Structure via PubChem · Public domain (PubChem)
forskolin
Sign in to saveAlso known as coleonol, 7beta-acetoxy-8,13-epoxy-1alpha,6beta,9alpha-trihydroxylabd-14-en-11-one, 7β-acetoxy-8,13-epoxy-1α,6β,9α-trihydroxylabd-14-en-11-one, colforsin
Forskolin (coleonol) is a labdane diterpene produced by the plant Coleus barbatus (blue spur flower). Other names include pashanabhedi, Indian coleus, makandi, HL-362, mao hou qiao rui hua. As with other members of the large diterpene class of plant metabolites, forskolin is derived from geranylgeranyl pyrophosphate (GGPP). Forskolin contains some unique functional elements, including the presence of a tetrahydropyran-derived heterocyclic ring.
Chemical data
- Formula
- C22H34O7
- Molecular weight
- 410.5 g/mol
- IUPAC name
- [(3R,4aR,5S,6S,6aS,10S,10aR,10bS)-3-ethenyl-6,10,10b-trihydroxy-3,4a,7,7,10a-pentamethyl-1-oxo-5,6,6a,8,9,10-hexahydro-2H-benzo[f]chromen-5-yl] acetate
- SMILES
- CC(=O)O[C@H]1[C@H]([C@@H]2[C@]([C@H](CCC2(C)C)O)([C@@]3([C@@]1(O[C@@](CC3=O)(C)C=C)C)O)C)O
- InChIKey
- OHCQJHSOBUTRHG-KGGHGJDLSA-N
- XLogP
- 1
- Polar surface area
- 113 Ų
- H-bond donors
- 3
- H-bond acceptors
- 7
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 2
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
23,091 papersvia PubMed
Wikidata facts
- Has part
- carbon
- Mass
- 410.23
Show 7 more facts
- chemical formula
- C₂₂H₃₄O₇
- canonical SMILES
- CC(=O)OC1C(C2C(CCC(C2(C3(C1(OC(CC3=O)(C)C=C)C)O)C)O)(C)C)O
- isomeric SMILES
- CC(=O)O[C@H]1[C@H]([C@@H]2[C@]([C@H](CCC2(C)C)O)([C@@]3([C@@]1(O[C@@](CC3=O)(C)C=C)C)O)C)O
- World Health Organisation international non-proprietary name
- colforsin
- subject has role
- cardiotonic
- found in taxon
- Plectranthus
- Commons category
- Forskolin
via Wikidata · CC0
~3 min read
Encyclopedic overview
9 sectionsContents
- Mechanism of action
- Chemistry
- Derivatives
- Chemical synthesis
- Biosynthesis
- Weight loss
- See also
- References
- External links
Forskolin (coleonol) is a labdane diterpene produced by the plant Coleus barbatus (blue spur flower). Other names include pashanabhedi, Indian coleus, makandi, HL-362, mao hou qiao rui hua. As with other members of the large diterpene class of plant metabolites, forskolin is derived from geranylgeranyl pyrophosphate (GGPP). Forskolin contains some unique functional elements, including the presence of a tetrahydropyran-derived heterocyclic ring.
Forskolin is commonly used in laboratory research to increase levels of cyclic AMP by stimulation of adenylate cyclase.
Excerpted from Wikipedia’s “forskolin” article, available under the CC BY-SA 4.0 licence.