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CHEBI:57869 - 6-aminopenicillanic acid zwitterion

ChEBI IDCHEBI:57869
ChEBI Name6-aminopenicillanic acid zwitterion
Stars
DefinitionZwitterionic form of 6-aminopenicillanic acid arising from migration of a proton from the carboxy group to the 6-amino group; major species at pH 7.3.
Last Modified22 July 2015
DownloadsMolfile
FormulaC8H12N2O3S
Net Charge0
Average Mass216.262
Monoisotopic Mass216.05686
SMILES[H][C@]12SC(C)(C)[C@H](C(=O)[O-])N1C(=O)[C@H]2[NH3+]
InChIInChI=1S/C8H12N2O3S/c1-8(2)4(7(12)13)10-5(11)3(9)6(10)14-8/h3-4,6H,9H2,1-2H3,(H,12,13)/t3-,4+,6-/m1/s1
InChIKeyNGHVIOIJCVXTGV-ALEPSDHESA-N
ChEBI Ontology
Outgoing Relation(s)
6-aminopenicillanic acid zwitterion (CHEBI:57869) is a amino-acid zwitterion (CHEBI:35238)
6-aminopenicillanic acid zwitterion (CHEBI:57869) is conjugate acid of 6-aminopenicillanate (CHEBI:30938)
6-aminopenicillanic acid zwitterion (CHEBI:57869) is tautomer of 6-aminopenicillanic acid (CHEBI:16705)
Incoming Relation(s)
6-aminopenicillanate (CHEBI:30938) is conjugate base of 6-aminopenicillanic acid zwitterion (CHEBI:57869)
6-aminopenicillanic acid (CHEBI:16705) is tautomer of 6-aminopenicillanic acid zwitterion (CHEBI:57869)
IUPAC Name 
6-azaniumyl-2,2-dimethylpenam-3α-carboxylate
Synonym  Source
(2S,5R,6R)-6-azaniumyl-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylateChEBI
UniProt Name  Source
6-aminopenicillanateUniProt