has role is enantiomer of 4-amino-1,2-oxazolidin-3-one metabolite organonitrogen heterocyclic antibiotic organooxygen heterocyclic antibiotic D-cycloserine (+)-4-amino-3-isoxazolidinone (+)-cycloserine (4R)-4-aminoisoxazolidin-3-one (R)-4-AMINO-ISOXAZOLIDIN-3-ONE 102.043 102.09190 A 4-amino-1,2-oxazolidin-3-one that has R configuration. It is an antibiotic produced by Streptomyces garyphalus or S. orchidaceus and is used as part of a multi-drug regimen for the treatment of tuberculosis when resistance to, or toxicity from, primary drugs has developed. An analogue of D-alanine, it interferes with bacterial cell wall synthesis in the cytoplasm by competitive inhibition of L-alanine racemase (which forms D-alanine from L-alanine) and D-alanine--D-alanine ligase (which incorporates D-alanine into the pentapeptide required for peptidoglycan formation and bacterial cell wall synthesis). Beilstein:80798 C3H6N2O2 CAS:68-41-7 CHEBI:40009 CHEBI:4030 D-(+)-cycloserine D-4-amino-3-isoxazolidinone D-4-amino-3-isoxazolidone D-Cycloserine DCS DYDCUQKUCUHJBH-UWTATZPHSA-N DrugBank:DB00260 Drug_Central:759 HMDB:HMDB0014405 InChI=1S/C3H6N2O2/c4-2-1-7-5-3(2)6/h2H,1,4H2,(H,5,6)/t2-/m1/s1 KEGG:D00877 LINCS:LSM-5932 LIPID_MAPS_instance:LMPK14000007 MetaCyc:CPD-2482 PA 94 PA-94 PDBeChem:4AX PMID:12076471 PMID:17707326 PMID:18316423 PMID:18486041 PMID:18930757 PMID:22234379 PMID:22368237 PMID:22632472 PMID:22892161 PMID:23174090 PMID:23416058 PMID:23438729 PMID:23523746 PMID:23542909 PMID:23656850 PMID:23685206 PMID:4555420 PMID:5006234 Patent:US2772280 Patent:US2840565 Reaxys:80798 Ro-1-9213 Seromycin Wikipedia:Cycloserine [H][C@@]1(N)CONC1=O alpha-Cycloserine chebi_ontology cicloserina cyclo-D-serine cycloserine cycloserinum orientomycin L-cycloserine