trans-2-Decenal
| Molecular & Flavor Profile | |
|---|---|
| Common name: | trans-2-Decenal |
| IUPAC name: | (E)-dec-2-enal |
| SMILES: | CCCCCCCC=CC=O |
| CAS: | 3913-81-3, 25447-70-5, 3913-71-1 |
| Flavor Profile: | orange, coriander, rose, tallow, waxy, oily, fatty, earthy, floral, aldehydic, mushroom, green |
| FEMA Flavor Profile: | Fat , Fish , Orange |
| FEMA Number: | 2366 |
| Taste: | Not Available |
| Odor: | Not Available |
| Functional Groups: | carbonyl compound, aldehyde, alkene |
Physicochemical Properties
- Molecular weight: 154.253 g/mol
- HBD count: 0
- HBA count: 1
- Number of rotatable bonds: 7
- Complexity: 105.0
- Topological Polor Surface Area: 17.1 A^2
- Monoisotopic Mass: 154.136 g/mol
- Exact Mass: 154.136 g/mol
- XlogP: 3.7
- Charge: 0 C(coulomb)
- Heavy Atom Count: 11
- 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/C10H18O/c1-2-3-4-5-6-7-8-9-10-11/h8-10H,2-7H2,1H3/b9-8+
- Volume 3D: 141.8
Nomenclature
- Common name: trans-2-Decenal
- IUPAC name: (E)-dec-2-enal
- CAS numbers: 3913-81-3, 25447-70-5, 3913-71-1
- SMILES: CCCCCCCC=CC=O
- InChI: InChI=1S/C10H18O/c1-2-3-4-5-6-7-8-9-10-11/h8-10H,2-7H2,1H3/b9-8+
- FlavorDB/FEMA name: 2-DECENAL
- Synonyms: 2-Decen-1-al; Decenaldehyde; Decylenic aldehyde; 3-Heptylacrolein; trans-2-Decenal (Natural)a
- FL number: 5.076
- NAS number: 2366
- CoE number: 2009
- EINECS number: 223-472-1223-474-2a
- JECFA number: 1349
Description
- Flavor profile: orange, coriander, rose, tallow, waxy, oily, fatty, earthy, floral, aldehydic, mushroom, green
- FooDB flavor profile: orange, coriander, rose, tallow, waxy, oily, fatty, earthy, floral, aldehydic, mushroom, green
- FEMA flavor profile: Fat, Fish, Orange
- Functional groups: carbonyl compound, aldehyde, alkene
- Bitter compound: No
- Source description: 2-Decanal has a powerful waxy, orange aroma
Regulatory Status
- CoE status: 10 ppm
- 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: waxy, fatty, earthy, coriander, green, mushroom, aldehy-dic with a chicken and pork fat nuance
- Taste threshold values: Taste characteristics at 1.0 ppm; waxy, fatty, earthy, coriander, mushroom, green with a pork fat nuance
Natural Occurence
- Occurrence summary: Naturally occurring; Reported in 28 FlavorDB source entities
- Source entity count: 28
- Representative sources: Butter, Orange Oil, Kiwifruit, Orange, Bilberry, Blackberry, Cranberry, Lingonberry, Mushroom, Coriander
- Documented natural occurrence: Reported found in bitter orange peel, blackberry, ginger, butter, mushroom, kiwi, bacon fat, roast beef, beef fat, heated beef fat, bilberries, carrot root, boiled chicken, chicken broth, cranberry press residue, ham, lingonberry, orange, heated pork fat, potato chip, soy bean, boiled mutton, tea, roasted filberts, roasted peanuts and coriander leaf
Composition
- Molecular formula: C10H18O
- Molecular composition: C: 0.779, H: 0.118, O: 0.104
- Number of atoms: 11
ADMET Properties
- ADMET Solubility: -3.178
- ADMET Solubility Level: 3.0
- ADMET BBB: 0.7020000000000001
- ADMET BBB Level: 0.0
- ADMET EXT Hepatotoxic: -12.9259
- ADMET EXT Hepatotoxic prediction md: False
- ADMET EXT Hepatotoxic applicability: All properties and OPS components are within expected ranges.
- ADMET EXT Hepatotoxic applicability md: 9.959539999999999
- ADMET EXT Hepatotoxic applicability mdpvalue: 0.0981537
- ADMET Absorption Level: 0.0
- ADMET EXT PPB: -0.421333
- ADMET EXT PPB prediction: True
- ADMET EXT PPB applicability: All properties and OPS components are within expected ranges.
- ADMET EXT PPB applicability md: 9.24503
- ADMET EXT PPB applicability mdpvalue: 0.9910459999999999
- ADMET unknown AlogP98: 0.0
- ADMET AlogP98: 3.654
- ADMET PSA 2D: 17.3
2D/3D Properties
- Number of atoms: 11
- Molecular formula: C10H18O
- Molecular composition: C: 0.779, H: 0.118, O: 0.104
- Molecular mass: 154.136 g/mol
- Energy: 4.56 Kcal/M
- AlogP: 3.654
- LogD: 3.654
- Molecular Solubilty: -3.7769999999999997
- 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: 0
- Surface area(SA): 200.39 A^2
- Molecular SASA(Solvent accessible SA): 387.93199999999996 A^2
- Radius of gyration: 1.92583 A
- Molecular 3D SASA: 365.918 A^2
Consumption
- Consumption: 200.00 lb
- Individual intake: 0.0001694 mg/kg/day
- Trade association guidelines: 5.074 mg
- IOFI: Natural
Specifications
- Specifications: (JECFA, 2008); Acid value (max); 10.0; Refractive index; 1.452–1.458 (20°C); Appearance; Colorless to slightly yellow liquid; Solubility; Insoluble in water; soluble in most ; fixed oils; Assay (min); 92% (sum of cis/trans isomers); Specific gravity; 0.836–0.846 (25°C); Boiling point; 229°C
Reported Uses
- Reported uses (ppm): (FEMA, 1994)
-
Food category usual/max:
Food category Usual (ppm) Max (ppm) Alcoholic beverages 1.00 3.00 Gelatins, puddings 30.00 35.50 Baked goods 25.40 28.60 Nonalcoholic beverages 4.94 7.46 Frozen dairy 14.20 18.34 Soft candy 11.59 19.80
Synthesis
- Synthesis: By reaction of octanal and ethyl vinyl ether and subsequent hydrolysis
Physical-Chemical Characteristics
- Empirical formula / MW: C10H18O/154.25
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.