Acivicin

Acivicin
Names
	IUPAC name (2S)-Amino[(5S)-3-chloro-4,5-dihydro-1,2-oxazol-5-yl]ethanoic acid
	Other names Antibiotic AT 125
Identifiers
CAS Number	42228-92-2 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:74545 ;
ChEMBL	ChEMBL1231101 ;
ChemSpider	259938 ;
PubChem CID	294641;
UNII	O0X60K76I6 ;
CompTox Dashboard (EPA)	DTXSID0046010 ;
	InChI InChI=1S/C5H7ClN2O3/c6-3-1-2(11-8-3)4(7)5(9)10/h2,4H,1,7H2,(H,9,10)/t2-,4-/m0/s1 Key: QAWIHIJWNYOLBE-OKKQSCSOSA-N ; InChI=1S/C5H7ClN2O3/c6-3-1-2(11-8-3)4(7)5(9)10/h2,4H,1,7H2,(H,9,10)/t2-,4-/m0/s1;
	SMILES Cl\C1=N\O[C@H]([C@@H](C(=O)O)N)C1;
Properties
Chemical formula	C5H7ClN2O3
Molar mass	178.574
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Acivicin is an analog of glutamine. It is an inhibitor of gamma-glutamyl transferase.

It is a fermentation product of Streptomyces sviceus. It interferes with glutamate metabolism and inhibits glutamate dependent synthesis of enzymes, and is thereby potentially helpful in the treatment of solid tumors.

After its discovery in 1972, acivicin was studied as an anti-cancer agent, but trials were unsuccessful due to toxicity.