Cas no 4674-50-4 (Nootkatone)

Nootkatone is a naturally occurring sesquiterpene ketone, primarily derived from grapefruit peel oil and certain cedar species. It is characterized by its distinctive citrusy, woody aroma, making it a valuable ingredient in fragrances and flavorings. Chemically, it is known for its stability and low volatility, which enhances its utility in long-lasting formulations. Nootkatone also exhibits notable bioactivity, including insect repellent properties, and has been investigated for potential applications in pest control. Its high purity and consistent quality make it suitable for pharmaceutical, cosmetic, and food industries. The compound’s unique structural properties further allow for selective modifications in synthetic chemistry applications.
Nootkatone structure
Nootkatone structure
Product Name:Nootkatone
CAS No:4674-50-4
MF:C15H22O
MW:218.334584712982
MDL:MFCD04974578
CID:85119
PubChem ID:160871342
Update Time:2025-10-31

Nootkatone Chemical and Physical Properties

Names and Identifiers

    • Nootkatone
    • (+)-Nootkatone
    • NOOTKATONE(SG)
    • IZ2Y119N4J
    • WTOYNNBCKUYIKC-JMSVASOKSA-N
    • (4R,4aS,6R)-4,4a-dimethyl-6-(prop-1-en-2-yl)-4,4a,5,6,7,8-hexahydronaphthalen-2(3H)-one
    • 2(3H)-Naphthalenone, 4,4a,5,6,7,8-hexahydro-4,4a-dimethyl-6-(1-methylethenyl)-, (4R,4aS,6R)-
    • 2(3H)-Naphthalenone, 4,4a,5,6,7,8-hexahydro-4,4a-dimethyl-6-(1-methylethenyl)-, [4R-(4.alpha.,4a.alpha.,6.beta.)]-
    • Nootkanone
    • 1(10),11-Eremophiladien-2-one
    • 4betaH,5alpha-Eremophila-1(10),11-dien-2-one
    • MDL: MFCD04974578
    • Inchi: 1S/C15H22O/c1-10(2)12-5-6-13-8-14(16)7-11(3)15(13,4)9-12/h8,11-12H,1,5-7,9H2,2-4H3
    • InChI Key: WTOYNNBCKUYIKC-UHFFFAOYSA-N
    • SMILES: CC1C2(C(CCC(C(=C)C)C2)=CC(=O)C1)C
    • BRN: 4676969

Computed Properties

  • Exact Mass: 218.16700
  • Monoisotopic Mass: 218.167065321 g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 16
  • Rotatable Bond Count: 1
  • Complexity: 364
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 3
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Surface Charge: 0
  • Tautomer Count: 5
  • XLogP3: 3.9
  • Topological Polar Surface Area: 17.1
  • Molecular Weight: 218.33

Experimental Properties

  • Color/Form: Oil
  • Density: 0.997
  • Melting Point: 35-39?°C
  • Boiling Point: 125℃/0.5mm(lit)
  • Flash Point: Fahrenheit: 212 ° f
    Celsius: 100 ° c
  • Refractive Index: n20/D 1.52
  • Solubility: Practically insoluble in water
  • Water Partition Coefficient: Slightly soluble in ethanol and chloroform. Partly soluble in water.
  • Stability/Shelf Life: Stable. Incompatible with strong oxidizing agents.
  • PSA: 17.07000
  • LogP: 3.90420
  • Odor: Grapefruit odor
  • Refractive Index: Index of refraction: 1.5253 at 20 °C
  • Sensitiveness: Sensitive to heat; Sensitive to humidity
  • FEMA: 3166 | NOOTKATONE
  • Optical Activity: [α]20/D +182.0±5.0°, c =?1% in ethanol
  • Solubility: Uncertain
  • Vapor Pressure: 0.003 mm Hg at 25 °C (est)

Nootkatone Security Information

  • Symbol: GHS07
  • Signal Word:Warning
  • Hazard Statement: H317
  • Warning Statement: P280
  • Hazardous Material transportation number:NONH for all modes of transport
  • WGK Germany:2
  • Safety Instruction: S24/25
  • TSCA:Yes
  • Storage Condition:2-8°C
  • Safety Term:S24/25

Nootkatone Customs Data

  • HS CODE:29142990

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Nootkatone Suppliers

Suzhou Senfeida Chemical Co., Ltd
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(CAS:4674-50-4)NOOTKATONE
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Purity:99.9%
Pricing Information Last Updated:Friday, 19 July 2024 14:39
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Tiancheng Chemical (Jiangsu) Co., Ltd
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(CAS:4674-50-4)Nootkatone
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Hubei Cuiyuan Biotechnology Co.,Ltd
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(CAS:4674-50-4)Nootkatone
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Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 02:49
Price ($):1729.0/524.0

