Cephalosporin C

Cephalosporin C

Names
IUPAC name (6R,7R)-3-[(Acetyloxy)methyl]-7-{[(5R)-5-amino-5-carboxypentanoyl]amino}-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 Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:15776 Y
ChEMBL	ChEMBL482858 Y
ChemSpider	58980 Y
ECHA InfoCard	100.000.456
PubChem CID	65536
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 Y Key: HOKIDJSKDBPKTQ-GLXFQSAKSA-N Y 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).
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Infobox references

Cephalosporin C is an antibiotic of the cephalosporin class. It was isolated from fungi of the genus Acremonium and first characterized in 1961.^[1] Although not a very active antibiotic itself, synthetic analogs of cephalosporin C, such as cefalotin, became some of the first marketed cephalosporin antibiotic drugs.

References