Hedychenone

CAS# 56324-54-0

Hedychenone

2D Structure

Catalog No. BCN5753----Order now to get a substantial discount!

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Quality Control of Hedychenone

3D structure

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Hedychenone

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Chemical Properties of Hedychenone

Cas No. 56324-54-0 SDF Download SDF
PubChem ID 12067184 Appearance Powder
Formula C20H26O2 M.Wt 298.4
Type of Compound Diterpenoids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name (4S,4aR,8aS)-4-[(E)-2-(furan-3-yl)ethenyl]-3,4a,8,8-tetramethyl-5,6,7,8a-tetrahydro-4H-naphthalen-1-one
SMILES CC1=CC(=O)C2C(CCCC2(C1C=CC3=COC=C3)C)(C)C
Standard InChIKey MXTCKNHXBBXULO-ZJDHVTHPSA-N
Standard InChI InChI=1S/C20H26O2/c1-14-12-17(21)18-19(2,3)9-5-10-20(18,4)16(14)7-6-15-8-11-22-13-15/h6-8,11-13,16,18H,5,9-10H2,1-4H3/b7-6+/t16-,18-,20+/m0/s1
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.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Source of Hedychenone

The rhizome of Hedychium coronarium Koen

Biological Activity of Hedychenone

DescriptionHedychenone has anti-inflammatory activity, it also shows potent in vitro cytotoxic activity against cancerous cells.
TargetsImmunology & Inflammation related
In vitro

Synthesis, cytotoxic activity and structure-activity relationships of hedychenone analogues.[Pubmed: 20303755]

Bioorg Med Chem Lett. 2010 Apr 15;20(8):2525-8.

Hedychenone, a plant-derived labdane diterpenoid, showed potent in vitro cytotoxic activity against cancerous cells.
METHODS AND RESULTS:
In the present study, a series of analogues have been synthesized by modification of the furanoid ring, double bond and the vinylic methyl functionality of this natural product lead and evaluated for their cytotoxic activities against human cancer cell lines. The structures of the target compounds were established by IR, (1)H NMR and mass spectral analysis. Majority of the analogues displayed potent activity than the parent compound, Hedychenone.
CONCLUSIONS:
Preliminary structure-activity relationship studies indicated that furanoid ring has a greater impact on cytotoxicity than that of the decalone nucleus. However, dimerization through C-8 significantly enhanced the cytotoxic activity of the Hedychenone.

Protocol of Hedychenone

Structure Identification
Journal of Planar Chromatography - Modern TLC, 2007 , 20 (1) :73-74.

A new, convenient method for quantitative analysis of hedychenone, an anti-inflammatory compound in the rhizomes of Hedychium spicatum (Buch-Hem)[Reference: WebLink]

Plants of the Hedychium genus are perennial rhizomatus plants belonging to the Zingiberaceae family. Extracts of Zingiberacaea have long been used in traditional medicine.
METHODS AND RESULTS:
A simple, precise, and convenient HPTLC method has been established for analysis of Hedychenone, the major marker compound extracted from the rhizomes of Hedychium spicatum (Buch-Hem). Chromatography was performed on silica gel 60F 254 plates with ethyl acetate-hexane, 20 + 80 ( v/v ), as mobile phase. Detection and quantification were performed densitometrically at λ max = 254 nm with Hedychenone as external standard.
CONCLUSIONS:
The method is characterized by high sensitivity and linearity over a wide range of concentrations.

Hedychenone Dilution Calculator

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Hedychenone Molarity Calculator

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Preparing Stock Solutions of Hedychenone

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.3512 mL 16.756 mL 33.5121 mL 67.0241 mL 83.7802 mL
5 mM 0.6702 mL 3.3512 mL 6.7024 mL 13.4048 mL 16.756 mL
10 mM 0.3351 mL 1.6756 mL 3.3512 mL 6.7024 mL 8.378 mL
50 mM 0.067 mL 0.3351 mL 0.6702 mL 1.3405 mL 1.6756 mL
100 mM 0.0335 mL 0.1676 mL 0.3351 mL 0.6702 mL 0.8378 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.

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References on Hedychenone

Synthesis, cytotoxic activity and structure-activity relationships of hedychenone analogues.[Pubmed:20303755]

Bioorg Med Chem Lett. 2010 Apr 15;20(8):2525-8.

Hedychenone, a plant-derived labdane diterpenoid, showed potent in vitro cytotoxic activity against cancerous cells. In the present study, a series of analogues have been synthesized by modification of the furanoid ring, double bond and the vinylic methyl functionality of this natural product lead and evaluated for their cytotoxic activities against human cancer cell lines. The structures of the target compounds were established by IR, (1)H NMR and mass spectral analysis. Majority of the analogues displayed potent activity than the parent compound, Hedychenone. Preliminary structure-activity relationship studies indicated that furanoid ring has a greater impact on cytotoxicity than that of the decalone nucleus. However, dimerization through C-8 significantly enhanced the cytotoxic activity of the Hedychenone.

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