CHEBI:37806 - penicillanic acid

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ChEBI Name penicillanic acid
Definition A penam that consists of 3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane bearing a carboxy group at position 2 and having (2S,5R)-configuration.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C8H11NO3S
Net Charge 0
Average Mass 201.24388
Monoisotopic Mass 201.04596
InChI InChI=1S/C8H11NO3S/c1-8(2)6(7(11)12)9-4(10)3-5(9)13-8/h5-6H,3H2,1-2H3,(H,11,12)/t5-,6+/m1/s1
SMILES [H][C@@]12CC(=O)N1[C@@H](C(O)=O)C(C)(C)S2
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
(via heterocyclic antibiotic )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing penicillanic acid (CHEBI:37806) is a penicillanic acids (CHEBI:25865)
Incoming (S)-2,5,5-trimethylthiazolidine-4-carboxylic acid (CHEBI:141059) has functional parent penicillanic acid (CHEBI:37806)
6-aminopenicillanic acid (CHEBI:16705) has functional parent penicillanic acid (CHEBI:37806)
2,2-dimethylpenam-3α-carboxylic acid
Synonyms Sources
(2S,5R)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid IUPAC
penicillanic acid ChemIDplus
Registry Numbers Types Sources
4677775 Beilstein Registry Number Beilstein
4677775 Reaxys Registry Number Reaxys
87-53-6 CAS Registry Number ChemIDplus
Last Modified
21 December 2015