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Ercalcitriol (RO-17-6218 or 1,25-dihydroxyvitamin D2, 1α,25-Dihydroxy Vitamin D2) is the active metabolite and circulating form of vitamin D2, produced by the kidney's 25-hydroxyvitamin D-hydroxylase and the liver's 25-hydroxylase. 1,25-dihydroxyvitamin D2 binds to the vitamin D receptor (VDR), activating it to interact with the retinoid X receptor (RXR) and form the VDR/RXR/cofactor complex, which controls transcription of genes.
Physicochemical Properties
| Molecular Formula | C28H44O3 |
| Molecular Weight | 428.64716 |
| Exact Mass | 428.329 |
| Elemental Analysis | C, 78.46; H, 10.35; O, 11.20 |
| CAS # | 60133-18-8 |
| Related CAS # | Ercalcitriol-13C,d3 |
| PubChem CID | 9547243 |
| Appearance | White to off-white solid powder |
| Density | 1.1±0.1 g/cm3 |
| Boiling Point | 577.7±50.0 °C at 760 mmHg |
| Flash Point | 242.5±24.7 °C |
| Vapour Pressure | 0.0±3.6 mmHg at 25°C |
| Index of Refraction | 1.554 |
| LogP | 6.15 |
| Hydrogen Bond Donor Count | 3 |
| Hydrogen Bond Acceptor Count | 3 |
| Rotatable Bond Count | 5 |
| Heavy Atom Count | 31 |
| Complexity | 758 |
| Defined Atom Stereocenter Count | 7 |
| SMILES | C=C1[C@H](C[C@@H](C/C1=C/C=C2[C@]3([C@@](C)([C@H](CC3)[C@@H](/C=C/[C@@H](C(C)(O)C)C)C)CCC/2)[H])O)O |
| InChi Key | ZGLHBRQAEXKACO-XJRQOBMKSA-N |
| InChi Code | InChI=1S/C28H44O3/c1-18(9-10-19(2)27(4,5)31)24-13-14-25-21(8-7-15-28(24,25)6)11-12-22-16-23(29)17-26(30)20(22)3/h9-12,18-19,23-26,29-31H,3,7-8,13-17H2,1-2,4-6H3/b10-9+,21-11+,22-12-/t18-,19+,23-,24-,25+,26+,28-/m1/s1 |
| Chemical Name | (1R,3S,5Z)-5-[(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-methylidenecyclohexane-1,3-diol |
| Synonyms | RO-17-6218; RO17-6218; RO 17-6218; Ercalcitriol; 1,25-Dihydroxyvitamin D2; 1,25-Dihydroxycalciferol; 1,25-Dihydroxyergocalciferol |
| HS Tariff Code | 2934.99.9001 |
| Storage |
Powder-20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month Note: (1). This product requires protection from light (avoid light exposure) during transportation and storage.(2). Please store this product in a sealed and protected environment (e.g. under nitrogen), avoid exposure to moisture.(3). This product is not stable in solution, please use freshly prepared working solution for optimal results. |
| Shipping Condition | Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs) |
Biological Activity
| Targets | Human Endogenous Metabolite |
| References |
[1]. A sensitive radioimmunoassay using a monoclonal antibody that is equipotent for ercalcitriol and calcitriol (1,25-dihydroxy vitamin D2 and D3).Clin Chim Acta. 1990 Oct 15;190(3):199-209. |
| Additional Infomation |
1alpha,25-dihydroxyvitamin D2 is a hydroxycalciol that is vitamin D2 bearing additional hydroxy substituents at positions 1alpha and 25. It has a role as a bone density conservation agent, a human xenobiotic metabolite and a nutraceutical. It is a hydroxycalciol, a seco-ergostane and a vitamin D. It is functionally related to a vitamin D2. See also: 1,25-Dihydroxyergocalciferol (annotation moved to). |
Solubility Data
| Solubility (In Vitro) | DMSO: ~100 mg/mL (~233.3 mM) |
| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 2.5 mg/mL (5.83 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL. Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution. Solubility in Formulation 2: ≥ 2.5 mg/mL (5.83 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly. Preparation of 20% SBE-β-CD in Saline (4°C，1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution. Solubility in Formulation 3: ≥ 2.5 mg/mL (5.83 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly. (Please use freshly prepared in vivo formulations for optimal results.) |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 2.3329 mL | 11.6645 mL | 23.3291 mL | |
| 5 mM | 0.4666 mL | 2.3329 mL | 4.6658 mL | |
| 10 mM | 0.2333 mL | 1.1665 mL | 2.3329 mL |