Cephalosporin C

Cephalosporin C
Names
	IUPAC name 3-[(Acetyloxy)methyl]-7β-(N6-L-homoglutamino)-3,4-didehydrocepham-4-carboxylic acid
	Systematic IUPAC name (6R,7R)-3-[(Acetyloxy)methyl]-7-[(5R)-5-amino-5-carboxypentanamido]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
	Other names 7-(5-Amino-5-carboxyvaleramido)cephalosporanic acid
Identifiers
CAS Number	61-24-5 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:15776 ;
ChEMBL	ChEMBL482858 ;
ChemSpider	58980 ;
ECHA InfoCard	100.000.456
PubChem CID	65536;
UNII	3XIY7HJT5L ;
CompTox Dashboard (EPA)	DTXSID90960427 ;
	InChI InChI=1S/C16H21N3O8S/c1-7(20)27-5-8-6-28-14-11(13(22)19(14)12(8)16(25)26)18-10(21)4-2-3-9(17)15(23)24/h9,11,14H,2-6,17H2,1H3,(H,18,21)(H,23,24)(H,25,26)/t9-,11-,14-/m1/s1 Key: HOKIDJSKDBPKTQ-GLXFQSAKSA-N ; InChI=1/C16H21N3O8S/c1-7(20)27-5-8-6-28-14-11(13(22)19(14)12(8)16(25)26)18-10(21)4-2-3-9(17)15(23)24/h9,11,14H,2-6,17H2,1H3,(H,18,21)(H,23,24)(H,25,26)/t9-,11-,14-/m1/s1 Key: HOKIDJSKDBPKTQ-GLXFQSAKBW;
	SMILES O=C2N1/C(=C(\CS[C@@H]1[C@@H]2NC(=O)CCC[C@H](C(=O)O)N)COC(=O)C)C(=O)O;
Properties
Chemical formula	C16H21N3O8S
Molar mass	415.42 g·mol−1
	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

Cephalosporin C is an antibiotic of the cephalosporin class. It was isolated from a fungus of the genus Acremonium and first characterized in 1961. Although not a very active antibiotic itself, synthetic analogs of cephalosporin C, such as cefalotin, became some of the first marketed cephalosporin antibiotic drugs.

Cephalosporin C strongly absorbs ultraviolet light, is stable to acid, is non-toxic and has in vivo activity in mice. Cephalosporin C, which has a similar structure to penicillin N, was never commercialized.

Cephalosporin C was a lead compound for the discovery and production of many other cephalosporins. Cephalosporins are drugs used for some people who are allergic to penicillin.