×
![]()
Chemical Molecules
Molecule Details
| Molecule ID | MOL60 | ||
| Compound Name | vanillylacetone | ||
| ⤓Download 2D Structure File | ⤓Download 3D Structure File | View Structure Image |
Structure Image
|
Primary Details
| Compound Name | vanillylacetone |
| Synonym Name | Zingerone |
| CAS ID | 122-48-5 |
| IUPAC Name | 4-(4-hydroxy-3-methoxyphenyl)butan-2-one |
| Molecular Formula | C11H14O3 |
| Chemical Safety | |
| External Database ID |
31211 |
| Inchi | InChI=1S/C11H14O3/c1-8(12)3-4-9-5-6-10(13)11(7-9)14-2/h5-7,13H,3-4H2,1-2H3 |
| INCHI Key | OJYLAHXKWMRDGS-UHFFFAOYSA-N |
| Canonical SMILES | CC(=O)CCC1=CC(=C(C=C1)O)OC |
| Molecule Type | Natural |
| Group | Phytochemicals |
| Sub-Group 1 | - |
| Sub-Group 2 | - |
| Sub-Group 3 | - |
| Sub-Group 4 | - |
| Sub-Group 5 | - |
| Description |
Zingerone or vanillylacetone, the principal pungent compound found in ginger, is a methyl ketone characterized as 4-phenylbutan-2-one with methoxy and hydroxy groups at positions 3 and 4 on the phenyl ring, respectively. It serves various roles, including acting as an antioxidant, an anti-inflammatory agent, a radiation protective agent, an antiemetic, a flavoring agent, a fragrance, and a plant metabolite. This chemical compound belongs to the phenols, monomethoxybenzenes, and methyl ketones. |
Chemical & Physical Properties
| Molecular Weight | 194.23 g/mol |
| LogP (Octanol-Water) | 0.988 |
| Hydrogen Donor Count | 1 |
| Bond Acceptor Count | 3 |
| Rotable Bond Count | 4 |
| Topological Surface Area | 46.5 Ų |
| Heavy Atom Count | 14 |
| Melting Point | 40.5 °C |
| Boiling Point | 187-188 °C @ 14 mm Hg |
| Water Solubility | slightly soluble in water |
| Henry's Law Constant | Nil |
| pKa Dissociation Constant | Nil |
| Vapour Pressure | Nil |
| Molecule Density | 1.138-1.139 @ 25 °C |
| Molecule Stability | Nil |
| Kovats retention Index | Standard polar: 2786, 2786, 2779, 2790, 2826, 2779, 2751, 2829, 2829, 2829, 2771 |
| Physical Description |
|
Spectra Information
Biological Activities
| Activity Name | anti-diabetic activity |
| Molecule Target | IL1-β IL-2, IL-6, TNF-α |
| Comment |
|
| References |
|