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25,26-Dihydroxyvitamin D3

CAS# 29261-12-9

25,26-Dihydroxyvitamin D3

Catalog No. BCC4201----Order now to get a substantial discount!

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Chemical structure

25,26-Dihydroxyvitamin D3

3D structure

Chemical Properties of 25,26-Dihydroxyvitamin D3

Cas No. 29261-12-9 SDF Download SDF
PubChem ID 5364803 Appearance Powder
Formula C27H44O3 M.Wt 416.64
Type of Compound N/A Storage Desiccate at -20°C
Synonyms 25,26-Dihydroxycholecalciferol
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name 6-[(4E)-4-[(2E)-2-(5-hydroxy-2-methylidenecyclohexylidene)ethylidene]-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-1-yl]-2-methylheptane-1,2-diol
SMILES CC(CCCC(C)(CO)O)C1CCC2C1(CCCC2=CC=C3CC(CCC3=C)O)C
Standard InChIKey QOWCBCXATJITSI-OIEABDAFSA-N
Standard InChI InChI=1S/C27H44O3/c1-19-9-12-23(29)17-22(19)11-10-21-8-6-16-27(4)24(13-14-25(21)27)20(2)7-5-15-26(3,30)18-28/h10-11,20,23-25,28-30H,1,5-9,12-18H2,2-4H3/b21-10+,22-11+
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 25,26-Dihydroxyvitamin D3

Description25,26-Dihydroxyvitamin D3(25,26-dihydroxycholecalciferol) is a metabolite of vitamin D3 with intestinal calcium transport activity. IC50 value: Target: VD metabolite The biological activity of synthetic 24,25 and 25,26 diOHD3 was studied in vitamin D-deficient rats. The purpose of this study was to investigate the influence of small doses of both metabolites (0.125-0.250 mug) upon intestinal calcium transport and bone calcium mobilization. Both metabolites were able to increase calcium absorption in rats maintained on a calcium-deficient diet, but failed to do it in rats on a normal calcium diet. Bilateral nephrectomy suppressed this effect. The bone calcium mobilization of both derivatives was measured in vitamin D and calcium- or phosphorus-deprived rats after one intravenous dose. When serum calcium was initially low, 24,25 and 25,26 diOHD3 increased serum calcium moderately, but the increment was only significant with 24,25 diOHD3.

References:
[1]. DeLuca HF, et al. 25,26-dihydroxycholecalciferol, a metabolite of vitamin D3 with intestinal calcium transport activity. Biochemistry. 1970 Nov 24 9(24):4776-80. [2]. Miravet L, et al. The biological activity of synthetic 25,26-dihydroxycholecalciferol and 24,25-dihydroxycholecalciferol in vitamin D-deficient rats. Calcif Tissue Res. 1976 Dec 2 21(3):145-52. [3]. Fraher LJ, et al. Determination of circulating 25,26-dihydroxycholecalciferol in man by radioimmunoassay. Clin Sci (Lond). 1980 Oct 59(4):257-63.

25,26-Dihydroxyvitamin D3 Dilution Calculator

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25,26-Dihydroxyvitamin D3 Molarity Calculator

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Preparing Stock Solutions of 25,26-Dihydroxyvitamin D3

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.4002 mL 12.0008 mL 24.0015 mL 48.0031 mL 60.0038 mL
5 mM 0.48 mL 2.4002 mL 4.8003 mL 9.6006 mL 12.0008 mL
10 mM 0.24 mL 1.2001 mL 2.4002 mL 4.8003 mL 6.0004 mL
50 mM 0.048 mL 0.24 mL 0.48 mL 0.9601 mL 1.2001 mL
100 mM 0.024 mL 0.12 mL 0.24 mL 0.48 mL 0.6 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 25,26-Dihydroxyvitamin D3

25,26-Dihydroxyvitamin D3(25,26-dihydroxycholecalciferol) is a metabolite of vitamin D3 with intestinal calcium transport activity.

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References on 25,26-Dihydroxyvitamin D3

Natural 25,26-dihydroxyvitamin D3 is an epimeric mixture.[Pubmed:6577424]

Proc Natl Acad Sci U S A. 1983 Sep;80(17):5286-8.

