Ercalcidiol

Vitamin D2 metabolite,ligand of VDR-like receptors CAS# 21343-40-8

Ercalcidiol

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Chemical structure

Ercalcidiol

3D structure

Chemical Properties of Ercalcidiol

Cas No. 21343-40-8 SDF Download SDF
PubChem ID 5710148 Appearance Powder
Formula C28H44O2 M.Wt 412.66
Type of Compound N/A Storage Desiccate at -20°C
Synonyms 25-Hydroxyvitamin D2
Solubility DMSO : ≥ 100 mg/mL (242.34 mM)
*"≥" means soluble, but saturation unknown.
Chemical Name (1S,3Z)-3-[(2E)-2-[(1R,3aS,7aR)-1-[(E,2R,5S)-6-hydroxy-5,6-dimethylhept-3-en-2-yl]-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-4-methylidenecyclohexan-1-ol
SMILES CC(C=CC(C)C(C)(C)O)C1CCC2C1(CCCC2=CC=C3CC(CCC3=C)O)C
Standard InChIKey KJKIIUAXZGLUND-ICCVIKJNSA-N
Standard InChI InChI=1S/C28H44O2/c1-19-10-14-24(29)18-23(19)13-12-22-8-7-17-28(6)25(15-16-26(22)28)20(2)9-11-21(3)27(4,5)30/h9,11-13,20-21,24-26,29-30H,1,7-8,10,14-18H2,2-6H3/b11-9+,22-12+,23-13-/t20-,21+,24+,25-,26+,28-/m1/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.

Biological Activity of Ercalcidiol

DescriptionMetabolite of vitamin D2.

Ercalcidiol Dilution Calculator

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Ercalcidiol Molarity Calculator

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Preparing Stock Solutions of Ercalcidiol

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.4233 mL 12.1165 mL 24.233 mL 48.466 mL 60.5826 mL
5 mM 0.4847 mL 2.4233 mL 4.8466 mL 9.6932 mL 12.1165 mL
10 mM 0.2423 mL 1.2117 mL 2.4233 mL 4.8466 mL 6.0583 mL
50 mM 0.0485 mL 0.2423 mL 0.4847 mL 0.9693 mL 1.2117 mL
100 mM 0.0242 mL 0.1212 mL 0.2423 mL 0.4847 mL 0.6058 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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Background on Ercalcidiol

Ercalcidiol is a metabolite of vitamin D2 and is a VDR-like receptor [1].
Vitamin D is a group of fat-soluble secosteroids and plays an important role in enhancing intestinal absorption of calcium, iron, magnesium, phosphate and zinc. Ercalcidiol (25-hydroxy Vitamin D2) and 25-hydroxyergocalciferol (aka 25-hydroxyvitamin D2 — abbreviated 25(OH) D2) are vitamin D metabolites and Ercalcidiol is converted to 25-hydroxyergocalciferol in liver. Through measuring the level of Ercalcidiol and 25-hydroxyergocalciferol in serum can detect the person’s vitamin D status [2] [3].
Using isolated perfused rat kidney model, it was demonstrated that Ercalcidiol not only converted into 24, 25-dihydroxyvitamin D2 but also converted into two other new metabolites-24, 25, 28-trihydroxyvitamin D2 and 24, 25, 26-trihydroxyvitamin D2 [4]. When tested with male weanling rat model, it was demonstrated that either a protein deficiency or a total food restriction during the early postweaning period had no effect on the synthesis and transport of Ercalcidiol and 23, 25-dihydroxyvitamin D in plama [5].
References:
[1].    Jones, G., H.K. Schnoes, and H.F. DeLuca, An in vitro study of vitamin D2 hydroxylases in the chick. J Biol Chem, 1976. 251(1): p. 24-8.
[2].    Newman, M.S., et al., A liquid chromatography/tandem mass spectrometry method for determination of 25-hydroxy vitamin D2 and 25-hydroxy vitamin D3 in dried blood spots: a potential adjunct to diabetes and cardiometabolic risk screening. J Diabetes Sci Technol, 2009. 3(1): p. 156-62.
[3].    Thacher, T.D., et al., Comparison of metabolism of vitamins D2 and D3 in children with nutritional rickets. J Bone Miner Res, 2010. 25(9): p. 1988-95.
[4].   Reddy GS1, Tserng KY. 24, 25, 28-trihydroxyvitamin D2 and 24, 25, 26-trihydroxyvitamin D2: novel metabolites of vitamin D2.Biochemistry. 1990 Jan 30; 29(4):943-9.
[5].   Philbrick DJ, Hollis BW, Draper HH. Effects of protein deficiency on plasma levels of 25-hydroxyvitamin and 24, 25-dihydroxyvitamin D in the rat.
Am J Clin Nutr. 1980 Oct;33(10):2174-6.

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References on Ercalcidiol

Rapid automated high-performance liquid chromatographic assay for ercalcidiol and calcidiol (25-hydroxyvitamins D2 and D3) using trans-calcidiol as an ultraviolet-absorbing internal standard.[Pubmed:3495546]

J Chromatogr. 1987 Apr 10;415(2):305-16.

A system is described using high-performance liquid chromatography to separate and quantify, by spectrophotometry in a simple one-stage procedure, Ercalcidiol (25-hydroxyvitamin D2) and calcidiol (25-hydroxyvitamin D3). The novel feature of the method is the employment of an ultraviolet-absorbing internal standard to monitor recovery. This has the advantage of permitting total automation of the quantification by eliminating the need for radioactivity counting. The method gives results that compare well with those obtained in other systems and has particular application in clinical studies where rapid separate determination of Ercalcidiol and calcidiol is required.

An in vitro study of vitamin D2 hydroxylases in the chick.[Pubmed:1081537]

J Biol Chem. 1976 Jan 10;251(1):24-8.

An in vitro study of the liver 25-hydroxylation of vitamin D2 and the kidney 1- and 24-hydroxylations of 25-hydroxyvitamin D2 was undertaken in order to determine whether the discrimination against vitamin D2 seen in chicks in vivo is the result of a block of one or more of the steps in the activation of the vitamin D2 molecule. Vitamin D2 hydroxylation reactions in the chick are virtually identical with those observed with the vitamin D3 series. It is, therefore, concluded that the chick possesses the required enzymatic machinery to synthesize 1,25-dihydroxyvitamin D2 and that the discrimination must be because of some unknown metabolic reaction of the vitamin D2 compounds, to a defect in the transport of vitamin D2 metabolites, or to target organ discrimination.

Description

Ercalcidiol is a metabolite of vitamin D2, is regarded as an indicator of vitamin D nutritional status.

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