CHEBI:3481 - cefamandole nafate

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ChEBI Name cefamandole nafate
ChEBI ID CHEBI:3481
Definition A cephalosporin prodrug having (R)-O-formylmandelamido and N-methylthiotetrazole side-groups.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formulae C19H17N6NaO6S2
C19H17N6O6S2.Na
Net Charge 0
Average Mass 512.49500
Monoisotopic Mass 512.05487
InChI InChI=1S/C19H18N6O6S2.Na/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);/q;+1/p-1/t12-,14-,17-;/m1./s1
InChIKey ICZOIXFFVKYXOM-YCLOEFEOSA-M
SMILES [Na+].[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 drug
A drug used to treat or prevent bacterial infections.
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.
antibacterial drug
A drug used to treat or prevent bacterial infections.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing cefamandole nafate (CHEBI:3481) has part O-formylcefamandole(1−) (CHEBI:73088)
cefamandole nafate (CHEBI:3481) has role antibacterial drug (CHEBI:36047)
cefamandole nafate (CHEBI:3481) has role prodrug (CHEBI:50266)
cefamandole nafate (CHEBI:3481) is a organic sodium salt (CHEBI:38700)
IUPAC Name
sodium 7β-[(2R)-2-(formyloxy)-2-phenylacetamido]-3-{[(1-methyl-1H-tetrazol-5-yl)sulfanyl]methyl}ceph-3-em-4-carboxylate
Synonyms Sources
Cefamandol nafato ChemIDplus
Cephamandole nafate ChemIDplus
O-Formylcefamandole sodium ChEBI
sodium (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-carboxylate IUPAC
Sodium O-formylcefamandole ChemIDplus
Manual Xrefs Databases
C08102 KEGG COMPOUND
CN101822678 Patent
CN101829118 Patent
CN101836960 Patent
D00909 KEGG DRUG
DB01326 DrugBank
View more database links
Registry Numbers Types Sources
42540-40-9 CAS Registry Number ChemIDplus
42540-40-9 CAS Registry Number KEGG DRUG
5403938 Beilstein Registry Number Beilstein
Citations Waiting for Citations Types Sources
10412 PubMed citation Europe PMC
17548491 PubMed citation Europe PMC
41479 PubMed citation Europe PMC
533268 PubMed citation Europe PMC
7000857 PubMed citation Europe PMC
921240 PubMed citation Europe PMC
Last Modified
19 May 2014