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ProductsBack/Sipholenone A [78518-74-8]
Chemical Structure
Chemical Structure
Chemical Structure

Sipholenone A [78518-74-8]

Research Use Only
AG-CN2-0507
AdipoGen Life Sciences
CAS Number78518-74-8
DownloadMSDS
Product group Chemicals
Estimated Purity>98%
Molecular Weight474.7
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Overview

  • Supplier
    AdipoGen Life Sciences
  • Product Name
    Sipholenone A
  • Delivery Days Customer
    10
  • CAS Number
    78518-74-8
  • Certification
    Research Use Only
  • Estimated Purity
    >98%
  • Molecular Formula
    C30H50O4
  • Molecular Weight
    474.7
  • Scientific Description
    Chemical. CAS: 78518-74-8. Formula: C30H50O4. MW: 474.7. Isolated from marine sponge Siphonochalina siphonella. Efficient inhibitor of P-glycoprotein (Pgp, MDR-1) function through direct interactions. By inhibiting MDR-1, active compounds remain in the cytoplasm longer and allowing them to be more effective within the cell. Reversing agent for the treatment of multidrug resistance (MDR) in Pgp-overexpressing tumors. Potentiates the cytotoxicity of established P-gp substrates such as colchicine, vinblastine and paclitaxel. Antiproliferative, antiangiogenic and cytotoxic compound. Moderate antifouling compound. - Efficient inhibitor of P-glycoprotein (Pgp, MDR-1) function through direct interactions. By inhibiting MDR-1, active compounds remain in the cytoplasm longer and allowing them to be more effective within the cell. Reversing agent for the treatment of multidrug resistance (MDR) in Pgp-overexpressing tumors. Potentiates the cytotoxicity of established Pgp substrates such as colchicine, vinblastine and paclitaxel. Antiproliferative, antiangiogenic and cytotoxic compound. Moderate antifouling compound.
  • SMILES
    CC(O1)(C)C(CC[C@@]2(C)[C@@]1([H])CC[C@@](O)(C)[C@@H]2CC[C@@H]3C(C)(C)[C@@](CC[C@@]4(C)O)([H])[C@@]4([H])CC=C3C)=O
  • Storage Instruction
    -20°C,2°C to 8°C
  • UNSPSC
    12352200

References

  • The sipholanes, a novel group of triterpenes from the marine sponge Siphonochalina siphonella: S. Carmely & Y. Kashman; J. Org. Chem. 48, 3517 (1983)
  • New triterpenoids from the Red Sea sponge Siphonochalina siphonella: Y. Kashman, et al.; J. Nat. Prod. 64, 175 (2001)
  • Biocatalysis of the anticancer sipholane triterpenoids: S. Jain, et al.; Planta Med. 73, 591 (2007)
  • Sipholenol A, a marine-derived sipholane triterpene, potently reverses P-glycoprotein (ABCB1)-mediated multidrug resistance in cancer cells: Z. Shi, et al.; Cancer Sci. 98, 1373 (2007)
  • Sipholane triterpenoids: chemistry, reversal of ABCB1/P-glycoprotein-mediated multidrug resistance, and pharmacophore modeling: S. Jain, et al.; J. Nat. Prod. 72, 1291 (2009)
  • Esters of the marine-derived triterpene sipholenol A reverse P-GP-mediated drug resistance: Y. Zhang, et al.; Mar. Drugs. 13, 2267 (2015)
  • Potent antifouling metabolites from Red Sea organisms: S.S. Al-Lihaibi, et al.; Asian J. Chem. 27, 2252 (2015)
  • Antiproliferative effects of triterpenoidal derivatives, obtained from the marine sponge Siphonochalina sp. on human hepatic and colorectal cancer cells: A. Abdel-Lateff, et al.; Z. Naturforsch. C. 71, 29 (2016)