Compound ID | 2660

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Notatin

Synonym(s): Penicillin A

Class: Beta-lactam

Agent Type: Natural product; Small molecule; Direct acting;
Spectrum of activity: Gram-positive & Gram-negative
Mechanism of action: Cell wall synthesis inhibitor
Target Pathogen: Active against Staphylococcus aureus, Streptococcus haemolyticus, Streptococcus pneumoniae, Salmonella typhimurium, Vibrio cholerae, and Proteus vulgaris
Description: Natural product from Penicillium notatum Westling; flavoprotein; only shows antibacterial property in the presence of glucose and oxygen; penicillin-type
Institute where first reported: Boots Pure Drug Co., Ltd.,
Year first mentioned: 1942
Development status: Experimental
Chemical structure(s):
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Molecular weight: 342.46
Iso. SMILES: CCCCCCCC(=O)N[C@H]1[C@@H]2N(C1=O)[C@H](C(S2)(C)C)C(=O)O
InChI Key: XVASOOUVMJAZNJ-MBNYWOFBSA-N
Can. SMILES: CCCCCCCC(=O)N[C@@H]1C(=O)N2[C@@H](C(=O)O)C(C)(C)S[C@H]12
InChI: InChI=1S/C16H26N2O4S/c1-4-5-6-7-8-9-10(19)17-11-13(20)18-12(15(21)22)16(2,3)23-14(11)18/h11-12,14H,4-9H2,1-3H3,(H,17,19)(H,21,22)/t11-,12+,14-/m1/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/substance/319105506
Citations:
  • https://europepmc.org/backend/ptpmcrender.fcgi?accid=PMC1258144&blobtype=pdf
  • https://www.nature.com/articles/150634a0

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