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(Z)-Tonghaosu

CAS# 4575-53-5

(Z)-Tonghaosu

2D Structure

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3D structure

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(Z)-Tonghaosu

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Chemical Properties of (Z)-Tonghaosu

Cas No. 4575-53-5 SDF Download SDF
PubChem ID 5352494 Appearance Oil
Formula C13H12O2 M.Wt 200.2
Type of Compound Miscellaneous Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name (2Z)-2-hexa-2,4-diynylidene-1,6-dioxaspiro[4.4]non-3-ene
SMILES CC#CC#CC=C1C=CC2(O1)CCCO2
Standard InChIKey WTRXKCNFPMTAJV-GHXNOFRVSA-N
Standard InChI InChI=1S/C13H12O2/c1-2-3-4-5-7-12-8-10-13(15-12)9-6-11-14-13/h7-8,10H,6,9,11H2,1H3/b12-7-
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 (Z)-Tonghaosu

The herbs of Glebionis coronaria

(Z)-Tonghaosu Dilution Calculator

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(Z)-Tonghaosu Molarity Calculator

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Preparing Stock Solutions of (Z)-Tonghaosu

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 4.995 mL 24.975 mL 49.95 mL 99.9001 mL 124.8751 mL
5 mM 0.999 mL 4.995 mL 9.99 mL 19.98 mL 24.975 mL
10 mM 0.4995 mL 2.4975 mL 4.995 mL 9.99 mL 12.4875 mL
50 mM 0.0999 mL 0.4995 mL 0.999 mL 1.998 mL 2.4975 mL
100 mM 0.05 mL 0.2498 mL 0.4995 mL 0.999 mL 1.2488 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 (Z)-Tonghaosu

B-ring-homo-tonghaosu, isolated from Chrysanthemum morifolium capitulum, acts as a peroxisome proliferator-activated receptor-gamma agonist.[Pubmed:30790129]

J Nat Med. 2019 Jun;73(3):497-503.

The capitula of Chrysanthemum morifolium and C. indicum are used to prepare Chrysanthemi Flos in traditional Japanese Kampo medicine. In our previous study, we reported on the agonistic effect of methanol extract of C. indicum capitulum on peroxisome proliferator-activated receptor (PPAR)-gamma. We further isolated (E)-tonghaosu from C. indicum capitulum as one of the active ingredients. In the present study, we aimed to evaluate the PPAR-gamma agonistic activity of a methanol extract of C. morifolium capitulum (MCM) in which (E)-tonghaosu could not be detected. MCM exhibited PPAR-gamma agonistic activity in a concentration-dependent manner, and at a dose of 100 microg/ml, it showed similar activity to pioglitazone (30 microM), a standard PPAR-gamma agonist. Through activity-guided fractionation, we isolated two geometric isomers, (E)- (1) and (Z)-B-ring-homo-tonghaosu (2), as the active ingredients of MCM. Both compounds exerted concentration-dependent PPAR-gamma agonistic effects, and 1 had higher activity than 2. At 1.4 microM, 1 had similar activity to pioglitazone (30 microM), which was achieved by 2 at a concentration of 140 microM. Thus, 1 has the potential to become a lead compound for the drug discovery of PPAR-gamma agonists. We compared the activities and the contents of (E)-, (Z)-Tonghaosu, 1, and 2 among 13 commercial samples of Chrysanthemi Flos, including those derived from both C. morifolium and C. indicum. Their PPAR-gamma agonistic activities were not related to the contents of these compounds. 1 and 2 were detected in the samples derived from both species but (E)- and (Z)-Tonghaosu were not detected in the samples derived from C. morifolium; hence (E)- and (Z)-Tonghaosu can serve as marker compounds to identify the capitula of C. indicum in Chrysanthemi Flos samples.

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