Radiolabeled 25,26-Dihydroxyvitamin D3 was prepared in vitro by using chicken kidney homogenates and in vivo in rats from [23,24-3H]-25-hydroxyvitamin D3. These compounds were mixed with synthetic (25S)- and (25R)-25,26-Dihydroxyvitamin D3, converted to the corresponding (+)-alpha-methoxy-alpha-trifluoromethylphenylacetyl esters, and subjected to high-performance liquid chromatography that separates the derivatized epimers. The radiolabeled 25,26-Dihydroxyvitamin D3 derivatives were a 1:1 mixture of the 25S and 25R isomers. Similarly unlabeled 25,26-Dihydroxyvitamin D3 isolated from the plasma of rats given large amounts of vitamin D3 was shown to be a 1:1 mixture of the S and R isomers. Therefore, naturally occurring 25,26-Dihydroxyvitamin D3 is a mixture of the 25R and 25S isomers and not just the S isomer reported previously.

Measurement of 25-hydroxyvitamin D2, 25-hydroxyvitamin D3, 24,25-dihydroxyvitamin D2 and 25,26-dihydroxyvitamin D2 in a single plasma sample by mass fragmentography.[Pubmed:2543519]

Clin Chim Acta. 1989 Feb 28;180(2):157-68.

A specific and sensitive assay for the measurement of the concentration of 25-hydroxyvitamin D2, 25-hydroxyvitamin D3, 24,25-dihydroxyvitamin D2 and 25,26-dihydroxyvitamin D2 in a single plasma sample is described, using stable isotope dilution mass fragmentography. After addition of appropriate deuterium-labelled internal standards, plasma samples were treated with acetonitrile to precipitate protein, and vitamin D metabolites were extracted on prepacked microparticulate reverse-phase cartridges. Further purification was achieved using straight-phase cartridges and high-performance liquid chromatography. Gas chromatography-mass spectrometry was carried out after appropriate derivatisation of samples and standards. The method has been evaluated in terms of specificity, recovery of added standards, and reproducibility.

Administration of pharmacological amounts of 25(s),26-dihydroxyvitamin D3 reduces serum 1,25-dihydroxyvitamin D3 levels in rats.[Pubmed:3665840]

Endocrinology. 1987 Nov;121(5):1671-7.

Pharmacological amounts of 25(s),26-dihydroxyvitamin D3 were administered to normal, vitamin D-replete rats in order to assess its pharmacological activity. Treatment with 25(s),26-dihydroxyvitamin D3 (20 micrograms/day for 1 week) caused a marked and significant fall in the circulating concentration of 1,25-dihydroxyvitamin D (16 +/- 5 SEM vs. 28 +/- 4 pg/ml, P = 0.02). This reduction of 1,25-dihydroxyvitamin D was dependent on the dose of 25,26-Dihydroxyvitamin D3 administered since a 5 micrograms/day dosing regimen failed to alter serum 1,25-dihydroxyvitamin D levels. Despite the 25-66% reduction in circulating 1,25-dihydroxyvitamin D concentration produced by 25,26-Dihydroxyvitamin D3 therapy, serum calcium and intestinal calcium absorption remained normal. These results suggested that 25,26-dihydroxyvitamin D has a weak agonist action or that a further metabolite that stimulates bone calcium resorption and/or intestinal calcium absorption is formed. Rats predosed with 25,26-Dihydroxyvitamin D3 (20 micrograms/day) for 4 days and subsequently dosed with both 1,25-dihydroxyvitamin D3 (0.15 micrograms/day) and 25,26-Dihydroxyvitamin D3 for an additional 3 days, demonstrated serum 1,25-dihydroxyvitamin D levels significantly higher than that found for control rats (47 +/- 5 vs. 25 +/- 4 pg/ml, P less than 0.001) but significantly reduced from the value observed for rats receiving only 1,25-dihydroxyvitamin D3 (47 +/- 5 vs. 187 +/- 38 pg/ml, P less than 0.001). These results suggest that 25,26-Dihydroxyvitamin D3 has a previously unrecognized action in affecting the metabolism of 1,25-dihydroxyvitamin D3.

Description

25,26-Dihydroxyvitamin D3(25,26-dihydroxycholecalciferol) is a metabolite of vitamin D3 with intestinal calcium transport activity.

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