Factory Supply High Purity NOOTKATONE CAS 4674-50-4

1. Overview

1.1 Chemical Structure and Properties
NOOTKATONE, chemically known as 5,6-Dimethyl-8-isopropenyl-bicyclo[4.4.0]deca-1-en-3-one, has the molecular formula C₁₅H₂₂O and a relative molecular mass of 218.34. It appears as a colorless or pale yellow oily liquid, with the pure form being a crystalline solid. Its melting point ranges from 35 to 39°C, and its boiling point is 190°C at 0.13 KPa. NOOTKATONE is insoluble in water but soluble in organic solvents such as ethanol. It possesses a long-lasting and intense citrus-like fruity aroma, with a typical grapefruit odor at lower dilution levels.

1.2 Natural Sources
NOOTKATONE naturally occurs in the essential oils of citrus fruits, such as grapefruits, and can also be isolated from grapefruit peel oil and Alaskan yellow cedar oil. Additionally, it can be prepared through chemical synthesis or biotransformation methods.

1.3 Safety and Regulatory Status
NOOTKATONE is widely recognized as a safe food flavoring agent, with FEMA number 3166, FDA number 172.515, CoE number 11164. It is also approved as a temporarily permitted food flavoring agent in China's GB 2760-1996 standard.

2. Applications

2.1 Fragrance and Flavor Industry
NOOTKATONE is primarily used in the formulation of various citrus-type fragrances, such as grapefruit, orange, and tropical fruit flavors for food and tobacco products. In tobacco smoke, it enhances the aroma of cigarettes, enriches their flavor, and reduces irritation. The recommended usage level in final flavored food products is 10 mg/kg.

2.2 Insect Repellents and Pesticides
NOOTKATONE serves as an effective insect repellent or pesticide, capable of repelling and killing ticks, mosquitoes, bed bugs, head lice, and other insects. It is an environmentally friendly pesticide because its volatile essential oil does not persist in the environment. The United States Environmental Protection Agency (EPA) approved the use of NOOTKATONE for this purpose on August 10, 2020. Compared to plant-based essential oil repellents such as citronella, peppermint oil, and lemongrass oil, NOOTKATONE can provide several hours of mosquito repellency and is non-toxic to humans.

2.3 Pharmaceutical Field
NOOTKATONE exhibits various biological activities, including anti-allergic, anti-inflammatory, anti-proliferative, and anti-platelet effects. Studies have shown that it effectively inhibits platelet aggregation induced by collagen, thrombin, and arachidonic acid (AA), potentially offering therapeutic benefits in preventing platelet-related cardiovascular diseases. Furthermore, NOOTKATONE has been found to significantly inhibit the growth of human nasopharyngeal carcinoma cell lines, thus holding potential for the development of anti-nasopharyngeal carcinoma drugs.

2.4 Cosmetics and Personal Care Products
Due to its pleasant citrus aroma and various biological activities, NOOTKATONE is also used in cosmetics and personal care products, such as perfumes, skincare products, and shampoos, to provide fragrance and possible skincare benefits.