FlavScents AInsights Entry for (3S,6S)-(Z)-linalool oxide (pyranoid) (CAS: 22628-11-1)

1. Identity & Chemical Information

• Common Name(s): Linalool oxide (pyranoid)
• IUPAC Name: (3S,6S)-3,6-dimethyl-2,3,3a,4,5,6-hexahydro-1-benzofuran-2-ol
• CAS Number: 22628-11-1
• FEMA Number: Not available
• Other Identifiers: FL Number: Not available; CoE Number: Not available; IFRA Reference: Not available
• Molecular Formula: C10H18O2
• Molecular Weight: 170.25 g/mol
• Functional Groups and Structure–Odor Relevance: Linalool oxide (pyranoid) contains an epoxide group and a pyran ring, contributing to its floral and slightly woody aroma. The stereochemistry is crucial for its sensory characteristics, with the (3S,6S) configuration being significant for its odor profile.

Citation hooks: FlavScents; PubChem; FEMA

2. Sensory Profile

• Odor and Flavor Descriptors: Linalool oxide (pyranoid) is characterized by a fresh, floral, and slightly woody aroma. It is often described as having a lilac or lily of the valley scent, with moderate intensity and good diffusion.
• Taste and/or Odor Thresholds: Specific thresholds are not clearly reported, but it is generally used at low concentrations due to its potent aroma.
• Typical Sensory Role: It serves as an impact note in floral compositions, providing freshness and complexity. It can also act as a modifier to enhance the realism of floral accords.

Citation hooks: FlavScents; peer-reviewed sensory literature

3. Natural Occurrence & Formation

• Known Natural Sources: Linalool oxide (pyranoid) is found in various essential oils, including those of lavender, coriander, and basil. It is a minor component in these oils, contributing to their overall aroma profile.
• Formation Pathways: It is formed through the oxidation of linalool, a common terpene alcohol, which can occur naturally in plants or through enzymatic processes.
• Relevance to “Natural Flavor” or “Natural Fragrance” Designation: As a naturally occurring compound in essential oils, it can be labeled as a natural flavor or fragrance component, depending on its source and extraction method.

Citation hooks: FlavScents; food chemistry literature; EFSA/JECFA monographs

4. Use in Flavors

• Flavor Categories and Applications: Linalool oxide (pyranoid) is used in floral, herbal, and citrus flavor profiles. It is particularly valued in applications requiring a fresh, floral note.
• Functional Role in Flavor Systems: It acts as a modifier and impact note, enhancing the floral and fresh characteristics of flavor compositions.
• Typical Use Levels: Documented use levels in finished food or beverage products are not clearly reported. Industry-typical use levels are estimated to be in the range of 0.1 to 5 ppm, depending on the application.
• Stability Considerations: Linalool oxide (pyranoid) is relatively stable under normal conditions but may degrade under high heat or acidic conditions, which can affect its aroma profile.

Citation hooks: FlavScents; FEMA GRAS documentation; formulation literature

5. Use in Fragrances

• Fragrance Families and Product Types: It is commonly used in floral, woody, and fresh fragrance families. It is suitable for use in perfumes, personal care products, and household fragrances.
• Functional Role: Linalool oxide (pyranoid) serves as a trace realism component and modifier, adding depth and freshness to fragrance compositions.
• Typical Concentration Ranges: It is typically used at concentrations ranging from 0.1% to 1% in fragrance formulations.
• Volatility and Top/Middle/Base Contribution: It is considered a middle note, providing a lasting floral character that bridges top and base notes.

Citation hooks: FlavScents; IFRA; fragrance chemistry texts

6. Regulatory Status (Regional Overview)

• United States (FDA / FEMA GRAS): Not explicitly listed as GRAS by FEMA.
• European Union (Reg. (EC) No 1334/2008; FL Number Status): Not specifically listed; general regulations for flavoring substances apply.
• United Kingdom (Post-Brexit Alignment or Divergence): Follows EU regulations; no specific divergence reported.
• Asia (Japan, China, ASEAN): Regulatory status not clearly reported; typically follows international guidelines.
• Latin America (e.g., Brazil, MERCOSUR): Not specifically listed; general flavor and fragrance regulations apply.

Citation hooks: FEMA; EFSA; national authority publications

7. Toxicology, Safety & Exposure Considerations

• Oral Exposure: Data not found for specific ADI or MSDI values. Generally considered safe at low concentrations typical in flavor applications.
• Dermal Exposure: Not reported to cause irritation or sensitization at typical fragrance concentrations. IFRA standards should be consulted for specific product types.
• Inhalation Exposure: Volatility suggests potential for inhalation exposure, but no specific occupational hazards reported at typical use levels.

Citation hooks: EFSA; FEMA; PubChem; toxicology literature

8. Practical Insights for Formulators

• Why This Material is Valuable: Linalool oxide (pyranoid) is prized for its ability to impart a fresh, floral character to both flavors and fragrances, enhancing complexity and realism.
• Typical Synergies: Works well with other floral and citrus notes, as well as green and herbal components.
• Common Formulation Pitfalls: Overuse can lead to an overpowering floral note; careful balancing is required.
• Situations Where It is Frequently Over- or Under-Used: Often under-used in complex floral compositions where its subtlety can enhance overall harmony.

Citation hooks: FlavScents; industry practice

9. Confidence & Data Quality Notes

• Well-Established Data: The sensory profile and natural occurrence are well-documented.
• Industry-Typical but Undocumented Practices: Use levels and specific regulatory statuses may vary; formulators should verify with current regulations.
• Known Data Gaps or Regulatory Ambiguities: Specific toxicological data and regulatory approvals are limited; further research may be needed for comprehensive safety assessments.

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 2026-04-03 05:54:17 GMT (p2)