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> Main
CHEBI:3491 - cefonicid
Main
ChEBI Ontology
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ChEBI Name
cefonicid
ChEBI ID
CHEBI:3491
Definition
A cephalosporin bearing {[1-(sulfomethyl)-1
H
-tetrazol-5-yl]sulfanyl}methyl and (
R
)-2-hydroxy-2-phenylacetamido groups at positions 3 and 7, respectively, of the cephem skeleton.
Stars
This entity has been manually annotated by the ChEBI Team.
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Formula
C18H18N6O8S3
Net Charge
0
Average Mass
542.56600
Monoisotopic Mass
542.03483
InChI
InChI=1S/C18H18N6O8S3/c25-
13(9-
4-
2-
1-
3-
5-
9)
14(26)
19-
11-
15(27)
24-
12(17(28)
29)
10(6-
33-
16(11)
24)
7-
34-
18-
20-
21-
22-
23(18)
8-
35(30,31)
32/h1-
5,11,13,16,25H,6-
8H2,(H,19,26)
(H,28,29)
(H,30,31,32)
/t11-
,13-
,16-
/m1/s1
InChIKey
DYAIAHUQIPBDIP-AXAPSJFSSA-N
SMILES
[H][C@]12SCC(CSc3nnnn3CS(O)(=O)=O)=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
cefonicid (
CHEBI:3491
)
has role
antibacterial drug (
CHEBI:36047
)
cefonicid (
CHEBI:3491
)
is a
cephalosporin (
CHEBI:23066
)
cefonicid (
CHEBI:3491
)
is conjugate acid of
cefonicid(2−) (
CHEBI:52441
)
Incoming
cefonicid(2−) (
CHEBI:52441
)
is conjugate base of
cefonicid (
CHEBI:3491
)
IUPAC Name
6β-
[(2
R
)-
2-
hydroxy-
2-
phenylacetamido]-
3-
({[1-
(sulfomethyl)-
1
H
-
tetrazol-
5-
yl]sulfanyl}methyl)ceph-
3-
em-
4-
carboxylic acid
INNs
Sources
cefonicid
KEGG DRUG
cefonicido
DrugBank
cefonicidum
DrugBank
Synonyms
Sources
(6
R
,7
R
)-
7-
{[(2
R
)-
2-
hydroxy-
2-
phenylacetyl]amino}-
8-
oxo-
3-
({[1-
(sulfomethyl)-
1
H
-
tetrazol-
5-
yl]sulfanyl}methyl)-
5-
thia-
1-
azabicyclo[4.2.0]oct-
2-
ene-
2-
carboxylic acid
IUPAC
Cefonicid
KEGG COMPOUND
Manual Xrefs
Databases
542
DrugCentral
C06882
KEGG COMPOUND
Cefonicid
Wikipedia
D07644
KEGG DRUG
DB01328
DrugBank
DE2611270
Patent
US4048311
Patent
US4093723
Patent
US4159373
Patent
View more database links
Registry Numbers
Types
Sources
61270-58-4
CAS Registry Number
ChemIDplus
8175049
Beilstein Registry Number
Beilstein
8175049
Reaxys Registry Number
Reaxys
Citations
Types
Sources
12041774
PubMed citation
Europe PMC
21425867
PubMed citation
Europe PMC
29017833
PubMed citation
Europe PMC
Last Modified
13 February 2018