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ChEBI
> Main
CHEBI:70729 - ceftaroline
Main
ChEBI Ontology
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ChEBI Name
ceftaroline
ChEBI ID
CHEBI:70729
Definition
A cephalosporin that is the active metabolite of the prodrug ceftaroline fosamil. Used for the treatment of adults with acute bacterial skin and skin structure infections.
Stars
This entity has been manually annotated by the ChEBI Team.
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Formula
C22H20N8O5S4
Net Charge
0
Average Mass
604.70500
Monoisotopic Mass
604.04395
InChI
InChI=1S/C22H20N8O5S4/c1-
3-
35-
27-
13(16-
26-
21(23)
39-
28-
16)
17(31)
25-
14-
18(32)
30-
15(20(33)
34)
12(9-
36-
19(14)
30)
38-
22-
24-
11(8-
37-
22)
10-
4-
6-
29(2)
7-
5-
10/h4-
8,14,19H,3,9H2,1-
2H3,(H3-
,23,25,26,28,31,33,34)
/b27-
13-
/t14-
,19-
/m1/s1
InChIKey
RGFBRLNVZCCMSV-BIRGHMBHSA-N
SMILES
[H][C@]12SCC(Sc3nc(cs3)-c3cc[n+](C)cc3)=C(N1C(=O)[C@H]2NC(=O)C(=N/OCC)\c1nsc(N)n1)C([O-])=O
Roles Classification
Biological Role
(s):
antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
(via
heterocyclic antibiotic
)
drug metabolite
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
)
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
ceftaroline (
CHEBI:70729
)
has role
antibacterial drug (
CHEBI:36047
)
ceftaroline (
CHEBI:70729
)
has role
antimicrobial agent (
CHEBI:33281
)
ceftaroline (
CHEBI:70729
)
has role
drug metabolite (
CHEBI:49103
)
ceftaroline (
CHEBI:70729
)
is a
1,3-thiazoles (
CHEBI:38418
)
ceftaroline (
CHEBI:70729
)
is a
cephalosporin (
CHEBI:23066
)
ceftaroline (
CHEBI:70729
)
is a
iminium betaine (
CHEBI:35285
)
ceftaroline (
CHEBI:70729
)
is a
oxime
O
-ether (
CHEBI:36816
)
ceftaroline (
CHEBI:70729
)
is a
thiadiazoles (
CHEBI:38099
)
Incoming
ceftaroline fosamil (
CHEBI:70718
)
has functional parent
ceftaroline (
CHEBI:70729
)
IUPAC Name
(6
R
,7
R
)-
7-
{[(2
Z
)-
2-
(5-
amino-
1,2,4-
thiadiazol-
3-
yl)-
2-
(ethoxyimino)acetyl]amino}-
3-
{[4-
(1-
methylpyridinium-
4-
yl)-
1,3-
thiazol-
2-
yl]sulfanyl}-
8-
oxo-
5-
thia-
1-
azabicyclo[4.2.0]oct-
2-
ene-
2-
carboxylate
Synonyms
Sources
PPI 0903M
ChemIDplus
T 91825
ChemIDplus
T-91825
ChemIDplus
Registry Numbers
Types
Sources
189345-04-8
CAS Registry Number
ChemIDplus
9532372
Reaxys Registry Number
Reaxys
Citations
Types
Sources
16048970
PubMed citation
Europe PMC
22294860
PubMed citation
Europe PMC
22311935
PubMed citation
Europe PMC
22330908
PubMed citation
Europe PMC
22354289
PubMed citation
Europe PMC
22355258
PubMed citation
Europe PMC
22357801
PubMed citation
Europe PMC
22398650
PubMed citation
Europe PMC
22467630
PubMed citation
Europe PMC
22470115
PubMed citation
Europe PMC
22491687
PubMed citation
Europe PMC
22547933
PubMed citation
Europe PMC
22733066
PubMed citation
Europe PMC
22764328
PubMed citation
Europe PMC
22796201
PubMed citation
Europe PMC
22869564
PubMed citation
Europe PMC
22903949
PubMed citation
Europe PMC
22903950
PubMed citation
Europe PMC
22903951
PubMed citation
Europe PMC
22903952
PubMed citation
Europe PMC
23023107
PubMed citation
Europe PMC
23027193
PubMed citation
Europe PMC
23070161
PubMed citation
Europe PMC
Last Modified
22 October 2012