64657-18-7 Usage
Description
1,9-Dideoxyforskolin is an analog of forskolin, a naturally-occurring diterpene that activates adenylyl cyclase and raises levels of cAMP in various cells and tissue preparations. Unlike forskolin, 1,9-dideoxyforskolin interacts with adenylyl cyclase but does not activate it, making it an inactive analog.
Used in Pharmaceutical Research:
1,9-Dideoxyforskolin is used as a research tool for studying the effects of adenyly cyclase activation and the role of cAMP in cellular processes. It helps researchers understand the mechanisms of forskolin's action and develop new drugs targeting adenyly cyclase.
Used in Drug Development:
1,9-Dideoxyforskolin is used as a lead compound in the development of new drugs with improved selectivity and reduced side effects. Its inactive nature allows for the design of molecules that can modulate adenyly cyclase activity without fully activating it, potentially leading to safer and more effective therapies.
Used in Cell Biology Studies:
1,9-Dideoxyforskolin is used as a probe to investigate the role of cAMP in cellular signaling pathways. By comparing the effects of 1,9-dideoxyforskolin with those of forskolin, researchers can gain insights into the specific functions of cAMP and its role in various biological processes.
Used in Cardiovascular Research:
1,9-Dideoxyforskolin is used in cardiovascular research to study the effects of adenyly cyclase modulation on heart function and blood vessel dilation. This can help in understanding the mechanisms underlying forskolin's cardiostimulatory and vasodilating properties and developing new treatments for cardiovascular diseases.
Check Digit Verification of cas no
The CAS Registry Mumber 64657-18-7 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 6,4,6,5 and 7 respectively; the second part has 2 digits, 1 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 64657-18:
(7*6)+(6*4)+(5*6)+(4*5)+(3*7)+(2*1)+(1*8)=147
147 % 10 = 7
So 64657-18-7 is a valid CAS Registry Number.
InChI:InChI=1/C22H34O5/c1-8-20(5)12-14(24)16-21(6)11-9-10-19(3,4)17(21)15(25)18(26-13(2)23)22(16,7)27-20/h8,15-18,25H,1,9-12H2,2-7H3/t15-,16+,17-,18-,20-,21+,22-/m0/s1
64657-18-7Relevant articles and documents
Synthetic transformation of ptychantin into forskolin and 1,9-dideoxyforskolin
Hagiwara, Hisahiro,Takeuchi, Fumihide,Kudou, Masaru,Hoshi, Takashi,Suzuki, Toshio,Hashimoto, Toshihiro,Asakawa, Yoshinori
, p. 4619 - 4624 (2007/10/03)
Forskolin (1), a highly oxygenated labdane diterpenoid and an activator of adenylate cyclase, has been synthesized in 12 steps and 12% overall yield from ptychantin A (4), which has been isolated from liverwort Ptychanthus striatus in good yield. The 1α-hydroxy group was furnished by stereoselective reduction of the corresponding carbonyl group by sodium in t-BuOH. The 9α-hydroxy group was introduced stereoselectively by epoxidation of Δ9.11-enolether. 1,9-Dideoxyforskolin (2), an inhibitor of glucose transporter, has been synthesized in 8 steps and 37% overall yield. The hydroxy group at C-1 was removed by solid-state thicarbonylimidazolation and subsequent radical cleavage.
