Services
Research
Training
Industry
About us
ChEBI
Examples:
iron*
,
InChI=1S/CH4O/c1-2/h2H,1H3
,
caffeine
Advanced
Home
Advanced Search
Browse
Documentation
Download
Tools
About ChEBI
Submit
Contact us
DiNA
Statistics
Entity of the Month
Periodic Table
Ontology
Train online
User Manual
Annotation Manual
Developer Manual
FAQ's
BiNChE
libChEBI
Web Services
ChEBI
> Main
CHEBI:553473 - ceftizoxime
Main
ChEBI Ontology
Automatic Xrefs
Reactions
Pathways
Models
ChEBI Name
ceftizoxime
ChEBI ID
CHEBI:553473
Definition
A parenteral third-generation cephalosporin, bearing a 2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino group at the 7β-position.
Stars
This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs
CHEBI:3511, CHEBI:112105
Supplier Information
Download
Molfile
XML
SDF
Find compounds which contain this structure
Find compounds which resemble this structure
Take structure to the Advanced Search
Wikipedia
License
Read full article at Wikipedia
Formula
C13H13N5O5S2
Net Charge
0
Average Mass
383.40300
Monoisotopic Mass
383.03581
InChI
InChI=1S/C13H13N5O5S2/c1-
23-
17-
7(5-
4-
25-
13(14)
15-
5)
9(19)
16-
8-
10(20)
18-
6(12(21)
22)
2-
3-
24-
11(8)
18/h2,4,8,11H,3H2,1H3,(H2,14,15)
(H,16,19)
(H,21,22)
/b17-
7-
/t8-
,11-
/m1/s1
InChIKey
NNULBSISHYWZJU-LLKWHZGFSA-N
SMILES
[H][C@]12SCC=C(N1C(=O)[C@H]2NC(=O)C(=N/OC)\c1csc(N)n1)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
ceftizoxime (
CHEBI:553473
)
has role
antibacterial drug (
CHEBI:36047
)
ceftizoxime (
CHEBI:553473
)
is a
cephalosporin (
CHEBI:23066
)
ceftizoxime (
CHEBI:553473
)
is conjugate acid of
ceftizoxime(1−) (
CHEBI:55498
)
Incoming
ceftizoxime(1−) (
CHEBI:55498
)
is conjugate base of
ceftizoxime (
CHEBI:553473
)
IUPAC Names
(6
R
,7
R
)-
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
7β-
{[(2
Z
)-
2-
(2-
amino-
1,3-
thiazol-
4-
yl)-
2-
(methoxyimino)acetyl]amino}-
2,3-
didehydropenam-
2-
carboxylic acid
INNs
Sources
ceftizoxima
ChemIDplus
ceftizoxime
ChemIDplus
ceftizoximum
ChemIDplus
Synonyms
Sources
7-
[2-
(2-
Amino-
thiazol-
4-
yl)-
2-
methoxyimino-
acetylamino]-
8-
oxo-
5-
thia-
1-
aza-
bicyclo[4.2.0]oct-
2-
ene-
2-
carboxylic acid
ChEMBL
CEFIZOX
ChEMBL
CEFTIZOXIME
ChEMBL
Ceftizoxime
KEGG COMPOUND
syn-7-(2-(2-Amino-4-thiazolyl)-2-methoxyiminoacetamido)-3-cephem-4-carboxylic acid
ChemIDplus
Manual Xrefs
Databases
563
DrugCentral
C06890
KEGG COMPOUND
Ceftizoxime
Wikipedia
D07658
KEGG DRUG
DB01332
DrugBank
View more database links
Registry Numbers
Types
Sources
5777502
Reaxys Registry Number
Reaxys
68401-81-0
CAS Registry Number
KEGG COMPOUND
68401-81-0
CAS Registry Number
ChemIDplus
Citations
Types
Sources
11452157
PubMed citation
Europe PMC
11711261
PubMed citation
Europe PMC
1384868
PubMed citation
Europe PMC
15716453
PubMed citation
Europe PMC
22726927
PubMed citation
Europe PMC
23394621
PubMed citation
Europe PMC
29017833
PubMed citation
Europe PMC
Last Modified
06 March 2018