Compound ID | 2619

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Pikromycin

Synonym(s): Albomycetin  |  amaromycin

Class: Macrolide

Agent Type: Natural product; Small molecule; Direct acting;
Spectrum of activity: Gram-positive & Gram-negative
Mechanism of action: Protein synthesis inhibitor. Binds to overlapping sites in the ribosomal exit tunnel however it only inhibits a limited number of proteins
Target Pathogen: Broad-spectrum activity
Description: Natural product from Streptomyces venezuelae
Year first mentioned: 1968
Development status: Experimental
Chemical structure(s):
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Molecular weight: 525.68
Iso. SMILES: CC[C@@H]1[C@@](/C=C/C(=O)[C@@H](C[C@@H]([C@@H]([C@H](C(=O)[C@H](C(=O)O1)C)C)O[C@H]2[C@@H]([C@H](C[C@H](O2)C)N(C)C)O)C)C)(C)O
InChI Key: UZQBOFAUUTZOQE-VSLWXVDYSA-N
Can. SMILES: CC[C@@H]1[C@](C)(/C=C/C(=O)[C@H](C)C[C@H](C)[C@@H]([C@@H](C)C(=O)[C@@H](C)C(=O)O1)O[C@H]2[C@@H]([C@H](C[C@@H](C)O2)N(C)C)O)O
InChI: InChI=1S/C28H47NO8/c1-10-22-28(7,34)12-11-21(30)15(2)13-16(3)25(18(5)23(31)19(6)26(33)36-22)37-27-24(32)20(29(8)9)14-17(4)35-27/h11-12,15-20,22,24-25,27,32,34H,10,13-14H2,1-9H3/b12-11+/t15-,16+,17-,18+,19-,20+,22-,24-,25+,27+,28+/m1/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/5282037
Guide to Pharmacology: pikromycin
Citations:
  • https://pubs.acs.org/doi/abs/10.1021/ja01019a055
  • https://academic.oup.com/nar/article/45/16/9573/4056244?login=true#108560249
    • Patent: WO2000000620A3

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