Hetacillin

Hetacillin
Clinical data
Trade names	Hetacin, Versapen
AHFS/Drugs.com	Veterinary Use
Routes of; administration	Intramammary injection
ATC code	J01CA18 (WHO) ;
Legal status
Legal status	US: ℞-only;
Identifiers
	IUPAC name (2S,5R,6R)-6-[(4R)-2,2-dimethyl-5-oxo-4-phenylimidazolidin-1-yl]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid;
CAS Number	3511-16-8 ;
PubChem CID	443387;
DrugBank	DB00739 ;
ChemSpider	391616 ;
UNII	TN4JSC48CV;
KEGG	D01074 ;
ChEMBL	ChEMBL1201116 ;
CompTox Dashboard (EPA)	DTXSID4023121 ;
ECHA InfoCard	100.020.466
Chemical and physical data
Formula	C19H23N3O4S
Molar mass	389.47 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)N3C(=O)[C@H](NC3(C)C)c4ccccc4)C(=O)O)C;
	InChI InChI=1S/C19H23N3O4S/c1-18(2)13(17(25)26)21-15(24)12(16(21)27-18)22-14(23)11(20-19(22,3)4)10-8-6-5-7-9-10/h5-9,11-13,16,20H,1-4H3,(H,25,26)/t11-,12-,13+,16-/m1/s1 ; Key:DXVUYOAEDJXBPY-NFFDBFGFSA-N ;
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Hetacillin is a beta-lactam antibiotic that is part of the aminopenicillin family. It is a prodrug and has no antibacterial activity itself,^[1] but quickly splits off acetone in the human body to form ampicillin,^[2] which is active against a variety of bacteria.