344270 Forskolin, Coleus forskohlii - CAS 66575-29-9 - Calbiochem

344270
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Empirical FormulaCAS #
C₂₂H₃₄O₇ 66575-29-9

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344270-10MG
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      Ampoule plast. 10 mg
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      344270-25MG
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          Ampoule plast. 25 mg
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          344270-50MG
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              Description
              OverviewThe major cell-permeable diterpene isolated from the Indian plant Coleus forskohlii. At low doses, it acts as a positive inotropic agent. At higher doses, it serves as a hypotensive and vasodilatory agent due to its actions as a smooth muscle relaxant. No major side effects are observed at effective doses. Forskolins pharmacological activities are due to its activation of adenylate cyclase (EC50 = 4 µM), resulting in increased cAMP levels. The exact mechanism of forskolins positive inotropic effect is unknown but may be related to a cAMP-dependent increase in Na+ permeability that results in indirect augmentation of Ca2+ release. Inhibits MAP kinase in rat renal mesangial cells (IC50 = 25 µM). Also acts as a Hh pathway antagonist. Shown to inhibit apoptosis in cerebellar granule cells and to induce apoptosis in resting human B lymphocytes.
              Catalogue Number344270
              Brand Family Calbiochem®
              Synonyms7β-Acetoxy-8,13-epoxy-1α,6β,9α-trihydroxy-labd-14-en-11-one, Colforsin
              References
              ReferencesD'Orazio, J.A., et al. 2006. Nature 443, 340.
              Noveen, A., et al. 1996. Biochem. Biophys. Res. Commun. 219, 180.
              Galli, C., et al. 1995. J. Neurosci. 15, 1172.
              Li, X., et al. 1995. Am. J. Physiol. 269, C986.
              Lomo, J., et al. 1995. J. Immunol. 154, 1634.
              Uneyama, H., et al. 1993. J. Biol. Chem. 268, 168.
              Laurenza, A., et al. 1989. Trends Pharmacol. Sci. 10, 442.
              Adashi, E.Y., and Resnick, C.E. 1986. J. Cell. Biochem. 31, 217.
              Seamon, K.B., and Daly, J.W. 1986. Adv. Cyclic Nucleotide Protein Phosphorylation Res. 20, 1.
              Huang, R., et al. 1982. Cyclic Nucleotide Res. 8, 385.
              Metzger, H., and Lindner, E. 1981. IRCS Med. Sci. Biochem. Cardiovasc. System Pharmacol. 9, 99.
              Product Information
              CAS number66575-29-9
              ATP CompetitiveN
              FormWhite to off-white crystalline solid
              Hill FormulaC₂₂H₃₄O₇
              Chemical formulaC₂₂H₃₄O₇
              ReversibleN
              Structure formula ImageStructure formula Image
              Quality LevelMQ100
              Applications
              Biological Information
              Primary TargetAdenylate cyclase
              Primary Target IC<sub>50</sub>25 µM inhibiting MAP kinase in rat renal mesangial cells; EC50 = 4 µM for activation of adenylate cyclase
              Purity≥99% by HPLC
              Physicochemical Information
              Cell permeableY
              Dimensions
              Materials Information
              Toxicological Information
              Safety Information according to GHS
              RTECSQL6150000
              Safety Information
              R PhraseR: 21

              Harmful in contact with skin.
              S PhraseS: 36

              Wear suitable protective clothing.
              Product Usage Statements
              Storage and Shipping Information
              Ship Code Ambient Temperature Only
              Toxicity Harmful
              Storage +15°C to +30°C
              Do not freeze Ok to freeze
              Special InstructionsFollowing reconstitution, store in the refrigerator (4°C). DMSO stock solutions are stable for up to 4 months at 4°C.
              Packaging Information
              Transport Information
              Supplemental Information
              Specifications

              Documentation

              Forskolin, Coleus forskohlii - CAS 66575-29-9 - Calbiochem FDS

              Titre

              Fiche de données de sécurité des matériaux (FDS) 

              Forskolin, Coleus forskohlii - CAS 66575-29-9 - Calbiochem Certificats d'analyse

              TitreNuméro de lot
              344270

              Références bibliographiques

              Aperçu de la référence bibliographique
              D'Orazio, J.A., et al. 2006. Nature 443, 340.
              Noveen, A., et al. 1996. Biochem. Biophys. Res. Commun. 219, 180.
              Galli, C., et al. 1995. J. Neurosci. 15, 1172.
              Li, X., et al. 1995. Am. J. Physiol. 269, C986.
              Lomo, J., et al. 1995. J. Immunol. 154, 1634.
              Uneyama, H., et al. 1993. J. Biol. Chem. 268, 168.
              Laurenza, A., et al. 1989. Trends Pharmacol. Sci. 10, 442.
              Adashi, E.Y., and Resnick, C.E. 1986. J. Cell. Biochem. 31, 217.
              Seamon, K.B., and Daly, J.W. 1986. Adv. Cyclic Nucleotide Protein Phosphorylation Res. 20, 1.
              Huang, R., et al. 1982. Cyclic Nucleotide Res. 8, 385.
              Metzger, H., and Lindner, E. 1981. IRCS Med. Sci. Biochem. Cardiovasc. System Pharmacol. 9, 99.

