CHEBI:57869 - 6-aminopenicillanic acid zwitterion

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ChEBI Name 6-aminopenicillanic acid zwitterion
ChEBI ID CHEBI:57869
Definition Zwitterionic 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C8H12N2O3S
Net Charge 0
Average Mass 216.25700
Monoisotopic Mass 216.057
InChI InChI=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
InChIKey NGHVIOIJCVXTGV-ALEPSDHESA-N
SMILES [H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2[NH3+])C([O-])=O
ChEBI Ontology
Outgoing 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 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
Synonyms Sources
(2S,5R,6R)-6-azaniumyl-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate ChEBI
6-aminopenicillanate UniProt
Last Modified
22 July 2015