160598-92-5

Basic information

• Product Name: Villosin
• Synonyms: 2(5H)-Furanone,3-[(1E)-2-[(1S,4aS,8aS)-decahydro-5,5,8a-triMethyl-2-Methylene-1-naphthalenyl]ethenyl]-
• CAS NO: 160598-92-5
• Molecular Formula: C₂₀H₂₈O₂
• Molecular Weight: 300.43512
• Mol File: 160598-92-5.mol

Chemical Properties

• Melting Point: 124-125 °C
• Boiling Point: 431.2±24.0 °C(Predicted)
• Appearance: /
• Density: 1.04±0.1 g/cm3(Predicted)
• CAS DataBase Reference: Villosin(CAS DataBase Reference)
• NIST Chemistry Reference: Villosin(160598-92-5)
• EPA Substance Registry System: Villosin(160598-92-5)

Safety Data

• Hazardous Substances Data: 160598-92-5(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Villosin is used as an anti-inflammatory agent for its potential to reduce inflammation in various conditions. Its anti-inflammatory properties are attributed to its ability to modulate immune responses and inhibit the production of inflammatory mediators.
Used in Oncology:
Villosin is used as an anti-cancer agent for its potential to inhibit the growth and proliferation of cancer cells. It has been studied for its effects on various types of cancer, including its ability to induce apoptosis, inhibit angiogenesis, and disrupt cell cycle progression.
Used in Cosmetic Industry:
Villosin is used as an active ingredient in cosmetic products for its potential skin-soothing and anti-inflammatory effects. It may be incorporated into formulations to help reduce redness, irritation, and inflammation associated with various skin conditions.
Used in Agricultural Industry:
Villosin can be used as a natural pesticide or insect repellent due to its bioactive properties. It may help protect crops from pests and diseases without the use of synthetic chemicals, promoting sustainable agriculture practices.

Upstream product

• 194665-46-8 (E)-15-hydroxylabda-8⁽¹⁷⁾,11,13-trien-16,15-olide 
• 1788090-69-6 C₂₀H₃₀O₃ 
• 958885-87-5 C₂₁H₃₂O₅S 
• 3243-36-5 (1S,4aS,8aS)-1,2,3,4,4a,5,6,7,8,8a-decahydro-5,5,8a-trimethyl-2-methylene-1-naphthaleneacetaldehyde 
• 61550-02-5 (furan-2-yloxy)-trimethylsilane 
• 117591-81-8 [(5S,9S,10S)-11(E)]-15,16-epoxy-8⁽¹⁷⁾,11,13,⁽¹⁶⁾14-labdatetraene 
• 66890-69-5 8α-hydroxy-15,16-epoxy-labda-13(16),14-dien-12-one 
• 434284-14-7 N-methoxy-N-methyl-2-((1S,4aS,8aS)-5,5,8a-trimethyl-2-methylenedecahydronaphthalen-1-yl)acetamide 
• 564-20-5 (3aR)-(+)-sclareolide 
• 190264-38-1 2-((1R,2R,4aS,8aS)-2-hydroxy-2,5,5,8a-tetramethyldecahydronaphthalen-1-yl)-N-methoxy-N-methylacetamide 

Downstream Products

• 117591-81-8 [(5S,9S,10S)-11(E)]-15,16-epoxy-8⁽¹⁷⁾,11,13,⁽¹⁶⁾14-labdatetraene 

Relevant articles and documents

Expedient synthesis of villosin and its isomer (E)-labda-8(17),12,14-trien-15(16)-olide

The synthesis of the title compounds has been achieved in concise, highly regiocontrolled fashion from commercially available (+)-sclareolide. In addition, we offer evidence that the structure of a newly reported natural product from Zingiber ottensii is incorrect.

Lewis Acid-Catalyzed Stereoselective α-Addition of Chiral Aldehydes to Cyclic Dienol Silanes: Aqueous Synthesis of Chiral Butenolides

The stereoselective α-addition to cyclic dienol silanes has rarely been exploited, in contrast to the well-studied γ-addition of conjugated butenolides. In this study, an unprecedent catalytic Mukaiyama aldol α-addition of 2-trimetylsiloxy furan to optically pure aldehydes in water-containing solvents is reported. The synthetic utility of this concept was demonstrated in the efficient synthesis of six bioactive natural products: vitexolide D, curcucomosin C, villosin, chinensine C, (+)-coronarin E and (E)-labda-7,11,13-trien-16,15-olid.

Synthesis of chinensines A-E

(Chemical Equation Presented) Short and efficient syntheses of coronarin E (4) and chinensines A-E (5-9) have been accomplished. The use of two different types of reaction of singlet oxygen (1O2) lies at the heart of the synthetic st