F6886

Sigma-Aldrich

Forskolin

from Coleus forskohlii, ≥98% (HPLC), powder

Synonym(s):
Colforsin, 7β-Acetoxy-8,13-epoxy-1α,6β,9α-trihydroxylabd-14-en-11-one, Coleonol
Empirical Formula (Hill Notation):
C22H34O7
CAS Number:
Molecular Weight:
410.50
Beilstein/REAXYS Number:
1692716
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.77
Pricing and availability is not currently available.

Quality Level

biological source

Coleus forskohlii

assay

≥98% (HPLC)

form

powder

color

white to off-white

solubility

ethanol: soluble 50 mg/mL

SMILES string

CC(=O)O[C@H]1[C@@H](O)[C@H]2C(C)(C)CC[C@H](O)[C@]2(C)[C@@]3(O)C(=O)C[C@@](C)(O[C@]13C)C=C

InChI

1S/C22H34O7/c1-8-19(5)11-14(25)22(27)20(6)13(24)9-10-18(3,4)16(20)15(26)17(28-12(2)23)21(22,7)29-19/h8,13,15-17,24,26-27H,1,9-11H2,2-7H3/t13-,15-,16-,17-,19-,20-,21+,22-/m0/s1

InChI key

OHCQJHSOBUTRHG-KGGHGJDLSA-N

Gene Information

human ... OPRK1(4986), SLC2A10(81031), TNF(7124)

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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).

Application

Forskolin has been used:
  • for inducing mRNA expression in primary hepatocytes.
  • as a defatting drug in primary human hepatocytes.
  • as a medium supplement to induce differentiation of adipose-derived stem cells (ASCs).
  • in the activation of cystic fibrosis transmembrane conductance regulator (CFTR) gene.

Packaging

10, 25, 50 mg in poly bottle

Biochem/physiol Actions

Cell-permeable diterpenoid that possesses anti-hypertensive, positive inotropic, and adenylyl cyclase activating properties. Many of its biological effects are due to its activation of adenylyl cyclase and the resulting increase in intracellular cAMP concentration. Forskolin effects calcium currents and inhibits MAP kinase.

Features and Benefits

This compound is featured on the Adenylyl cyclases page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
This compound is also offered as part of Sigma′s Library of Pharmacologically Active Compounds (LOPAC®1280), a biologically annotated collection of high-quality, ready-to-screen compounds. Click here to learn more.
This compound is a featured product for Cyclic Nucleotide research. Click here to discover more featured Cyclic Nucleotide products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Preparation Note

Forskolin is soluble in organic solvents such as ethanol, chloroform, and DMSO.

Legal Information

LOPAC is a registered trademark of Sigma-Aldrich Co. LLC

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Hazard Codes

Xn

Risk Statement

21

Safety Statement

22-36/37

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Certificate of Analysis
Certificate of Origin
Establishment of pharmacokinetic parameters for the herbal drug containing forskolin
Sangeetha S, et al.
Journal of Pharmacy Research, 4(7), 2303-2306 (2011)
Use of a high-throughput phenotypic screening strategy to identify amplifiers, a novel pharmacological class of small molecules that exhibit functional synergy with potentiators and correctors
Giuliano KA, et al.
SLAS discovery, 23(2), 111-121 (2018)
Functional polarization of human hepatoma HepaRG cells in response to forskolin
Mayati A, et al.
Scientific Reports, 8(1), 16115-16115 (2018)
Total biosynthesis of the cyclic AMP booster forskolin from Coleus forskohlii
Pateraki I, et al.
eLife, 6, e23001-e23001 (2017)
Differentiation of adipose-derived stem cells into Schwann cell-like cells through intermittent induction: potential advantage of cellular transient memory function
Sun X, et al.
Stem Cell Research & Therapy, 9(1), 133-133 (2018)
Articles
Naive pluripotent stem cells are located within the epiblast of mature blastocysts. These primitive “ground-state” cells may be cultured in vitro using specialized media and small molecule inhibitors.
Read More
Protocols
A rapid in vitro assay for CFTR function, the forskolin-induced swelling protocol uses human colon organoids, which can be derived from cystic fibrosis patient tissue.
Read More
Related Content
Cyclic nucleotides, including cyclic AMP (cAMP), cyclic GMP (cGMP) and cyclic ADP-ribose, have been extensively studied as second messengers of intracellular events initiated by activation of GPCRs. cAMP modifies cell function in all eukaryotic cells, principally through the activation of cAMP-dependent protein kinase (PKA), but also through cAMP-gated ion channels and guanine nucleotide exchange factors directly activated by cAMP.
Read More

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