2-Cyclohexylethyl acetate
| Molecular & Flavor Profile | |
|---|---|
| Common name: | 2-Cyclohexylethyl acetate |
| IUPAC name: | 2-cyclohexylethyl acetate |
| SMILES: | CC(=O)OCCC1CCCCC1 |
| CAS: | 21722-83-8 |
| Flavor Profile: | mint, rose, green, plant, raspberry, plastic |
| FEMA Flavor Profile: | Floral |
| FEMA Number: | 2348 |
| Taste: | Not Available |
| Odor: | Not Available |
| Functional Groups: | carboxylic acid derivative, carboxylic acid ester |
Physicochemical Properties
- Molecular weight: 170.252 g/mol
- HBD count: 0
- HBA count: 2
- Number of rotatable bonds: 4
- Complexity: 137.0
- Topological Polor Surface Area: 26.3 A^2
- Monoisotopic Mass: 170.131 g/mol
- Exact Mass: 170.131 g/mol
- XlogP: 3.2
- Charge: 0 C(coulomb)
- Heavy Atom Count: 12
- Atom Stereocenter Count: 0
- Defined Atom Stereocenter Count: 0
- Undefined Atom Stereocenter Count: 0
- 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/c1-9(11)12-8-7-10-5-3-2-4-6-10/h10H,2-8H2,1H3
- Volume 3D: 142.1
Nomenclature
- Common name: 2-Cyclohexylethyl acetate
- IUPAC name: 2-cyclohexylethyl acetate
- CAS numbers: 21722-83-8
- SMILES: CC(=O)OCCC1CCCCC1
- InChI: InChI=1S/C10H18O2/c1-9(11)12-8-7-10-5-3-2-4-6-10/h10H,2-8H2,1H3
- FlavorDB/FEMA name: CYCLOHEXANEETHYL ACETATE
- Synonyms: Acetic acid, cyclohexylethyl ester; Cyclohexane ethyl acetate; Cyclohexaneethyl acetate; Cyclohexylethyl acetate; 2-Cyclohexylethyl acetate; Ethylcyclohexyl acetate
- FL number: 9.028
- NAS number: 2348
- CoE number: 218
- EINECS number: 244-543-3
- JECFA number: 964
Description
- Flavor profile: mint, rose, green, plant, raspberry, plastic
- FooDB flavor profile: mint, rose, green, plant, raspberry, plastic
- FEMA flavor profile: Floral
- Functional groups: carboxylic acid derivative, carboxylic acid ester
- Bitter compound: No
- Source description: Cyclohexaneethyl acetate has a powerful, sweet-fruity odor of considerable tenacity
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 (2002)
Natural Occurence
- Occurrence summary: Naturally occurring; Reported in 2 FlavorDB source entities
- Source entity count: 2
- Representative sources: Beli, Passionfruit
- Documented natural occurrence: Reported found in beli (Aegle marmelos Correa) and passion fruit juice
Composition
- Molecular formula: C10H18O2
- Molecular composition: C: 0.705, H: 0.107, O: 0.188
- Number of atoms: 12
ADMET Properties
- ADMET Solubility: -2.8489999999999998
- ADMET Solubility Level: 3.0
- ADMET BBB: 0.23399999999999999
- ADMET BBB Level: 1.0
- ADMET EXT Hepatotoxic: -12.3856
- ADMET EXT Hepatotoxic prediction md: False
- ADMET EXT Hepatotoxic applicability: All properties and OPS components are within expected ranges.
- ADMET EXT Hepatotoxic applicability md: 6.69477
- ADMET EXT Hepatotoxic applicability mdpvalue: 0.998925
- ADMET Absorption Level: 0.0
- ADMET EXT PPB: -3.36789
- ADMET EXT PPB prediction: False
- ADMET EXT PPB applicability: All properties and OPS components are within expected ranges.
- ADMET EXT PPB applicability md: 8.48577
- ADMET EXT PPB applicability mdpvalue: 0.9997469999999999
- ADMET unknown AlogP98: 0.0
- ADMET AlogP98: 2.5980000000000003
- ADMET PSA 2D: 26.23
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: 10.04 Kcal/M
- AlogP: 2.5980000000000003
- LogD: 2.5980000000000003
- Molecular Solubilty: -2.878
- 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: 0
- Number of H donor lipinski: 0
- Number of H bonds: 0
- Number of rings: 1
- Surface area(SA): 197.11 A^2
- Molecular SASA(Solvent accessible SA): 379.74699999999996 A^2
- Radius of gyration: 1.7516599999999998 A
- Molecular 3D SASA: 343.575 A^2
Consumption
- Consumption: <1.00lb
- Individual intake: 0.00000621 mg/kg/day
- Trade association guidelines: 1.546 mg
Specifications
- Specifications: (JECFA, 2008); Acid value (max); 1.0; Refractive index; 1.442–1.450 (20°C); Appearance; Colorless oily liquid; Solubility; Insoluble in water; soluble in oils; ; miscible in ethanol at room ; temperature; Assay (min); 98%; Specific gravity; 0.945–0.948 (25°C); Boiling point; 211°C (766 mmHg)
Reported Uses
- Reported uses (ppm): (FEMA, 1994)
-
Food category usual/max:
Food category Usual (ppm) Max (ppm) Baked goods 10.00 25.00 Nonalcoholic beverages 1.20 2.70 Frozen dairy 1.50 4.00 Soft candy 1.80 7.00
Synthesis
- Synthesis: From the corresponding alcohol by acetylation with sodium acetate in acetic acid solution
Physical-Chemical Characteristics
- Empirical formula / MW: C10H18O2/170.25
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.