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CHEBI:3480 - cefamandole

ChEBI IDCHEBI:3480
ChEBI Namecefamandole
Stars
DefinitionA cephalosporin compound having (R)-mandelamido and N-methylthiotetrazole side-groups.
Last Modified13 February 2018
DownloadsMolfile
FormulaC18H18N6O5S2
Net Charge0
Average Mass462.513
Monoisotopic Mass462.07801
SMILES[H][C@]12SCC(CSc3nnnn3C)=C(C(=O)O)N1C(=O)[C@H]2NC(=O)[C@H](O)c1ccccc1
InChIInChI=1S/C18H18N6O5S2/c1-23-18(20-21-22-23)31-8-10-7-30-16-11(15(27)24(16)12(10)17(28)29)19-14(26)13(25)9-5-3-2-4-6-9/h2-6,11,13,16,25H,7-8H2,1H3,(H,19,26)(H,28,29)/t11-,13-,16-/m1/s1
InChIKeyOLVCFLKTBJRLHI-AXAPSJFSSA-N
Wikipedia
Roles Classification
Biological Roles:
antibacterial drug  A drug used to treat or prevent bacterial infections.
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.
Applications:
antibacterial drug  A drug used to treat or prevent bacterial infections.
drug allergen  Any drug which causes the onset of an allergic reaction.
ChEBI Ontology
Outgoing Relation(s)
cefamandole (CHEBI:3480) has role antibacterial drug (CHEBI:36047)
cefamandole (CHEBI:3480) is a cephalosporin (CHEBI:23066)
cefamandole (CHEBI:3480) is a semisynthetic derivative (CHEBI:72588)
cefamandole (CHEBI:3480) is conjugate acid of cefamandole(1−) (CHEBI:53652)
Incoming Relation(s)
O-formylcefamandole (CHEBI:53654) has functional parent cefamandole (CHEBI:3480)
cefamandole(1−) (CHEBI:53652) is conjugate base of cefamandole (CHEBI:3480)
IUPAC Name 
7β-[(2R)-2-hydroxy-2-phenylacetamido]-3-{[(1-methyl-1H-tetrazol-5-yl)sulfanyl]methyl}ceph-3-em-4-carboxylic acid
INNs  Source
cefamandoleKEGG DRUG
cefamandolChemIDplus
cefamandolumChemIDplus
céfamandoleWHO MedNet
Synonyms  Source
(6R,7R)-7-(R)-Mandelamido-3-(((1-methyl-1H-tetrazol-5-yl)thio)methyl)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-carboxylic acidChemIDplus
CefadoleChemIDplus
CephadoleChemIDplus
CephamandoleChemIDplus
L-CefamandoleChemIDplus
(6R,7R)-7-{[(2R)-2-hydroxy-2-phenylacetyl]amino}-3-{[(1-methyl-1H-tetrazol-5-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acidIUPAC
Manual XrefsDatabases
C06879KEGG COMPOUND
D02344KEGG DRUG
DB01326DrugBank
DE2018600Patent
US3641021Patent
DE2312997Patent
US3840531Patent
CefamandoleWikipedia
527DrugCentral
Registry NumbersSources
Beilstein:5406309Beilstein
CAS:34444-01-4KEGG COMPOUND
CAS:34444-01-4KEGG DRUG
CAS:34444-01-4DrugBank
CAS:34444-01-4ChemIDplus
Citations