134404-52-7

Basic information

• Product Name: Seocalcitol
• Synonyms: Seocalcitol;(1R,3S,5Z)-5-((2E)-((1R,3aS,7aR)-1-((1R,2E,4E)-6-Ethyl-6-hydroxy-1-methyl-2,4-octadienyl)octahydro-7a-methyl-4H-inden-4-ylidene)ethylidene)-4-methylene-1,3-cyclohexanediol;(1R,3S,5Z)-5-[(2E)-2-[(1R,3aS,7aR)-1-[(1R,2E,4E)-6-Ethyl-6-hydroxy-1-methyl-2,4-octadien-1-yl]-octahydro-7α-methyl-4H-inden-4-ylidene]ethylidene]-4-methylene-1,3-cyclohexanediol
• CAS NO: 134404-52-7
• Molecular Formula: C30H46O3
• Molecular Weight: 454.68
• Mol File: 134404-52-7.mol
• Article Data: 1

Chemical Properties

• Melting Point: 123-125°
• Boiling Point: 608.5 °C at 760 mmHg
• Flash Point: 252.3 °C
• Appearance: /
• Density: 1.06 g/cm³
• Vapor Pressure: 2.4E-17mmHg at 25°C
• Refractive Index: 1.56
• Storage Temp.: Store at -20°C
• Solubility: Soluble in DMSO
• PKA: 14.29±0.29(Predicted)
• CAS DataBase Reference: Seocalcitol(CAS DataBase Reference)
• NIST Chemistry Reference: Seocalcitol(134404-52-7)
• EPA Substance Registry System: Seocalcitol(134404-52-7)

Safety Data

• Hazardous Substances Data: 134404-52-7(Hazardous Substances Data)

Usage

Description

Seocalcitol, also known as EB 1089, is a synthetic vitamin D analog that is 50-200 times more potent than calcitriol in inhibiting cell proliferation and differentiation. It has reduced calcemic activity compared to calcitriol and has been shown to promote tumor regression in vitro by inducing apoptosis.

Uses

Used in Pharmaceutical Industry:
Seocalcitol is used as an active pharmaceutical ingredient for the development of drugs targeting cancer treatment. Its potent anti-cancer properties make it a promising candidate for the treatment of various malignancies.
Used in Cancer Research:
Seocalcitol is used as a research tool in androgen receptor-targeted therapy for breast cancer. Its ability to inhibit cell proliferation and induce apoptosis makes it a valuable compound for studying the mechanisms of cancer progression and developing novel therapeutic strategies.
Used in Drug Development:
Seocalcitol is used as a lead compound in the development of new drugs with improved efficacy and reduced side effects. Its potent anti-cancer activity and reduced calcemic activity make it an attractive candidate for the development of next-generation cancer therapies.

InChI:InChI=1/C30H46O3/c1-6-30(33,7-2)18-9-8-11-21(3)26-15-16-27-23(12-10-17-29(26,27)5)13-14-24-19-25(31)20-28(32)22(24)4/h8-9,11,13-14,18,21,25-28,31-33H,4,6-7,10,12,15-17,19-20H2,1-3,5H3/b11-8+,18-9+,23-13-,24-14+/t21-,25-,26-,27+,28+,29-/m1/s1

Related news

A non-calcemic sulfone version of the vitamin D3 analogue Seocalcitol (cas 134404-52-7) (EB 1089): chemical synthesis, biological evaluation and potency enhancement of the anticancer drug adriamycin08/04/2019

Novel side-chain diene sulfones 5, analogues of the natural hormone 1α,25-dihydroxyvitamin D3 (calcitriol, 1), were designed to incorporate some of the therapeutically most favorable structural features of the Leo Pharmaceutical Company's drug candidate diene EB 1089 (seocalcitol, 4) and o...detailed

Differential skeletal responses of hindlimb unloaded rats on a vitamin D-deficient diet to 1,25-dihydroxyvitamin D3 and its analog, Seocalcitol (cas 134404-52-7) (EB1089)08/03/2019

Conditions of disuse in bed rest patients, as well as microgravity experienced by astronauts are accompanied by reduced mechanical loading, reduced calcium absorption, and lower serum levels of 1,25(OH)2D3 (1,25-D), the active metabolite of vitamin D, all contributing to bone loss. To determine ...detailed

Bioavailability of Seocalcitol (cas 134404-52-7) I: Relating solubility in biorelevant media with oral bioavailability in rats—effect of medium and long chain triglycerides07/31/2019

Simulated intestinal media (SIM) containing bile salt (BS) and phospholipids (PL) with and without medium chain lipolytic products (MC-LP) or long chain lipolytic products (LC-LP) were developed to study the solubility of seocalcitol. Both MC-LP and LC-LP were studied in order to investigate the...detailed

MNU-induced mammary gland carcinogenesis: Chemopreventive and therapeutic effects of vitamin D and Seocalcitol (cas 134404-52-7) on selected regulatory vitamin D receptor pathways07/30/2019

The effects of administration of vitamin D3 and Seocalcitol on MNU-induced carcinogenesis of mammary gland in Sprague-Dawley rats have been investigated. Administration of both substances in a weekly dose of 7 μg/kg caused prolonged latency of mammary gland tumors. The latency of tumors was mar...detailed

Relevant articles and documents

Siaud calciferol method for the synthesis of

The invention discloses a synthesis method of seocalcitol. (S)-2-(IR,7AR)-4-(tert-butyldimethylsilyl ether)-7a-methyl-octahydro-1H-indene-1-yl) propionaldehyde and (E)-6-(diphenylphosphine)-3-ethylhexyl-4-alkene-3-alcohol are taken as raw materials and ar