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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
The viral transmembrane superfamily: possible divergence of Arenavirus and Filovirus glycoproteins from a common RNA virus ancestor.
2001
Involvement of pro-enkephalin-derived peptides in immunity.
2001 Apr
Different usage of the glycosaminoglycan attachment sites of biglycan.
2001 Apr 20
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
Transepithelially transported pro-phenoloxidase in the cuticle of the silkworm, Bombyx mori. Identification of its methionyl residues oxidized to methionine sulfoxides.
2001 Apr 6
Measurement of the synthesis, turnover, and assembly of alpha- and beta-erythroid and nonerythroid spectrins in cultured rat hippocampal neurons.
2001 Feb
Vibrational spectroscopic study of DL-methionine dihydrogen phosphate.
2001 Feb
Lowered weight gain during pregnancy and risk of neural tube defects among offspring.
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
Steroidogenic acute regulatory protein expression is dependent upon post-translational effects of cAMP-dependent protein kinase A.
2001 Feb 28
Effects of methionine loading on plasma and erythrocyte sulphur amino acids and sulph-hydryls before and after co-factor supplementation in haemodialysis patients.
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
Intestinal aminooligopeptidase in diabetic BioBreed rat: altered posttranslational processing and trafficking.
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
Selective degradation of oxidized calmodulin by the 20 S proteasome.
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
Increased susceptibility to Kuru of carriers of the PRNP 129 methionine/methionine genotype.
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
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
Eukaryotic translation initiation factor 5 (eIF5) acts as a classical GTPase-activator protein.
2001 Jan 9
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
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
Residue Met(156) contributes to the labile enzyme conformation of coagulation factor VIIa.
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
Transporters on demand: intrahepatic pools of canalicular ATP binding cassette transporters in rat liver.
2001 Mar 9
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 Wed Jul 05 22:33:10 UTC 2023
Edited
by admin
on Wed Jul 05 22:33:10 UTC 2023
Record UNII
73JWT2K6T3
Record Status Validated (UNII)
Record Version
  • Download
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
Related Record Type Details
SALT/SOLVATE -> PARENT
Related Record Type Details
ACTIVE MOIETY