cis-5-Octen-1-ol
| Molecular & Flavor Profile | |
|---|---|
| Common name: | cis-5-Octen-1-ol |
| IUPAC name: | (Z)-oct-5-en-1-ol |
| SMILES: | CCC=CCCCCO |
| CAS: | 64275-73-6 |
| Flavor Profile: | watermelon, melon, fresh, watery |
| FEMA Flavor Profile: | Green |
| FEMA Number: | 3722 |
| Taste: | Not Available |
| Odor: | Not Available |
| Functional Groups: | hydroxy compound, alcohol, primary alcohol, alkene |
Physicochemical Properties
- Molecular weight: 128.215 g/mol
- HBD count: 1
- HBA count: 1
- Number of rotatable bonds: 5
- Complexity: 67.0
- Topological Polor Surface Area: 20.2 A^2
- Monoisotopic Mass: 128.12 g/mol
- Exact Mass: 128.12 g/mol
- XlogP: 2.0
- Charge: 0 C(coulomb)
- Heavy Atom Count: 9
- 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/C8H16O/c1-2-3-4-5-6-7-8-9/h3-4,9H,2,5-8H2,1H3/b4-3-
- Volume 3D: 116.8
Nomenclature
- Common name: cis-5-Octen-1-ol
- IUPAC name: (Z)-oct-5-en-1-ol
- CAS numbers: 64275-73-6
- SMILES: CCC=CCCCCO
- InChI: InChI=1S/C8H16O/c1-2-3-4-5-6-7-8-9/h3-4,9H,2,5-8H2,1H3/b4-3-
- FlavorDB/FEMA name: cis-5-OCTEN-1-OL
- Synonyms: 5-Octen-1-ol, (5Z)- ; (Z)-Oct-5-en-1-ol; cis-5-Octen-1-ol; (Z)-5-Octen-1-ol; 5-Octen-1-ol, (Z)-
- FL number: 2.113
- NAS number: 3722
- EINECS number: 264-764-9
- JECFA number: 322
Description
- Flavor profile: watermelon, melon, fresh, watery
- FooDB flavor profile: watermelon, melon, fresh, watery
- FEMA flavor profile: Green
- Functional groups: hydroxy compound, alcohol, primary alcohol, alkene
- Bitter compound: No
- Source description: cis-5-Octen-1-ol has a green, fatty odor
Regulatory Status
- JECFA status: Acceptable. No safety concern at current levels of intake when used as a flavoring agent (1999)
Aroma/Taste Threshold Values
- Aroma threshold values: 6 ppb
- Taste threshold values: Taste characteristics at 20 ppm; green, melon, fruity and mushroom
Natural Occurence
- Occurrence summary: Naturally occurring; Reported in 3 FlavorDB source entities
- Source entity count: 3
- Representative sources: Apple, Banana, Passionfruit
- Documented natural occurrence: Reported found in passion fruit, fresh apple and banana
Composition
- Molecular formula: C8H16O
- Molecular composition: C: 0.749, H: 0.126, O: 0.125
- Number of atoms: 9
ADMET Properties
- ADMET Solubility: -1.484
- ADMET Solubility Level: 4.0
- ADMET BBB: 0.243
- ADMET BBB Level: 1.0
- ADMET EXT Hepatotoxic: -7.83303
- ADMET EXT Hepatotoxic prediction md: False
- ADMET EXT Hepatotoxic applicability: All properties and OPS components are within expected ranges.
- ADMET EXT Hepatotoxic applicability md: 9.452169999999999
- ADMET EXT Hepatotoxic applicability mdpvalue: 0.249888
- ADMET Absorption Level: 0.0
- ADMET EXT PPB: -1.31694
- ADMET EXT PPB prediction: True
- ADMET EXT PPB applicability: All properties and OPS components are within expected ranges.
- ADMET EXT PPB applicability md: 8.18158
- ADMET EXT PPB applicability mdpvalue: 0.999959
- ADMET unknown AlogP98: 0.0
- ADMET AlogP98: 2.35
- ADMET PSA 2D: 20.815
2D/3D Properties
- Number of atoms: 9
- Molecular formula: C8H16O
- Molecular composition: C: 0.749, H: 0.126, O: 0.125
- Molecular mass: 128.12 g/mol
- Energy: 2.25 Kcal/M
- AlogP: 2.35
- LogD: 2.35
- Molecular Solubilty: -2.324
- 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: 0
- Surface area(SA): 171.32 A^2
- Molecular SASA(Solvent accessible SA): 345.162 A^2
- Radius of gyration: 1.6154700000000002 A
- Molecular 3D SASA: 312.666 A^2
Consumption
- Consumption: 0.67 lb
- Individual intake: 0.00000056 mg/kg/day
- Trade association guidelines: 1.347 mg.
- IOFI: Nature Identical
Specifications
- Specifications: (JECFA, 1998); Appearance; Colorless liquid; Refractive index; 1.445–1.451 (20°C); Assay (min); 90%; Specific gravity; 0.840–860 (20°C); Boiling point; 95°C (25 mmHg)
Reported Uses
- Reported uses (ppm): (FEMA, 1994)
-
Food category usual/max:
Food category Usual (ppm) Max (ppm) Alcoholic beverages 2.50 15.00 Hard candy 5.00 25.00 Baked goods 5.00 15.00 Jams, jellies 0.50 10.00 Breakfast cereals 5.00 15.00 Milk products 1.00 10.00 Chewing gum 15.00 25.00 Nonalcoholic beverages 1.50 10.00 Confection, frosting 2.50 10.00 Nut products 0.50 5.00 Frozen dairy 2.50 15.00 Reconstituted vegetables 0.10 1.00 Fruit ices 5.00 20.00 Snack foods 10.00 30.00 Fruit juices 0.50 5.00 Soft candy 5.00 15.00 Gelatins, puddings 5.00 20.00 Sweet sauce 0.50 5.00
Physical-Chemical Characteristics
- Empirical formula / MW: C8H16O/128.21CH3OH
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.