1-(4-hydroxy-3-methoxyphenyl)dec-4-en-3-one

• ChemBase ID: 156470
• Molecular Formular: C17H24O3
• Molecular Mass: 276.37066
• Monoisotopic Mass: 276.17254463
• SMILES: CCCCC/C=C/C(=O)CCc1ccc(c(c1)OC)O
• Canonical SMILES: CCCCC/C=C/C(=O)CCc1ccc(c(c1)OC)O
• InChI: InChI=1S/C17H24O3/c1-3-4-5-6-7-8-15(18)11-9-14-10-12-16(19)17(13-14)20-2/h7-8,10,12-13,19H,3-6,9,11H2,1-2H3
• InChIKey: OQWKEEOHDMUXEO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(4-hydroxy-3-methoxyphenyl)dec-4-en-3-one; (4E)-1-(4-hydroxy-3-methoxyphenyl)dec-4-en-3-one
• IUPAC Traditional name: shogaol
• Synonyms: 1-(4-Hydroxy-3-methoxyphenyl)-4-decen-3-one; [6]-Shogaol; Shogaol; [6]-Shogaol; 1-(4-羟基-3-甲氧基苯基)癸-4-烯-3-酮; [6]-姜烯酚

Database IDs

• CAS Number: 555-66-8
• MDL Number: MFCD01736094
• Beilstein Number: 2056098
• PubChem SID: 162250608
• PubChem CID: 5281794

CALCULATED PROPERTIES

• Acid pKa: 9.945867
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 4.845139
• LogD (pH = 7.4): 4.8439283
• Log P: 4.8451543
• Molar Refractivity: 82.687 cm^3
• Polarizability: 31.698158 Å^3
• Polar Surface Area: 46.53 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• German water hazard class: 3
• GHS Hazard statements: H413
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥90.0% (HPLC)
• Grade: analytical standard
• Shelf Life: (limited shelf life, expiry date on the label)
• Empirical Formula (Hill Notation): C17H24O3

DETAILS

Toronto Research Chemicals - S357800

[6]-Shogaol 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 pr

REFERENCES

• Suekawa, M. et al.: J. Pharm-Dyn., 7, 836 (1984)
• Yoshikawa, M. et al.: Chem. Pharmac. Bull., 40, 2239 (1984)