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> Main
CHEBI:58974 - epicillin
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ChEBI Name
epicillin
ChEBI ID
CHEBI:58974
Definition
A penicillin in which the substituent at position 6 of the penam ring is a (2
R
)-2-amino-2-(cyclohexa-1,4-dien-1-yl)acetamido group.
Stars
This entity has been manually annotated by the ChEBI Team.
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Formula
C16H21N3O4S
Net Charge
0
Average Mass
351.42100
Monoisotopic Mass
351.12528
InChI
InChI=1S/C16H21N3O4S/c1-
16(2)
11(15(22)
23)
19-
13(21)
10(14(19)
24-
16)
18-
12(20)
9(17)
8-
6-
4-
3-
5-
7-
8/h3-
4,7,9-
11,14H,5-
6,17H2,1-
2H3,(H,18,20)
(H,22,23)
/t9-
,10-
,11+,14-
/m1/s1
InChIKey
RPBAFSBGYDKNRG-NJBDSQKTSA-N
SMILES
[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)[C@H](N)C1=CCC=CC1)C(O)=O
Roles Classification
Chemical Role
(s):
Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Br
o
nsted base).
(via
oxoacid
)
Biological Role
(s):
allergen
A chemical compound, or part thereof, which causes the onset of an allergic reaction by interacting with any of the molecular pathways involved in an allergy.
(via
penicillin allergen
)
(via
penicillin
)
antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
(via
heterocyclic antibiotic
)
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
epicillin (
CHEBI:58974
)
has functional parent
ampicillin (
CHEBI:28971
)
epicillin (
CHEBI:58974
)
is a
penicillin (
CHEBI:17334
)
epicillin (
CHEBI:58974
)
is a
penicillin allergen (
CHEBI:88187
)
IUPAC Name
6β-
[(2
R
)-
2-
amino-
2-
(cyclohexa-
1,4-
dien-
1-
yl)acetamido]-
2,2-
dimethylpenam-
3α-
carboxylic acid
INNs
Sources
epicilina
ChemIDplus
epicillin
ChemIDplus
epicilline
ChemIDplus
epicillinum
ChemIDplus
Synonyms
Sources
Dexacillin
ChemIDplus
Dihydroampicillin
ChemIDplus
Manual Xrefs
Databases
1025
DrugCentral
DE2161659
Patent
Epicillin
Wikipedia
View more database links
Registry Numbers
Types
Sources
1091831
Beilstein Registry Number
Beilstein
1091831
Reaxys Registry Number
Reaxys
26774-90-3
CAS Registry Number
ChemIDplus
Citations
Types
Sources
1170316
PubMed citation
Europe PMC
1701026
PubMed citation
Europe PMC
4404324
PubMed citation
Europe PMC
7191790
PubMed citation
Europe PMC
9689
PubMed citation
Europe PMC
Last Modified
12 March 2019