ChemicalBook--->CAS DataBase List--->199798-84-0

199798-84-0

199798-84-0 Structure

199798-84-0 Structure
IdentificationBack Directory
[Name]

ELOCALCITOL
[CAS]

199798-84-0
[Synonyms]

BXL 628
Ro 26-9228
ELOCALCITOL
Ellocalciferol
(1R,3E,5S)-3-[(2E)-2-[(3aS,7aS)-1-[(E,2S)-6-ethyl-6-hydroxyoct-4-en-2-yl]-7a-methyl-3a,5,6,7-tetrahydro-3H-inden-4-ylidene]ethylidene]-5-fluoro-4-methylidenecyclohexan-1-ol
Cyclohexanol, 3-[(2E)-2-[(3aS,7aS)-1-[(1S,3E)-5-ethyl-5-hydroxy-1-methyl-3-hepten-1-yl]-3,3a,5,6,7,7a-hexahydro-7a-methyl-4H-inden-4-ylidene]ethylidene]-5-fluoro-4-methylene-, (1R,3Z,5S)-
[Molecular Formula]

C29H43FO2
[MDL Number]

MFCD09954119
[MOL File]

199798-84-0.mol
[Molecular Weight]

442.65
Chemical PropertiesBack Directory
[Boiling point ]

568.3±50.0 °C(Predicted)
[density ]

1.05±0.1 g/cm3(Predicted)
[storage temp. ]

Store at -20°C
[solubility ]

Ethanol:20.0(Max Conc. mg/mL);45.18(Max Conc. mM)
[form ]

A crystalline solid
[pka]

14.04±0.40(Predicted)
[color ]

White to off-white
[Optical Rotation]

[α]/D +97 to +107°, c =c=1 in methanol
[InChIKey]

LRLWXBHFPGSUOX-GJQYOBCGSA-N
[SMILES]

F[C@H]1C[C@@H](C\C(=C\C=C2\[C@H]3[C@](CCC\2)(C(=CC3)[C@H](C\C=C\C(O)(CC)CC)C)C)\C1=C)O
Safety DataBack Directory
[WGK Germany ]

WGK 3
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Description]

BXL-628 is an analog of vitamin D3 that has diverse biological activities. It increases death of androgen-stimulated human benign prostatic hyperplasia (BPH) cells via induction of apoptosis in a dose-dependent manner. In vivo, BXL-628 completely inhibits androgen-stimulated prostate overgrowth in a rat model of BPH. It reduces expression of IL-13 and IgE/mast cell-derived protease 1 (MMCP1) and decreases edema and leukocyte infiltration in the bladder wall in a mouse model of allergen-induced interstitial cystitis. BXL-628 also reduces the number of adherent endometrial stromal cells and decreases the total weight of endometrial lesions in a mouse model of endometriosis. Formulations containing BXL-628 are under clinical investigation for the treatment of BPH.
[Uses]

Elocalcitol (BXL-628) is a selective, orally active vitamin D receptor (VDR) agonist. Elocalcitol shows anti-inflammatory activity. Elocalcitol inhibits growth of prostate cancer cells[1][2].
[References]

[1] Mariani M, et al. The selective vitamin D receptor agonist, elocalcitol, reduces endometriosis development in a mouse model by inhibiting peritoneal inflammation. Hum Reprod. 2012 Jul;27(7):2010-9. DOI:10.1093/humrep/des150
[2] Marchiani S, et al. The vitamin D analogue BXL-628 inhibits growth factor-stimulated proliferation and invasion of DU145 prostate cancer cells. J Cancer Res Clin Oncol. 2006 Jun;132(6):408-16. DOI:10.1007/s00432-006-0086-8
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