6-methyl-2-(oxiran-2-yl)hept-5-en-2-ol
| Molecular & Flavor Profile | |
|---|---|
| Common name: | 6-methyl-2-(oxiran-2-yl)hept-5-en-2-ol |
| IUPAC name: | 6-methyl-2-(oxiran-2-yl)hept-5-en-2-ol |
| SMILES: | CC(=CCCC(C)(C1CO1)O)C |
| CAS: | 1365-19-1 |
| Flavor Profile: | herbal, floral, earthy, wood, flower, green |
| FEMA Flavor Profile: | Not Available |
| FEMA Number: | Not Available |
| Taste: | Not Available |
| Odor: | Not Available |
| Functional Groups: | hydroxy compound, alcohol, tertiary alcohol, ether, dialkyl ether, alkene, heterocyclic compound |
Physicochemical Properties
- Molecular weight: 170.252 g/mol
- HBD count: 1
- HBA count: 2
- Number of rotatable bonds: 4
- Complexity: 182.0
- Topological Polor Surface Area: 32.8 A^2
- Monoisotopic Mass: 170.131 g/mol
- Exact Mass: 170.131 g/mol
- XlogP: 1.8
- Charge: 0 C(coulomb)
- Heavy Atom Count: 12
- Atom Stereocenter Count: 2
- Defined Atom Stereocenter Count: 0
- Undefined Atom Stereocenter Count: 2
- 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/C10H18O2/c1-8(2)5-4-6-10(3,11)9-7-12-9/h5,9,11H,4,6-7H2,1-3H3
- Volume 3D: 145.5
Nomenclature
- Common name: 6-methyl-2-(oxiran-2-yl)hept-5-en-2-ol
- IUPAC name: 6-methyl-2-(oxiran-2-yl)hept-5-en-2-ol
- CAS numbers: 1365-19-1
- SMILES: CC(=CCCC(C)(C1CO1)O)C
- InChI: InChI=1S/C10H18O2/c1-8(2)5-4-6-10(3,11)9-7-12-9/h5,9,11H,4,6-7H2,1-3H3
- FlavorDB/FEMA name: LINALOOL OXIDE
- Synonyms: 5-Furanmethanol,. 5-ethenyltetrahydro-α,α-5-trimethyl-,. cis; cis-trans-2-Vinyl-2-methyl-5-(1ʹ. hydroxy-1ʹ-methylethyl)tetrahydrofuran; Linalool oxide
- FL number: 13.14
- NAS number: 3746
- CoE number: 11876
- EINECS number: 215-723-9
- JECFA number: 1454
Description
- Flavor profile: herbal, floral, earthy, wood, flower, green
- FooDB flavor profile: herbal, floral, earthy, wood, flower, green
- Functional groups: hydroxy compound, alcohol, tertiary alcohol, ether, dialkyl ether, alkene, heterocyclic compound
- Bitter compound: No
- Source description: Linalool oxide has a powerful, sweet, woody, penetrating odor with floral, woody-earthy undertones
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
- Aroma threshold values: 320 ppb
- Taste threshold values: Taste characteristics at 50 ppm; green, floral, fatty, woody, fermented, herbal, fruity and berry
Natural Occurence
- Occurrence summary: Naturally occurring; Reported in 20 FlavorDB source entities
- Source entity count: 20
- Representative sources: Coffee, Grapefruit Peel Oil, Hops Oil, Lavendar, Apricot, Black Currant, Grape, Mango, Orange, Passionfruit
- Documented natural occurrence: Reported found in apricot, apricot essence, bilberry, Mindanaese cinnamomum oil, citrus fruit blossom, cloud-berry oil, cocoa, cocoa powder, coffee, roaster coffee, cranberry, black currant, grape, muscat grape juice, Vinifera grape, grapefruit blossoms, grapefruit essence, grapefruit juice, grapefruit oil, Japanese Ho leaf oil, hops, hop oil, lavender essence, lavandin oil, lime essence, lingonberry juice, mango, orange essence, orange juice, passion fruit and other natural sources
Composition
- Molecular formula: C10H18O2
- Molecular composition: C: 0.705, H: 0.107, O: 0.188
- Number of atoms: 12
ADMET Properties
- ADMET Solubility: -1.7269999999999999
- ADMET Solubility Level: 4.0
- ADMET BBB: -0.057999999999999996
- ADMET BBB Level: 2.0
- ADMET EXT Hepatotoxic: -6.96479
- ADMET EXT Hepatotoxic prediction md: False
- ADMET EXT Hepatotoxic applicability: All properties and OPS components are within expected ranges.
- ADMET EXT Hepatotoxic applicability md: 9.82279
- ADMET EXT Hepatotoxic applicability mdpvalue: 0.129732
- ADMET Absorption Level: 0.0
- ADMET EXT PPB: -3.2892900000000003
- ADMET EXT PPB prediction: False
- ADMET EXT PPB applicability: All properties and OPS components are within expected ranges.
- ADMET EXT PPB applicability md: 9.68552
- ADMET EXT PPB applicability mdpvalue: 0.959457
- ADMET unknown AlogP98: 0.0
- ADMET AlogP98: 1.834
- ADMET PSA 2D: 29.745
2D/3D Properties
- Number of atoms: 12
- Molecular formula: C10H18O2
- Molecular composition: C: 0.705, H: 0.107, O: 0.188
- Molecular mass: 170.13099999999997 g/mol
- Energy: 36.26 Kcal/M
- AlogP: 1.834
- LogD: 1.834
- Molecular Solubilty: -1.9
- Number of aromatic bonds: 0
- Number of aromatic rings: 0
- Number of H acceptor: 2
- Number of H acceptor lipinski: 2
- Number of H donor: 1
- Number of H donor lipinski: 1
- Number of H bonds: 0
- Number of rings: 1
- Surface area(SA): 214.33 A^2
- Molecular SASA(Solvent accessible SA): 358.445 A^2
- Radius of gyration: 1.8485 A
- Molecular 3D SASA: 353.94800000000004 A^2
Consumption
- Consumption: 183.33 lb
- Individual intake: 0.0001553 mg/kg/day
- IOFI: Natural
Specifications
- Specifications: (JECFA, 2008); Acid value (max); 3.0; Refractive index; 1.451–1.456 (20°C); Appearance; Colorless, slightly oily liquid; Solubility; Soluble in oils and ethanol; Assay (min); 95%; Specific gravity; 0.932–0.942 (25°C); Boiling point; 188°C
Reported Uses
- Reported uses (ppm): (FEMA, 1994)
-
Food category usual/max:
Food category Usual (ppm) Max (ppm) Alcoholic beverages Not available 6.75 Gelatins, puddings Not available 4.61 Baked goods Not available 11.25 Nonalcoholic beverages Not available 3.86 Frozen dairy Not available 7.00 Soft candy Not available 10.178
Synthesis
- Synthesis: From linalool by oxidation
Physical-Chemical Characteristics
- Empirical formula / MW: C10H18O2/170.25CH3OHOCH3CH3
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.