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重要文件

H7904

Sigma-Aldrich

(Z)-4-羟三苯氧胺

≥98% (HPLC), powder, estrogen receptor modulator

同義詞:

4-羟基他莫昔芬, (Z)-4-(1-[4-(二甲氨基乙氧基)苯基]-2-苯基-1-丁烯基)苯酚, (Z)-4-OHT, 反式-4-羟三苯氧胺

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About This Item

經驗公式(希爾表示法):
C26H29NO2
CAS號碼:
分子量::
387.51
MDL號碼:
分類程式碼代碼:
51111800
PubChem物質ID:
NACRES:
NA.77
暫時無法取得訂價和供貨情況

產品名稱

(Z)-4-羟三苯氧胺, ≥98% Z isomer

品質等級

化驗

≥98% (HPLC)

形狀

powder

儲存條件

desiccated
protect from light

溶解度

methanol: 10 mg/mL
ethanol: 20 mg/mL (with heating)

抗生素活性譜

neoplastics

作用方式

enzyme | inhibits

起源

AstraZeneca

儲存溫度

2-8°C

SMILES 字串

CC\C(c1ccccc1)=C(/c2ccc(O)cc2)c3ccc(OCCN(C)C)cc3

InChI

1S/C26H29NO2/c1-4-25(20-8-6-5-7-9-20)26(21-10-14-23(28)15-11-21)22-12-16-24(17-13-22)29-19-18-27(2)3/h5-17,28H,4,18-19H2,1-3H3/b26-25-

InChI 密鑰

TXUZVZSFRXZGTL-QPLCGJKRSA-N

一般說明

4-羟基他莫昔芬(4-OHT)是抗雌激素药物他莫昔芬在人和其他哺乳动物中的代谢产物。[1]Z型(反式)和E型(顺式)4-OHT异构体在未成熟大鼠中均具有抗雌激素作用。对反式的固定环(fixed ring)体系的结构-功能关系研究表明,反式异构体是一种强效抗雌激素剂,在体外T47D乳腺癌细胞中顺式异构体的抗雌激素作用相对较弱(效力低100倍)。4-OHT结合雌激素受体(ER)和雌激素相关受体(ERR),同时具有雌激素和抗雌激素作用。这种物质是细胞渗透性的选择性雌激素受体调节剂(SERM)。与他莫昔芬和它的其他代谢物相比,4-OHT结合雌激素受体的亲和性更高,对正常人乳腺细胞和乳腺癌细胞系培养物的增殖抑制效力高50-100倍。[2]此外,对这些细胞不添加雌激素培养、通过胰岛素或表皮生长因子诱导增殖时,4-OHT可有效抑制细胞生长。

應用

(Z)-4-羟基他莫昔芬已用于:
  • 作为培养基增补剂通过WST-1检测研究细胞活力[3]
  • 诱导大鼠中转化生长因子-β (TGF-β基因的删除[4]
  • 体外诱导 Cre重组酶活性[5]

特點和優勢

该化合物是受体分类及信号转导手册上核受体(类固醇)页面上的特色化合物。想要浏览手册的其他页面, 请单击此处
该化合物由AstraZeneca开发。如需浏览其他药物开发的化合物和批准的药物/候选药物清单,请单击此处

訊號詞

Danger

危險分類

Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Carc. 1B - Repr. 1B

儲存類別代碼

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable

個人防護裝備

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


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存取文件庫

Pei-Shan Hou et al.
Nature communications, 10(1), 3581-3581 (2019-08-10)
The bimodal requisite for a genetic program and external stimuli is a key feature of sensory circuit formation. However, the contribution of cell-intrinsic codes to directing sensory-specific circuits remains unknown. Here, we identify the earliest molecular program that preselects projection
Decreased expression of Yes-associated protein is associated with outcome in the luminal A breast cancer subgroup and with an impaired tamoxifen response
Lehn S, et al.
BMC Cancer, 14, 119-119 (2014)
Microglia-Specific Expression of Olfml3 Is Directly Regulated by Transforming Growth Factor ?1-Induced Smad2 Signaling
Neidert N, et al.
Frontiers in Immunology, 9, 1728-1728 (2018)
Tamoxifen and hydroxytamoxifen as intramembraneous inhibitors of lipid peroxidation. Evidence for peroxyl radical scavenging activity
Cust'odio JBA, et al.
Biochemical Pharmacology, 47, 1989-1998 (1994)
Formulation of anti-miR-21 and 4-hydroxytamoxifen co-loaded biodegradable polymer nanoparticles and their antiproliferative effect on breast cancer cells
Devulapally R, et al.
Molecular Pharmaceutics, 12, 2080-2092 (2015)

文章

Modulation of homology-directed repair (HDR) within the context of CRISPR-genome editing has led to the identification of small molecules that enhance CRISPR-mediated HDR efficiency in various cell types.

在 CRISPR 基因組編輯的背景下,對同源定向修復 (HDR) 的調節已經導致在各種細胞類型中提高 CRISPR 介導的 HDR 效率的小分子的鑒定。

Questions

1–3 of 3 Questions  
  1. What is the (Z)-4-Hydroxytamoxifen (product H7904) solubility in DMSO?

    1 answer
    1. The product looks to be soluble in DMSO ~2mg/mL according to different sources. MilliporeSigma only has information validated for ethanol and methanol.

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  2. What are the solubility and solution stability recommendations for product H7904?

    1 answer
    1. We do not test shelf life of solutions of this product in methanol or ethanol. Solubility in 95% ethanol at 20-25 mg/ml producing a clear, very faint yellow solution. Heating is required for solubilization in ethanol (20mg/ml); it is recommended to heat the powder in the solvent for short time periods and alternately invert or vortex to stir it, repeating until product appears dissolved, to prevent over- heating of the product.

      Solutions of 4-OHT were prepared in methanol or chloroform at 10 mg/ml, yielding clear solutions

      Helpful?

  3. Is there Regulatory Support File available for storing product H7904 outside the recommended temperature range of 2-8°C?

    1 answer
    1. There is no Regulatory Support File (RSF) available for storing product H7904 outside the recommended temperature range of 2-8°C. The product is not produced or offered as a compendial grade product and is strictly for research use only.

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