EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:58399 - isopenicillin N(1−)

ChEBI IDCHEBI:58399
ChEBI Nameisopenicillin N(1−)
Stars
ASCII Nameisopenicillin N(1-)
DefinitionConjugate base of isopenicillin N.
Last Modified13 April 2015
DownloadsMolfile
FormulaC14H20N3O6S
Net Charge-1
Average Mass358.396
Monoisotopic Mass358.10783
SMILES[H][C@]12SC(C)(C)[C@H](C(=O)[O-])N1C(=O)[C@H]2NC(=O)CCC[C@H]([NH3+])C(=O)[O-]
InChIInChI=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
InChIKeyMIFYHUACUWQUKT-GTQWGBSQSA-M
Roles Classification
Biological Role:
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
ChEBI Ontology
Outgoing Relation(s)
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 Relation(s)
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  Source
(2S,5R,6R)-6-{[(5S)-5-ammonio-5-carboxylatopentanoyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylateIUPAC
isopenicillin N anionChEBI
UniProt Name  Source
isopenicillin NUniProt