Pinocarveol
| Molecular & Flavor Profile | |
|---|---|
| Common name: | Pinocarveol |
| IUPAC name: | 6,6-dimethyl-4-methylidenebicyclo[3.1.1]heptan-3-ol |
| SMILES: | CC1(C2CC1C(=C)C(C2)O)C |
| CAS: | 3917-59-7, 5947-36-4 |
| Flavor Profile: | herbal, woody, balsam, pine, camphor |
| FEMA Flavor Profile: | Green |
| FEMA Number: | 3587 |
| Taste: | Not Available |
| Odor: | Not Available |
| Functional Groups: | hydroxy compound, alcohol, secondary alcohol, alkene |
Physicochemical Properties
- Molecular weight: 152.237 g/mol
- HBD count: 1
- HBA count: 1
- Number of rotatable bonds: 0
- Complexity: 205.0
- Topological Polor Surface Area: 20.2 A^2
- Monoisotopic Mass: 152.12 g/mol
- Exact Mass: 152.12 g/mol
- XlogP: 1.8
- Charge: 0 C(coulomb)
- Heavy Atom Count: 11
- Atom Stereocenter Count: 3
- Defined Atom Stereocenter Count: 0
- Undefined Atom Stereocenter Count: 3
- Bond Stereocenter Count: 0
- Defined Bond Stereocenter Count: 0
- Undefined Bond Stereocenter Count: 0
- Isotope Atom Count: 0
- Covalently Bonded Unit Count: 1
- InChI: InChI=1S/C10H16O/c1-6-8-4-7(5-9(6)11)10(8,2)3/h7-9,11H,1,4-5H2,2-3H3
- Volume 3D: 127.9
Nomenclature
- Common name: Pinocarveol
- IUPAC name: 6,6-dimethyl-4-methylidenebicyclo[3.1.1]heptan-3-ol
- CAS numbers: 3917-59-7, 5947-36-4
- SMILES: CC1(C2CC1C(=C)C(C2)O)C
- InChI: InChI=1S/C10H16O/c1-6-8-4-7(5-9(6)11)10(8,2)3/h7-9,11H,1,4-5H2,2-3H3
- FlavorDB/FEMA name: 2(10)-PINEN-3-OL
- Synonyms: Bicyclo(3 1 1)heptan-3-ol, 6,6-dimethyl-2-methylene-; Bicyclo (3 1 1) heptan-3-ol, 6,6-dimethyl-2-methylene-, (+/–)-; 6,6-Dimethyl-2-methylenebicyclo (3 1 1) heptan-3-ol; 2(10)-Pinen-3-ol; Pinocarveol
- FL number: 2.1
- NAS number: 3587
- CoE number: 10303
- EINECS number: 227-705-8
- JECFA number: 1403
Description
- Flavor profile: herbal, woody, balsam, pine, camphor
- FooDB flavor profile: herbal, woody, balsam, pine, camphor
- FEMA flavor profile: Green
- Functional groups: hydroxy compound, alcohol, secondary alcohol, alkene
- Bitter compound: No
- Source description: 2(10)-Pinen-3-ol has a warm, woody, balsamic, slightly piney, fennel-like odor
Regulatory Status
- FDA status: 21 CFR 73.85
- JECFA status: Acceptable. No safety concern at current levels of intake when used as a flavoring agent (2004)
Aroma/Taste Threshold Values
- Taste threshold values: Taste characteristics at 25 ppm; camphoraceous, woody, pine-like with fresh, cooling minty undernotes
Natural Occurence
- Occurrence summary: Naturally occurring; Reported in 16 FlavorDB source entities
- Source entity count: 16
- Representative sources: Cognac Brandy, Chamomile, Grapefruit Peel Oil, Hops Oil, Hyssop Oil, Black Currant, Bilberry, Rosemary, Spearmint, Scotch Spearmint
- Documented natural occurrence: Reported found in grapefruit peel oil, bilberries, black currant (buds), other types of ginger, Scotch spearmint oil, pepper, Thymus vulgaris L , hop oil, cognac, myrtle leaf and Roman chamomile
Composition
- Molecular formula: C10H16O
- Molecular composition: C: 0.789, H: 0.106, O: 0.105
- Number of atoms: 11
ADMET Properties
- ADMET Solubility: -2.206
- ADMET Solubility Level: 3.0
- ADMET BBB: 0.08
- ADMET BBB Level: 1.0
- ADMET EXT Hepatotoxic: -6.437069999999999
- ADMET EXT Hepatotoxic prediction md: False
- ADMET EXT Hepatotoxic applicability: All properties and OPS components are within expected ranges.
- ADMET EXT Hepatotoxic applicability md: 10.8407
- ADMET EXT Hepatotoxic applicability mdpvalue: 0.010158799999999999
- ADMET Absorption Level: 0.0
- ADMET EXT PPB: -3.52995
- ADMET EXT PPB prediction: False
- ADMET EXT PPB applicability: All properties and OPS components are within expected ranges.
- ADMET EXT PPB applicability md: 10.419
- ADMET EXT PPB applicability mdpvalue: 0.769817
- ADMET unknown AlogP98: 0.0
- ADMET AlogP98: 1.824
- ADMET PSA 2D: 20.815
2D/3D Properties
- Number of atoms: 11
- Molecular formula: C10H16O
- Molecular composition: C: 0.789, H: 0.106, O: 0.105
- Molecular mass: 152.12 g/mol
- Energy: 40.76 Kcal/M
- AlogP: 1.824
- LogD: 1.824
- Molecular Solubilty: -1.8019999999999998
- Number of aromatic bonds: 0
- Number of aromatic rings: 0
- Number of H acceptor: 1
- Number of H acceptor lipinski: 1
- Number of H donor: 1
- Number of H donor lipinski: 1
- Number of H bonds: 0
- Number of rings: 3
- Surface area(SA): 174.27 A^2
- Molecular SASA(Solvent accessible SA): 307.295 A^2
- Radius of gyration: 1.2812299999999999 A
- Molecular 3D SASA: 302.319 A^2
Consumption
- Consumption: <1.00 lb
- Individual intake: 0.00000001 mg/kg/day
- Trade association guidelines: 0.293 mg
- IOFI: Nature Identical
Specifications
- Specifications: (JECFA, 2008); Acid value (max); <1.0; Refractive index; 1.445–1.451 (20°C); Appearance; Viscous, light yellow oil; Solubility; Insoluble in water; soluble in ethanol ; and oils; Assay (min); 95%; Specific gravity; 0.977–0.983 (25°C); Boiling point; 210°C
Reported Uses
- Reported uses (ppm): (FEMA, 1994)
-
Food category usual/max:
Food category Usual (ppm) Max (ppm) Baked goods 1.00 1.00 Nonalcoholic beverages 1.00 1.00 Frozen dairy 1.00 1.00 Soft candy 1.00 1.00 Gelatins, puddings 1.00 1.00
Physical-Chemical Characteristics
- Empirical formula / MW: C10H16O/152.24
Details of "Molecular & Flavor Profile" and physicochemical properties were obtained from PubChem Substance & Compound Databases, FooDB, Flavornet, SuperSweet, and BitterDB. 2D/3D and ADMET properties were obtained with Discovery Studio.