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:3493 - cefoperazone
Main
ChEBI Ontology
Automatic Xrefs
Reactions
Pathways
Models
ChEBI Name
cefoperazone
ChEBI ID
CHEBI:3493
Definition
A semi-synthetic parenteral cephalosporin with a tetrazolyl moiety that confers beta-lactamase resistance.
Stars
This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs
CHEBI:258120
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
C25H27N9O8S2
Net Charge
0
Average Mass
645.66700
Monoisotopic Mass
645.14240
InChI
InChI=1S/C25H27N9O8S2/c1-
3-
32-
8-
9-
33(21(39)
20(32)
38)
24(42)
27-
15(12-
4-
6-
14(35)
7-
5-
12)
18(36)
26-
16-
19(37)
34-
17(23(40)
41)
13(10-
43-
22(16)
34)
11-
44-
25-
28-
29-
30-
31(25)
2/h4-
7,15-
16,22,35H,3,8-
11H2,1-
2H3,(H,26,36)
(H,27,42)
(H,40,41)
/t15-
,16-
,22-
/m1/s1
InChIKey
GCFBRXLSHGKWDP-XCGNWRKASA-N
SMILES
CCN1CCN(C(=O)N[C@@H](C(=O)N[C@H]2[C@H]3SCC(CSc4nnnn4C)=C(N3C2=O)C(O)=O)c2ccc(O)cc2)C(=O)C1=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
cefoperazone (
CHEBI:3493
)
has role
antibacterial drug (
CHEBI:36047
)
cefoperazone (
CHEBI:3493
)
is a
cephalosporin (
CHEBI:23066
)
IUPAC Names
(6
R
,7
R
)-
7-
{[(2
R
)-
2-
{[(4-
ethyl-
2,3-
dioxopiperazin-
1-
yl)carbonyl]amino}-
2-
(4-
hydroxyphenyl)acetyl]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
7β-
{[(2
R
)-
2-
{[(4-
ethyl-
2,3-
dioxopiperazin-
1-
yl)carbonyl]amino}-
2-
(4-
hydroxyphenyl)acetyl]amino}-
3-
[(1-
methyl-
1
H
-
tetrazol-
5-
yl)sulfanyl]methyl-
3,4-
didehydrocepham-
4-
carboxylic acid
INNs
Sources
cefoperazone
ChemIDplus
cefoperazono
ChemIDplus
cefoperazonum
ChemIDplus
Synonyms
Sources
(6R,7R)-
7-
((R)-
2-
(4-
Ethyl-
2,3-
dioxo-
1-
piperazinylcarboxamido)-
2-
(4-
hydroxyphenyl)acetamido)-
3-
((1-
methyl-
1H-
tetrazol-
5-
yl)thiomethyl)-
8-
oxo-
5-
thia-
1-
azabicyclo(4.2.0)oct-
2-
en-
2-
carbonsaeure
ChemIDplus
(6R,7R)-
7-
[[2-
[(4-
ethyl-
2,3-
dioxopiperazine-
1-
carbonyl)amino]-
2-
(4-
hydroxyphenyl)acetyl]amino]-
3-
[(1-
methyltetrazol-
5-
yl)sulfanylmethyl]-
8-
oxo-
5-
thia-
1-
azabicyclo[4.2.0]oct-
2-
ene-
2-
carboxylic acid
DrugBank
cefobid
ChEBI
cefoperazon
ChEBI
Cefoperazone
KEGG COMPOUND
CPZ
KEGG DRUG
Manual Xrefs
Databases
1836
VSDB
543
DrugCentral
C06883
KEGG COMPOUND
Cefoperazone
Wikipedia
D07645
KEGG DRUG
DB01329
DrugBank
LSM-15520
LINCS
View more database links
Registry Numbers
Types
Sources
6050252
Reaxys Registry Number
Reaxys
62893-19-0
CAS Registry Number
ChemIDplus
Citations
Types
Sources
1384868
PubMed citation
Europe PMC
15073933
PubMed citation
Europe PMC
17560751
PubMed citation
Europe PMC
19241941
PubMed citation
Europe PMC
24033828
PubMed citation
Europe PMC
28543395
PubMed citation
Europe PMC
Last Modified
18 July 2017