Compound ID | 2699

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Pyracrimycin

Synonym(s): Cyclamidomycin

Class: Natural product antibiotic

Agent Type: Natural product; Small molecule; Direct acting;
Spectrum of activity: Gram-positive, Gram-negative & Antimycobacterial
Mechanism of action: Inhibits nucleoside diphosphate kinase (in E. coli)
Target Pathogen: Active against Staphylococcus aureus, Streptococcus haemolyticus, Streptococcus pneumoniae, Mycobacterium tuberculosis, Mycobacterium smegmatis, Proteus vulgaris, Shigella flexneri, Salmonella typhosa, Pseudomonas fluorescens Acinetobacter baumannii, and Escherichia coli
Description: Natural product from Streptomyces eridani (also by Streptomyces lavendulocolor or Streptomyces pseudovenezuelae as cyclamidomycin); has pyrroline and acrylamide unit
Institute where first reported: Research Laboratories, Gruppo Lepetit S.p.A., Milano, Italy; The Novo Nordisk Foundation Center for Biosustainability, Technical University of Denmark, Kemitorvet 220, 2800 Kgs. Lyngby, Denmark
Year first mentioned: 1971
Development status: Experimental
Chemical structure(s):
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Molecular weight: 138.17
Iso. SMILES: C1CC(=NC1)/C=C/C(=O)N
InChI Key: SJFPWBFXBOZGTB-ONEGZZNKSA-N
Can. SMILES: C1CC(=NC1)/C=C/C(=O)N
InChI: InChI=1S/C7H10N2O/c8-7(10)4-3-6-2-1-5-9-6/h3-4H,1-2,5H2,(H2,8,10)/b4-3+
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/5368895
Citations:
  • https://www.jstage.jst.go.jp/article/antibiotics1968/24/12/24_12_902/_pdf
  • https://www.jstage.jst.go.jp/article/antibiotics1968/24/8/24_8_491/_pdf/-char/en
  • https://www.jstage.jst.go.jp/article/antibiotics1968/25/6/25_6_343/_article
  • https://pubs.acs.org/doi/10.1021/acschembio.2c00480

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