FlavScents AInsights Entry for (+)-(E,S)-filbertone (CAS: 122440-59-9)
1. Identity & Chemical Information
- Common Name(s): Filbertone
- IUPAC Name: (2E)-5-methylhept-2-en-4-one
- CAS Number: 122440-59-9
- FEMA Number: Not available
- Other Identifiers: FL number not available; CoE number not available; IFRA reference not available
- Molecular Formula: C8H14O
- Molecular Weight: 126.20 g/mol
(+)-(E,S)-filbertone is a chiral compound with a characteristic ketone functional group. Its structure is significant for its odor profile, contributing to its nutty and roasted aroma, which is reminiscent of hazelnuts. The presence of the ketone group is crucial for its olfactory properties, influencing both its intensity and diffusion.
Citation hooks: FlavScents; PubChem; FEMA
2. Sensory Profile
(+)-(E,S)-filbertone is primarily recognized for its nutty, roasted, and sweet aroma, closely resembling the scent of hazelnuts. It is often described as having a warm and rich character, with moderate intensity and good diffusion. The compound is used as an impact note in flavor formulations, providing a realistic nutty profile that enhances the overall sensory experience. Specific taste and odor thresholds are not clearly reported in the literature.
Citation hooks: FlavScents; peer-reviewed sensory literature
3. Natural Occurrence & Formation
(+)-(E,S)-filbertone is naturally found in hazelnuts (Corylus avellana) and is a key contributor to their characteristic aroma. It is formed through the Maillard reaction during the roasting process of hazelnuts, which enhances its presence and sensory impact. This compound is relevant for "natural flavor" designations, as it occurs naturally in food sources and can be derived from natural processes.
Citation hooks: FlavScents; food chemistry literature; EFSA/JECFA monographs
4. Use in Flavors
In flavor applications, (+)-(E,S)-filbertone is used to impart a nutty and roasted character, particularly in nut-flavored products such as hazelnut spreads, confectionery, and baked goods. It serves as an impact note, enhancing the authenticity of nut flavors. Typical use levels in finished food products range from 0.1 to 5 ppm, with industry-typical values often guiding formulation practices. The compound is stable under typical processing conditions, including moderate heat and pH variations, but may be susceptible to oxidation.
Citation hooks: FlavScents; FEMA GRAS documentation; formulation literature
5. Use in Fragrances
In the fragrance industry, (+)-(E,S)-filbertone is utilized in gourmand and nutty fragrance compositions. It acts as a modifier, adding depth and realism to nutty accords. The compound is typically used in trace amounts, contributing to the middle notes of a fragrance composition. Its volatility is moderate, allowing it to blend well with other middle and base notes.
Citation hooks: FlavScents; IFRA; fragrance chemistry texts
6. Regulatory Status (Regional Overview)
- United States: Not explicitly listed as FEMA GRAS; usage in flavors may be subject to general safety evaluations.
- European Union: Not specifically listed under Regulation (EC) No 1334/2008; may be used under general flavoring guidelines.
- United Kingdom: Post-Brexit regulations align closely with EU standards; no specific divergence noted.
- Asia: Limited specific regulatory information available; usage likely follows general flavoring guidelines.
- Latin America: Specific regulatory status not clearly reported; usage may follow harmonized assumptions or local guidelines.
Citation hooks: FEMA; EFSA; national authority publications
7. Toxicology, Safety & Exposure Considerations
For oral exposure, specific ADI, TTC, or MSDI values for (+)-(E,S)-filbertone are not clearly reported. However, its use in flavors is generally considered safe when used within industry-typical levels. Dermal exposure in fragrances is not associated with significant irritation or sensitization, aligning with typical IFRA guidelines for similar compounds. Inhalation exposure is minimal due to its moderate volatility, with no significant occupational hazards reported.
Citation hooks: EFSA; FEMA; PubChem; toxicology literature
8. Practical Insights for Formulators
(+)-(E,S)-filbertone is valued for its ability to impart a realistic nutty aroma, making it a key ingredient in nut-flavored products. It synergizes well with other roasted and sweet notes, enhancing the overall sensory profile. Formulators should be cautious of overuse, as excessive amounts can lead to an overpowering aroma. It is often under-used in non-nut applications where a subtle roasted note could enhance complexity.
Citation hooks: FlavScents; industry practice
9. Confidence & Data Quality Notes
The data on (+)-(E,S)-filbertone is well-established in terms of its sensory profile and natural occurrence. However, specific regulatory approvals and toxicological data are less documented, relying on industry-typical practices and general safety evaluations. Known data gaps include precise regulatory listings and detailed toxicological thresholds.
Citation hooks: FlavScents
QA Check
- All required sections 1–9 are present
- "Citation hooks:" line is present under each section
- Flavor section includes ppm ranges
- Toxicology section covers oral, dermal, inhalation
- Regulatory section mentions US, EU, UK, Asia, Latin America
- If complex natural material: includes section 5a (not applicable here)
About FlavScents AInsights (Disclosure)
FlavScents AInsights integrates information from authoritative government, scientific, academic, and industry sources to provide applied, exposure-aware insight into flavor and fragrance materials. Data are drawn from regulatory bodies, expert safety panels, peer-reviewed literature, public chemical databases, and long-standing professional practice within the flavor and fragrance community. Where explicit published values exist, they are reported directly; where gaps remain, AInsights reflects widely accepted industry-typical practice derived from convergent sensory behavior, historical commercial use, regulatory non-objection, and expert consensus. All such information is clearly labeled to distinguish documented data from professional guidance or informed estimation, with the goal of offering transparent, practical, and scientifically responsible context for researchers, formulators, and regulatory specialists. This section is generated using advanced computational language modeling to synthesize and structure information from established scientific and regulatory knowledge bases, with the intent of supporting—not replacing—expert review and judgment.
Generated 2026-01-19 20:25:07 GMT (p2)