Cholesta-4,7-dien-3-one

Base Information

• Chemical Name: Cholesta-4,7-dien-3-one
• CAS No.: 16826-35-0
• Molecular Formula: C27H42 O
• Molecular Weight: 382.63
• DSSTox Substance ID: DTXSID70937470
• Nikkaji Number: J1.066.338E
• Wikidata: Q82913697
• Mol file: 16826-35-0.mol

Synonyms:cholesta-4,7-dien-3-one

Chemical Property of Cholesta-4,7-dien-3-one

Chemical Property:

• Vapor Pressure: 5.6E-10mmHg at 25°C
• Boiling Point: 496°Cat760mmHg
• Flash Point: 251.5°C
• PSA: 17.07000
• Density: 0.99g/cm³
• LogP: 7.51700
• XLogP3: 7.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 5
• Exact Mass: 382.323565959
• Heavy Atom Count: 28
• Complexity: 682

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)CCCC(C)C1CCC2C1(CCC3C2=CCC4=CC(=O)CCC34C)C
• Isomeric SMILES: C[C@H](CCCC(C)C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3C2=CCC4=CC(=O)CC[C@]34C)C
• Uses: Cholesta-?4,?7-?dien-?3-?one is an intermediate in the synthesis of Methost-7-enol (M260640). Methost-7-enol has potent inhibitory activity against human cancer cell lines such as liver cancer, nasopharyngeal and colon cancer cells.

Technology Process of Cholesta-4,7-dien-3-one

There total 17 articles about Cholesta-4,7-dien-3-one 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: 86.0%

7-dehydrocholesterol (434-16-2) → cholesta-4,7-dien-3-one (16826-35-0)

Guidance literature:

With molecular sieve; cyclohexanone; aluminum isopropoxide; In toluene; for 0.5h; Heating;

Reference yield: 78.0%

3-trifluoroacetoxycholesta-3,5,7-triene (911689-01-5) → cholesta-4,7-dien-3-one (16826-35-0)

Guidance literature:

With hydrogenchloride; In ethanol; benzene; at 20 ℃; for 1h;

Reference yield: 55.5%

Provitamin D3 → cholesta-4,7-dien-3-one (16826-35-0)

Guidance literature:

With cyclohexanone; aluminum tri-tert-butoxide; In toluene;

DOI:10.1016/0039-128X(94)90111-2

upstream raw materials:

7-dehydrocholesterol

3,3-ethanediyldioxy-cholesta-5,7-diene

aluminum tri-tert-butoxide

acetone

Downstream raw materials:

7-dehydrocholesterol

cholesta-5,7-dien-3α-ol

3α-hydroxy-10.13-dimethyl-17β-((R)-1.5-dimethyl-hexyl)-gonadiene-(4.7)

3β-hydroxy-10.13-dimethyl-17β-((R)-1.5-dimethyl-hexyl)-gonadiene-(4.7)