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1,7-Bis(4-hydroxyphenyl)hept-1-en-3-one

1,7-Bis(4-hydroxyphenyl)hept-1-en-3-one

Catalog No. BCN1629
Size Price Stock
20mg $298 In stock
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Quality Control of 1,7-Bis(4-hydroxyphenyl)hept-1-en-3-one

Chemical structure

1,7-Bis(4-hydroxyphenyl)hept-1-en-3-one

Biological Activity of 1,7-Bis(4-hydroxyphenyl)hept-1-en-3-one

Reference standards.

1,7-Bis(4-hydroxyphenyl)hept-1-en-3-one Dilution Calculator

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Chemical Properties of 1,7-Bis(4-hydroxyphenyl)hept-1-en-3-one

Cas No. 1083200-79-6 SDF Download SDF
Chemical Name (E)-1,7-bis(4-hydroxyphenyl)hept-1-en-3-one
SMILES C1=CC(=CC=C1CCCCC(=O)C=CC2=CC=C(C=C2)O)O
Standard InChIKey IHZRLGRBBLFVBQ-JXMROGBWSA-N
Standard InChI InChI=1S/C19H20O3/c20-17(10-7-16-8-13-19(22)14-9-16)4-2-1-3-15-5-11-18(21)12-6-15/h5-14,21-22H,1-4H2/b10-7+
Type of Compound Phenols Appearance Yellow powder
Formula C19H20O3 M.Wt 296.4
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other courier with RT , or blue ice upon request.

Preparing Stock Solutions of 1,7-Bis(4-hydroxyphenyl)hept-1-en-3-one

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.3738 mL 16.8691 mL 33.7382 mL 67.4764 mL 84.3455 mL
5 mM 0.6748 mL 3.3738 mL 6.7476 mL 13.4953 mL 16.8691 mL
10 mM 0.3374 mL 1.6869 mL 3.3738 mL 6.7476 mL 8.4345 mL
50 mM 0.0675 mL 0.3374 mL 0.6748 mL 1.3495 mL 1.6869 mL
100 mM 0.0337 mL 0.1687 mL 0.3374 mL 0.6748 mL 0.8435 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

Preparation of 1,7-Bis(4-hydroxyphenyl)hept-1-en-3-one

This product is isolated and purified from the roots of Alpinia galanga

References on 1,7-Bis(4-hydroxyphenyl)hept-1-en-3-one

Synthesis of natural and non-natural curcuminoids and their neuroprotective activity against glutamate-induced oxidative stress in HT-22 cells.[Pubmed: 25313922]


A strategy for the synthesis of natural and non-natural 5-deoxy-6,7-dihydrocurcuminoids (diarylheptanoids) was developed for the preparation of 14 compounds with varying aromatic substituent patterns and a different functionality in the aliphatic seven-carbon chain. The in vitro protective activity against glutamate-induced neuronal cell death was examined in the murine hippocampal cell line HT-22 to find structural motifs responsible for neuroprotective effects in vitro. Among the tested compounds the ferulic acid-like unit, present in the structures of (E)-1,7-bis(4-hydroxy-3-methoxyphenyl)hept-1-en-3-one (5) and (E)-1-(4-hydroxy-3-methoxyphenyl)-7-(4-hydroxyphenyl)hept-1-en-3-one (7), appeared to be an important feature for protection against glutamate-induced neurotoxicity. Both compounds demonstrated significant neuroprotective activity in a concentration range between 1 and 25 μM without showing toxic effects in a cytotoxicity assay with HT-22 cells. Furthermore, (E)-1,7-bis(3,4-dihydroxyphenyl)hept-1-en-3-one (9), exhibiting a caffeic acid-like structural motif, displayed a neuroprotective activity at a nontoxic concentration of 25 μM. In contrast, (1E,6E)-1,7-bis(3,4-dihydroxyphenyl)hepta-1,6-diene-3,5-dione (4, di-O-demethylcurcumin) showed mainly cytotoxic effects. A corresponding single-ring analogue that contains the ferulic acid-like unit as an enone was not active.



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