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CHEBI:53654 - O-formylcefamandole

ChEBI IDCHEBI:53654
ChEBI NameO-formylcefamandole
Stars
ASCII NameO-formylcefamandole
DefinitionA cephalosporin compound having (R)-O-formylmandelamido and N-methylthiotetrazole side groups. It is used (as the sodium salt) as a progrug for cefamandole.
Last Modified22 February 2017
SubmitterSteve
DownloadsMolfile
FormulaC19H18N6O6S2
Net Charge0
Average Mass490.523
Monoisotopic Mass490.07292
SMILES[H]C(=O)O[C@@H](C(=O)N[C@@H]1C(=O)N2C(C(=O)O)=C(CSc3nnnn3C)CS[C@]12[H])c1ccccc1
InChIInChI=1S/C19H18N6O6S2/c1-24-19(21-22-23-24)33-8-11-7-32-17-12(16(28)25(17)13(11)18(29)30)20-15(27)14(31-9-26)10-5-3-2-4-6-10/h2-6,9,12,14,17H,7-8H2,1H3,(H,20,27)(H,29,30)/t12-,14-,17-/m1/s1
InChIKeyRRJHESVQVSRQEX-SUYBPPKGSA-N
Roles Classification
Biological Roles:
antibacterial agent  A substance (or active part thereof) that kills or slows the growth of bacteria.
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:
prodrug  A compound that, on administration, must undergo chemical conversion by metabolic processes before becoming the pharmacologically active drug for which it is a prodrug.
drug allergen  Any drug which causes the onset of an allergic reaction.
ChEBI Ontology
Outgoing Relation(s)
O-formylcefamandole (CHEBI:53654) has functional parent cefamandole (CHEBI:3480)
O-formylcefamandole (CHEBI:53654) has role antibacterial agent (CHEBI:33282)
O-formylcefamandole (CHEBI:53654) has role prodrug (CHEBI:50266)
O-formylcefamandole (CHEBI:53654) is a cephalosporin (CHEBI:23066)
O-formylcefamandole (CHEBI:53654) is a formate ester (CHEBI:52343)
O-formylcefamandole (CHEBI:53654) is conjugate acid of O-formylcefamandole(1−) (CHEBI:73088)
Incoming Relation(s)
O-formylcefamandole(1−) (CHEBI:73088) is conjugate base of O-formylcefamandole (CHEBI:53654)
IUPAC Name 
6β-[(2R)-2-(formyloxy)-2-phenylacetamido]-3-{[(1-methyl-1H-tetrazol-5-yl)sulfanyl]methyl}ceph-3-em-4-carboxylic acid
Synonym  Source
(6R,7R)-7-{[(2R)-2-(formyloxy)-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
528DrugCentral
Registry NumbersSources
Beilstein:5406414Beilstein
CAS:57268-80-1ChemIDplus