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22-Dehydroclerosterol glucoside

CAS# 143815-99-0

22-Dehydroclerosterol glucoside

2D Structure

Catalog No. BCN6243----Order now to get a substantial discount!

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3D structure

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22-Dehydroclerosterol glucoside

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Chemical Properties of 22-Dehydroclerosterol glucoside

Cas No. 143815-99-0 SDF Download SDF
PubChem ID 91895414 Appearance Powder
Formula C35H56O6 M.Wt 572.8
Type of Compound Steroids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name (2R,3R,4S,5S,6R)-2-[[(3S,8S,9S,10R,13R,14S,17R)-17-[(2R,3E,5S)-5-ethyl-6-methylhepta-3,6-dien-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES CCC(C=CC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)OC5C(C(C(C(O5)CO)O)O)O)C)C)C(=C)C
Standard InChIKey FDZUARYEPYKOOJ-LQTCTXRMSA-N
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 22-Dehydroclerosterol glucoside

The herbs of Clerodendrum japonicum

Biological Activity of 22-Dehydroclerosterol glucoside

Description22-Dehydroclerosterol, and cholesterol are sterol constituents.

Protocol of 22-Dehydroclerosterol glucoside

Structure Identification
Lipids, 2000, 35(3):279-288.

Biosynthesis of sterols and ecdysteroids in Ajuga hairy roots.[Reference: WebLink]

Hairy roots of Ajuga reptans var. atropurpurea produce clerosterol, 22-dehydroclerosterol(22-Dehydroclerosterol glucoside ), and cholesterol as sterol constituents, and 20-hydroxyecdysone, cyasterone, isocyasterone, and 29-norcyasterone as ecdysteroid constituents. To better understand the biosynthesis of these steroidal compounds, we carried out feeding studies of variously 2H- and 13C-labeled sterol substrates with Ajuga hairy roots. In this article, we review our studies in this field.
METHODS AND RESULTS:
Feeding of labeled desmosterols, 24-methylenecholesterol, and 13C2-acetate established the mechanism of the biosynthesis of the two C29-sterols and a newly accumulated codisterol, including the metabolic correlation of C-26 and C-27 methyl groups. In Ajuga hairy roots, 3α-, 4α-, and 4β-hydrogens of cholesterol were all retained at their original positions after conversion into 20-hydroxyecdysone, in contrast to the observations in a fern and an insect. Furthermore, the origin of 5β-H of 20-hydroxyecdysone was found to be C-6 hydrogen of cholesterol exclusively, which is inconsistent with the results in the fern and the insect. These data strongly support the intermediacy of 7-dehydrocholesterol 5α,6α-epoxide. Moreover, 7-dehydrocholesterol, 3β-hydroxy-5β-cholest-7-en-6-one (5β-ketol), and 3β,14α-dihydroxy-5β-cholest-7-en-6-one (5β-ketodiol) were converted into 20-hydroxyecdysone. Thus, the pathway cholesterol→7-dehydrocholesterol→7-dehydrocholesterol 5α,6α-epoxide→5β-ketol→5β-ketodiol is proposed for the early stages of 20-hydroxyecdysone biosynthesis. 3β-Hydroxy-5β-cholestan-6-one was also incorporated into 20-hydroxyecdysone, suggesting that the introduction of a 7-ene function is not necessarily next to cholesterol. C-25 Hydroxylation during 20-hydroxyecdysone biosynthesis was found to proceed with ca. 70% retention and 30% inversion.
CONCLUSIONS:
Finally, clerosterol was shown to be a precursor of cyasterone and isocyasterone.

22-Dehydroclerosterol glucoside Dilution Calculator

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22-Dehydroclerosterol glucoside Molarity Calculator

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Preparing Stock Solutions of 22-Dehydroclerosterol glucoside

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 1.7458 mL 8.7291 mL 17.4581 mL 34.9162 mL 43.6453 mL
5 mM 0.3492 mL 1.7458 mL 3.4916 mL 6.9832 mL 8.7291 mL
10 mM 0.1746 mL 0.8729 mL 1.7458 mL 3.4916 mL 4.3645 mL
50 mM 0.0349 mL 0.1746 mL 0.3492 mL 0.6983 mL 0.8729 mL
100 mM 0.0175 mL 0.0873 mL 0.1746 mL 0.3492 mL 0.4365 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 22-Dehydroclerosterol glucoside

Anthocyanin Cyanidin-3-Glucoside Attenuates Platelet Granule Release in Mice Fed High-Fat Diets.[Pubmed:28978870]

J Nutr Sci Vitaminol (Tokyo). 2017;63(4):237-243.

Platelet granule release is considered an important target for preventing and treating cardiovascular diseases (CVDs). Cyanidin-3-glucoside (Cy-3-g) is a predominant bioactive anthocyanin compound in many edible plants and has been reported to be protective against CVDs by attenuating platelet dysfunction. However, direct evidence of the action of Cy-3-g on platelet granule secretion in purified platelets from in vivo assays is still poor. In the present study, we demonstrated that dietary supplementation of purified Cy-3-g reduces serum lipid levels and facilitates down-regulation of the platelet granule release of substances such as P-selectin, CD40L, 5-HT, RANTES and TGF-beta1 in gel-filtered platelets, in addition to attenuating serum PF4 and beta-TG levels in mice fed high-fat diets. These results provide evidence that Cy-3-g protects against thrombosis and CVDs by inhibiting purified platelet granule release in vivo.

Effects of cyanidin 3-0-glucoside on cardiac structure and function in an animal model of myocardial infarction.[Pubmed:28990610]

Food Funct. 2017 Nov 15;8(11):4089-4099.

Cyanidin 3-0-glucoside (CG) is a polyphenol with potential health benefits. In this study, we investigated, for the first time, the cardioprotective effects of CG in an animal model of myocardial infarction (MI), a major cause of death worldwide. Sham and MI rats were administered CG (10 mg kg(-1) day(-1)) daily for one week prior to surgery, and 8 weeks post-surgery. Echocardiography was performed to assess cardiac structure and function at 4 and 8 weeks. At 4 weeks, MI rats had significantly lower body mass when compared to control rats, and CG administration significantly prevented this decrease. Four-week MI rats also showed significantly increased left ventricle dilation, end systolic and end diastolic volumes in comparison to controls, and CG significantly prevented these adverse changes. Ejection fraction was significantly lower in 4-week MI rats in comparison to controls, and CG had no effect on this parameter. At 8 weeks, body mass was significantly lower in MI rats when compared to control rats, and CG significantly prevented this decrease. At 8 weeks, MI rats showed a significant increase in left ventricle dilation and isovolumic relaxation time, while ejection fraction was significantly lower when compared to controls; these parameters were not altered by CG treatment. Eight-week MI rats had significantly higher level of oxidative stress in heart tissue in comparison to controls, and CG administration did not prevent this increase. In conclusion, administration of CG was able to significantly preserve body mass in both 4 and 8 weeks MI rats, as well as significantly prevent cardiac dilation in 4 weeks MI rats. However, CG was unable to sustain this cardioprotection, as cardiac structure and function were not significantly improved in 8 weeks MI rats.

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