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| | Forskolin Basic information |
| Product Name: | Forskolin | | Synonyms: | 7BETA-ACETOXY-1ALPHA,6BETA,9ALPHA-TRIHYDROXY-8,13-EPOXY-LABD-14-EN-11-ONE;7BETA-ACETOXY-8,13-EPOXY-1ALPHA,6BETA,9ALPHA-TRIHYDROXY-LABD-14-EN-11-ONE;7BETA-ACETOXY-8,13-EPOXY-1ALPHA,6BETA,9ALPHA-TRIHYDROXY-LABD-14-ENE-11-ONE;[3R-(3A,4AB,5B,6B,6AA,10A,10AB,10BA)]-5-(ACETYLOXY)-3-ETHENYLDODECAHYDRO-6,10,10B-TRIHYDROXY-3,4A,7,7,10A-PENTAMETHYL-1H-NAPHTHO[2,1-B]PYRAN-1-ONE;10a-beta,10b-alpha))-10-alph;1-b)pyran-1-one,dodecahydro-5-(acetyloxy)-3-ethenyl-3,4a,7,7,10a-1h-naphtho(;pentamethyl-6,10,10b-trihydroxy-,(3r-(3-alpha,4a-beta,5-beta,6-beta,6a-alpha,;FORSKOLIN FROM COLEUS FORSKOHLII | | CAS: | 66575-29-9 | | MF: | C22H34O7 | | MW: | 410.5 | | EINECS: | 266-410-9 | | Product Categories: | Signalling;Chiral Reagents;Neurochemicals;Intermediates & Fine Chemicals;Cyclic Nucleotide related;Heterocycles;Pharmaceuticals;CYCLOCORT;activator;Inhibitors | | Mol File: | 66575-29-9.mol |  |
| | Forskolin Chemical Properties |
| Melting point | 282-232 °C | | alpha | D25 -26.19° (c = 1.68 in CHCl3) | | Boiling point | 520℃ | | density | 1.23 | | refractive index | 1.5300 (estimate) | | Fp | 172℃ | | storage temp. | room temp | | solubility | DMSO: 5 mg/mL stable at least 6 months at room temperature | | pka | 11.00±0.70(Predicted) | | form | powder | | color | off-white | | Water Solubility | Soluble in ethanol, dimethylsulfoxide and chloroform. Insolule in water. | | λmax | 305nm(lit.) | | Merck | 14,2476 | | BRN | 1692716 | | Stability: | Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 4 months. | | InChIKey | OHCQJHSOBUTRHG-KGGHGJDLSA-N | | LogP | 2.406 (est) | | CAS DataBase Reference | 66575-29-9 |
| Hazard Codes | Xn | | Risk Statements | 21 | | Safety Statements | 22-36/37 | | WGK Germany | 3 | | RTECS | QL6150000 | | F | 10-21 | | HS Code | 29329990 |
| | Forskolin Usage And Synthesis |
| Description | Forskolin (66575-29-9) is a widely used adenylate cyclase activator.1 Forskolin also is a positive inotropic agent, vasodilator and induces platelet activation among other activities.2-5 | | Chemical Properties | Colorless Crystalline Solid | | Uses | Forskolin is a diterpene isolated from Coleus forskohlii, possessing vasodilating and cardiostimulatory properties. Forskolin resensitizes cell receptors by activating the enzyme adenylyl cyclase and increasing the intracellular levels of cAMP. | | Uses | glucocorticoid, antiinflammatory | | Uses | adenylate cyclase activator, antiglaucoma, hypotensive, vasodilator | | Uses | Cyclic AMP (cAMP) is an important signal carrier necessary for the proper biological response of cells to hormones, neurotransmitters, and other extracellular signals Forskolin is a naturally occurring diterpene that is produced by the Indian Coleus plant (C. forskohlii). It directly activates adenylyl cyclase through its catalytic subunit and is commonly used to raise levels of cAMP in a wide variety of intact cells and tissue preparations. Forskolin binds to adenylyl cyclase in membranes from stably transfected Sf9 cells expressing type 1 adenylyl cyclase with an IC50 value of 41 nM and demonstrates an EC50 value of 0.5 μM in an activation assay assessing formation of cAMP from ATP. Forskolin also interacts with glucose transporters and certain ion channels and has been used for examining adenylyl cyclase expression, regulation, and G protein signaling.[Cayman Chemical] | | Uses | An adenylate cyclase activator and MAP kinase inhibitor | | Uses | In purification of adenylate cyclase. | | Definition | ChEBI: Forskolin is a labdane diterpenoid isolated from the Indian Coleus plant. It has a role as a plant metabolite, an anti-HIV agent, a protein kinase A agonist, an adenylate cyclase agonist, an antihypertensive agent and a platelet aggregation inhibitor. It is a labdane diterpenoid, an acetate ester, an organic heterotricyclic compound, a triol, a cyclic ketone and a tertiary alpha-hydroxy ketone. | | General Description | Forskolin, present predominantly in the root of Coleus forskohlii plant, is a potential pharmacological compound. It is used for treating hypertension, respiratory disorders and obesity. Forskolin is a diterpenoid capable of modulating adenylate cyclase enzyme and cyclic adenosine monophosphate (cAMP) levels. Engineering forskolin biosynthetic pathway caters its commercial production for pharmacological use. Forskolin has antioxidant and anti-inflammatory property and reduces hyperglycemia by stimulating insulin release. Forskolin promotes differentiation of hepatoma HepaRG cells and activates farnesoid X receptor (FXR) and pregnane X receptor(PXR). | | Biological Activity | Cell-permeable activator of adenylyl cyclase. Hypotensive and vasodilatory agent. Induces neuronal differentiation in stem cells and in several neuroblastoma. Also available as part of the PKA Tocriset™ . | | Biochem/physiol Actions | Cell permeable: yes | | storage | -20°C (desiccate) | | Purification Methods | It is an antihypertensive, a positive ionotropic, a platelet aggregation inhibitor, and it has adenylate cyclase activating properties [Chem Abstr 89 244150 1978, de Souza et al. Med Res Rev 3 201 1983, X-ray: Tandon et al. Indian J Chem 15B 880 1977]. [Beilstein 18/5 V 55.] | | References | 1) Awad et al (1983) Interactions of forskolin and adenylate cyclase; J. Biol. Chem., 258 2960
2) Bhat et al (1983) The antihypertensive and positive inotropic diterpene forskolin: effects of structural modifications on its activity; J. Med. Chem., 26 486
3) de Souza et al. (1983) Forskolin: a labdane diterpenoid with antihypertensive, positive inotropic, platelet aggregation inhibitory, and adenylate cyclase activating properties; Med. Res. Rev. 3 201
4) Aylwin & White (1992) Forskolin acts as a noncompetitive inhibitor of nicotinic acetylcholine receptors; Mol. Pharmacol. 41 908
5) Insel & Ostrom (2003) Forskolin as a tool for examining adenylyl cyclase expression, regulation, and G protein signaling; Cell Mol. Neurobiol., 23 305 |
| | Forskolin Preparation Products And Raw materials |
| Raw materials | Acetic anhydride-->1ALPHA,6BETA,7BETA,9ALPHA-TETRAHYDROXY-8,13-EPOXY-LABD-14-EN-11-ONE-->7H-1,3-Dioxolo[3,4]naphtho[2,1-b]pyran-7-one, 5-ethenyldodecahydro-8-hydroxy-2,2,3b,5,7b,11,11-heptamethyl-, (3aS,3bS,5R,7aR,7bS,8S,11aS,11bS)- | | Preparation Products | 6-ACETYL-7-DEACETYLFORSKOLIN |
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