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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
Proteasome involvement in agonist-induced down-regulation of mu and delta opioid receptors.
2001 Apr 13
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
A bifunctional dihydrofolate synthetase--folylpolyglutamate synthetase in Plasmodium falciparum identified by functional complementation in yeast and bacteria.
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
The folate cycle and disease in humans.
2001 Feb
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
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
A 7-kDa prion protein (PrP) fragment, an integral component of the PrP region required for infectivity, is the major amyloid protein in Gerstmann-Sträussler-Scheinker disease A117V.
2001 Feb 23
Steroidogenic acute regulatory protein expression is dependent upon post-translational effects of cAMP-dependent protein kinase A.
2001 Feb 28
Effects of alimet on nutrient digestibility, bacterial protein synthesis, and ruminal disappearance during continuous culture.
2001 Jan
Impaired response to interferon-gamma in activated macrophages due to tyrosine nitration of STAT1 by endogenous nitric oxide.
2001 Jan
Direct actions of cannabinoids on synaptic transmission in the nucleus accumbens: a comparison with opioids.
2001 Jan
Maternal plasma homocysteine levels in women with preterm premature rupture of membranes.
2001 Jan
Intestinal aminooligopeptidase in diabetic BioBreed rat: altered posttranslational processing and trafficking.
2001 Jan
Homocysteine and thiol metabolites in vitamin B12 deficiency.
2001 Jan
Analysis of the subsite specificity of rat insulysin using fluorogenic peptide substrates.
2001 Jan 12
Selective degradation of oxidized calmodulin by the 20 S proteasome.
2001 Jan 12
Haem-linked interactions in horseradish peroxidase revealed by spectroscopic analysis of the Phe-221-->Met mutant.
2001 Jan 15
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
Structure of the M148Q mutant of rusticyanin at 1.5 A: a model for the copper site of stellacyanin.
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
Evidence against oxidative stress as mechanism of endothelial dysfunction in methionine loading model.
2001 Mar
Kinetics of the reactions of hypochlorous acid and amino acid chloramines with thiols, methionine, and ascorbate.
2001 Mar 1
Relative reactivities of N-chloramines and hypochlorous acid with human plasma constituents.
2001 Mar 1
Thermodynamics of the helix-coil transition: Binding of S15 and a hybrid sequence, disulfide stabilized peptide to the S-protein.
2001 Mar 1
Impaired ATP synthase assembly associated with a mutation in the human ATP synthase subunit 6 gene.
2001 Mar 2
Signalling pathways regulating the dephosphorylation of Ser729 in the hydrophobic domain of protein kinase Cepsilon upon cell passage.
2001 Mar 30
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 Fri Dec 16 15:55:51 UTC 2022 , Edited by admin on Fri Dec 16 15:55:51 UTC 2022
JECFA EVALUATION DL-METHIONINE
Created by admin on Fri Dec 16 15:55:51 UTC 2022 , Edited by admin on Fri Dec 16 15:55:51 UTC 2022
NCI_THESAURUS C2081
Created by admin on Fri Dec 16 15:55:51 UTC 2022 , Edited by admin on Fri Dec 16 15:55:51 UTC 2022
DSLD 56 (Number of products:121)
Created by admin on Fri Dec 16 15:55:51 UTC 2022 , Edited by admin on Fri Dec 16 15:55:51 UTC 2022
Code System Code Type Description
RXCUI
9100
Created by admin on Fri Dec 16 15:55:51 UTC 2022 , Edited by admin on Fri Dec 16 15:55:51 UTC 2022
PRIMARY RxNorm
RS_ITEM_NUM
1643292
Created by admin on Fri Dec 16 15:55:51 UTC 2022 , Edited by admin on Fri Dec 16 15:55:51 UTC 2022
PRIMARY
PUBCHEM
876
Created by admin on Fri Dec 16 15:55:51 UTC 2022 , Edited by admin on Fri Dec 16 15:55:51 UTC 2022
PRIMARY
ChEMBL
CHEMBL274119
Created by admin on Fri Dec 16 15:55:51 UTC 2022 , Edited by admin on Fri Dec 16 15:55:51 UTC 2022
PRIMARY
ECHA (EC/EINECS)
200-432-1
Created by admin on Fri Dec 16 15:55:51 UTC 2022 , Edited by admin on Fri Dec 16 15:55:51 UTC 2022
PRIMARY
DRUG BANK
DB13972
Created by admin on Fri Dec 16 15:55:51 UTC 2022 , Edited by admin on Fri Dec 16 15:55:51 UTC 2022
PRIMARY
EVMPD
SUB13641MIG
Created by admin on Fri Dec 16 15:55:51 UTC 2022 , Edited by admin on Fri Dec 16 15:55:51 UTC 2022
PRIMARY
CAS
59-51-8
Created by admin on Fri Dec 16 15:55:51 UTC 2022 , Edited by admin on Fri Dec 16 15:55:51 UTC 2022
PRIMARY
WHO INTERNATIONAL PHARMACOPEIA
RACEMETHIONINE
Created by admin on Fri Dec 16 15:55:51 UTC 2022 , Edited by admin on Fri Dec 16 15:55:51 UTC 2022
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 Fri Dec 16 15:55:51 UTC 2022 , Edited by admin on Fri Dec 16 15:55:51 UTC 2022
PRIMARY
FDA UNII
73JWT2K6T3
Created by admin on Fri Dec 16 15:55:51 UTC 2022 , Edited by admin on Fri Dec 16 15:55:51 UTC 2022
PRIMARY
EPA CompTox
DTXSID9020821
Created by admin on Fri Dec 16 15:55:51 UTC 2022 , Edited by admin on Fri Dec 16 15:55:51 UTC 2022
PRIMARY
MERCK INDEX
M7317
Created by admin on Fri Dec 16 15:55:51 UTC 2022 , Edited by admin on Fri Dec 16 15:55:51 UTC 2022
PRIMARY Merck Index
NCI_THESAURUS
C84131
Created by admin on Fri Dec 16 15:55:51 UTC 2022 , Edited by admin on Fri Dec 16 15:55:51 UTC 2022
PRIMARY
DAILYMED
73JWT2K6T3
Created by admin on Fri Dec 16 15:55:51 UTC 2022 , Edited by admin on Fri Dec 16 15:55:51 UTC 2022
PRIMARY
CHEBI
16811
Created by admin on Fri Dec 16 15:55:51 UTC 2022 , Edited by admin on Fri Dec 16 15:55:51 UTC 2022
PRIMARY