4-Methoxybenzoic Acid
| Molecular & Flavor Profile | |
|---|---|
| Common name: | 4-Methoxybenzoic Acid |
| IUPAC name: | 4-methoxybenzoic acid |
| SMILES: | COC1=CC=C(C=C1)C(=O)O |
| CAS: | 100-09-4, 1335-08-6, 73424-02-9 |
| Flavor Profile: | putrid, sweet, faint, cadaverous |
| FEMA Flavor Profile: | Savory |
| FEMA Number: | 3945 |
| Taste: | Not Available |
| Odor: | Not Available |
| Functional Groups: | ether, alkyl aryl ether, carboxylic acid derivative, carboxylic acid, aromatic compound |
Physicochemical Properties
- Molecular weight: 152.149 g/mol
- HBD count: 1
- HBA count: 3
- Number of rotatable bonds: 2
- Complexity: 136.0
- Topological Polor Surface Area: 46.5 A^2
- Monoisotopic Mass: 152.047 g/mol
- Exact Mass: 152.047 g/mol
- XlogP: 2.0
- 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: 0
- Defined Bond Stereocenter Count: 0
- Undefined Bond Stereocenter Count: 0
- Isotope Atom Count: 0
- Covalently Bonded Unit Count: 1
- InChI: InChI=1S/C8H8O3/c1-11-7-4-2-6(3-5-7)8(9)10/h2-5H,1H3,(H,9,10)
- Volume 3D: 118.6
Nomenclature
- Common name: 4-Methoxybenzoic Acid
- IUPAC name: 4-methoxybenzoic acid
- CAS numbers: 100-09-4, 1335-08-6, 73424-02-9
- SMILES: COC1=CC=C(C=C1)C(=O)O
- InChI: InChI=1S/C8H8O3/c1-11-7-4-2-6(3-5-7)8(9)10/h2-5H,1H3,(H,9,10)
- FlavorDB/FEMA name: 4-METHOXYBENZOIC ACID
- Synonyms: 4-Anisic acid; Benzoic acid, 4-methoxy-; Draconic acid; p-Methoxybenzoic acid
- FL number: 8.071
- CoE number: 10077
- EINECS number: 202-818-5
- JECFA number: 883
Description
- Flavor profile: putrid, sweet, faint, cadaverous
- FooDB flavor profile: putrid, sweet, faint, cadaverous
- FEMA flavor profile: Savory
- Functional groups: ether, alkyl aryl ether, carboxylic acid derivative, carboxylic acid, aromatic compound
- Bitter compound: No
- Source description: 4-Methoxybenzoic acid is practically odorless
Regulatory Status
- JECFA status: Acceptable; no safety concern at current levels of intake when used as a flavoring agent (2001)
Composition
- Molecular formula: C8H8O3
- Molecular composition: C: 0.632, H: 0.053, O: 0.315
- Number of atoms: 11
ADMET Properties
- ADMET Solubility: -1.569
- ADMET Solubility Level: 4.0
- ADMET BBB: -0.452
- ADMET BBB Level: 2.0
- ADMET EXT Hepatotoxic: -2.82658
- ADMET EXT Hepatotoxic prediction md: True
- ADMET EXT Hepatotoxic applicability: All properties and OPS components are within expected ranges.
- ADMET EXT Hepatotoxic applicability md: 9.36563
- ADMET EXT Hepatotoxic applicability mdpvalue: 0.285152
- ADMET Absorption Level: 0.0
- ADMET EXT PPB: -1.16091
- ADMET EXT PPB prediction: True
- ADMET EXT PPB applicability: All properties and OPS components are within expected ranges.
- ADMET EXT PPB applicability md: 9.12272
- ADMET EXT PPB applicability mdpvalue: 0.994508
- ADMET unknown AlogP98: 0.0
- ADMET AlogP98: 1.443
- ADMET PSA 2D: 47.04600000000001
2D/3D Properties
- Number of atoms: 11
- Molecular formula: C8H8O3
- Molecular composition: C: 0.632, H: 0.053, O: 0.315
- Molecular mass: 152.047 g/mol
- Energy: 15.25 Kcal/M
- AlogP: 1.443
- LogD: -0.017
- Molecular Solubilty: -1.607
- pKa: 4.47
- Number of aromatic bonds: 6
- Number of aromatic rings: 1
- Number of H acceptor: 3
- Number of H acceptor lipinski: 3
- Number of H donor: 1
- Number of H donor lipinski: 1
- Number of H bonds: 0
- Number of rings: 1
- Surface area(SA): 163.17 A^2
- Molecular SASA(Solvent accessible SA): 318.846 A^2
- Radius of gyration: 2.06509 A
- Molecular 3D SASA: 305.877 A^2
Consumption
- Trade association guidelines: 0.47880 mg
Specifications
- Specifications: (JECFA, 2008); Appearance; White crystals; Melting point; 184°C; Assay (min); 98% by acid-base titration; Solubility; Soluble in boiling water and organic ; solvents; freely soluble in ethanol; Boiling point; 275–280°C
Reported Uses
- Reported uses (ppm): (FEMA, 2000)
-
Food category usual/max:
Food category Usual (ppm) Max (ppm) Baked goods 2.50 5.00 Nonalcoholic beverages 0.50 1.00 Frozen dairy 1.00 3.00 Soft candy 3.00 6.00 Gelatins, puddings 2.00 4.00
Physical-Chemical Characteristics
- Empirical formula / MW: C8H8O3/152.15OHOOCH3
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.