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CHEBI:3481 - cefamandole nafate

ChEBI IDCHEBI:3481
ChEBI Namecefamandole nafate
Stars
DefinitionA cephalosporin prodrug having (R)-O-formylmandelamido and N-methylthiotetrazole side-groups.
Last Modified19 May 2014
DownloadsMolfile
FormulaC19H17N6O6S2.Na
Net Charge0
Average Mass512.505
Monoisotopic Mass512.05487
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.[Na+]
InChIInChI=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
InChIKeyICZOIXFFVKYXOM-YCLOEFEOSA-M
Roles Classification
Biological Role:
antibacterial drug  A drug used to treat or prevent bacterial infections.
Applications:
antibacterial drug  A drug used to treat or prevent bacterial infections.
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.
ChEBI Ontology
Outgoing Relation(s)
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  Source
Cefamandol nafatoChemIDplus
Cephamandole nafateChemIDplus
O-Formylcefamandole sodiumChEBI
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-carboxylateIUPAC
Sodium O-formylcefamandoleChemIDplus
Manual XrefsDatabases
C08102KEGG COMPOUND
D00909KEGG DRUG
DB01326DrugBank
CN101829118Patent
CN101822678Patent
CN101836960Patent
Registry NumbersSources
Beilstein:5403938Beilstein
CAS:42540-40-9KEGG COMPOUND
CAS:42540-40-9KEGG DRUG
CAS:42540-40-9ChemIDplus
Citations