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> Main
CHEBI:204928 - cefotaxime
Main
ChEBI Ontology
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ChEBI Name
cefotaxime
ChEBI ID
CHEBI:204928
Definition
A cephalosporin compound having acetoxymethyl and [2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino side groups.
Stars
This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs
CHEBI:112504, CHEBI:41475, CHEBI:3497
Supplier Information
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Wikipedia
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Read full article at Wikipedia
Formula
C16H17N5O7S2
Net Charge
0
Average Mass
455.46500
Monoisotopic Mass
455.05694
InChI
InChI=1S/C16H17N5O7S2/c1-
6(22)
28-
3-
7-
4-
29-
14-
10(13(24)
21(14)
11(7)
15(25)
26)
19-
12(23)
9(20-
27-
2)
8-
5-
30-
16(17)
18-
8/h5,10,14H,3-
4H2,1-
2H3,(H2,17,18)
(H,19,23)
(H,25,26)
/b20-
9-
/t10-
,14-
/m1/s1
InChIKey
GPRBEKHLDVQUJE-QSWIMTSFSA-N
SMILES
[H][C@]12SCC(COC(C)=O)=C(N1C(=O)[C@H]2NC(=O)C(=N/OC)\c1csc(N)n1)C(O)=O
Roles Classification
Biological Role
(s):
drug allergen
Any drug which causes the onset of an allergic reaction.
(via
cephalosporin
)
antibacterial drug
A drug used to treat or prevent bacterial infections.
antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
(via
heterocyclic antibiotic
)
Application
(s):
drug allergen
Any drug which causes the onset of an allergic reaction.
(via
cephalosporin
)
antibacterial drug
A drug used to treat or prevent bacterial infections.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
cefotaxime (
CHEBI:204928
)
has role
antibacterial drug (
CHEBI:36047
)
cefotaxime (
CHEBI:204928
)
has role
drug allergen (
CHEBI:88188
)
cefotaxime (
CHEBI:204928
)
is a
1,3-thiazoles (
CHEBI:38418
)
cefotaxime (
CHEBI:204928
)
is a
cephalosporin (
CHEBI:23066
)
cefotaxime (
CHEBI:204928
)
is a
oxime
O
-ether (
CHEBI:36816
)
cefotaxime (
CHEBI:204928
)
is conjugate acid of
cefotaxime(1−) (
CHEBI:53670
)
Incoming
cefotaxime(1−) (
CHEBI:53670
)
is conjugate base of
cefotaxime (
CHEBI:204928
)
IUPAC Name
3-
(acetoxymethyl)-
7β-
{[(2
Z
)-
2-
(2-
amino-
1,3-
thiazol-
4-
yl)-
2-
(methoxyimino)acetyl]amino}-
3,4-
didehydrocepham-
4-
carboxylic acid
INNs
Sources
cefotaxima
ChemIDplus
cefotaxime
KEGG DRUG
cefotaximum
ChemIDplus
Synonyms
Sources
(6
R
,7
R
)-
3-
(acetoxymethyl)-
7-
{[(2
Z
)-
2-
(2-
amino-
1,3-
thiazol-
4-
yl)-
2-
(methoxyimino)acetyl]amino}-
8-
oxo-
5-
thia-
1-
azabicyclo[4.2.0]oct-
2-
ene-
2-
carboxylic acid
IUPAC
(6R,7R)-
3-
Acetoxymethyl-
7-
{2-
(2-
amino-
thiazol-
4-
yl)-
2-
[(Z)-
methoxyimino]-
acetylamino}-
8-
oxo-
5-
thia-
1-
aza-
bicyclo[4.2.0]oct-
2-
ene-
2-
carboxylic acid
ChEMBL
(6R,7R,Z)-
3-
(acetoxymethyl)-
7-
(2-
(2-
aminothiazol-
4-
yl)-
2-
(methoxyimino)acetamido)-
8-
oxo-
5-
thia-
1-
aza-
bicyclo[4.2.0]oct-
2-
ene-
2-
carboxylic acid
ChEMBL
Cephotaxime
ChemIDplus
Manual Xrefs
Databases
546
DrugCentral
C06885
KEGG COMPOUND
CE3
PDBeChem
Cefotaxime
Wikipedia
D07647
KEGG DRUG
DB00493
DrugBank
DE2556736
Patent
DE2702501
Patent
US4098888
Patent
US4152432
Patent
View more database links
Registry Numbers
Types
Sources
1096643
Beilstein Registry Number
Beilstein
1096643
Reaxys Registry Number
Reaxys
63527-52-6
CAS Registry Number
KEGG DRUG
63527-52-6
CAS Registry Number
DrugBank
63527-52-6
CAS Registry Number
ChemIDplus
Citations
Types
Sources
10866367
PubMed citation
ChEMBL
11034276
PubMed citation
Europe PMC
11061623
PubMed citation
Europe PMC
11677129
PubMed citation
ChEMBL
12833570
PubMed citation
Europe PMC
1384868
PubMed citation
Europe PMC
14512220
PubMed citation
Europe PMC
1502708
PubMed citation
Europe PMC
15164972
PubMed citation
Europe PMC
15361989
PubMed citation
Europe PMC
15969234
PubMed citation
Europe PMC
1635063
PubMed citation
ChEMBL
17006042
PubMed citation
Europe PMC
17386217
PubMed citation
Europe PMC
18611527
PubMed citation
Europe PMC
19741292
PubMed citation
Europe PMC
21425867
PubMed citation
Europe PMC
24038683
PubMed citation
Europe PMC
24211456
PubMed citation
Europe PMC
29017833
PubMed citation
Europe PMC
9131470
PubMed citation
Europe PMC
Last Modified
13 February 2018