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SML2395

Sigma-Aldrich

Elocalcitol

≥98% (HPLC)

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Synonym(s):
(1R,3Z,5S)-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-methylenecyclohexanol, BXL 628, BXL-628, Ro 26-9228
Empirical Formula (Hill Notation):
C29H43FO2
CAS Number:
199798-84-0
Molecular Weight:
442.65
MDL number:
MFCD09954119
UNSPSC Code:
12352200

Assay

≥98% (HPLC)

form

powder

optical activity

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

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

−20°C

InChI

1S/C29H43FO2/c1-6-29(32,7-2)17-8-10-20(3)25-14-15-26-22(11-9-16-28(25,26)5)12-13-23-18-24(31)19-27(30)21(23)4/h8,12-14,17,20,24,26-27,31-32H,4,6-7,9-11,15-16,18-19H2,1-3,5H3/b17-8+,22-12+,23-13-/t20-,24+,26-,27-,28+/m0/s1

InChI key

LRLWXBHFPGSUOX-GJQYOBCGSA-N

Biochem/physiol Actions

Elocalcitol (BX-L628) is an analog of Vitamin D3 that acts as an agonist at vitamin D VDR receptors. It has been shown to inhibit prostate cell growth and RhoA/Rho-kinase signaling. Elocalcitol (BXL-628) downregulated the expression of active RhoA and ROCK activity induced by high glucose and was shown to have renal protective effects.
Elocalcitol is a Vitamin D receptor (VDR) agonist and is an analog of calcitriol. Elocalcitol possesses anti-inflammatory and anti- proliferative properties. It regulates cell apoptosis and cell proliferation by binding to Vitamin D receptors (VDR). It shows a therapeutic effect on people suffering from Benign prostatic hyperplasia (BPH) and lower urinary tract symptoms (LUTS).

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Cristina Antinozzi et al.
The Journal of steroid biochemistry and molecular biology, 167, 169-181 (2017-01-04)
Vitamin D plays a pivotal role to maintain skeletal muscle integrity and health. Vitamin D deficiency characterizes inflammatory myopathy (IM) and diabetes, often overlapping diseases involving skeletal muscle damage. Vitamin D receptor (VDR) agonists likely exert beneficial effects in both
Elocalcitol, a vitamin D3 analog for the potential treatment of benign prostatic hyperplasia, overactive bladder and male infertility.
Tiwari A.
IDrugs : The Investigational Drugs Journal, 12(6), 381-393 (2012)
Wei Zhang et al.
Experimental and therapeutic medicine, 13(5), 1969-1976 (2017-06-02)
It has previously been reported that 1,25-(OH)2D3 inhibits high glucose-induced epithelial-to-mesenchymal transition (EMT) in HK-2 cells. However, the mechanism of this renoprotective action remains unclear. Elocalcitol (BXL-628), a vitamin D analog, has been suggested to be effective on the RhoA/Rho
Elocalcitol (BXL-628): a novel, investigational therapy for the therapeutic management of benign prostatic hyperplasia
Tiwari A.
Expert Opinion on Investigational Drugs, 17(5), 819-824 (2008)
The selective vitamin D receptor agonist, elocalcitol, reduces endometriosis development in a mouse model by inhibiting peritoneal inflammation
Mariani M, et al.
Human Reproduction, 27(7), 2010-2019 (2012)
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