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> Main
CHEBI:3515 - cefuroxime
Main
ChEBI Ontology
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ChEBI Name
cefuroxime
ChEBI ID
CHEBI:3515
Definition
A 3-(carbamoyloxymethyl)cephalosporin compound having a 7-(2
Z
)-2-(furan-2-yl)-2-(methoxyimino)acetamido side chain.
Stars
This entity has been manually annotated by the ChEBI Team.
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Read full article at Wikipedia
Formula
C16H16N4O8S
Net Charge
0
Average Mass
424.38640
Monoisotopic Mass
424.06888
InChI
InChI=1S/C16H16N4O8S/c1-
26-
19-
9(8-
3-
2-
4-
27-
8)
12(21)
18-
10-
13(22)
20-
11(15(23)
24)
7(5-
28-
16(17)
25)
6-
29-
14(10)
20/h2-
4,10,14H,5-
6H2,1H3,(H2,17,25)
(H,18,21)
(H,23,24)
/b19-
9-
/t10-
,14-
/m1/s1
InChIKey
JFPVXVDWJQMJEE-IZRZKJBUSA-N
SMILES
[H][C@]12SCC(COC(N)=O)=C(N1C(=O)[C@H]2NC(=O)C(=N/OC)\c1ccco1)C(O)=O
Roles Classification
Biological Role
(s):
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):
drug allergen
Any drug which causes the onset of an allergic reaction.
(via
cephalosporin
)
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
cefuroxime (
CHEBI:3515
)
has role
drug allergen (
CHEBI:88188
)
cefuroxime (
CHEBI:3515
)
is a
3-(carbamoyloxymethyl)cephalosporin (
CHEBI:28084
)
cefuroxime (
CHEBI:3515
)
is a
furans (
CHEBI:24129
)
cefuroxime (
CHEBI:3515
)
is a
oxime
O
-ether (
CHEBI:36816
)
IUPAC Name
3-
[(carbamoyloxy)methyl]-
7β-
[(2
Z
)-
2-
(furan-
2-
yl)-
2-
(methoxyimino)acetamido]-
3,4-
didehydrocepham-
4-
carboxylic acid
INNs
Sources
cefuroxime
ChemIDplus
cefuroximo
ChemIDplus
cefuroximum
ChemIDplus
Synonyms
Sources
(6
R
,7
R
)-
3-
[(carbamoyloxy)methyl]-
7-
{[(2
Z
)-
2-
furan-
2-
yl-
2-
(methoxyimino)acetyl]amino}-
8-
oxo-
5-
thia-
1-
azabicyclo[4.2.0]oct-
2-
ene-
2-
carboxylic acid
IUPAC
Cefuroxim
ChemIDplus
Cefuroxime
KEGG COMPOUND
Cephuroxime
ChemIDplus
Brand Names
Sources
Sharox
ChemIDplus
Zinacef Danmark
ChemIDplus
Manual Xrefs
Databases
565
DrugCentral
C06894
KEGG COMPOUND
Cefuroxime
Wikipedia
CPD0-2069
MetaCyc
D00262
KEGG DRUG
DB01112
DrugBank
DE2439880
Patent
DE2706413
Patent
US3974153
Patent
US4267320
Patent
View more database links
Registry Numbers
Types
Sources
55268-75-2
CAS Registry Number
KEGG COMPOUND
55268-75-2
CAS Registry Number
ChemIDplus
5783190
Reaxys Registry Number
Reaxys
Citations
Types
Sources
11168076
PubMed citation
Europe PMC
11322179
PubMed citation
Europe PMC
11581233
PubMed citation
Europe PMC
12141712
PubMed citation
Europe PMC
12235459
PubMed citation
Europe PMC
12833570
PubMed citation
Europe PMC
12898829
PubMed citation
Europe PMC
14658923
PubMed citation
Europe PMC
15052582
PubMed citation
Europe PMC
15828440
PubMed citation
Europe PMC
16341950
PubMed citation
Europe PMC
17111749
PubMed citation
Europe PMC
17113884
PubMed citation
Europe PMC
17261579
PubMed citation
Europe PMC
17366015
PubMed citation
Europe PMC
17676080
PubMed citation
Europe PMC
18208759
PubMed citation
Europe PMC
18611587
PubMed citation
Europe PMC
18795089
PubMed citation
Europe PMC
18931469
PubMed citation
Europe PMC
19069618
PubMed citation
Europe PMC
19142482
PubMed citation
Europe PMC
19411164
PubMed citation
Europe PMC
21425867
PubMed citation
Europe PMC
29017833
PubMed citation
Europe PMC
Last Modified
13 February 2018