CHEBI:52427 - phenethicillin

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ChEBI Name phenethicillin
ChEBI ID CHEBI:52427
Definition A penicillin in which the substituent at position 6 of the penam ring is a 2-phenoxypropanamido group.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C17H20N2O5S
Net Charge 0
Average Mass 364.41600
Monoisotopic Mass 364.109
InChI InChI=1S/C17H20N2O5S/c1-9(24-10-7-5-4-6-8-10)13(20)18-11-14(21)19-12(16(22)23)17(2,3)25-15(11)19/h4-9,11-12,15H,1-3H3,(H,18,20)(H,22,23)/t9?,11-,12+,15-/m1/s1
InChIKey NONJJLVGHLVQQM-JHXYUMNGSA-N
SMILES [H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)C(C)Oc1ccccc1)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 phenethicillin (CHEBI:52427) is a penicillin (CHEBI:17334)
phenethicillin (CHEBI:52427) is conjugate acid of phenethicillin(1−) (CHEBI:52428)
Incoming phenethicillin(1−) (CHEBI:52428) is conjugate base of phenethicillin (CHEBI:52427)
phenethicilloyl group (CHEBI:58982) is substituent group from phenethicillin (CHEBI:52427)
IUPAC Name
6β-(2-phenoxypropanamido)-2,2-dimethylpenam-3α-carboxylic acid
INNs Sources
Feneticilina ChemIDplus
Pheneticilline ChemIDplus
Pheneticillinum ChemIDplus
Synonyms Sources
(2S,5R,6R)-3,3-dimethyl-7-oxo-6-[(2-phenoxypropanoyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid IUPAC
penicillin B ChEBI
Pheneticillin ChemIDplus
phenoxypropylpenicillin ChEBI
Manual Xrefs Databases
2124 DrugCentral
LSM-15176 LINCS
Pheneticillin Wikipedia
View more database links
Registry Numbers Types Sources
1091754 Beilstein Registry Number Beilstein
1091754 Reaxys Registry Number Reaxys
147-55-7 CAS Registry Number ChemIDplus
Citation Waiting for Citations Type Source
1701026 PubMed citation Europe PMC
Last Modified
22 February 2017