Cyasterone

Base Information

• Chemical Name: Cyasterone
• CAS No.: 17086-76-9
• Molecular Formula: C₂₉H₄₄O₈
• Molecular Weight: 520.664
• Hs Code.: 29322090
• European Community (EC) Number: 683-195-0
• UNII: VWR78EE33V
• DSSTox Substance ID: DTXSID60937843
• Nikkaji Number: J14.927F
• Wikidata: Q27104031
• Metabolomics Workbench ID: 34971
• ChEMBL ID: CHEMBL494249
• Mol file: 17086-76-9.mol

Synonyms:cyasterone

Chemical Property of Cyasterone

Chemical Property:

• Vapor Pressure: 6E-25mmHg at 25°C
• Melting Point: 164～166℃
• Refractive Index: 1.599
• Boiling Point: 735.2 °C at 760 mmHg
• PKA: 14.12±0.70(Predicted)
• Flash Point: 239.2 °C
• PSA: 144.52000
• Density: 1.31 g/cm³
• LogP: 1.89060
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 1
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 4
• Exact Mass: 520.30361836
• Heavy Atom Count: 37
• Complexity: 1010

Purity/Quality:

99%Min. ^*data from raw suppliers

Cyasterone ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1C(C(OC1=O)C)CC(C(C)(C2CCC3(C2(CCC4C3=CC(=O)C5C4(CC(C(C5)O)O)C)C)O)O)O
• Isomeric SMILES: C[C@H]1[C@@H]([C@H](OC1=O)C)C[C@H]([C@@](C)([C@H]2CC[C@@]3([C@@]2(CC[C@H]4C3=CC(=O)[C@H]5[C@@]4(C[C@@H]([C@@H](C5)O)O)C)C)O)O)O
• Uses: Cyasterone is a phytoecdysteroid that has been shown to prevent the hepatotoxic action of CCl4 when administered to rats with hepatitis.

Technology Process of Cyasterone

There total 2 articles about Cyasterone 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:

→ Isocyasteron (17086-76-9,31581-82-5,54082-42-7,104266-32-2)

Guidance literature:

Isocyasteron-triacetat, K2CO3;

DOI:10.1016/S0031-9422(00)97371-0

Reference yield:

→ Isocyasteron (17086-76-9,31581-82-5,54082-42-7,104266-32-2)

Guidance literature:

entspr. Triacetat, (aus Cyathula capitata), Verseifung mit K2CO3;

DOI:10.1016/S0031-9422(00)97371-0

Reference yield: 69.4%

cyasterone (17086-76-9,31581-82-5,54082-42-7,104266-32-2) + p-iodobenzoylisothiocyanate (78225-76-0) → cyasterone-2-O-p-iodobenzoylthiocarbamate + cyasterone-2,3,23-tri-O-p-iodobenzoylthiocarbamate

Guidance literature:

With pyridine; triethylamine; at 100 - 110 ℃; for 6h;

DOI:10.1007/s10600-006-0213-4

Downstream raw materials:

(2S,3R,5R,10R,13R,14S)-17-{(1R,2R)-1,2-Dihydroxy-6-[3-(4-hydroxy-phenyl)-propoxy]-1,5-dimethyl-hexyl}-2,3,14-trihydroxy-10,13-dimethyl-1,2,3,4,5,9,10,11,12,13,14,15,16,17-tetradecahydro-cyclopenta[a]phenanthren-6-one

(2S,3R,5R,10R,13R,14S)-17-Acetyl-2,3,14-trihydroxy-10,13-dimethyl-1,2,3,4,5,9,10,11,12,13,14,15,16,17-tetradecahydro-cyclopenta[a]phenanthren-6-one