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CHEBI:190509 - imipenem zwitterion

ChEBI IDCHEBI:190509
ChEBI Nameimipenem zwitterion
Stars
DefinitionZwitterionic form of imipenem having an anionic carboxy group and a protonated methaneimidamido group; major species at pH 7.3.
Last Modified30 March 2022
SubmitterElisabeth Coudert
DownloadsMolfile
FormulaC12H17N3O4S
Net Charge0
Average Mass299.352
Monoisotopic Mass299.09398
SMILES[H]C(=[NH2+])NCCSC1=C(C(=O)[O-])N2C(=O)[C@]([H])([C@@H](C)O)[C@@]2([H])C1
InChIInChI=1S/C12H17N3O4S/c1-6(16)9-7-4-8(20-3-2-14-5-13)10(12(18)19)15(7)11(9)17/h5-7,9,16H,2-4H2,1H3,(H2,13,14)(H,18,19)/t6-,7-,9-/m1/s1
InChIKeyZSKVGTPCRGIANV-ZXFLCMHBSA-N
ChEBI Ontology
Outgoing Relation(s)
imipenem zwitterion (CHEBI:190509) is a zwitterion (CHEBI:27369)
imipenem zwitterion (CHEBI:190509) is tautomer of imipenem (CHEBI:471744)
Incoming Relation(s)
imipenem (CHEBI:471744) is tautomer of imipenem zwitterion (CHEBI:190509)
IUPAC Name 
(5R,6S)-6-[(1R)-1-hydroxyethyl]-3-({2-[(iminiomethyl)amino]ethyl}sulfanyl)-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate
UniProt Name  Source
imipenemUniProt