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Viridicatumtoxin A (CAS: 39277-41-3)

Product ID: BLK-1320
Structure
Chemical structure of Viridicatumtoxin A (CAS 39277-41-3, molecular formula C30H31NO10)
Chemical structure of Viridicatumtoxin A (CAS 39277-41-3)
CAS39277-41-3
Molecular FormulaC30H31NO10
Molecular Weight565.6
Price1mg: USD 160.00 / 5mg: - / 25mg: -
Storage-20°C
Solubility1mg/ml ethanol, methanol, DMSO
Purity>95% [View LC/UV Data]
LC/UVRepresentative LC/UV chromatogram under typical analytical conditions (C18 column; mobile phase: 5–100% ACN / H2O (0.05% H3PO4), linear gradient 20 min; flow rate: 0.2 mL/min; detection: 210 nm).
NMR Spectral DataRepresentative 1H NMR (500 MHz) spectrum confirming the structure of Viridicatumtoxin A.
Representative 13C NMR (125 MHz) spectrum supporting structural assignment of Viridicatumtoxin A.
Source OrganismPenicillium brasilianum.
SummaryViridicatumtoxin A is a tetracycline-type fungal polyketide active against MRSA.
Details
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MechanismTetracycline-type protein synthesis inhibitor
Primary TargetBacterial ribosome (tetracycline-sensitive site)
PathwayBacterial protein translation pathway
Chemical ClassTetracycline-type polyketide
Discovery Year1970
Keywords
References
  1. van der Merwe et al., Mutation Res, 1978 (mutagenicity in Salmonella after metabolic activation)
  2. Zhang et al., J Antibiot, 2008 (viridicatumtoxin B isolation; anti-MRSA activity)
    DOI: 10.1038/ja.2008.84
  3. Nicolau et al., J Am Chem Soc, 2014 (total synthesis; structural revision; SAR)
    DOI: 10.1021/ja506472u
  4. Knowles et al., mSphere, 2020 (viridicatumtoxin BGC; horizontal gene transfer)
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