Hedragonic acid

CAS# 466-02-4

Hedragonic acid

Catalog No. BCN6911----Order now to get a substantial discount!

Product Name & Size Price Stock
Hedragonic acid: 5mg $799 In Stock
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Quality Control of Hedragonic acid

Number of papers citing our products

Chemical structure

Hedragonic acid

3D structure

Chemical Properties of Hedragonic acid

Cas No. 466-02-4 SDF Download SDF
PubChem ID 125114857 Appearance Powder
Formula C29H44O3 M.Wt 440.66
Type of Compound Triterpenoids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name (4aS,6aR,6aS,6bR,8aS,9S,12aS,14bS)-2,2,6a,6b,9,12a-hexamethyl-10-oxo-1,3,4,5,6,6a,7,8,8a,9,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
SMILES CC1C2CCC3(C(C2(CCC1=O)C)CC=C4C3(CCC5(C4CC(CC5)(C)C)C(=O)O)C)C
Standard InChIKey USBFNWRNJYBPQP-QUHUENHGSA-N
Standard InChI InChI=1S/C29H44O3/c1-18-19-9-12-28(6)23(26(19,4)11-10-22(18)30)8-7-20-21-17-25(2,3)13-15-29(21,24(31)32)16-14-27(20,28)5/h7,18-19,21,23H,8-17H2,1-6H3,(H,31,32)/t18-,19-,21-,23+,26-,27+,28+,29-/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 Hedragonic acid

The resins of Dryobalanops aromatica.

Biological Activity of Hedragonic acid

DescriptionHedragonic acid is a natural product from Dryobalanops aromatica.

Protocol of Hedragonic acid

Structure Identification
Phytochemistry, 1972, 11(5):1771-80.

Structures of triterpenes from Dryobalanops aromatica.[Reference: WebLink]


METHODS AND RESULTS:
Further constituents of Dryobalanops aromatica resin include oleanolic acid acetate, Hedragonic acid, and dryobalanonoloic acid, shown to be 20(S)-20-hydroxydammar-24-en-3-on-21-oic acid. Also isolated (in the form of 3,23-O-isopropylidene derivatives) were methyl 11-oxoasiatate and dryobalanolide, shown to be 2α,3β,23-trihydroxyursa-11-en-13β,28-olide.
CONCLUSIONS:
The structural and possible biogenetic relationship between the 17 triterpenes so far isolated from the resin is discussed.

Hedragonic acid Dilution Calculator

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Hedragonic acid Molarity Calculator

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Preparing Stock Solutions of Hedragonic acid

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.2693 mL 11.3466 mL 22.6932 mL 45.3865 mL 56.7331 mL
5 mM 0.4539 mL 2.2693 mL 4.5386 mL 9.0773 mL 11.3466 mL
10 mM 0.2269 mL 1.1347 mL 2.2693 mL 4.5386 mL 5.6733 mL
50 mM 0.0454 mL 0.2269 mL 0.4539 mL 0.9077 mL 1.1347 mL
100 mM 0.0227 mL 0.1135 mL 0.2269 mL 0.4539 mL 0.5673 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 Hedragonic acid

Identification of an Oleanane-Type Triterpene Hedragonic Acid as a Novel Farnesoid X Receptor Ligand with Liver Protective Effects and Anti-inflammatory Activity.[Pubmed:29162643]

Mol Pharmacol. 2018 Feb;93(2):63-72.

Farnesoid X receptor (FXR) and G-protein-coupled bile acid receptor 1 (GPBAR1) are two important bile acid (BA) receptors. As non-BAs drug template for GPBAR1, none of the natural oleanane-type triterpenes have been reported as FXR ligands, despite FXR and GPBAR1 having similar binding pockets for BAs. Here, we report the natural triterpene Hedragonic acid that has been isolated from the stem and root of Celastrus orbiculatus Thunb. (COT) as an effective agonist for FXR. Both biochemical amplified luminescent proximity homogeneous assay and cell-based reporter assays showed that Hedragonic acid regulated the transcriptional activity of FXR. Circular dichroism spectroscopy further suggested the conformational changes of FXR upon the binding of Hedragonic acid. Interestingly, the crystal structure of Hedragonic acid-bound FXR revealed a unique binding mode with Hedragonic acid occupying a novel binding pocket different from the classic binding position. The structural comparison between Hedragonic acid-bound FXR and oleanolic acid-bound GPBAR1 explained the molecular basis for the selectivity of oleanane-type triterpenes for FXR. Moreover, Hedragonic acid treatment protected mice from liver injury induced by acetaminophen overdose and decreased hepatic inflammatory responses in an FXR-dependent manner, suggesting that Hedragonic acid might be one of the major components of COT for its multifunctional pharmaceutical uses. In conclusion, our results provide novel structure templates for drug design based on natural triterpenes by targeting FXR and/or GPBAR1 with pharmaceutical values.

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