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Calcitriol Derivatives Sale

目录号 : GC35590

Calcitriol Derivatives是维生素D3类似物。

Calcitriol Derivatives Chemical Structure

Cas No.:2070009-24-2

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1mg
¥7,366.00
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5mg
¥27,621.00
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产品描述

Calcitriol Derivatives is a vitamin D3 analog. v

[1]. Barrera D, Noyola-MartÍnez N, Avila E, Halhali A, Larrea F, DÍaz L.Calcitriol inhibits interleukin-10 expression in cultured human trophoblasts under normal and inflammatory conditions.Cytokine. 2012 Mar;57(3):316-21. [2]. Lydia A, Asanuma K, Nonaka K, Takagi M, Jeong KH, Kodama F, Asao R, Asanuma E, Prodjosudjadi W, Tomino Y.Effects of 22-oxa-calcitriol on podocyte injury in adriamycin-induced nephrosis.Am J Nephrol. 2012;35(1):58-68. [3]. Michalak K, Wicha J.Total synthesis of a CD-ring: side-chain building block for preparing 17-epi-calcitriol derivatives from the Hajos-Parrish dione.J Org Chem. 2011 Aug 19;76(16):6906-11. [4]. Moorthi RN, Kandula P, Moe SM.Optimal vitamin D, calcitriol, and vitamin D analog replacement in chronic kidney disease: to D or not to D: that is the question.Curr Opin Nephrol Hypertens. 2011 Jul;20(4):354-9. [5]. Yu WD, Ma Y, Flynn G, Muindi JR, Kong RX, Trump DL, Johnson CS.Calcitriol enhances gemcitabine anti-tumor activity in vitro and in vivo by promoting apoptosis in a human pancreatic carcinoma model system.Cell Cycle. 2010 Aug 1;9(15):3022-9.

Chemical Properties

Cas No. 2070009-24-2 SDF
Canonical SMILES O[C@H](C/1=C)C[C@@H](CC1=C\C=C2[C@@](CC[C@@H]3[C@@H](CCCC(C)(O)C)C)([H])[C@]3(C)CCC\2)OCCC#N
分子式 C30H47NO3 分子量 469.7
溶解度 Soluble in DMSO 储存条件 Store at -20°C
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储备液的保存方式和期限:-80°C 储存时,请在 6 个月内使用,-20°C 储存时,请在 1 个月内使用。
为了提高溶解度,请将管子加热至37℃,然后在超声波浴中震荡一段时间。
Shipping Condition 评估样品解决方案:配备蓝冰进行发货。所有其他可用尺寸:配备RT,或根据请求配备蓝冰。

溶解性数据

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1 mg 5 mg 10 mg
1 mM 2.129 mL 10.6451 mL 21.2902 mL
5 mM 0.4258 mL 2.129 mL 4.258 mL
10 mM 0.2129 mL 1.0645 mL 2.129 mL
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Research Update

Calcitriol Derivatives with two different side chains at C-20. V. Potent inhibitors of mammary carcinogenesis and inducers of leukemia differentiation

J Med Chem 2009 Sep 10;52(17):5505-19.PMID:19685888DOI:10.1021/jm900780q.

Calcitriol is implicated in many cellular functions including cellular growth and differentiation, thus explaining its antitumor effects. It was shown that gemini, the calcitriol derivative containing two side chain at C20, is also active in gene transcription with enhanced antitumor activity. We have now further optimized both the A-ring and the two side chains. The chemical structures of the resulting 18 geminis were correlated with biological activities. Those containing the 1alpha-fluoro A-ring are the least active. Those featuring 23-yne and 23(E) side-chains are generally more active in human breast cancer cell growth inhibition and human leukemia cell differentiation induction than their 23(Z) counterparts. On the basis of these evaluations, we selected as lead compound a 20(R) gemini, related to calcitriol in terms of it is A-ring, where one side chain was modified by introduction of a 23-yne function and replacement of the geminal methyl groups with trifluoromethyl groups, the other created by extension of C21 with a 3-hydroxy-3-trideuteromethyl-4,4,4-trideutero-butyl moiety.

Calcitriol Derivatives with two different side chains at C-20. II. Diastereoselective syntheses of the metabolically produced 24(R)-hydroxygemini

J Med Chem 2004 Dec 16;47(26):6476-84.PMID:15588082DOI:10.1021/jm049340b.

Vitamin D derivatives containing two side chains emanating at C-20 are known as gemini. We have recently synthesized two gemini which are related to calcitriol and 19-norcalcitriol containing two identical side chains. The metabolism of these species involves 24(R)-hydroxylation on one of the side chains. To determine the outcome of this diastereospecific transformation, we synthesized both C-20 epimeric pairs containing the 24(R)-hydroxy group in the gemini and 19-norgemini series. On the basis of the availability of these reference compounds, it was shown that the metabolic hydroxylation occurred at the pro-R side chain in both gemini compounds. In comparison to the parent compounds, the 24-hydroxygemini required higher doses to increase blood calcium levels in mice and to suppress INF-gamma release in MLR.