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

344270
Purchase on Sigma-Aldrich

Overview

Replacement Information

Key Spec Table

Empirical FormulaCAS #
C₂₂H₃₄O₇66575-29-9

Products

Catalogue NumberPackaging Qty/Pack
344270-10MG Plastic ampoule 10 mg
344270-25MG Plastic ampoule 25 mg
344270-50MG Plastic ampoule 50 mg
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 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.