27113-22-0

Basic information

• Product Name: 1-(4-hydroxy-3-methoxyphenyl)decan-5-one
• Synonyms: 1-(4-hydroxy-3-methoxyphenyl)decan-5-one;3-Decanone, 1-(4-hydroxy-3-methoxyphenyl)-;6-paradol;PARADOL;1-(3-Methoxy-4-hydroxyphenyl)-3-decanone;1-(4-Hydroxy-3-methoxyphenyl)decan-3-one;1-(4-Hydroxy-3-methoxyphenyl)-3-decanone;5-Paradol
• CAS NO: 27113-22-0
• Molecular Formula: C₁₇H₂₆O₃
• Molecular Weight: 278.38654
• EINECS: 248-228-1
• Mol File: 27113-22-0.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 406.4 °C at 760 mmHg
• Flash Point: 140 °C
• Appearance: /
• Density: 1.016 g/cm³
• Vapor Pressure: 3.46E-07mmHg at 25°C
• Refractive Index: 1.5232 (589.3 nm 20℃)
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• PKA: 10.02±0.20(Predicted)
• CAS DataBase Reference: 1-(4-hydroxy-3-methoxyphenyl)decan-5-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-hydroxy-3-methoxyphenyl)decan-5-one(27113-22-0)
• EPA Substance Registry System: 1-(4-hydroxy-3-methoxyphenyl)decan-5-one(27113-22-0)

Safety Data

• Hazardous Substances Data: 27113-22-0(Hazardous Substances Data)

Usage

Description

1-(4-hydroxy-3-methoxyphenyl)decan-5-one is an organic compound with a complex chemical structure, characterized by a hydroxy and methoxy group attached to a phenyl ring, and a decyl chain with a ketone group at the fifth position. It is a promising compound with potential applications in various industries due to its unique properties.

Uses

Used in Pharmaceutical Industry:
1-(4-hydroxy-3-methoxyphenyl)decan-5-one is used as a pharmaceutical compound for its potential therapeutic effects. The compound's unique structure allows it to interact with various biological targets, making it a candidate for the development of new drugs.
Used in Cosmetic Industry:
1-(4-hydroxy-3-methoxyphenyl)decan-5-one is used as an active ingredient in the cosmetic industry for its antioxidant and anti-aging properties. The compound's ability to scavenge free radicals and protect the skin from oxidative stress makes it a valuable addition to skincare products.
Used in Flavor and Fragrance Industry:
1-(4-hydroxy-3-methoxyphenyl)decan-5-one is used as a flavor and fragrance ingredient for its unique scent and taste. The compound's aromatic properties make it suitable for use in the creation of perfumes, colognes, and other fragrances, as well as in the flavoring of food and beverages.
Used in Antioxidant Applications:
1-(4-hydroxy-3-methoxyphenyl)decan-5-one is used as an antioxidant agent, particularly for its ability to prevent oxidative damage in various biological systems. The compound's antioxidant properties make it a potential candidate for use in the prevention and treatment of diseases associated with oxidative stress, such as cancer, cardiovascular diseases, and neurodegenerative disorders.
Used in Cancer Prevention:
1-(4-hydroxy-3-methoxyphenyl)decan-5-one is used as a cancer preventive agent due to its antioxidant activity and potential to modulate oncological signaling pathways. The compound's ability to inhibit tumor growth and progression, as well as its synergistic effects when combined with conventional chemotherapeutic drugs, makes it a promising candidate for cancer prevention and treatment.

InChI:InChI=1/C17H26O3/c1-3-4-5-6-7-8-15(18)11-9-14-10-12-16(19)17(13-14)20-2/h10,12-13,19H,3-9,11H2,1-2H3

Upstream product

• 53172-10-4 1-(4-hydroxy-3-methoxy-phenyl)-dec-1-en-3-one 
• 821-55-6 2-Nonanone 
• 121-33-5 vanillin 
• 878006-06-5 (E)-1-(4'-hydroxy-3'-methoxyphenyl)dec-1-en-3-one 
• 555-66-8 [6]-shogaol 
• 498-00-0 4-hydroxymethyl-2-methoxyphenol 
• 629-04-9 1-Bromoheptane 
• 2426-87-1 3-methoxy-4-(phenylmethoxy)benzaldehyde 
• 60998-35-8 4-chloromethyl-2-methoxyphenyl acetate 
• 39886-76-5 [6]-gingerol 

Downstream Products

• 878006-06-5 (E)-1-(4'-hydroxy-3'-methoxyphenyl)dec-1-en-3-one 

Relevant articles and documents

Stereoselective Biocatalyzed Reductions of Ginger Active Components Recovered from Industrial Wastes

Ginger is among the most widespread and widely consumed traditional medicinal plants around the world. Its beneficial effects, which comprise e. g. anticancer and anti-inflammatory activities as well as gastrointestinal regulatory effects, are generally attributed to a family of non-volatile compounds characterized by an arylalkyl long-chained alcohol, diol, or ketone moiety. In this work, ginger active components have been successfully recovered from industrial waste biomass of fermented ginger. Moreover, their recovery has been combined with the first systematic study of the stereoselective reduction of gingerol-like compounds by isolated alcohol dehydrogenases (ADHs), obtaining the enantioenriched sec-alcohol derivatives via a sustainable biocatalytic path in up to >99 % conversions and >99 % enantiomeric/diastereomeric excesses.

Synthesis method of paradol

The invention discloses a synthesis method of paradol. The synthesis method comprises the following synthesis steps: 1, carrying out alkylation reaction on 4-chloromethyl-2-methoxyphenyl acetate serving as a raw material and diethyl malonate under the action of alkali, and carrying out acylation reaction on the reaction product and capryloyl chloride under the action of alkali to generate 2-(4-acetoxy-3-methoxyphenyl)-2-octanoyl diethyl malonate; and 2, carrying out hydrolysis reaction on 2-(4-acetoxy-3-methoxyphenyl)-2-octanoyl diethyl malonate in acid and water to obtain the target product paradol. The synthesis method is simple and convenient to operate, does not need special reaction conditions, and is more suitable for industrial production.

Paradol synthesis method

The invention discloses a complete synthesis method of a natural product paradol, the route being represented as the specification. The method employs feasible raw materials and simple operation, is high in yield and low in cost, is high in final product purity, is controllable in quality, and is suitable for industrial production.