Methyl 2-nonenoate
| Molecular & Flavor Profile | |
|---|---|
| Common name: | Methyl 2-nonenoate |
| IUPAC name: | methyl (E)-non-2-enoate |
| SMILES: | CCCCCCC=CC(=O)OC |
| CAS: | 37822-76-7, 14952-06-8, 111-79-5 |
| Flavor Profile: | Not Available |
| FEMA Flavor Profile: | Green |
| FEMA Number: | 2725 |
| Taste: | Not Available |
| Odor: | Not Available |
| Functional Groups: | carboxylic acid derivative, carboxylic acid ester, alkene |
External IDs
| PubChem ID: | 5368076 |
|---|---|
| FooDB ID: | NA |
| SuperSweet ID: | NA |
| BitterDB ID: | NA |
Entities that contain Methyl 2-nonenoate
- Origin of this compound is unknown
Physicochemical Properties
- Molecular weight: 170.252 g/mol
- HBD count: 0
- HBA count: 2
- Number of rotatable bonds: 7
- Complexity: 139.0
- Topological Polor Surface Area: 26.3 A^2
- Monoisotopic Mass: 170.131 g/mol
- Exact Mass: 170.131 g/mol
- XlogP: 3.5
- 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: 1
- Defined Bond Stereocenter Count: 1
- Undefined Bond Stereocenter Count: 0
- Isotope Atom Count: 0
- Covalently Bonded Unit Count: 1
- InChI: InChI=1S/C10H18O2/c1-3-4-5-6-7-8-9-10(11)12-2/h8-9H,3-7H2,1-2H3/b9-8+
- Volume 3D: 149.8
Nomenclature
- Common name: Methyl 2-nonenoate
- IUPAC name: methyl (E)-non-2-enoate
- CAS numbers: 37822-76-7, 14952-06-8, 111-79-5
- SMILES: CCCCCCC=CC(=O)OC
- InChI: InChI=1S/C10H18O2/c1-3-4-5-6-7-8-9-10(11)12-2/h8-9H,3-7H2,1-2H3/b9-8+
- FlavorDB/FEMA name: METHYL-2-NONENOATE
- Synonyms: 2-Nonenoic acid, methyl ester; Neofolione
- FL number: 9.234
- NAS number: 2725
- CoE number: 2099
- EINECS number: 203-908-7
- JECFA number: 1813
Description
- FEMA flavor profile: Green
- Functional groups: carboxylic acid derivative, carboxylic acid ester, alkene
- Bitter compound: No
- Source description: Methyl-2-nonenoate has a characteristic green, violet-like odor
Regulatory Status
- CoE status: 21 CFR 172.515
Aroma/Taste Threshold Values
- Taste threshold values: Taste characteristics at 5 ppm; green, waxy, oily, fruity, watermelon rind, pear- and apple-like
Natural Occurence
- Occurrence summary: No curated occurrence record
- Source entity count: 0
- Documented natural occurrence: No data found
Composition
- Molecular formula: C10H18O2
- Molecular composition: C: 0.705, H: 0.107, O: 0.188
- Number of atoms: 12
ADMET Properties
- ADMET Solubility: -3.0669999999999997
- ADMET Solubility Level: 3.0
- ADMET BBB: 0.48200000000000004
- ADMET BBB Level: 1.0
- ADMET EXT Hepatotoxic: -10.1536
- ADMET EXT Hepatotoxic prediction md: False
- ADMET EXT Hepatotoxic applicability: All properties and OPS components are within expected ranges.
- ADMET EXT Hepatotoxic applicability md: 12.0492
- ADMET EXT Hepatotoxic applicability mdpvalue: 0.000132123
- ADMET Absorption Level: 0.0
- ADMET EXT PPB: -0.136346
- ADMET EXT PPB prediction: True
- ADMET EXT PPB applicability: All properties and OPS components are within expected ranges.
- ADMET EXT PPB applicability md: 11.0811
- ADMET EXT PPB applicability mdpvalue: 0.44466700000000003
- ADMET unknown AlogP98: 0.0
- ADMET AlogP98: 3.4010000000000002
- 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: 3.14 Kcal/M
- AlogP: 3.4019999999999997
- LogD: 3.4019999999999997
- Molecular Solubilty: -3.363
- 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: 0
- Surface area(SA): 217.7 A^2
- Molecular SASA(Solvent accessible SA): 397.086 A^2
- Radius of gyration: 1.8940000000000001 A
- Molecular 3D SASA: 362.305 A^2
Consumption
- Consumption: 26.67 lb
- Individual intake: 0.00002259 mg/kg/day
- Trade association guidelines: 6.002536 mg
- IOFI: Nature Identical
Specifications
- Specifications: (JECFA, 2008); Appearance; Colorless or light-yellow liquid; Refractive index; 1.440–1.447 (20°C); Assay (min); 95%; Solubility; Insoluble in water; soluble in non-; polar solvents and ethanol; Boiling point; 114–115 (21 mmHg); Specific gravity; 0.893–0.900 (20°C)
Reported Uses
- Reported uses (ppm): (FEMA, 1994)
-
Food category usual/max:
Food category Usual (ppm) Max (ppm) Baked goods 24.70 41.00 Hard candy 7.47 7.47 Frozen dairy 33.00 38.00 Nonalcoholic beverages 10.07 11.07 Gelatins, puddings 31.25 33.15 Soft candy 13.73 13.73
Synthesis
- Synthesis: Obtained in quantitative yields by treating methyl β-chlorocaproate with sodium acetate, or by dehydrogenating the cor-responding saturated ester
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.