CHEBI:58974 - epicillin

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name epicillin
Definition A penicillin in which the substituent at position 6 of the penam ring is a (2R)-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
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 (Bronsted 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)
6β-[(2R)-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 Waiting for 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