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6-aminopenicillanic acid zwitterion

CHEBI: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.

Chemical Information

Molecular Formula
C8H12N2O3S
Molecular Mass
216.25700
Charge
0
SMILES
[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2[NH3+])C([O-])=O
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

Alternative Names

  • 6-aminopenicillanate
  • (2S,5R,6R)-6-azaniumyl-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
  • 6-azaniumyl-2,2-dimethylpenam-3alpha-carboxylate

Drug Classification

Important Medical Information

⚕️ This information is sourced from ChEBI (Chemical Entities of Biological Interest) database and is intended for educational purposes only.

  • Always consult with a healthcare professional before starting, stopping, or modifying any medication.
  • Side effects may vary and this list may not be comprehensive.
  • Drug interactions may occur with other medications.

Additional Identifiers

core#notation
CHEBI:57869

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Additional Attributes

oboInOwl#hasOBONamespace
chebi_ontology
oboInOwl#id
CHEBI:57869
core#notation
CHEBI:57869
chebi#is_conjugate_acid_of
http://purl.obolibrary.org/obo/CHEBI_30938
oboInOwl#inSubset
http://purl.obolibrary.org/obo/chebi#3_STAR
chebi#is_tautomer_of
http://purl.obolibrary.org/obo/CHEBI_16705
22-rdf-syntax-ns#type
http://www.w3.org/2002/07/owl#Class
chebi#is_conjugate_base_of
http://purl.obolibrary.org/obo/CHEBI_30938
owl#someValuesFrom
t176408
owl#annotatedSource
t248271