474-63-5 Usage
Description
5,24(28)-Cholestadien-24-methylen-3beta-ol, also known as Ostreasterol, is a marine steroid and a derivative compound of hydroxycholesterol. It is characterized by the structure of cholesterol with a methylene group at C-24. 5,24(28)-Cholestadien-24-methylen-3beta-ol serves as the main cholesterol elimination product of the brain and has been found to be increased in the serum of Alzheimer's patients.
Uses
Used in Pharmaceutical Industry:
5,24(28)-Cholestadien-24-methylen-3beta-ol is used as a pharmaceutical compound for its potential role in Alzheimer's disease. The increased presence of this compound in the serum of Alzheimer's patients suggests that it may play a significant role in the pathology of the disease, making it a target for therapeutic intervention and drug development.
Used in Research and Diagnostics:
In the field of research and diagnostics, 5,24(28)-Cholestadien-24-methylen-3beta-ol is used as a biomarker for Alzheimer's disease. Its elevated levels in the serum of patients can help in the early detection and diagnosis of the disease, as well as in monitoring the progression and response to treatment.
Used in Neurochemistry and Neuroscience:
5,24(28)-Cholestadien-24-methylen-3beta-ol is also used in neurochemistry and neuroscience for studying the role of cholesterol and its derivatives in brain function and neurodegenerative diseases. Understanding the function of this compound in the brain can provide insights into the underlying mechanisms of Alzheimer's disease and other related conditions.
Check Digit Verification of cas no
The CAS Registry Mumber 474-63-5 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 4,7 and 4 respectively; the second part has 2 digits, 6 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 474-63:
(5*4)+(4*7)+(3*4)+(2*6)+(1*3)=75
75 % 10 = 5
So 474-63-5 is a valid CAS Registry Number.
InChI:InChI=1/C28H46O/c1-18(2)19(3)7-8-20(4)24-11-12-25-23-10-9-21-17-22(29)13-15-27(21,5)26(23)14-16-28(24,25)6/h9,18,20,22-26,29H,3,7-8,10-17H2,1-2,4-6H3/t20-,22+,23+,24-,25+,26+,27+,28-/m1/s1
474-63-5Relevant articles and documents
Synthesis of polyhydroxysterols (V): Efficient and stereospecific synthesis of 24-methylene-cholest-5-ene-3β,7α-diol and its C-7 epimer
Lu, Weigang,Zhang, Cuixian,Zeng, Longmei,Su, Jingyu
, p. 803 - 808 (2004)
This paper describes the efficient and stereospecific synthesis of cytotoxic dihydroxylated sterols, 24-methylene-cholest-5-ene-3β,7α- diol 1, and its C-7 epimer, 24-methylene-cholest-5-ene-3β,7β-diol 2. The crux of the synthesis is that the selective allylic oxidation of 24-methylene-cholesteryl acetate proceeds to 24-methylene-7-keto-cholesteryl acetate without extensive byproduct formation from reaction at the Δ24(28) double bond. This methodology may be useful for the preparation of other oxysterols with non-standard side chains.
Synthesis of polyhydroxysterols (III): synthesis and structural elucidation of 24-methylenecholest-4-en-3beta,6 alpha-diol.
Cui, Jian Guo,Lin, Cui Wu,Zeng, Long Mei,Su, Jing Yu
, p. 1015 - 1019 (2007/10/03)
Using stigmasterol as the starting material, 24-methylenecholest-4-en-3beta,6 alpha-diol (2) was synthesized in eight steps in 13% overall yield. The introduction of the sterol side-chain was carried out using (3-methyl-2-oxobutyl)-triphenylarsonium bromide (11) and K(2)CO(3) in a solid-liquid phase-transfer Wittig reaction. Construction of the steroidal nucleus was finished by oxidation of 24-methylenecholest-5-en-3beta-ol (9) with pyridinium chlorochromate (PCC) in dichloromethane at ambient temperature and by reduction of 24-methylenecholest-4-en-3,6-dione (10) with NaBH(4) in the presence of CeCl(3).7H(2)O.
APPLICATION OF SELENOSULFONATION TO MARINE STEROL SYNTHESIS. PREPARATION OF 24,28-DEHYDROAPLYSTEROL, XESTOSTEROL AND OSTREASTEROL FROM A COMMON ACETYLENIC INTERMADIATE
Back, Thomas G.,Proudfoot, John R.,Djerassi, Carl
, p. 2187 - 2190 (2007/10/02)
The title compounds were synthesized from a readily available steroidal acetylene by a protocol employing selenosulfonation, introduction of the appropriate side chain at C-24 via an alkyl selenocuprate, and reductive desulfonylation.
