66428-89-5

Basic information

• Product Name: Forskolin
• Synonyms: Forskolin RaceMate;Forskolin(66575-29-9);OHCQJHSOBUTRHG-UHFFFAOYSA-N
• CAS NO: 66428-89-5
• Molecular Formula: C₂₂H₃₄O₇
• Molecular Weight: 410.50116
• Mol File: 66428-89-5.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 519.9±50.0 °C(Predicted)
• Appearance: Brown powder
• Density: 1.23±0.1 g/cm3(Predicted)
• PKA: 11.00±0.70(Predicted)
• CAS DataBase Reference: Forskolin(CAS DataBase Reference)
• NIST Chemistry Reference: Forskolin(66428-89-5)
• EPA Substance Registry System: Forskolin(66428-89-5)

Safety Data

• Hazardous Substances Data: 66428-89-5(Hazardous Substances Data)

Usage

General Description

Forskolin is a naturally occurring chemical compound derived from the root of an Indian plant named Coleus forskohlii, a member of the mint family. It is known for its potential medicinal benefits, including weight loss, lowering blood pressure, improving heart health, and reducing inflammation, among others. Forskolin is also used in laboratory research due to its ability to stimulate the production of cyclic AMP, a molecule that regulates cell function. However, more comprehensive studies are needed to back its effectiveness for weight loss and consumer applications, as overuse or misuse could lead to potential side effects like low blood pressure, throat irritation, and restlessness.

Upstream product

• 108-24-7 acetic anhydride 
• 123218-03-1 rac-5β<<(tert-Butyl)dimethylsilyl>oxy>-4α-ethinyl-1,4,4a,5,6,7,8,8aα-octahydro-4-hydroxy-3,4aα,8,8-tetramethylnaphthalin-1(4H)-on 
• 123218-02-0 rac-8β-<<(tert-Butyl)dimethylsilyl>oxy>-1,4,4aα,5,6,7,8,8a-octahydro-2,5,5,8aα-trimethylnaphthalin-1,4-dion 
• 123218-01-9 (1α,4aβ,8aβ)-(+/-)-1,2,3,4-tetrahydro-1-hydroxy-4,4,7,8a-tetramethyl-(4aH,8aH)-naphthalene-5,8-dione 
• 123218-03-1 rac-5α<<(tert-Butyl)dimethylsilyl>oxy>-4β-ethinyl-1,4,4a,5,6,7,8,8aα-octahydro-4-hydroxy-3,4aα,8,8-tetramethylnaphthalin-1(4H)-on 
• 106221-45-8 5-((4E,6E)-7-Methoxy-3,3-dimethyl-hepta-4,6-dienyl)-4-methyl-5H-furan-2-one 
• 106221-46-9 5-((4E,6Z)-7-Methoxy-3,3-dimethyl-hepta-4,6-dienyl)-4-methyl-5H-furan-2-one 
• 114375-39-2 5-((4Z,6E)-7-Methoxy-3,3-dimethyl-hepta-4,6-dienyl)-4-methyl-5H-furan-2-one 
• 114299-59-1 C₄₉H₆₆O₉Si 
• 114299-58-0 C₄₈H₆₂O₉Si 
• 114273-85-7 C₄₈H₆₄O₉Si 
• 114273-68-6 (3aR,3bS,5R,7aR,7bS,8R,11aR,11bR)-5-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-7a-hydroxy-8-(4-methoxy-benzyloxy)-2,2,3b,5,7b,11,11-heptamethyl-dodecahydro-1,3,4-trioxa-cyclopenta[l]phenanthren-7-one 
• 114273-67-5 (E)-5-(tert-Butyl-diphenyl-silanyloxy)-1-[(3aR,4S,5R,5aS,6R,9aR,9bR)-4,5-dihydroxy-6-(4-methoxy-benzyloxy)-2,2,4,5a,9,9-hexamethyl-decahydro-naphtho[1,2-d][1,3]dioxol-5-yl]-3-methyl-pent-2-en-1-one 

Downstream Products

• 64657-20-1 7-deacetyl forskolin 
• 64657-11-0 C₂₂H₃₄O₇ 
• 66575-29-9 forskolin 

Relevant articles and documents

A Radical-Polar Crossover Annulation to Access Terpenoid Motifs

A new catalytic radical-polar crossover annulation between two unsaturated carbonyl compounds is described. The annulation proceeds under exceptionally mild conditions and provides direct and expedient access to complex terpenoid motifs. Application of this chemistry allows for synthesis of forskolin, a densely functionalized terpenoid, in 14 steps from commercially available material.

Total synthesis of forskolin - Part II

The further elaboration of the key-intermediate 5 into forskolin 1 has been achieved via two different routes. Key features of this new total synthesis are: 1) the stereospecific formation of the 6β, 7β, 8α-triol via the BF3-Et2O assisted opening of the epoxy carbamate 8; 2) use of the 8α, 11-di-t-butylsilylene ketal for the specific protection of the 6β, 7β-diol, from the tetrol 10(A); two new sequences for the formation of the dihydro-γ-pyrone ring in high overall yield from 23; 4) the stereoselective divinyl cuprate conjugate α-addition on the dihydro-γ-pyrone 16 or 28, in the presence of BF3-Et2o, with the stereochemistry required for forskolin synthesis.