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ProductsBack/Secalonic acid F [60687-07-2]
Chemical Structure
Chemical Structure
Chemical Structure

Secalonic acid F [60687-07-2]

Research Use Only
AG-CN2-0488
AdipoGen Life Sciences
CAS Number60687-07-2
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Product group Chemicals
Estimated Purity>95% (HPLC)
Molecular Weight638.6
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Overview

  • Supplier
    AdipoGen Life Sciences
  • Product Name
    Secalonic acid F [60687-07-2]
  • Delivery Days Customer
    10
  • CAS Number
    60687-07-2
  • Certification
    Research Use Only
  • Estimated Purity
    >95% (HPLC)
  • Hazard Information
    Non-hazardous,Warning
  • Molecular Formula
    C32H30O14
  • Molecular Weight
    638.6
  • Scientific Description
    Chemical. CAS: 60687-07-2. Formula: C32H30O14. MW: 638.6. Isolated from Penicillium oxalicum. Mycotoxin. Common contaminant in corn and other grains. Hybrid dimer of Blennolide A and B. Cytotoxic anticancer compound. Reported to induce apoptosis by modulating RhoGDI 2 levels in HL60 cells. Protein tyrosine phosphatase 1B (PTP1B) inhibitor (IC50=9.6microM). PTP1B is thought to function as a negative regulator of insulin and leptin signal transduction and therefore being involved in type 2 diabetes and obesity pathology. Antimicrobial agent against Bacillus megaterium. Allelopathic agent. - Mycotoxin. Common contaminant in corn and other grains. Hybrid dimer of Blennolide A and B. Cytotoxic anticancer compound. Reported to induce apoptosis by modulating RhoGDI 2 levels in HL60 cells. Protein tyrosine phosphatase 1B (PTP1B) inhibitor (IC50=9.6microM). PTP1B is thought to function as a negative regulator of insulin and leptin signal transduction and therefore being involved in type 2 diabetes and obesity pathology. Antimicrobial agent against Bacillus megaterium. Allelopathic agent.
  • SMILES
    OC1=C2[C@](OC3=CC=C(C4=C(O)C(C(C5=C(O)C[C@H](C)[C@H](O)[C@]5(C(OC)=O)O6)=O)=C6C=C4)C(O)=C3C2=O)(C(OC)=O)[C@H](O)[C@@H](C)C1
  • Storage Instruction
    2°C to 8°C,-20°C
  • UNSPSC
    12352200

References

  • Secalonic acids D and F are toxic metabolites of Aspergillus aculeatus: R. Andersen, et al.; J. Org. Chem. 42, 352 (1977)
  • Cytostatic activity of naturally isolated isomers of secalonic acids and their chemically rearranged dimers: I. Kurobane, et al.; Drugs Exp. Clin. Res. 13, 339 (1987)
  • Physiological and biochemical mechanism of allelopathy of secalonic acid F on higher plants: R.S. Zeng, et al.; Agron. J. 93, 72 (2001)
  • Differential proteomic analysis of HL60 cells treated with secalonic acid F reveals caspase 3-induced cleavage of Rho GDP dissociation inhibitor 2: N. Li, et al.; Oncol. Rep. 28, 2016 (2012)
  • Asperdichrome, an unusual dimer of tetrahydroxanthone through an ether bond, with protein tyrosine phosphatase 1B inhibitory activity, from the Okinawan freshwater Aspergillus sp. TPU1343: H. Yamazaki, et al.; Tetrahed. Lett. 57, 732 (2016)