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Details

Stereochemistry ABSOLUTE
Molecular Formula C5H11NO2S
Molecular Weight 149.211
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of METHIONINE, D-

SMILES

CSCC[C@@H](N)C(O)=O

InChI

InChIKey=FFEARJCKVFRZRR-SCSAIBSYSA-N
InChI=1S/C5H11NO2S/c1-9-3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)/t4-/m1/s1

HIDE SMILES / InChI

Molecular Formula C5H11NO2S
Molecular Weight 149.211
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

D-Methionine is a stereoisomer of an essential proteinogenic sulfur-containing amino-acid L-methionine. D-methionine is an antioxidant, it demonstrated protective effects on cisplatin-induced anorexia and renal injury, and protected normal cells from radiation-induced cell death and from radiation-induced mucosal injury. In animal models, it protected against hearing loss induced by cisplatin, carboplatin, aminoglycosides, or noise exposure. A phase 3 clinical trial of D-methionine for prevention of hearing loss was conducted by the US Army, the study was terminated and no results were reported.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: P14920
Gene ID: 1610.0
Gene Symbol: DAO
Target Organism: Homo sapiens (Human)
PubMed

PubMed

TitleDatePubMed
Effects of intravenous infusion of amino acids and glucose on the yield and concentration of milk protein in dairy cows.
2001 Feb
Extending knowledge of Escherichia coli metabolism by modeling and experiment.
2003
Effects of dietary supplements of zinc-methionine on milk production, udder health and zinc metabolism in dairy goats.
2003 Feb
Influence of preferential adsorption of mobile phase on retention behavior of amino acids on the teicoplanin chiral selector.
2007 Nov 30
Behavior of adsorbed and fluid phases versus retention properties of amino acids on the teicoplanin chiral selector.
2008 May 23
Patents

Patents

Substance Class Chemical
Created
by admin
on Sat Dec 16 02:00:48 UTC 2023
Edited
by admin
on Sat Dec 16 02:00:48 UTC 2023
Record UNII
868496F25R
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
METHIONINE, D-
Systematic Name English
MRX-1024
Code English
NSC-45689
Code English
S-METHYL-D-HOMOCYSTEINE
Systematic Name English
METHIONINE D-FORM [MI]
Common Name English
METHIONINE D-FORM
MI  
Common Name English
D-METHIONINE
Systematic Name English
Code System Code Type Description
CHEBI
57932
Created by admin on Sat Dec 16 02:00:48 UTC 2023 , Edited by admin on Sat Dec 16 02:00:48 UTC 2023
PRIMARY
NCI_THESAURUS
C69140
Created by admin on Sat Dec 16 02:00:48 UTC 2023 , Edited by admin on Sat Dec 16 02:00:48 UTC 2023
PRIMARY
PUBCHEM
84815
Created by admin on Sat Dec 16 02:00:48 UTC 2023 , Edited by admin on Sat Dec 16 02:00:48 UTC 2023
PRIMARY
ECHA (EC/EINECS)
206-483-6
Created by admin on Sat Dec 16 02:00:48 UTC 2023 , Edited by admin on Sat Dec 16 02:00:48 UTC 2023
PRIMARY
NSC
45689
Created by admin on Sat Dec 16 02:00:48 UTC 2023 , Edited by admin on Sat Dec 16 02:00:48 UTC 2023
PRIMARY
CHEBI
16867
Created by admin on Sat Dec 16 02:00:48 UTC 2023 , Edited by admin on Sat Dec 16 02:00:48 UTC 2023
PRIMARY
EPA CompTox
DTXSID90883369
Created by admin on Sat Dec 16 02:00:48 UTC 2023 , Edited by admin on Sat Dec 16 02:00:48 UTC 2023
PRIMARY
MERCK INDEX
m7317
Created by admin on Sat Dec 16 02:00:48 UTC 2023 , Edited by admin on Sat Dec 16 02:00:48 UTC 2023
PRIMARY Merck Index
DRUG BANK
DB02893
Created by admin on Sat Dec 16 02:00:48 UTC 2023 , Edited by admin on Sat Dec 16 02:00:48 UTC 2023
PRIMARY
CAS
348-67-4
Created by admin on Sat Dec 16 02:00:48 UTC 2023 , Edited by admin on Sat Dec 16 02:00:48 UTC 2023
PRIMARY
FDA UNII
868496F25R
Created by admin on Sat Dec 16 02:00:48 UTC 2023 , Edited by admin on Sat Dec 16 02:00:48 UTC 2023
PRIMARY