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6-aminopenicillanic acid

CHEBI:CHEBI_16705

Definition

A penicillanic acid compound having a (6R)-amino substituent. The active nucleus common to all penicillins, it may be substituted at the 6-amino position to form the semisynthetic penicillins, resulting in a variety of antibacterial and pharmacologic characteristics.

Chemical Information

Molecular Formula
C8H12N2O3S
Molecular Mass
216.260
Charge
0
SMILES
C([C@H]1C(S[C@@]2([C@@H](C(N12)=O)N)[H])(C)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-aminopenicillanic acid
  • (2S,5R,6R)-6-amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
  • 6-amino-2,2-dimethylpenam-3alpha-carboxylic acid
  • 6-Aminopenicillamine acid
  • 6-Aminopenicillanate
  • 6-Aminopenicillanic acid
  • 6-Apa
  • 6-APA
  • 6-Aps
  • 6beta-aminopenicillanic acid
  • Aminopenicillanic acid
  • Penicin
  • Penin
  • Phenacyl 6-aminopenicillinate

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

oboInOwl#hasDbXref
Wikipedia:6-APA
core#notation
CHEBI:16705

Additional References

Wikipedia:6-APA

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Additional Attributes

oboInOwl#hasOBONamespace
chebi_ontology
oboInOwl#hasDbXref
Wikipedia:6-APA
oboInOwl#id
CHEBI:16705
core#notation
CHEBI:16705
oboInOwl#hasAlternativeId
CHEBI:2172
chebi#is_conjugate_base_of
http://purl.obolibrary.org/obo/CHEBI_30938
RO_0000087
http://purl.obolibrary.org/obo/CHEBI_50904
oboInOwl#inSubset
http://purl.obolibrary.org/obo/chebi#3_STAR
chebi#has_functional_parent
http://purl.obolibrary.org/obo/CHEBI_17334
chebi#is_tautomer_of
http://purl.obolibrary.org/obo/CHEBI_57869
22-rdf-syntax-ns#type
http://www.w3.org/2002/07/owl#Class
chebi#is_conjugate_acid_of
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t127063
owl#someValuesFrom
t247972