EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:3543 - cephamycin C

ChEBI IDCHEBI:3543
ChEBI Namecephamycin C
Stars
DefinitionOne of three naturally occurring cephamycin antibiotics, differing from the A and B forms in its carbamoyloxymethyl substituent at C-3.
Last Modified28 July 2014
DownloadsMolfile
FormulaC16H22N4O9S
Net Charge0
Average Mass446.438
Monoisotopic Mass446.11075
SMILES[H][C@]12SCC(COC(N)=O)=C(C(=O)O)N1C(=O)[C@]2(NC(=O)CCC[C@@H](N)C(=O)O)OC
InChIInChI=1S/C16H22N4O9S/c1-28-16(19-9(21)4-2-3-8(17)11(22)23)13(26)20-10(12(24)25)7(5-29-15(18)27)6-30-14(16)20/h8,14H,2-6,17H2,1H3,(H2,18,27)(H,19,21)(H,22,23)(H,24,25)/t8-,14-,16+/m1/s1
InChIKeyLXWBXEWUSAABOA-VXSYNFHWSA-N
Roles Classification
Biological Role:
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
ChEBI Ontology
Outgoing Relation(s)
cephamycin C (CHEBI:3543) is a cephamycin (CHEBI:55429)
IUPAC Names 
7-[(5-amino-5-carboxypentanoyl)amino]-3-[(carbamoyloxy)methyl]-7-methoxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
3-[(carbamoyloxy)methyl]-7α-methoxy-7β-[(5R)-5-amino-5-carboxypentanamido]-3,4-didehydrocepham-4-carboxylic acid
Synonyms  Source
Cephamycin CKEGG COMPOUND
antibiotic A-16886IChEBI
antibiotic WS-3442CChEBI
antibiotic A-16886BChEBI
antibiotic 842AChEBI
cephemimycinChEBI
Manual XrefsDatabases
C06566KEGG COMPOUND
Registry NumbersSources
Beilstein:5406186Beilstein
CAS:38429-35-5ChemIDplus
CAS:38429-35-5KEGG COMPOUND
Citations