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CHEBI:15776 - cephalosporin C

ChEBI IDCHEBI:15776
ChEBI Namecephalosporin C
Stars
DefinitionA cephalosporin antibiotic carrying a 3-acetoxymethyl substituent and a 6-oxo-N6-L-lysino group at position 7.
Secondary ChEBI IDsCHEBI:3539, CHEBI:13953, CHEBI:23065
Last Modified24 November 2014
DownloadsMolfile
FormulaC16H21N3O8S
Net Charge0
Average Mass415.424
Monoisotopic Mass415.10494
SMILES[H][C@]12SCC(COC(C)=O)=C(C(=O)O)N1C(=O)[C@H]2NC(=O)CCC[C@@H](N)C(=O)O
InChIInChI=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
InChIKeyHOKIDJSKDBPKTQ-GLXFQSAKSA-N
Wikipedia
Roles Classification
Biological Roles:
fungal metabolite  Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.
drug allergen  Any drug which causes the onset of an allergic reaction.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
Application:
drug allergen  Any drug which causes the onset of an allergic reaction.
ChEBI Ontology
Outgoing Relation(s)
cephalosporin C (CHEBI:15776) has functional parent cephalosporanic acid (CHEBI:23064)
cephalosporin C (CHEBI:15776) has role fungal metabolite (CHEBI:76946)
cephalosporin C (CHEBI:15776) is a cephalosporin (CHEBI:23066)
cephalosporin C (CHEBI:15776) is conjugate acid of cephalosporin C(1−) (CHEBI:57511)
Incoming Relation(s)
deacetoxycephalosporin C (CHEBI:18229) has functional parent cephalosporin C (CHEBI:15776)
cephalosporin C(1−) (CHEBI:57511) is conjugate base of cephalosporin C (CHEBI:15776)
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
Synonyms  Source
Cephalosporin CKEGG COMPOUND
7-(5-Amino-5-carboxyvaleramido)cephalosporanic acidChemIDplus
Manual XrefsDatabases
C00916KEGG COMPOUND
DB03313DrugBank
CSCMetaCyc
HMDB0060450HMDB
CSCPDBeChem
Cephalosporin_CWikipedia
Registry NumbersSources
Reaxys:65348Reaxys
CAS:61-24-5KEGG COMPOUND
CAS:61-24-5ChemIDplus
Citations