Compound ID | 2475

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Corallopyronin A

Class: RNA polymerase inhibitor

Spectrum of activity: Gram-positive  &  Gram-negative
Details of activity: Active against Chlamydia sp., Corynebacterium mediolanum, Mycobacterium bovis, Staphylococcus aureus, and Wolbachia sp.
Description: Natural product from Corallococcus (=Myxococcus=Chondrococcus) coralloides strain Cc127 (DSM 2550)
Institute where first reported: Univ. of Leeds, UK; Institute for Pharmaceutical Biology, University of Bonn, Germany
Year first mentioned: 1985
Highest developmental phase: Preclinical
Development status: Inactive
Reason Dropped: Selects for resistance (7.2E-8) and has minimal activity, it was suggested this may be a potential scaffold for investigation and optimisation.
Chemical structure(s):
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Molecular weight: 527.65
Iso. SMILES: C/C=C/C/C=C(\C)/C(CC/C(=C/C=C(\C)/C(=O)C1=C(C=C(OC1=O)C(C)CC/C=C/NC(=O)OC)O)/C)O
InChI Key: FPBHSTHTCPCNBS-QXMYDWGFSA-N
Can. SMILES: C/C=C/C/C=C(\C)/C(CC/C(=C/C=C(\C)/C(=O)C1=C(C=C(C(C)CC/C=C/NC(=O)OC)OC1=O)O)/C)O
InChI: InChI=1S/C30H41NO7/c1-7-8-9-12-21(3)24(32)17-15-20(2)14-16-23(5)28(34)27-25(33)19-26(38-29(27)35)22(4)13-10-11-18-31-30(36)37-6/h7-8,11-12,14,16,18-19,22,24,32-33H,9-10,13,15,17H2,1-6H3,(H,31,36)/b8-7+,18-11+,20-14+,21-12+,23-16+
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/135570663
Guide to Pharmacology: Corallopyronin A
Citations:
  • https://www.jstage.jst.go.jp/article/antibiotics1968/38/2/38_2_145/_pdf/-char/en
  • https://pubs.rsc.org/en/content/articlepdf/2022/np/d2np00012a
    • Patent: EP2704708B1

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