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ChEBI
> Main
CHEBI:3479 - cefadroxil
Main
ChEBI Ontology
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ChEBI Name
cefadroxil
ChEBI ID
CHEBI:3479
Definition
A cephalosporin bearing methyl and (2
R
)-2-amino-2-(4-hydroxyphenyl)acetamido 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
C16H17N3O5S
Net Charge
0
Average Mass
363.38800
Monoisotopic Mass
363.08889
InChI
InChI=1S/C16H17N3O5S/c1-
7-
6-
25-
15-
11(14(22)
19(15)
12(7)
16(23)
24)
18-
13(21)
10(17)
8-
2-
4-
9(20)
5-
3-
8/h2-
5,10-
11,15,20H,6,17H2,1H3,(H,18,21)
(H,23,24)
/t10-
,11-
,15-
/m1/s1
InChIKey
BOEGTKLJZSQCCD-UEKVPHQBSA-N
SMILES
[H][C@]12SCC(C)=C(N1C(=O)[C@H]2NC(=O)[C@H](N)c1ccc(O)cc1)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
cefadroxil (
CHEBI:3479
)
has role
antibacterial drug (
CHEBI:36047
)
cefadroxil (
CHEBI:3479
)
is a
cephalosporin (
CHEBI:23066
)
cefadroxil (
CHEBI:3479
)
is conjugate acid of
cefadroxil(1−) (
CHEBI:53669
)
Incoming
cefadroxil monohydrate (
CHEBI:53667
)
has part
cefadroxil (
CHEBI:3479
)
cefadroxil(1−) (
CHEBI:53669
)
is conjugate base of
cefadroxil (
CHEBI:3479
)
IUPAC Name
7β-
{[(2
R
)-
2-
amino-
2-
(4-
hydroxyphenyl)acetyl]amino}-
3-
methyl-
3,4-
didehydrocepham-
4-
carboxylic acid
INNs
Sources
cefadroxilo
ChemIDplus
cefadroxilum
ChemIDplus
Synonyms
Sources
(6
R
,7
R
)-
7-
{[(2
R
)-
2-
amino-
2-
(4-
hydroxyphenyl)acetyl]amino}-
3-
methyl-
8-
oxo-
5-
thia-
1-
azabicyclo[4.2.0]oct-
2-
ene-
2-
carboxylic acid
IUPAC
CDX
KEGG DRUG
Cefadroxil
KEGG DRUG
Cefadroxil anhydrous
ChemIDplus
Cephadroxil
ChemIDplus
D-Cefadroxil
ChemIDplus
Manual Xrefs
Databases
526
DrugCentral
C06878
KEGG COMPOUND
Cefadroxil
Wikipedia
D00257
KEGG DRUG
DB01140
DrugBank
DE2216113
Patent
LSM-5722
LINCS
NL6812382
Patent
US3489752
Patent
US3816253
Patent
View more database links
Registry Numbers
Types
Sources
50370-12-2
CAS Registry Number
ChemIDplus
50370-12-2
CAS Registry Number
KEGG DRUG
5393893
Reaxys Registry Number
Reaxys
5933893
Beilstein Registry Number
Beilstein
Citations
Types
Sources
12833570
PubMed citation
Europe PMC
21425867
PubMed citation
Europe PMC
23224978
PubMed citation
Europe PMC
23959853
PubMed citation
Europe PMC
24080658
PubMed citation
Europe PMC
24412692
PubMed citation
Europe PMC
24667741
PubMed citation
Europe PMC
29017833
PubMed citation
Europe PMC
9131470
PubMed citation
Europe PMC
Last Modified
13 February 2018