CHEBI:53654 - O-formylcefamandole

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ChEBI Name O-formylcefamandole
ChEBI ID CHEBI:53654
ChEBI ASCII Name O-formylcefamandole
Definition A cephalosporin compound having (R)-O-formylmandelamido and N-methylthiotetrazole side groups. It is used (as the sodium salt) as a progrug for cefamandole.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C19H18N6O6S2
Net Charge 0
Average Mass 490.51300
Monoisotopic Mass 490.07292
InChI InChI=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
InChIKey RRJHESVQVSRQEX-SUYBPPKGSA-N
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
Roles Classification
Biological Role(s): 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.
(via cephalosporin )
antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
(via heterocyclic antibiotic )
Application(s): 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.
(via cephalosporin )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 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 acid IUPAC
Manual Xref Database
528 DrugCentral
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Registry Numbers Types Sources
5406414 Beilstein Registry Number Beilstein
57268-80-1 CAS Registry Number ChemIDplus
Last Modified
22 February 2017