AdipoGen Life Sciences

Secalonic acid F

CHF 120.00
In stock
AG-CN2-0488-M0011 mgCHF 120.00
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Product Details
Synonyms SAF; Ergochrome BE
Product Type Chemical
Properties
Formula

C32H30O14

MW 638.6
Merck Index 14: 8418
CAS 60687-07-2
Source/Host Chemicals Isolated from Penicillium oxalicum.
Purity Chemicals ≥95% (HPLC)
Appearance Yellow solid.
Solubility Soluble in DMSO, ethanol or methanol.
InChi Key DRYDKQOPVBDZMQ-WVMRRKDFSA-N
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
Shipping and Handling
Shipping AMBIENT
Short Term Storage +4°C
Long Term Storage -20°C
Handling Advice Keep cool and dry.
Protect from moisture and oxygen.
Use/Stability Stable for at least 2 years after receipt when stored at -20°C.
Documents
MSDS Download PDF
Product Specification Sheet
Datasheet Download PDF
Description
  • 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=9.6μM). 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.
Product References
  1. Secalonic acids D and F are toxic metabolites of Aspergillus aculeatus: R. Andersen, et al.; J. Org. Chem. 42, 352 (1977)
  2. 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)
  3. Physiological and biochemical mechanism of allelopathy of secalonic acid F on higher plants: R.S. Zeng, et al.; Agron. J. 93, 72 (2001)
  4. 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)
  5. 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)
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