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134404-52-7

中文名稱 西奧骨化醇
英文名稱 Seocalcitol
CAS 134404-52-7
分子式 C30H46O3
分子量 454.68
MOL 文件 134404-52-7.mol
更新日期 2026/07/16 08:22:01
134404-52-7 結(jié)構(gòu)式 134404-52-7 結(jié)構(gòu)式

基本信息

中文別名
西奧骨化醇
英文別名
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
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)-
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
所屬類別
分析化學:藥典標準品和雜質(zhì)標準品

物理化學性質(zhì)

熔點123-125°
沸點608.5±55.0 °C(Predicted)
密度1.06±0.1 g/cm3(Predicted)
儲存條件-20°C儲存
溶解度溶于二甲基亞砜
酸度系數(shù)(pKa)14.29±0.29(Predicted)
形態(tài)固體
顏色白色
InChIKeyLVLLALCJVJNGQQ-QMWUBLQMSA-N
SMILESC[C@@]12[C@](CC[C@]2([H])[C@@H](/C=C/C=C/C(CC)(O)CC)C)([H])/C(CCC1)=C/C=C3C[C@@H](O)C[C@H](O)C/3=C

安全數(shù)據(jù)

WGK GermanyWGK 3
存儲類別11 - Combustible Solids
危險性類別Aquatic Chronic 4

常見問題列表

生物活性
Seocalcitol 是一種 vitamin D 類似物,作用于人骨肉瘤 MG-63 細胞,結(jié)合 vitamin D 受體蛋白,Kd 為 0.27 nM。
靶點

Kd: 0.27 nM (vitamin D receptor)

體外研究

Seocalcitol (EB 1089) is a stimulators of osteoclast recruitment in murine bone marrow cultures, with EC 50 at 0.1 nM. Seocalcitol stimulates bone resorption with an estimated EC 50 at 0.03 nM. Seocalcitol (EB 1089) elicites a dose-dependent induction of 24-hydroxylase mRNA in the kidney (EC 50 =0.4±0.13). In the kidney, K d values for Seocalcitol is 0.48±0.04 nM. However, in the intestine, the K d for Seocalcitol is 1.43±0.19 nM). Seocalcitol (0.1-10 nM) induces cell differentiation in a dosedependent manner. A higher differentiating activity is observed for 1 nM Seocalcitol (EB 1089) than for 1 nM VD 3 .

體內(nèi)研究

Seocalcitol (EB1089), a synthetic vitamin D analog, exhibits reduced hypercalcemic activity relative to 1,25(OH) 2 VD 3 . 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. 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.

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