Seocalcitol
Seocalcitol Basic information
- Product Name:
- Seocalcitol
- Synonyms:
-
- (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
- 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
- EB 1089,(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
- 1,3-Cyclohexanediol, 5-[(2E)-2-[(1R,3aS,7aR)-1-[(1R,2E,4E)-6-ethyl-6-hydroxy-1-methyl-2,4-octadien-1-yl]octahydro-7a-methyl-4H-inden-4-ylidene]ethylidene]-4-methylene-, (1R,3S,5Z)-
- (1R,3S,Z)-5-((E)-2-((1R,3aS,7aR)-1-((R,3E,5E)-7-Ethyl-7-hydroxynona-3,5-dien-2-yl)-7a-methylhexahydro-1H-inden-4(2H)-ylidene)ethylidene)-4-methylenecyclohexane-1,3-diol
- Theocalcitriol
- CAS:
- 134404-52-7
- MF:
- C30H46O3
- MW:
- 454.68
- Mol File:
- 134404-52-7.mol
Seocalcitol Chemical Properties
- Melting point:
- 123-125°
- Boiling point:
- 608.5±55.0 °C(Predicted)
- Density
- 1.06±0.1 g/cm3(Predicted)
- storage temp.
- Store at -20°C
- solubility
- Soluble in DMSO
- form
- solid
- pka
- 14.29±0.29(Predicted)
- color
- White
Seocalcitol Usage And Synthesis
Description
EB 1089 is a synthetic vitamin D analog that is 50-200 times more potent than calcitriol at inhibiting cell proliferation and differentiation, yet displays reduced calcemic activity compared to that of calcitriol. It has been shown to promote tumor regression in vitro by inducing apoptosis.
Uses
EB 1089 is an analogue of Calcitriol (C144500), which is a biologically active form of Vitamin D3 (1). It can be used in androgen receptor-targeted therapy research for breast cancer (2). EB 1089 exhibits anti-cancer properties.
in vivo
Seocalcitol (EB1089), a synthetic vitamin D analog, exhibits reduced hypercalcemic activity relative to 1,25(OH)2VD3. In another study, long-term intraperitoneal (IP) administration of Seocalcitol at a dose of 0.5 μg/kg body weight every other day in C3H/Sy mice exertes a very strong inhibitory effect on hepatocellular carcinoma (HCC) development[4]. Seocalcitol (EB 1089) is administered daily to postnatal rats from 4 to 12 days of age (P4 to P12) by intraperitoneal injection at either 0.38 or 1.25 μg/kg body weight (BW)/day. Only the highest dose of Seocalcitol (1.25 μg/kg BW) causes a significant reduction in weight gain when administered alone or in conjunction with Dexamethasone, all-trans retinoic acid (RA), or retinoic acid[5].
References
[1] C M HANSEN. Seocalcitol (EB 1089): a vitamin D analogue of anti-cancer potential. Background, design, synthesis, pre-clinical and clinical evaluation.[J]. Current pharmaceutical design, 2000, 6 7: 803-828. DOI: 10.2174/1381612003400371
[2] S Y JAMES. EB1089, a synthetic analogue of vitamin D, induces apoptosis in breast cancer cells in vivo and in vitro.[J]. British Journal of Pharmacology, 1998, 125 5: 953-962. DOI: 10.1038/sj.bjp.0702103
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Seocalcitol(134404-52-7)Related Product Information
- Vitamin D3
- (5R)-ethyl 5-((1R,3aS,7aR)-4-((E)-2-((3S,5R)-3,5-bis(tert-butyldiMethylsilyloxy)-2-Methylenecyclohexylidene)ethyl)-7a-Methyloctahydro-1H-inden-1-yl)hexanoate
- FALECALCITRIOL
- N,5-bis(4-chlorophenyl)-3-iMino-3,5-dihydrophenazin-2-aMine
- 5-(4-{2-[5-(tert-Butyl-dimethyl-silanyloxy)-2-methylene-cyclohexylidene]-ethylidene}-7a-methyl-octahydro-inden-1-yl)-hexanoic acid ethyl ester
- methylene calcitriol
- Paricalcitol
- Alfacalcidol
- ELOCALCITOL
- INECALCITOL
- Lexacalcitol
- Seocalcitol