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InChI=1S/CH4O/c1-2/h2H,1H3
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> Main
CHEBI:3481 - cefamandole nafate
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ChEBI Ontology
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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.
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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-
[(2
R
)-
2-
(formyloxy)-
2-
phenylacetamido]-
3-
{[(1-
methyl-
1
H
-
tetrazol-
5-
yl)sulfanyl]methyl}ceph-
3-
em-
4-
carboxylate
Synonyms
Sources
Cefamandol nafato
ChemIDplus
Cephamandole nafate
ChemIDplus
O-Formylcefamandole sodium
ChEBI
sodium (6
R
,7
R
)-
7-
{[(2
R
)-
2-
(formyloxy)-
2-
phenylacetyl]amino}-
3-
{[(1-
methyl-
1
H
-
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
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