              Brochure

              Titre
              Activators and Inhibitors of Adenylate Cyclase Technical Bulletin

              Citations

              Titre
            • Ryan W Carlin, et al. (2006) PVD9902, a porcine vas deferens epithelial cell line that exhibits neurotransmitter-stimulated anion secretion and expresses numerous HCO3- transporters. American Journal of Physiology Cell Physiology 290, C1560-C1571.
            • Iwona Bogacka, et al. (2005) Structural and functional consequences of mitochondrial biogenesis in human adipocytes in vitro. Journal of Clinical Endocrinology and Metabolism in press,.
            • Michael J. Cross, et al. (2002) The Shb Adaptor Protein Binds to Tyrosine 766 in the FGFR-1 and Regulates the Ras/MEK/MAPK Pathway via FRS2 Phosphorylation in Endothelial Cells. Molecular Biology of the Cell 13, 2881-2893.
            • Fiche technique

              Note that this data sheet is not lot-specific and is representative of the current specifications for this product. Please consult the vial label and the certificate of analysis for information on specific lots. Also note that shipping conditions may differ from storage conditions.

              Revision20-November-2008 JSW
              Synonyms7β-Acetoxy-8,13-epoxy-1α,6β,9α-trihydroxy-labd-14-en-11-one, Colforsin
              DescriptionA cardioactive diterpene isolated from the Indian plant Coleus forskolii. At low doses, acts as a positive inotropic agent in dogs, cats, spontaneously hypertensive and normal rats, and isolated guinea pig heart. At higher doses, acts as a hypotensive and vasodilatory agent due to its action as a smooth muscle relaxant. No major side effects are observed at effective doses. Rapid and reversible activator of adenylate cyclase (EC50 = 4 µM) in membranes and intact cells. Does not affect the activity of guanylate cyclase or cyclic nucleotide phophodiesterases. The exact mechanism of forskolin's positive inotropic effect is unknown but may be related to a cAMP-dependent increase in Na+ permeability, which results in indirect augmentation of Ca2+ release. Inhibits MAP kinase in rat renal mesangial cells (IC50 = 25 µM). Also acts as a Hh pathway antagonist. Shown to inhibit apoptosis in cerebellar granule cells and to induce apoptosis in resting human B-lymphocytes.
              FormWhite to off-white crystalline solid
              CAS number66575-29-9
              RTECSQL6150000
              Chemical formulaC₂₂H₃₄O₇
              Structure formulaStructure formula
              Purity≥99% by HPLC
              SolubilityDMSO (5 mg/ml). Ethanol is reported to inhibit forskolin-mediated activation of adenylate cyclase. DMSO is the recommended solvent; at ≤5% DMSO final concentration, little inhibition of the adenylate cyclase activation will occur.
              Storage +15°C to +30°C
              Do Not Freeze Ok to freeze
              Special InstructionsFollowing reconstitution, store in the refrigerator (4°C). DMSO stock solutions are stable for up to 4 months at 4°C.
              Toxicity Harmful
              Merck USA index14, 2476
              ReferencesD'Orazio, J.A., et al. 2006. Nature 443, 340.
              Noveen, A., et al. 1996. Biochem. Biophys. Res. Commun. 219, 180.
              Galli, C., et al. 1995. J. Neurosci. 15, 1172.
              Li, X., et al. 1995. Am. J. Physiol. 269, C986.
              Lomo, J., et al. 1995. J. Immunol. 154, 1634.
              Uneyama, H., et al. 1993. J. Biol. Chem. 268, 168.
              Laurenza, A., et al. 1989. Trends Pharmacol. Sci. 10, 442.
              Adashi, E.Y., and Resnick, C.E. 1986. J. Cell. Biochem. 31, 217.
              Seamon, K.B., and Daly, J.W. 1986. Adv. Cyclic Nucleotide Protein Phosphorylation Res. 20, 1.
              Huang, R., et al. 1982. Cyclic Nucleotide Res. 8, 385.
              Metzger, H., and Lindner, E. 1981. IRCS Med. Sci. Biochem. Cardiovasc. System Pharmacol. 9, 99.
              Citation
            • Ryan W Carlin, et al. (2006) PVD9902, a porcine vas deferens epithelial cell line that exhibits neurotransmitter-stimulated anion secretion and expresses numerous HCO3- transporters. American Journal of Physiology Cell Physiology 290, C1560-C1571.
            • Iwona Bogacka, et al. (2005) Structural and functional consequences of mitochondrial biogenesis in human adipocytes in vitro. Journal of Clinical Endocrinology and Metabolism in press,.
            • Michael J. Cross, et al. (2002) The Shb Adaptor Protein Binds to Tyrosine 766 in the FGFR-1 and Regulates the Ras/MEK/MAPK Pathway via FRS2 Phosphorylation in Endothelial Cells. Molecular Biology of the Cell 13, 2881-2893.