An ecdysteroid receptor agonist
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Muristerone A

Item No. 11741

Technical Information
Formal Name
2β,3β,5β,11α,14,20,22R-heptahydroxy-cholest-7-en-6-one
CAS Number
38778-30-2
Synonyms
  • Mur A
Molecular Formula
C27H44O8
Formula Weight
Purity
≥95%
Formulation
A solid
DMSO: SolubleEthanol: SolubleMethanol: Soluble
SMILES
CC(C)CC[C@@H](O)[C@](C)(O)[C@@]1([H])CC[C@@]2(O)C3=CC([C@]4(O)C[C@@H](O)[C@@H](O)C[C@]4(C)[C@@]3([H])[C@H](O)C[C@@]21C)=O
InChi Code
InChI=1S/C27H44O8/c1-14(2)6-7-20(31)25(5,33)19-8-9-26(34)15-10-21(32)27(35)13-17(29)16(28)11-24(27,4)22(15)18(30)12-23(19,26)3/h10,14,16-20,22,28-31,33-35H,6-9,11-13H2,1-5H3/t16-,17+,18+,19-,20+,22+,23+,24+,25+,26+,27+/m0/s1
InChi Key
LRJUYAVTHIEHAI-LHBNDURVSA-N
Origin
Plant/Ipomoea hederacea
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Muristerone A is a natural analog of 20-hydroxyecdysone (Item No. 16145). It is an agonist of the ecdysteroid receptor (Kd = 1 nM), a nuclear receptor that heterodimerizes with a retinoid X receptor ortholog and regulates arthropod development.1,2,3 Muristerone A is used as an agonist in ecdysone-inducible gene expression systems in mammalian cells.4,5 However, it inhibits apoptosis in the human colon carcinoma cell line RKO by inducing the upregulation of Bcl-xL, suggesting limitations in its use in certain types of studies.6

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Zelhof, A.C., Yao, T.P., Evans, R.M., et alIdentification and characterization of a Drosophila nuclear receptor with the ability to inhibit the ecdysone response. Proc. Natl. Acad. Sci. USA 92(23), 10477-10481 (1995).

    2. Landon, T.M., Sage, B.A., Seeler, B.J., et alCharacterization and partial purification of the Drosophila Kc cell ecdysteroid receptor. The Journal of Biological Chemisty 263(10), 4693-4697 (1988).

    3. Lezzi, M., Bergman, T., Henrich, V.C., et alLigand-induced heterodimerization between the ligand binding domains of the Drosophila ecdysteroid receptor and ultraspiracle. Eur. J. Biochem. 269(13), 3237-3245 (2002).

    4. No, D., Yao, T.P., and Evans, R.M. Ecdysone-inducible gene expression in mammalian cells and transgenic mice. Proc. Natl. Acad. Sci. USA 93(8), 3346-3351 (1996).

    5. Saez, E., Nelson, M.C., Eshelman, B., et alIdentification of ligands and coligands for the ecdysone-regulated gene switch. Proc. Natl. Acad. Sci. USA 97(26), 14512-14517 (2000).

    6. Oehme, I., Bösser, S., and Zörnig, M. Agonists of an ecdysone-inducible mammalian expression system inhibit Fas Ligand- and TRAIL-induced apoptosis in the human colon carcinoma cell line RKO. Cell Death Differ. 13(2), 189-201 (2006).