Clionasterol

Base Information

• Chemical Name: Clionasterol
• CAS No.: 83-47-6
• Deprecated CAS: 8005-42-3,11027-08-0,4736-89-4
• Molecular Formula: C₂₉H₅₀O
• Molecular Weight: 414.715
• European Community (EC) Number: 201-481-1
• UNII: 5LI01C78DD
• DSSTox Substance ID: DTXSID801015721
• Nikkaji Number: J4.634E
• Wikidata: Q27262523
• NCI Thesaurus Code: C28178
• Metabolomics Workbench ID: 34940
• Mol file: 83-47-6.mol

Synonyms:24-ethylcholest-5-en-3 beta-ol;24-ethylcholesterol;3beta-sitosterol;3beta-stigmast-5-en-3-ol;beta-sitosterol;clionasterol;gamma-sitosterol;Harzol;sitosterol;sitosterol, (3beta)-isomer;sitosterol, (3beta,24xi)-isomer;sitosterol, 26-(14)C-labeled;stigmast-5-en-3-ol, (3beta,24S)-

Chemical Property of Clionasterol

Chemical Property:

• Vapor Pressure: 3.53E-12mmHg at 25°C
• Melting Point: 147 °C
• Refractive Index: 1.5000 (estimate)
• Boiling Point: 501.9°C at 760 mmHg
• PKA: 15.03±0.70(Predicted)
• Flash Point: 220.4°C
• PSA: 20.23000
• Density: 0.97g/cm³
• LogP: 8.02480
• XLogP3: 9.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 6
• Exact Mass: 414.386166214
• Heavy Atom Count: 30
• Complexity: 634

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCC(CCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C)C(C)C
• Isomeric SMILES: CC[C@@H](CC[C@@H](C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CC[C@@H](C4)O)C)C)C(C)C
• Recent ClinicalTrials: Brazilian Cardioprotective Diet, Phytosterols and Krill Oil in Patients With Familial Hypercholesterolemia

Technology Process of Clionasterol

There total 32 articles about Clionasterol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

sterols; esterified → (3S,10R,13R,17R)-10,13-Dimethyl-17-(1,4,5-trimethyl-hexyl)-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol (474-62-4,4651-51-8,23929-42-2,130061-65-3,139403-47-7) + stigmasterol (83-48-7,481-16-3,14375-01-0,32345-19-0,72903-53-8,76250-40-3,80735-61-1,125636-86-4,130061-66-4,139685-48-6) + Sitosterol (83-46-5,83-47-6,5779-62-4,19044-06-5,31793-83-6,125636-84-2,130062-49-6) + brassicasterol (474-67-9,1105-10-8,2638-57-5,17472-78-5,51744-68-4,57637-04-4,130061-63-1,138752-55-3) + sterols; mixture of

Guidance literature:

With methanol; sodium methylate; at 60 ℃; for 2h; Heating / reflux;

Reference yield:

→ Sitosterol (83-46-5,83-47-6,5779-62-4,19044-06-5,31793-83-6,125636-84-2,130062-49-6)

Guidance literature:

3R-<2-14C(5R)-5-3H>MVA, Larix decidna;

Reference yield:

→ 17-(4-Ethyl-1,5-dimethyl-hexyl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol (83-46-5,83-47-6,5779-62-4,19044-06-5,31793-83-6,125636-84-2,130062-49-6)

Guidance literature:

Aglykon v. Phytosterolin I;

upstream raw materials:

3β-acetoxysitosterol

(1aR,3aR,3bS,5aR,6R,8aS,8bS,10R,10aR)-6-((1R,4S)-4-Ethyl-1,5-dimethyl-hexyl)-10-methoxy-3a,5a-dimethyl-hexadecahydro-cyclopenta[a]cyclopropa[2,3]cyclopenta[1,2-f]naphthalene

(3S,8S,9S,10R,13R,14S,17R)-17-((1R,4S)-4-Ethyl-1,5-dimethyl-hexyl)-3-methoxymethoxy-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene

(22R,23Z)-6β-methoxy-26-nor-3α,5-cyclo-5α-cholest-23-en-22-ol

Downstream raw materials:

4-(4-Undecyl-benzoyl)-benzoic acid (3S,8S,9S,10R,13R,14S,17R)-17-((1R,4S)-4-ethyl-1,5-dimethyl-hexyl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester

24α_FH-stigmast-4-en-3-one-(2,4-dinitro-phenylhydrazone)

C₅₇H₇₈O₇

poriferasta-3,5-dien-7-one

Refernces

• 1、 Iwadate, Hiroshi,Gamoh, Keiji,Fujimoto, Yoshinori,Ikekawa, Nobuo. "Stereochemistry in the Hydrogenation of Steroidal (22R)- and (22S)-Δ24-26,22-Lactones". . p. 2061 - 2065. Retrieved 2007/10/02.
• 2、 Chien,Svoboda,Schiff Jr.,Slatkin,Knapp. "Chemical constituents of Echites hirsuta (Apocynaceae)". . p. 247 - 249. Retrieved 2007/10/05.