FlavScents AInsights Entry for L-(-)-alpha-pinene (CAS: 7785-26-4)
1. Identity & Chemical Information
- Common Name(s): L-(-)-alpha-pinene
- IUPAC Name: (1S,5S)-2,6,6-trimethylbicyclo[3.1.1]hept-2-ene
- CAS Number: 7785-26-4
- FEMA Number: 2902
- Other Identifiers: FL No. 02.011
- Molecular Formula: C10H16
- Molecular Weight: 136.24 g/mol
L-(-)-alpha-pinene is a bicyclic monoterpene with a characteristic pinene structure, featuring a double bond that contributes to its reactivity and odor profile. The functional groups include a vinyl group and a bridgehead methyl group, which are significant for its odor characteristics, often described as pine-like and resinous.
Citation hooks: FlavScents; PubChem; FEMA
2. Sensory Profile
L-(-)-alpha-pinene is known for its distinctive pine-like aroma, which is fresh, woody, and resinous. It is a high-impact odorant with a strong diffusion and moderate intensity. The compound is often used as an impact note in formulations, providing a crisp, green, and forest-like character. While specific taste and odor thresholds are not well-documented, it is generally recognized for its ability to impart a natural pine scent even at low concentrations.
Citation hooks: FlavScents; peer-reviewed sensory literature
3. Natural Occurrence & Formation
L-(-)-alpha-pinene is naturally found in the oils of many coniferous trees, particularly pines. It is a major component of turpentine and is also present in rosemary, eucalyptus, and other aromatic plants. The compound is biosynthesized in plants via the mevalonate pathway, where it serves as a precursor to other terpenes and terpenoids. Its presence in essential oils contributes to the "natural flavor" or "natural fragrance" designation, depending on the source and extraction method.
Citation hooks: FlavScents; food chemistry literature; EFSA/JECFA monographs
4. Use in Flavors
L-(-)-alpha-pinene is utilized in flavor formulations to impart a fresh, pine-like note, often enhancing the authenticity of herbal, citrus, and spice flavors. It is commonly used in mint, citrus, and spice flavor categories. Typical use levels in food and beverages range from 1 to 20 ppm, with higher concentrations potentially leading to overpowering pine notes. The compound is relatively stable under normal conditions but may oxidize when exposed to air, affecting its flavor profile.
Citation hooks: FlavScents; FEMA GRAS documentation; formulation literature
5. Use in Fragrances
In fragrances, L-(-)-alpha-pinene is used across various fragrance families, including fougère, woody, and fresh compositions. It acts as a modifier and impact note, providing a crisp, green, and resinous character. Typical concentration ranges in fragrance formulations are from 0.1% to 5%, depending on the desired intensity and product type. Due to its volatility, it primarily contributes to the top notes of a fragrance.
Citation hooks: FlavScents; IFRA; fragrance chemistry texts
6. Regulatory Status (Regional Overview)
- United States: Recognized as GRAS by FEMA for flavor use.
- European Union: Listed under Regulation (EC) No 1334/2008 with FL No. 02.011.
- United Kingdom: Aligns with EU regulations post-Brexit.
- Asia: Approved for use in Japan and China, with specific restrictions varying by country.
- Latin America: Generally accepted, with specific regulations in Brazil and MERCOSUR countries.
Explicit approvals exist in major markets, but formulators should verify local regulations due to potential variability.
Citation hooks: FEMA; EFSA; national authority publications
7. Toxicology, Safety & Exposure Considerations
For oral exposure, L-(-)-alpha-pinene is considered safe within the typical use levels in food, with no specific ADI established. Dermal exposure in fragrances may cause irritation or sensitization in sensitive individuals, and it is subject to IFRA guidelines. Inhalation exposure is generally safe at typical fragrance concentrations, but occupational exposure should be monitored to prevent respiratory irritation.
Citation hooks: EFSA; FEMA; PubChem; toxicology literature
8. Practical Insights for Formulators
L-(-)-alpha-pinene is valued for its ability to impart a natural, fresh pine aroma, enhancing the authenticity of both flavors and fragrances. It synergizes well with other terpenes and citrus notes. Formulators should be cautious of its volatility and potential for oxidation, which can alter its sensory profile. It is often under-utilized in complex formulations where its impact can be masked by other components.
Citation hooks: FlavScents; industry practice
9. Confidence & Data Quality Notes
The data on L-(-)-alpha-pinene is well-established, with comprehensive sensory and regulatory information available. Industry practices are well-documented, though specific numeric thresholds for sensory perception are less frequently reported. Formulators should rely on industry-typical practices and verify regulatory compliance for specific applications.
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
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 2026-04-07 20:08:41 GMT (p2)