CID 301757

Base Information

• Chemical Name: CID 301757
• CAS No.: 27570-38-3
• Molecular Formula: C₂₈H₃₈O₆
• Molecular Weight: 470.606
• NSC Number: 179884
• Wikidata: Q104992499
• Mol file: 27570-38-3.mol

Synonyms:DTXSID40950237;NSC179884;CHEBI:182889;15-[1-(4,5-Dimethyl-6-oxo-2,3-dihydropyran-2-yl)ethyl]-5,15-dihydroxy-10,14-dimethyl-3-oxapentacyclo[9.7.0.02,4.05,10.014,18]octadec-7-en-9-one;FT-0778137;F82487

Chemical Property of CID 301757

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 653.7°Cat760mmHg
• PKA: 12.98±0.70(Predicted)
• Flash Point: 216.5°C
• PSA: 96.36000
• Density: 1.264g/cm³
• LogP: 3.49540
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 470.26683893
• Heavy Atom Count: 34
• Complexity: 1030

Purity/Quality:

99%, ^*data from raw suppliers

Withanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=O)OC(C1)C(C)C2(CCC3C2(CCC4C3C5C(O5)C6(C4(C(=O)C=CC6)C)O)C)O)C
• Uses: Withanone is used in biological studies as it has therapeutic uses resulting in the reductase inhibition for cancer chemoprevention.

Technology Process of CID 301757

There total 2 articles about CID 301757 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:

5α,17α-dihydroxy-6α,7α-epoxy-1-oxo-3β-O-sulfo-witha-24-enolide → withanone (27570-38-3)

Guidance literature:

With pyridine; acetic anhydride; at 80 ℃; for 5h;

DOI:10.1016/j.phytochem.2005.10.001

Reference yield:

→ (5R,6S,7S,10R,13S,17S)-17-[(R)-1-(4,5-Dimethyl-6-oxo-3,6-dihydro-2H-pyran-2-yl)-ethyl]-5,17-dihydroxy-10,13-dimethyl-4,5,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-20-oxa-cyclopropa[6,7]cyclopenta[a]phenanthren-1-one (27570-38-3)

Guidance literature:

entspr. 5-en V, Epoxidierung mit m-Chlorperbenzoesaeure;

Refernces