Ocimene
| Molecular & Flavor Profile | |
|---|---|
| Common name: | Ocimene |
| IUPAC name: | (3E)-3,7-dimethylocta-1,3,6-triene |
| SMILES: | CC(=CCC=C(C)C=C)C |
| CAS: | 13877-91-3, 3779-61-1 |
| Flavor Profile: | citrus, herbal, sweet, woody, tropical, terpene, herb, green |
| FEMA Flavor Profile: | Floral |
| FEMA Number: | 3539 |
| Taste: | Not Available |
| Odor: | Not Available |
| Functional Groups: | alkene |
Entities that contain Ocimene
- Citrus Peel Oil
- Hops Oil
- Hyssop Oil
- Lovage
- Mentha Oil
- Cherimoya
- Currant
- Black Currant
- Red Currant
- White Currant
- Elderberry
- Fig
- Guava
- Orange
- Papaya
- Passionfruit
- Strawberry Jam
- Lemon
- Lime
- Mandarin Orange
- Basil
- Coriander
- Cornmint
- Dill
- Fennel
- Lemon Balm
- Rosemary
- Sage
- Spearmint
- Tarragon
- Thyme
- Soybean
- Laurel
- Tea
- Celery
- Cinnamon
- Marjoram
- Oregano
- Parsley
- Pepper
- Turmeric
- Peppermint
- Parsnip
- Allspice
- Asafoetida
- Carom Seed
- Turkey Berry
- Ricotta Cheese
- Pummelo
- Cottonseed
Physicochemical Properties
- Molecular weight: 136.238 g/mol
- HBD count: 0
- HBA count: 0
- Number of rotatable bonds: 3
- Complexity: 155.0
- Topological Polor Surface Area: 0.0 A^2
- Monoisotopic Mass: 136.125 g/mol
- Exact Mass: 136.125 g/mol
- XlogP: 4.3
- Charge: 0 C(coulomb)
- Heavy Atom Count: 10
- Atom Stereocenter Count: 0
- Defined Atom Stereocenter Count: 0
- Undefined Atom Stereocenter Count: 0
- Bond Stereocenter Count: 1
- Defined Bond Stereocenter Count: 1
- Undefined Bond Stereocenter Count: 0
- Isotope Atom Count: 0
- Covalently Bonded Unit Count: 1
- InChI: InChI=1S/C10H16/c1-5-10(4)8-6-7-9(2)3/h5,7-8H,1,6H2,2-4H3/b10-8+
- Volume 3D: 129.1
Nomenclature
- Common name: Ocimene
- IUPAC name: (3E)-3,7-dimethylocta-1,3,6-triene
- CAS numbers: 13877-91-3, 3779-61-1
- SMILES: CC(=CCC=C(C)C=C)C
- InChI: InChI=1S/C10H16/c1-5-10(4)8-6-7-9(2)3/h5,7-8H,1,6H2,2-4H3/b10-8+
- FlavorDB/FEMA name: 3,7-DIMETHYL-1,3,6-OCTATRIENE
- Synonyms: Ocimene; trans-β-Ocimene; 1,3,6-Octatriene, 3,7-dimethyl-; Beta-ocimene
- FL number: 1.018
- NAS number: 3539
- CoE number: 11015
- EINECS number: 237-641-2
- JECFA number: 1338
Description
- Flavor profile: citrus, herbal, sweet, woody, tropical, terpene, herb, green
- FooDB flavor profile: citrus, herbal, sweet, woody, tropical, terpene, herb, green
- FEMA flavor profile: Floral
- Functional groups: alkene
- Bitter compound: No
- Source description: 3,7-Dimethyl-1,3,6-octatrine has a warm herbaceous odor
Regulatory Status
- FDA status: 21 CFR 172.515
- 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 40 ppm; green, tropical, woody with floral and vegetable nuances
Natural Occurence
- Occurrence summary: Naturally occurring; Reported in 50 FlavorDB source entities
- Source entity count: 50
- Representative sources: Citrus Peel Oil, Hops Oil, Hyssop Oil, Lovage, Mentha Oil, Cherimoya, Currant, Black Currant, Red Currant, White Currant
- Documented natural occurrence: Reported found in black currants, currant leaves, mentha pulegium oil, origanum oil, passion fruit, citrus peel oils, guava, strawberry jam, cinnamon bark, Thymus vulgaris, hop oil, tea, soybean, parsnips, tarragon, origanum, Ocimum basili-cum, curcuma, ouzo and pimento berry
Composition
- Molecular formula: C10H16
- Molecular composition: C: 0.882, H: 0.118
- Number of atoms: 10
ADMET Properties
- ADMET Solubility: -3.577
- ADMET Solubility Level: 3.0
- ADMET BBB: 0.9690000000000001
- ADMET BBB Level: 0.0
- ADMET EXT Hepatotoxic: -5.189769999999999
- ADMET EXT Hepatotoxic prediction md: False
- ADMET EXT Hepatotoxic applicability: All properties and OPS components are within expected ranges.
- ADMET EXT Hepatotoxic applicability md: 10.0594
- ADMET EXT Hepatotoxic applicability mdpvalue: 0.07905620000000001
- ADMET Absorption Level: 0.0
- ADMET EXT PPB: -1.48924
- ADMET EXT PPB prediction: True
- ADMET EXT PPB applicability: All properties and OPS components are within expected ranges.
- ADMET EXT PPB applicability md: 10.408
- ADMET EXT PPB applicability mdpvalue: 0.774293
- ADMET unknown AlogP98: 0.0
- ADMET AlogP98: 3.634
- ADMET PSA 2D: 0.0
2D/3D Properties
- Number of atoms: 10
- Molecular formula: C10H16
- Molecular composition: C: 0.882, H: 0.118
- Molecular mass: 136.125 g/mol
- Energy: -0.65 Kcal/M
- AlogP: 3.634
- LogD: 3.634
- Molecular Solubilty: -2.9139999999999997
- Number of aromatic bonds: 0
- Number of aromatic rings: 0
- Number of H acceptor: 0
- Number of H acceptor lipinski: 0
- Number of H donor: 0
- Number of H donor lipinski: 0
- Number of H bonds: 0
- Number of rings: 0
- Surface area(SA): 194.23 A^2
- Molecular SASA(Solvent accessible SA): 350.841 A^2
- Radius of gyration: 1.92987 A
- Molecular 3D SASA: 339.102 A^2
Consumption
- Consumption: 70.00 lb
- Individual intake: 0.00005932 mg/kg/day
- Trade association guidelines: 1.411 mg
Specifications
- Specifications: (JECFA, 2008); Acid value (max); 1.0; Refractive index; 1.478–1.491 (20°C); Appearance; Colorless to straw-colored, mobile ; liquid; Solubility; Insoluble in water; soluble in ethanol ; and oils; Assay (min); 80%; Specific gravity; 0.801–0.805 (25°C); Boiling point; 177°C
Reported Uses
- Reported uses (ppm): (FEMA, 1994)
-
Food category usual/max:
Food category Usual (ppm) Max (ppm) Alcoholic beverages 2.00 4.00 Gelatins, puddings 2.00 4.00 Baked goods 7.58 15.20 Nonalcoholic beverages 1.19 2.33 Frozen dairy 3.86 7.72 Soft candy 7.34 15.20
Synthesis
- Synthesis: One-step synthesis of trans-beta-ocimene
Physical-Chemical Characteristics
- Empirical formula / MW: C10H16/136.24
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.