan 18
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
Mapping the energy surface for the folding reaction of the coiled-coil peptide GCN4-p1.
2001 Jan 23
Eukaryotic translation initiation factor 5 (eIF5) acts as a classical GTPase-activator protein.
2001 Jan 9
Structure of the M148Q mutant of rusticyanin at 1.5 A: a model for the copper site of stellacyanin.
2001 Mar
Synthesis of active high mannose-type lipoprotein lipase in human adipose tissues.
2001 Mar
Inhibitory effect of reactive oxygen species on angiotensin I-converting enzyme (kininase II).
2001 Mar
The effects of oral methionine and homocysteine on endothelial function.
2001 Mar
Thermodynamics of the helix-coil transition: Binding of S15 and a hybrid sequence, disulfide stabilized peptide to the S-protein.
2001 Mar 1
COMT-dependent protection of dopaminergic neurons by methionine, dimethionine and S-adenosylmethionine (SAM) against L-dopa toxicity in vitro.
2001 Mar 2
Prostaglandin endoperoxide H synthase-1: the functions of cyclooxygenase active site residues in the binding, positioning, and oxygenation of arachidonic acid.
2001 Mar 30
Sequence requirements for the N-methyl-D-aspartate receptor antagonist activity of conantokin-R.
2001 Mar 9
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
Name Type Language
RACEMETHIONINE
USAN   USP-RS   VANDF  
USAN  
Official 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
EP   FCC   JAN   MART.   WHO-DD   WHO-IP  
Systematic 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 Wed Jul 05 22:33:10 UTC 2023 , Edited by admin on Wed Jul 05 22:33:10 UTC 2023
JECFA EVALUATION DL-METHIONINE
Created by admin on Wed Jul 05 22:33:10 UTC 2023 , Edited by admin on Wed Jul 05 22:33:10 UTC 2023
NCI_THESAURUS C2081
Created by admin on Wed Jul 05 22:33:10 UTC 2023 , Edited by admin on Wed Jul 05 22:33:10 UTC 2023
DSLD 56 (Number of products:121)
Created by admin on Wed Jul 05 22:33:10 UTC 2023 , Edited by admin on Wed Jul 05 22:33:10 UTC 2023
Code System Code Type Description
RXCUI
9100
Created by admin on Wed Jul 05 22:33:10 UTC 2023 , Edited by admin on Wed Jul 05 22:33:10 UTC 2023
PRIMARY RxNorm
RS_ITEM_NUM
1643292
Created by admin on Wed Jul 05 22:33:10 UTC 2023 , Edited by admin on Wed Jul 05 22:33:10 UTC 2023
PRIMARY
PUBCHEM
876
Created by admin on Wed Jul 05 22:33:10 UTC 2023 , Edited by admin on Wed Jul 05 22:33:10 UTC 2023
PRIMARY
ChEMBL
CHEMBL274119
Created by admin on Wed Jul 05 22:33:10 UTC 2023 , Edited by admin on Wed Jul 05 22:33:10 UTC 2023
PRIMARY
ECHA (EC/EINECS)
200-432-1
Created by admin on Wed Jul 05 22:33:10 UTC 2023 , Edited by admin on Wed Jul 05 22:33:10 UTC 2023
PRIMARY
DRUG BANK
DB13972
Created by admin on Wed Jul 05 22:33:10 UTC 2023 , Edited by admin on Wed Jul 05 22:33:10 UTC 2023
PRIMARY
EVMPD
SUB13641MIG
Created by admin on Wed Jul 05 22:33:10 UTC 2023 , Edited by admin on Wed Jul 05 22:33:10 UTC 2023
PRIMARY
CAS
59-51-8
Created by admin on Wed Jul 05 22:33:10 UTC 2023 , Edited by admin on Wed Jul 05 22:33:10 UTC 2023
PRIMARY
WHO INTERNATIONAL PHARMACOPEIA
RACEMETHIONINE
Created by admin on Wed Jul 05 22:33:10 UTC 2023 , Edited by admin on Wed Jul 05 22:33:10 UTC 2023
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 Wed Jul 05 22:33:10 UTC 2023 , Edited by admin on Wed Jul 05 22:33:10 UTC 2023
PRIMARY
FDA UNII
73JWT2K6T3
Created by admin on Wed Jul 05 22:33:10 UTC 2023 , Edited by admin on Wed Jul 05 22:33:10 UTC 2023
PRIMARY
EPA CompTox
DTXSID9020821
Created by admin on Wed Jul 05 22:33:10 UTC 2023 , Edited by admin on Wed Jul 05 22:33:10 UTC 2023
PRIMARY
MERCK INDEX
M7317
Created by admin on Wed Jul 05 22:33:10 UTC 2023 , Edited by admin on Wed Jul 05 22:33:10 UTC 2023
PRIMARY Merck Index
NCI_THESAURUS
C84131
Created by admin on Wed Jul 05 22:33:10 UTC 2023 , Edited by admin on Wed Jul 05 22:33:10 UTC 2023
PRIMARY
SMS_ID
100000089062
Created by admin on Wed Jul 05 22:33:10 UTC 2023 , Edited by admin on Wed Jul 05 22:33:10 UTC 2023
PRIMARY
DAILYMED
73JWT2K6T3
Created by admin on Wed Jul 05 22:33:10 UTC 2023 , Edited by admin on Wed Jul 05 22:33:10 UTC 2023
PRIMARY
CHEBI
16811
Created by admin on Wed Jul 05 22:33:10 UTC 2023 , Edited by admin on Wed Jul 05 22:33:10 UTC 2023
PRIMARY