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CHEBI:37806 - penicillanic acid

ChEBI IDCHEBI:37806
ChEBI Namepenicillanic acid
Stars
DefinitionA 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.
Last Modified21 December 2015
SubmitterKirill Degtyarenko
DownloadsMolfile
FormulaC8H11NO3S
Net Charge0
Average Mass201.247
Monoisotopic Mass201.04596
SMILES[H][C@@]12CC(=O)N1[C@@H](C(=O)O)C(C)(C)S2
InChIInChI=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
InChIKeyRBKMMJSQKNKNEV-RITPCOANSA-N
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Role:
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
ChEBI Ontology
Outgoing Relation(s)
penicillanic acid (CHEBI:37806) is a penicillanic acids (CHEBI:25865)
Incoming Relation(s)
(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)
IUPAC Name 
2,2-dimethylpenam-3α-carboxylic acid
Synonyms  Source
(2S,5R)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acidIUPAC
penicillanic acidChemIDplus
Registry NumbersSources
Reaxys:4677775Reaxys
CAS:87-53-6ChemIDplus