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InChI=1S/CH4O/c1-2/h2H,1H3
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ChEBI
> Main
CHEBI:3480 - cefamandole
Main
ChEBI Ontology
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ChEBI Name
cefamandole
ChEBI ID
CHEBI:3480
Definition
A cephalosporin compound having (
R
)-mandelamido and
N
-methylthiotetrazole side-groups.
Stars
This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Wikipedia
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Read full article at Wikipedia
Formula
C18H18N6O5S2
Net Charge
0
Average Mass
462.50300
Monoisotopic Mass
462.07801
InChI
InChI=1S/C18H18N6O5S2/c1-
23-
18(20-
21-
22-
23)
31-
8-
10-
7-
30-
16-
11(15(27)
24(16)
12(10)
17(28)
29)
19-
14(26)
13(25)
9-
5-
3-
2-
4-
6-
9/h2-
6,11,13,16,25H,7-
8H2,1H3,(H,19,26)
(H,28,29)
/t11-
,13-
,16-
/m1/s1
InChIKey
OLVCFLKTBJRLHI-AXAPSJFSSA-N
SMILES
[H][C@]12SCC(CSc3nnnn3C)=C(N1C(=O)[C@H]2NC(=O)[C@H](O)c1ccccc1)C(O)=O
Roles Classification
Biological Role
(s):
antibacterial drug
A drug used to treat or prevent bacterial infections.
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):
antibacterial drug
A drug used to treat or prevent bacterial infections.
drug allergen
Any drug which causes the onset of an allergic reaction.
(via
cephalosporin
)
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
cefamandole (
CHEBI:3480
)
has role
antibacterial drug (
CHEBI:36047
)
cefamandole (
CHEBI:3480
)
is a
cephalosporin (
CHEBI:23066
)
cefamandole (
CHEBI:3480
)
is a
semisynthetic derivative (
CHEBI:72588
)
cefamandole (
CHEBI:3480
)
is conjugate acid of
cefamandole(1−) (
CHEBI:53652
)
Incoming
O
-formylcefamandole (
CHEBI:53654
)
has functional parent
cefamandole (
CHEBI:3480
)
cefamandole(1−) (
CHEBI:53652
)
is conjugate base of
cefamandole (
CHEBI:3480
)
IUPAC Name
7β-
[(2
R
)-
2-
hydroxy-
2-
phenylacetamido]-
3-
{[(1-
methyl-
1
H
-
tetrazol-
5-
yl)sulfanyl]methyl}ceph-
3-
em-
4-
carboxylic acid
INNs
Sources
cefamandol
ChemIDplus
cefamandole
KEGG DRUG
céfamandole
WHO MedNet
cefamandolum
ChemIDplus
Synonyms
Sources
(6R,7R)-
7-
(R)-
Mandelamido-
3-
(((1-
methyl-
1H-
tetrazol-
5-
yl)thio)methyl)-
8-
oxo-
5-
thia-
1-
azabicyclo(4.2.0)oct-
2-
ene-
carboxylic acid
ChemIDplus
(6
R
,7
R
)-
7-
{[(2
R
)-
2-
hydroxy-
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-
carboxylic acid
IUPAC
Cefadole
ChemIDplus
Cephadole
ChemIDplus
Cephamandole
ChemIDplus
L-Cefamandole
ChemIDplus
Manual Xrefs
Databases
527
DrugCentral
C06879
KEGG COMPOUND
Cefamandole
Wikipedia
D02344
KEGG DRUG
DB01326
DrugBank
DE2018600
Patent
DE2312997
Patent
US3641021
Patent
US3840531
Patent
View more database links
Registry Numbers
Types
Sources
34444-01-4
CAS Registry Number
KEGG COMPOUND
34444-01-4
CAS Registry Number
ChemIDplus
34444-01-4
CAS Registry Number
KEGG DRUG
34444-01-4
CAS Registry Number
DrugBank
5406309
Beilstein Registry Number
Beilstein
Citations
Types
Sources
12569987
PubMed citation
Europe PMC
12833570
PubMed citation
Europe PMC
15828189
PubMed citation
Europe PMC
29017833
PubMed citation
Europe PMC
Last Modified
13 February 2018