CHEBI:58399 - isopenicillin N(1−)

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ChEBI Name isopenicillin N(1−)
ChEBI ID CHEBI:58399
ChEBI ASCII Name isopenicillin N(1-)
Definition Conjugate base of isopenicillin N.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C14H20N3O6S
Net Charge -1
Average Mass 358.39000
Monoisotopic Mass 358.10783
InChI InChI=1S/C14H21N3O6S/c1-14(2)9(13(22)23)17-10(19)8(11(17)24-14)16-7(18)5-3-4-6(15)12(20)21/h6,8-9,11H,3-5,15H2,1-2H3,(H,16,18)(H,20,21)(H,22,23)/p-1/t6-,8+,9-,11+/m0/s1
InChIKey MIFYHUACUWQUKT-GTQWGBSQSA-M
SMILES [H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)CCC[C@H]([NH3+])C([O-])=O)C([O-])=O
Roles Classification
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 isopenicillin N(1−) (CHEBI:58399) is a penicillinate anion (CHEBI:51356)
isopenicillin N(1−) (CHEBI:58399) is conjugate base of isopenicillin N (CHEBI:18165)
Incoming isopenicillin N (CHEBI:18165) is conjugate acid of isopenicillin N(1−) (CHEBI:58399)
IUPAC Name
6β-[(5S)-5-ammonio-5-carboxylatopentanamido]-2,2-dimethylpenam-3α-carboxylate
Synonyms Sources
(2S,5R,6R)-6-{[(5S)-5-ammonio-5-carboxylatopentanoyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate IUPAC
isopenicillin N UniProt
isopenicillin N anion ChEBI
Last Modified
13 April 2015