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Merck
CN

17943

Sigma-Aldrich

(24R)-24,25-二羟基维生素 D 3

≥98% (vitamin + pre-vitamin, HPLC)

别名:

24,25-二羟胆钙化醇, 司骨化醇

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About This Item

经验公式(希尔记法):
C27H44O3
CAS号:
分子量:
416.64
Beilstein:
4567039
MDL编号:
UNSPSC代码:
12352205
PubChem化学物质编号:
NACRES:
NA.79

生物来源

synthetic

质量水平

方案

≥98% (vitamin + pre-vitamin, HPLC)

表单

powder or crystals

颜色

colorless to white

储存温度

−20°C

SMILES字符串

[H][C@@]1(CC[C@@]2([H])C(\CCC[C@]12C)=C\C=C3\C[C@@H](O)CCC3=C)[C@H](C)CC[C@@H](O)C(C)(C)O

InChI

1S/C27H44O3/c1-18-8-12-22(28)17-21(18)11-10-20-7-6-16-27(5)23(13-14-24(20)27)19(2)9-15-25(29)26(3,4)30/h10-11,19,22-25,28-30H,1,6-9,12-17H2,2-5H3/b20-10+,21-11-/t19-,22+,23-,24+,25-,27-/m1/s1

InChI key

FCKJYANJHNLEEP-XRWYNYHCSA-N

一般描述

(24R)-24,25-二羟基维生素 D3(或称司骨化醇)在肾脏中产生。它是活性最高的维生素D形式之一,同时也是必需的循环维生素D3代谢产物。

应用

(24R)-24,25--二羟基维生素D3已被用于评估在原代人间充质干细胞(hMSC)的成骨细胞分化过程中,其与1α,25(OH)2D3的功能比较。

生化/生理作用

(24R)-24,25-二羟基维生素D3在钙和磷的稳态中起关键作用。(24R)-24,25--二羟基维生素D3与1α25(OH)2D3一起刺激骨代谢。
胆钙化醇是维生素D3的一种失活形式,它在经历各种水平的羟基化后可形成活性的维生素D3类似物。 1α-羟基维生素D3(骨化醇)是一种合成类似物,其可代谢为1,25-二羟胆钙化醇(维生素D3的生物活性形式)。胆钙化醇的其他类似物可由不同的羟基化产生。 24R,25-二羟基维生素D3是25-二羟基维生素D3的分解代谢产物,是发育性骨形成的推定调节剂(putative regulator)。24R,25-二羟基维生素D3是肾25-羟基维生素D3 1α-羟化酶的底物。24R,25-二羟基维生素D3是通过VDR非依赖性信号传导机制调节载脂蛋白A-I (apo A-I )合成的内源性调节剂,也是通过Ca2 +、PLD和PLC信号传导以及通过LPA-LPA1/3-G(αi)-PI(3)K-mdm2介导的53降解起作用的 Pi诱导的细胞凋亡抑制剂。

包装

无底玻璃瓶。内含物装在插入的融合锥内。

象形图

Skull and crossbonesHealth hazard

警示用语:

Danger

危险分类

Acute Tox. 2 Inhalation - Acute Tox. 3 Dermal - Acute Tox. 3 Oral - STOT RE 1 Oral

储存分类代码

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Helen L Henry
Best practice & research. Clinical endocrinology & metabolism, 25(4), 531-541 (2011-08-30)
Fundamental to understanding the way in which perturbations in the vitamin D endocrine system can affect human health is an appreciation of the steps involved in the production of the well-recognized active hormonal form, 1,25-dihydroxyvitamin D(3). Thus this paper focuses
Thomas Edouard et al.
The Journal of clinical endocrinology and metabolism, 97(4), 1243-1249 (2012-02-10)
Several studies suggest that 24,25-dihydroxyvitamin D [24,25(OH)₂D] may have an effect on bone mass and metabolism. We evaluated the relationship between serum 24,25(OH)₂D levels and bone density and bone metabolism in children with a primary bone disorder-osteogenesis imperfecta (OI). The
Kent R Wehmeier et al.
Life sciences, 88(1-2), 110-116 (2010-11-11)
Ligands for the vitamin D receptor (VDR) regulate apolipoprotein A-I (apo A-I) gene expression in a tissue-specific manner. The vitamin D metabolite 24, 25-dihydroxycholecalciferol (24, 25-(OH)(2)D(3)) has been shown to possess unique biological effects. To determine if 24, 25-(OH)(2)D(3) modulates
Thomas U Ahearn et al.
Cancer epidemiology, biomarkers & prevention : a publication of the American Association for Cancer Research, cosponsored by the American Society of Preventive Oncology, 21(6), 969-979 (2012-04-28)
Malfunctioning of the adenomatous polyposis coli (APC)/β-catenin signaling pathway is both an early and common event in sporadic colorectal cancer. To assess the potential of APC/β-catenin signaling pathway markers as treatable, preneoplastic biomarkers of risk for colorectal neoplasms, we conducted
Edith K Y Tang et al.
The FEBS journal, 279(19), 3749-3761 (2012-08-07)
CYP27B1 is a mitochondrial cytochrome P450 that catalyses the hydroxylation of 25-hydroxyvitamin D3 at the C1α-position to give the hormonally active form of vitamin D3, 1α,25-dihydroxyvitamin D3. We successfully expressed human CYP27B1 in Escherichia coli and partially purified this labile enzyme

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