Muristerone A

Specifications / Handling

More Information
Product Details
Synonyms	2β,3β,5β,11α,14α,20R,22R-Heptahydroxycholest-7-en-6-one
Product Type	Chemical
Properties
Formula	C₂₇H₄₄O₈
MW	496.6
CAS	38778-30-2
Source/Host Chemicals	Isolated from Ipomoea hederacea seeds.
Purity Chemicals	≥95% (HPLC)
Appearance	White to off-white solid.
Solubility	Soluble in acetic acid, ethanol, methanol or DMSO. Insoluble in water.
Identity	Identity determined by ¹H-NMR.
Other Product Data	To prepare a 1mM stock solution (1.1mM) in 100% ethanol: Add 2ml of 100% ethanol to 1mg muristerone A (2µmol). Gently mix to dissolve the product (5 to 10min.). Do not heat solution to dissolve the product. Store the 1mM stock solution at +4°C or at -20°C.
InChi Key	LRJUYAVTHIEHAI-LDJCFVSYSA-N
Smiles	[H][C@@]1(CC[C@@]2(O)C3=CC(=O)[C@]4(O)C[C@@H](O)[C@@H](O)C[C@]4(C)C3[C@H](O)C[C@]12C)[C@@](C)(O)[C@H](O)CCC(C)C
Shipping and Handling
Shipping	AMBIENT
Short Term Storage	+4°C
Long Term Storage	-20°C
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

Product-specific References

Description

Potent member of the ecdysteroid family.
Ecdysone receptor (EcR) agonist.
Analog of ecdysone with similar properties to ponasterone A (Prod. No. AG-CN2-0053).
Inducer of ecdysone-inducible gene expression systems in mammalian cells and transgenic animals.
Induces apoptosis in cells transfected with wild-type Bax.
Induces expression of β-galactosidase.
Stimulates Bcl-XL mRNA transcription and inhibits TRAIL- and hFasL-induced apoptosis in RKO cells.
Insect steroid hormone involved in regulating metamorphosis, causing a response to G2 cell cycle arrest.
Major molting hormone in some insects. Has protective effects in plants.

Product References

Structure of muristerone A, a new phytoecdysone: L. Canonica, et al.; J. C. S. Chem. Commun. 1060 (1972)
New phytoecdysones from kaladana. I. Structure of muristerone A and kaladasterone: L. Canonica, et al.; Gazz. Chim. Ital. 107, 123 (1977)
Characterization and partial purification of the Drosophila Kc cell ecdysteroid receptor: T.M. Landon, et al.; J. Biol. Chem. 263, 4693 (1988)
Ecdysteroid-Dependent Regulation of Genes in Mammalian Cells by a Drosophila Ecdysone Receptor and Chimeric Transactivators: K. Christopherson, et al.; PNAS 89, 6314 (1992)
Ecdysone-inducible gene expression in mammalian cells and transgenic mice: D. No, et al.; PNAS 93, 3346 (1996)
The overexpression of Bax produces cell death upon induction of the mitochondrial permeability transition: J.G. Pastorino, et al.; J. Biol. Chem. 273, 7770 (1998)
Impairment of the proapoptotic activity of Bax by missense mutations found in gastrointestinal cancers: J. Gil, et al.; Cancer Res. 59, 2034 (1999)
Identification of ligands and coligands for the ecdysone-regulated gene switch: E. Saez, et al.; PNAS 97, 14512 (2000)
Ectopic expression of cyclin D1 impairs the proliferation and enhances the apoptosis of a murine lymphoid cell line: F. Duquesne, et al.; Cell Death Differ. 8, 51 (2001)
The ecdysone inducible gene expression system: unexpected effects of muristerone A and ponasterone A on cytokine signaling in mammalian cells: S. Constantino, et al.; Eur. Cytokine Netw. 12, 365 (2001)
Muristerone A-induced nerve growth factor release from genetically engineered human dermal fibroblasts for peripheral nerve tissue engineering: C.W. Patrick, et al.; Tissue Eng. 7, 303 (2001)
Agonists of an ecdysone-inducible mammalian expression system inhibit Fas-ligand- and TRAIL-induced apoptosis in the human colon carcinoma cell line RKO: I Oehme, et al.; Cell Death Diff. 13, 189 (2005)
Selected technologies to control genes and their products for experimental and clinical purposes: H.K. Alexander, et al.; Arch. Immunol. Ther. Exp. 55, 139 (2007) (Review)

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