CHEBI:3414 - carfecillin

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name carfecillin
ChEBI ID CHEBI:3414
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C23H22N2O6S
Net Charge 0
Average Mass 454.49666
Monoisotopic Mass 454.120
InChI InChI=1S/C23H22N2O6S/c1-23(2)17(21(28)29)25-19(27)16(20(25)32-23)24-18(26)15(13-9-5-3-6-10-13)22(30)31-14-11-7-4-8-12-14/h3-12,15-17,20H,1-2H3,(H,24,26)(H,28,29)/t15?,16-,17+,20-/m1/s1
InChIKey NZDASSHFKWDBBU-KVMCETHSSA-N
SMILES [H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)C(C(=O)Oc1ccccc1)c1ccccc1)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): 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 carfecillin (CHEBI:3414) has functional parent carbenicillin (CHEBI:3393)
carfecillin (CHEBI:3414) is a penicillin (CHEBI:17334)
carfecillin (CHEBI:3414) is conjugate acid of carfecillin(1−) (CHEBI:51906)
Incoming carfecillin(1−) (CHEBI:51906) is conjugate base of carfecillin (CHEBI:3414)
IUPAC Name
2,2-dimethyl-6β-[(3-oxo-3-phenoxy-2-phenylpropanoyl)amino]penam-3α-carboxylic acid
INNs Sources
carfecilina ChemIDplus
carfecilline ChemIDplus
carfecillinum ChemIDplus
Synonyms Sources
(2S,5R,6R)-3,3-dimethyl-7-oxo-6-[(3-oxo-3-phenoxy-2-phenylpropanoyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid IUPAC
6-(2-Phenoxycarbonyl-2-phenylacetamido)penicillansäure ChemIDplus
Carbenicillin phenyl KEGG COMPOUND
carbenicillin phenyl ester ChemIDplus
Carfecillin KEGG COMPOUND
Database Links Databases
507 DrugCentral
C11752 KEGG COMPOUND
View more database links
Registry Numbers Types Sources
1095507 Beilstein Registry Number ChemIDplus
27025-49-6 CAS Registry Number KEGG COMPOUND
27025-49-6 CAS Registry Number ChemIDplus
5405930 Beilstein Registry Number Beilstein
Last Modified
22 February 2017