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

MSDS (material safety data sheet) or SDS, CoA and CoQ, dossiers, brochures and other available documents.

Synonyms: 7β-Acetoxy-8,13-epoxy-1α,6β,9α-trihydroxy-labd-14-en-11-one, Colforsin

Primary Target: Adenylate cyclase
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344270
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Overview

Replacement Information

Key Spec Table

CAS #Empirical Formula
66575-29-9C₂₂H₃₄O₇

Pricing & Availability

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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
          Global Trade Item Number
          Catalogue Number GTIN
          344270-10MG 07790788049294
          344270-50MG 04055977215366

          Documentation

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

          Title

          Safety Data Sheet (SDS) 

          Forskolin, Coleus forskohlii - CAS 66575-29-9 - Calbiochem 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
          Activators and Inhibitors of Adenylate Cyclase Technical Bulletin

          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.
          		•