Nootkatone Related Literature

Additional information on Nootkatone

The Comprehensive Guide to Nootkatone (CAS No. 4674-50-4): Benefits, Applications, and Innovations

Nootkatone (CAS No. 4674-50-4) is a naturally occurring sesquiterpenoid compound primarily found in grapefruit peel oil and Alaska yellow cedar. Known for its distinctive citrusy and woody aroma, this versatile molecule has gained significant attention in recent years due to its wide-ranging applications in flavor and fragrance industries, natural insect repellents, and functional food additives. As consumers increasingly seek plant-based alternatives and sustainable ingredients, Nootkatone has emerged as a promising solution across multiple sectors.

The chemical structure of Nootkatone (C15H22O) features a unique bicyclic framework that contributes to its remarkable organoleptic properties. With a molecular weight of 218.33 g/mol, this compound exhibits excellent stability under various processing conditions, making it ideal for food preservation and cosmetic formulations. Recent studies have highlighted its potential as a bioactive compound, showing interesting pharmacological properties that align with current trends in nutraceutical development and functional ingredients.

In the flavor industry, Nootkatone serves as a premium ingredient for creating authentic citrus profiles, particularly in beverage formulations and confectionery products. Its ability to enhance flavor complexity at low concentrations (typically 1-100 ppm) makes it cost-effective for manufacturers seeking clean-label solutions. The growing demand for natural flavor enhancers in the health-conscious consumer market has significantly increased the commercial value of this compound.

One of the most groundbreaking applications of Nootkatone lies in its effectiveness as a natural insect repellent. The Environmental Protection Agency (EPA) has registered Nootkatone-based products for protection against ticks, mosquitoes, and other disease-carrying insects. This development comes at a crucial time when concerns about vector-borne diseases and chemical pesticide resistance are at an all-time high. The compound's unique mode of action, which differs from conventional synthetic repellents, makes it particularly valuable in integrated pest management strategies.

The production of Nootkatone has evolved significantly with advancements in biotechnological methods. Traditional extraction from grapefruit peels yields limited quantities, prompting researchers to develop fermentation-based production using engineered microorganisms. This sustainable biosynthesis approach not only improves scalability but also addresses the supply chain challenges associated with agricultural sourcing. Such innovations align perfectly with the global push toward green chemistry and circular economy principles.

In cosmetic applications, Nootkatone offers multiple benefits as a natural fragrance component and active ingredient. Its pleasant aroma profile combines well with other botanical extracts in premium skincare formulations. Emerging research suggests potential anti-inflammatory properties that could expand its use in cosmeceutical products, particularly those targeting skin barrier enhancement and anti-aging effects. The compound's compatibility with vegan formulations further enhances its market appeal.

The regulatory status of Nootkatone varies by application and region. In food applications, it is generally recognized as safe (GRAS) when used appropriately. For pest control products, EPA registration has opened new commercial opportunities. However, manufacturers must navigate complex regulatory compliance requirements, especially when marketing multi-functional ingredients across different industries. Proper safety assessment and labeling practices remain essential considerations for product developers.

Market analysts project strong growth for Nootkatone in coming years, driven by increasing demand for bio-based products across multiple sectors. The compound's versatility positions it well in the natural ingredients market, which continues to outpace conventional chemical sectors. Strategic partnerships between biotech firms and end-product manufacturers are expected to accelerate innovation and commercialization of novel Nootkatone applications.

Quality control remains paramount for Nootkatone products, with advanced analytical techniques like GC-MS and HPLC ensuring purity and consistency. Standard specifications typically require minimum 95% purity for most applications, with strict limits on potential contaminants. The development of authenticity markers has become increasingly important to verify natural origin claims and prevent adulteration in the supply chain.

Looking ahead, research continues to uncover new potential for Nootkatone, including possible applications in animal health products and agricultural biostimulants. Its unique combination of sensory, biological, and physical properties makes it a compelling subject for further investigation. As sustainability concerns reshape global markets, Nootkatone stands out as a prime example of how plant-derived compounds can offer innovative solutions to contemporary challenges across diverse industries.

Recommended suppliers
Suzhou Senfeida Chemical Co., Ltd
(CAS:4674-50-4)NOOTKATONE
sfd22505
Purity:99.9%
Quantity:200kg
Price ($):Inquiry
Email
Tiancheng Chemical (Jiangsu) Co., Ltd
(CAS:4674-50-4)Nootkatone
LE12886
Purity:99%
Quantity:25KG,200KG,1000KG
Price ($):Inquiry
Email