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

344270
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      Overview

      Replacement Information

      Key Specifications Table

      Empirical FormulaCAS #
      C₂₂H₃₄O₇ 66575-29-9

      Pricing & Availability

      Catalog NumberAvailability Packaging Qty/Pack Price Quantity
      344270-10MG
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          Plastic ampoule 10 mg
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          344270-25MG
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              Plastic ampoule 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
                  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

                  SDS

                  Title

                  Safety Data Sheet (SDS) 

                  Certificates of Analysis

                  TitleLot Number
                  344270

                  References

                  Reference overview
                  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

                  Title
                  Nitric Oxide and Oxidative Stress Brochure

                  Citations

                  Title
                • 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.
                • Data Sheet

                  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.