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Merck
CN

T3757

Sigma-Aldrich

TTNPB

retinoic acid analog

别名:

4- [(E)-2-（5,6,7,8-四氢-5,5,8,8-四甲基-2-萘基）-1-丙烯基] 苯甲酸, 芳香烃酸

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关于此项目

经验公式（希尔记法）:
C24H28O2
化学文摘社编号:
71441-28-6
分子量:
348.48
MDL编号:
MFCD00673917
UNSPSC代码:
12352200
PubChem化学物质编号:
24278733
NACRES:
NA.77

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产品名称

TTNPB,

溶解性

ethanol: soluble 10 mM
DMSO: soluble 25 mM
chloroform/methanol: soluble 9.80-10.20 mg/mL, clear, colorless to light yellow

质量水平

200

储存温度

−20°C

SMILES字符串

C\C(=C/c1ccc(cc1)C(O)=O)c2ccc3c(c2)C(C)(C)CCC3(C)C

InChI

1S/C24H28O2/c1-16(14-17-6-8-18(9-7-17)22(25)26)19-10-11-20-21(15-19)24(4,5)13-12-23(20,2)3/h6-11,14-15H,12-13H2,1-5H3,(H,25,26)/b16-14+

InChI key

FOIVPCKZDPCJJY-JQIJEIRASA-N

基因信息

human ... RARA(5914), RARB(5915), RARG(5916), RXRA(6256), RXRB(6257), RXRG(6258)

相关类别

应用

已将 TTNPB 用于 293T 细胞的转录分析 4 。它也被用作培养的人脐血 CD34 + CD38 - lin - 细胞 5 的 RAR 激动剂。

生化/生理作用

对视黄酸受体 (RAR) α 具有亲和力的选择性和高效的视黄酸类似物, β和 γ为核转录因子。产生具有视黄酸应答元件的基因的配体激活转录。

特点和优势

该化合物在受体分类和信号转导手册中 核受体（非甾体化合物） 页面中进行了详细介绍。欲浏览其他手册页面，请 点击这里。

制备说明

TTNPB 溶于 9.80-10.20 mg/mL 的 CHCL3/MeOH (1/1) 中，得到澄清、无色至淡黄色溶液。溶于乙醇 (10 mM) 和 DMSO (25 mM)。

象形图

Health hazardExclamation mark
GHS08,GHS07

警示用语：

Danger

危险分类

Eye Irrit. 2 - Repr. 1B - Skin Irrit. 2 - STOT SE 3

靶器官

Respiratory system

储存分类代码

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

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

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

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
0000469859
0000469859
0000403022
0000403022
0000347117

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  1. Which document(s) contains shelf-life or expiration date information for a given product?

    If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

  2. How do I get lot-specific information or a Certificate of Analysis?

    The lot specific COA document can be found by entering the lot number above under the "Documents" section.

  3. How do I find price and availability?

    There are several ways to find pricing and availability for our products. Once you log onto our website, you will find the price and availability displayed on the product detail page. You can contact any of our Customer Sales and Service offices to receive a quote.  USA customers:  1-800-325-3010 or view local office numbers.

  4. What is the Department of Transportation shipping information for this product?

    Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product. 

  5. What other solvent is TTNPB, product T3757, soluble in besides the solvents given in the product listing - chloroform, ethanol and DMSO?

    TTNPB, product T3757, is also soluble in dimethylformamide purged with an inert gas.

  6. How should a solution of TTNPB, product T3757, be stored?

    Following reconstitution a solution of TTNPB, T3757,  should be stored at 4° C.

  7. My question is not addressed here, how can I contact Technical Service for assistance?

    Ask a Scientist here.

M S Sheikh et al.
The Journal of biological chemistry, 269(34), 21440-21447 (1994-08-26)
Retinoids mediate their actions via RARs (retinoic acid receptors) and RXRs (retinoid X receptors). Each class of these nuclear retinoid receptors is further subdivided into three species, namely alpha, beta, and gamma. Recent studies demonstrate that estrogen receptor (ER)-positive human
Masakazu Sato et al.
Oncotarget, 8(25), 40935-40945 (2017-04-14)
Cervical reserve cells are epithelial progenitor cells that are pathologically evident as the origin of cervical cancer. Thus, investigating the characteristics of cervical reserve cells could yield insight into the features of cervical cancer stem cells (CSCs). In this study
Karine Hellemans et al.
Hepatology (Baltimore, Md.), 39(1), 97-108 (2004-01-31)
Activation of hepatic stellate cells (HSC) is a central event in the pathogenesis of liver fibrosis during chronic liver injury. We examined the expression of retinoic acid (RAR) and retinoid X receptors (RXR) during HSC activation and evaluated the influence
John S Bertram et al.
Biochimica et biophysica acta, 1740(2), 170-178 (2005-06-14)
Virtually all human tumors are deficient in gap junctional communication (GJC) and the restoration of GJC by forced expression of connexins reduces indices of neoplasia. The expression of connexin 43 (Cx43) is upregulated by cancer-preventive retinoids and carotenoids which correlates
Matthias W Büttner et al.
Chembiochem : a European journal of chemical biology, 8(14), 1688-1699 (2007-09-05)
Twofold sila-substitution (C/Si exchange) in the saturated ring of the tetrahydronaphthalene skeleton of the retinoid agonists TTNPB (1 a) and 3-methyl-TTNPB (2 a) leads to disila-TTNPB (1 b) and disila-3-methyl-TTNPB (2 b), respectively. The silicon compounds 1 b and 2
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