Hypoestoxide, Hypoestes rosea

Base Information

• Chemical Name: Hypoestoxide, Hypoestes rosea
• CAS No.: 88498-46-8
• Molecular Formula: C22H32 O5
• Molecular Weight: 376.49
• DSSTox Substance ID: DTXSID50439447
• Mol file: 88498-46-8.mol

Synonyms:Hypoestoxide, Hypoestes rosea;88498-46-8;SCHEMBL9979491;DTXSID50439447;PD062688

Chemical Property of Hypoestoxide, Hypoestes rosea

Chemical Property:

• Boiling Point: 469.7±45.0 °C(Predicted)
• PSA: 68.43000
• Density: 1.15±0.1 g/cm3(Predicted)
• LogP: 3.59470
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 376.22497412
• Heavy Atom Count: 27
• Complexity: 697

Purity/Quality:

98%Min ^*data from raw suppliers

HYPOESTOXIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OC1CC2(C(O2)CCC3(C(O3)CC4CC(=O)C(=C)C1C4(C)C)C)C
• Isomeric SMILES: CC(=O)O[C@H]1CC2(C(O2)CCC3(C(O3)CC4CC(=O)C(=C)C1C4(C)C)C)C
• General Description: Hypoestoxide is a diterpenoid natural product with demonstrated anticancer, antimalarial, and anti-inflammatory properties, characterized by its unique inside-out [9.3.1]bicyclic core structure. While synthetic approaches have been developed to produce hypoestoxide and related compounds, such as verticillol, challenges remain in achieving the correct stereochemistry and bond geometry of the natural product. Current methods, including ring-closing metathesis and bisepoxidation, provide access to structural analogs but require further optimization to efficiently synthesize hypoestoxide itself.

Refernces

An efficient substrate-controlled approach towards hypoestoxide, a member of a family of diterpenoid natural products with an inside-out [9.3.1]bicyclic core

10.1002/anie.200804237

The research aims to develop an efficient synthetic approach to hypoestoxide, a diterpenoid natural product with anticancer, antimalarial, and anti-inflammatory properties. The study focuses on synthesizing hypoestoxide and related compounds, such as verticillol, using a substrate-controlled strategy that involves ring-closing metathesis and bisepoxidation. The researchers successfully synthesized an isomer of hypoestoxide and verticillol through a series of reactions, highlighting the efficiency of their synthetic assembly. However, challenges were encountered in achieving the correct stereochemistry and bond geometry for the natural product. The study concludes that while the synthetic route provides access to hypoestoxide-related compounds, further work is needed to optimize the synthesis and achieve the desired natural product.