![4-[3-Methoxy-4-[(tetrahydro-2H-pyran-2-yl)oxy]phenyl]-2-butanone](https://resource.bocsci.com/structure/223801-42-1.gif)
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| IUPAC Name: | 4-[3-methoxy-4-(oxan-2-yloxy)phenyl]butan-2-one |
| Description: | 4-[3-Methoxy-4-[(tetrahydro-2H-pyran-2-yl)oxy]phenyl]-2-butanone is an intermediate used in the synthesis of [6]-Shogaol (S357800), which is an aromatic constituent of ginger and the chain-dehydroxylated analog of [6]-Gingerol. [6]-Shogaol has activity very similar to [6]-Gingerol and produced an inhibition of spontaneous motor activity, antipyretic and analgesic effects, and prolonged hexobarbital-induced sleeping time. [6]-Shogaol also has potent antitussive activity and affected the cortical EEG. |
| Molecular Weight: | 278.34 |
| Molecular Formula: | C16H22O4 |
| Canonical SMILES: | CC(=O)CCC1=CC(=C(C=C1)OC2CCCCO2)OC |
| InChI: | InChI=1S/C16H22O4/c1-12(17)6-7-13-8-9-14(15(11-13)18-2)20-16-5-3-4-10-19-16/h8-9,11,16H,3-7,10H2,1-2H3 |
| InChI Key: | XYDOIKWKTCWOCM-UHFFFAOYSA-N |
| Solubility: | Dichloromethane; Ethyl Acetate; Methanol |
| Appearance: | Colorless Oil |
| References: | Suekawa, M. et al. J. Pharm-Dyn., 7, 836 (1984); Yoshikawa, M. et al. Chem. Pharmac. Bull., 40, 2239 (1992). |
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