| Identification | Back Directory | [Name]
1-(4-hydroxy-3-methoxyphenyl)decan-5-one | [CAS]
27113-22-0 | [Synonyms]
Parado
PARADOL
5-Paradol
6-paradol
Ccris 8519
Brn 1984119
[6]-Gingerone
6-Paradol 98%
PARADOL PARADOL
Einecs 248-228-1
6-Paradol 50% 98%
Paradol, 6-Paradol
13C,2H3]-6-Paradol
High Purity Paradol
6-Paradol 50% and 98%
[6]-GINGERONE; [6]-PARADOL
1- (4-hydroxy-3-methoxyphenyl) decyl -5-
1-(4-hydroxy-3-methoxyphenyl)decan-5-one
1-(3-Methoxy-4-hydroxyphenyl)-3-decanone
1-(4-Hydroxy-3-methoxyphenyl)decan-3-one
1-(4-Hydroxy-3-methoxyphenyl)-3-decanone
3-Decanone, 1-(4-hydroxy-3-methoxyphenyl)-
Heptyl 4-hydroxy-3-methoxyphenethyl ketone
[6]-Paradol / 6-Paradol / Paradol / [6]-Gingerone
TIANFU CHEM---1-(4-hydroxy-3-methoxyphenyl)decan-5-one
1-(4-hydroxy-3-methoxyphenyl)decan-5-one Basic information | [EINECS(EC#)]
248-228-1 | [Molecular Formula]
C17H26O3 | [MDL Number]
MFCD01736103 | [MOL File]
27113-22-0.mol | [Molecular Weight]
278.387 |
| Chemical Properties | Back Directory | [Boiling point ]
406.4±30.0 °C(Predicted) | [density ]
1.0690 g/cm3 | [FEMA ]
4665 | 1-(4-HYDROXY-3-METHOXYPHENYL)DECAN-3-ONE | [refractive index ]
1.5232 (589.3 nm 20℃) | [storage temp. ]
Sealed in dry,Room Temperature | [solubility ]
Chloroform (Slightly), Methanol (Slightly) | [form ]
Solid | [pka]
10.02±0.20(Predicted) | [color ]
White to Brown | [Odor]
spicy herbal | [Odor Type]
spicy | [JECFA Number]
2021 | [InChI]
InChI=1S/C17H26O3/c1-3-4-5-6-7-8-15(18)11-9-14-10-12-16(19)17(13-14)20-2/h10,12-13,19H,3-9,11H2,1-2H3 | [InChIKey]
CZNLTCTYLMYLHL-UHFFFAOYSA-N | [SMILES]
C(C1=CC=C(O)C(OC)=C1)CC(=O)CCCCCCC | [LogP]
3.83 |
| Hazard Information | Back Directory | [Uses]
Paradol is a Gingerol related compound from ginger with antioxidant activity and cancer preventive properties. | [Definition]
ChEBI: [6]-Paradol is a member of phenols, a ketone and a monomethoxybenzene. | [Synthesis]
Under nitrogen protection, 16 g of sodium metal, 3.5 g of anhydrous sodium acetate and 110 g of tetrahydrofuran were added to the reaction flask and stirred at room temperature. A solution consisting of 50 g of olefinic intermediate and 200 g of ethanol was slowly added dropwise and the dropwise process was completed in about 2 hours. The reaction was then heated and refluxed, and the progress of the reaction was monitored by thin layer chromatography (unfolding agent ratio petroleum ether: dichloroethane = 3:2). After the complete disappearance of the raw material, the reaction was continued for 3.5 hours. The reaction was stopped, 10 g of activated carbon was added and refluxing was continued for 0.5 hours. The reaction mixture was filtered and concentrated under reduced pressure to remove the solvent. The residue was washed with water, layered and dehydrated to give a light yellow oily product. The purity of the product was 98% and the yield was 94%. | [in vivo]
Administration of Paradol (6-paradol) (10 mg/kg) clearly reduces the number of Iba1-positive cells 1 and 3 days after the challenge. Moreover, Paradol dramatically reduces the number of Iba1-postive cells in periischemic regions even after 3 days following M/R challenge[3]. Paradol (6-paradol) exhibits the strongest anti-inflammatory effect of several paradol compounds in lipopolysaccharide-stimulated BV2 microglia derived from a mouse brain, including 2-, 4-, 6-, 8-, and 10-paradol. Furthermore, Paradol shows the strongest pungency of all of the known paradol analogues. Paradol also shows the highest contact time at the antiobesity site of action on the basis of the results shown for the absorption of the metabolites in this study[4]. | [target]
Antifection | [IC 50]
COX-2 | [References]
[1] Patent: CN106866393, 2017, A. Location in patent: Paragraph 0045; 0046; 0047; 0048
[2] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1972, p. 3001 - 3006 |
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