Celery ketone
| Molecular & Flavor Profile | |
|---|---|
| Common name: | Celery ketone |
| IUPAC name: | 3-methyl-5-propylcyclohex-2-en-1-one |
| SMILES: | CCCC1CC(=CC(=O)C1)C |
| CAS: | 3720-16-9 |
| Flavor Profile: | green, cumin, fresh, celery |
| FEMA Flavor Profile: | Green |
| FEMA Number: | 3577 |
| Taste: | Not Available |
| Odor: | Not Available |
| Functional Groups: | carbonyl compound, ketone, alkene |
Entities that contain Celery ketone
- Origin of this compound is unknown
Physicochemical Properties
- Molecular weight: 152.237 g/mol
- HBD count: 0
- HBA count: 1
- Number of rotatable bonds: 2
- Complexity: 179.0
- Topological Polor Surface Area: 17.1 A^2
- Monoisotopic Mass: 152.12 g/mol
- Exact Mass: 152.12 g/mol
- XlogP: 2.3
- Charge: 0 C(coulomb)
- Heavy Atom Count: 11
- Atom Stereocenter Count: 1
- Defined Atom Stereocenter Count: 0
- Undefined Atom Stereocenter Count: 1
- 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/c1-3-4-9-5-8(2)6-10(11)7-9/h6,9H,3-5,7H2,1-2H3
- Volume 3D: 132.2
Nomenclature
- Common name: Celery ketone
- IUPAC name: 3-methyl-5-propylcyclohex-2-en-1-one
- CAS numbers: 3720-16-9
- SMILES: CCCC1CC(=CC(=O)C1)C
- InChI: InChI=1S/C10H16O/c1-3-4-9-5-8(2)6-10(11)7-9/h6,9H,3-5,7H2,1-2H3
- FlavorDB/FEMA name: 3-METHYL-5-PROPYL-2-CYCLOHEXEN-1-ONE
- Synonyms: “Celery ketone”; 2-Cyclohexen-1-one, 3-methyl-5-propyl-; 3-Methyl-5-propyl-2-cyclohexenone; 1-Methyl-5-n-propyl-1-cyclohexen-3-one; 3-Methyl-5-propylcyclohex-2-enone; 3-Methyl-5-propyl-2-cyclohexen-1-one
- FL number: 7.129
- NAS number: 3577
- EINECS number: 223-069-0
- JECFA number: 1113
Regulatory Status
- FDA status: 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: No curated occurrence record
- Source entity count: 0
- Documented natural occurrence: Not reported found in nature
Composition
- Molecular formula: C10H16O
- Molecular composition: C: 0.789, H: 0.106, O: 0.105
- Number of atoms: 11
ADMET Properties
- ADMET Solubility: -3.2960000000000003
- ADMET Solubility Level: 3.0
- ADMET BBB: 0.469
- ADMET BBB Level: 1.0
- ADMET EXT Hepatotoxic: -5.03341
- ADMET EXT Hepatotoxic prediction md: False
- ADMET EXT Hepatotoxic applicability: All properties and OPS components are within expected ranges.
- ADMET EXT Hepatotoxic applicability md: 9.00751
- ADMET EXT Hepatotoxic applicability mdpvalue: 0.45321300000000003
- ADMET Absorption Level: 0.0
- ADMET EXT PPB: -0.35811
- ADMET EXT PPB prediction: True
- ADMET EXT PPB applicability: All properties and OPS components are within expected ranges.
- ADMET EXT PPB applicability md: 9.73965
- ADMET EXT PPB applicability mdpvalue: 0.952427
- ADMET unknown AlogP98: 0.0
- ADMET AlogP98: 2.9010000000000002
- ADMET PSA 2D: 17.3
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: 5.82 Kcal/M
- AlogP: 2.9010000000000002
- LogD: 2.9010000000000002
- Molecular Solubilty: -2.448
- 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: 0
- Number of H donor lipinski: 0
- Number of H bonds: 0
- Number of rings: 1
- Surface area(SA): 183.46 A^2
- Molecular SASA(Solvent accessible SA): 349.061 A^2
- Radius of gyration: 1.46393 A
- Molecular 3D SASA: 320.02099999999996 A^2
Consumption
- Consumption: 5.00 lb
- Individual intake: 0.00000423 mg/kg/day
- Trade association guidelines: 1.753 mg
- IOFI: Artificial
Specifications
- Specifications: (JECFA, 2008); Appearance; Pale-yellow to colorless liquid; Refractive index; 1.481–1.486 (20°C); Assay (min); 95%; Solubility; Insoluble in water; soluble in ether ; and oils; miscible in ethanol at room ; temperature; Boiling point; 242–244°C; 122–123°C (12 mmHg); Specific gravity; 0.924–0.928 (25°C)
Reported Uses
- Reported uses (ppm): (FEMA, 1994)
-
Food category usual/max:
Food category Usual (ppm) Max (ppm) Baked goods 7.19 14.70 Meat products 4.47 9.34 Frozen dairy 2.50 6.50 Nonalcoholic beverages 2.74 5.87 Gelatins, puddings 2.00 4.00 Soft candy 4.50 10.50
Synthesis
- Synthesis: By condensation of butyric aldehyde with ethyl acetoacetate in the presence of diethylamine and subsequent saponifica-tion with a 10% KOH solution, or by condensation in the presence of piperdine in ethanol solution
Physical-Chemical Characteristics
- Empirical formula / MW: C10H16O/152.23
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.