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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
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

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

Primary TargetPharmacologyConditionPotency

PubMed

Patents

Substance Class Chemical
Record UNII
868496F25R
Record Status Validated (UNII)
Record Version