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Key Documents

H7779

Sigma-Aldrich

维甲酸对羟基苯胺

≥95%

同義詞:

4-HPR, N-(4-羟基苯基)视黄酰胺, 维甲酰酚胺

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About This Item

經驗公式(希爾表示法):
C26H33NO2
CAS號碼:
分子量::
391.55
MDL號碼:
分類程式碼代碼:
12352106
PubChem物質ID:
NACRES:
NA.77

生物源

synthetic (organic)

品質等級

化驗

≥95%

形狀

powder

顏色

yellow to yellow-orange

儲存溫度

−20°C

SMILES 字串

CC1=C(\C=C\C(C)=C\C=C\C(C)=C\C(=O)Nc2ccc(O)cc2)C(C)(C)CCC1

InChI

1S/C26H33NO2/c1-19(11-16-24-21(3)10-7-17-26(24,4)5)8-6-9-20(2)18-25(29)27-22-12-14-23(28)15-13-22/h6,8-9,11-16,18,28H,7,10,17H2,1-5H3,(H,27,29)/b9-6+,16-11+,19-8+,20-18+

InChI 密鑰

AKJHMTWEGVYYSE-FXILSDISSA-N

一般說明

视黄酸羟基苯胺是视黄酸的一种合成类似物。

應用

视黄酸羟基苯胺已被用于:
  • 作为合成型视黄酸用于诱导SEB-1皮脂细胞凋亡
  • 作为C2C12成肌细胞的培养基补剂以检测其对神经酰胺形成的影响
  • T细胞急性淋巴细胞白血病(T-ALL)中的细胞毒性检测

生化/生理作用

维生素 A 酸类似物具有抗增殖活性;诱导恶性造血细胞系凋亡。
视黄酸对羟基苯胺又称芬维A胺,可增加活性氧、激活半胱天冬酶并诱导细胞凋亡。它还可抑制二氢神经酰胺去饱和酶,从而引起神经酰胺生物合成的减少。芬维A胺可能对培养中的人乳腺癌细胞有抗肿瘤活性。它可作为胰岛素拮抗剂,并有助于治疗胰岛素抵抗。芬维A胺或4-HPR具有用于化疗的潜力,并对视黄酸具有耐受的癌细胞具有细胞毒性。

象形圖

Health hazardExclamation mark

訊號詞

Danger

危險分類

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Repr. 1B - Skin Irrit. 2 - STOT SE 3

標靶器官

Respiratory system

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


分析證明 (COA)

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存取文件庫

Matthew J Watt et al.
Endocrine reviews, 40(5), 1367-1393 (2019-05-18)
The liver is a dynamic organ that plays critical roles in many physiological processes, including the regulation of systemic glucose and lipid metabolism. Dysfunctional hepatic lipid metabolism is a cause of nonalcoholic fatty liver disease (NAFLD), the most common chronic
C Marth et al.
Journal of the National Cancer Institute, 75(5), 871-875 (1985-11-01)
The synthetic retinoid 4-hydroxyphenylretinamide (HPR) showed antiproliferative effect on cultured human breast cancer cells, which were sensitive to retinoic acid (RA) too. Investigation of the cell cycle by flow cytophotometry showed a significant increase of cells in the S-phase of
D Delia et al.
Cancer research, 53(24), 6036-6041 (1993-12-15)
N-(4-Hydroxyphenyl)retinamide (HPR) is a synthetic retinoid of particular clinical interest in cancer chemoprevention. We have examined the in vitro effects of HPR on lymphoid and myeloid malignant cell lines and found that at concentrations between 10(-5) and 3 x 10(-7)
Claude Lachance et al.
Infection and immunity, 82(5), 1778-1785 (2014-02-20)
Streptococcus suis is an important swine pathogen and an emergent zoonotic pathogen. Excessive inflammation caused by S. suis is responsible for early high mortality in septic shock-like syndrome cases. Polyunsaturated fatty acids (PUFAs) may contribute to regulating inflammatory processes. This
Chunxiao Wang et al.
Biochemical and biophysical research communications, 493(4), 1555-1559 (2017-10-11)
In the absence of approved therapeutics, Zika virus (ZIKV)'s recent prolific outbreaks in the Americas, together with impacts on unborn fetuses of infected mothers, make it a pressing human health concern worldwide. Although a key player in viral replication in

文章

All-trans retinoic acid (RA, ATRA) is a pleiotropic activation factor that regulates genes associated with normal vertebrate cellular processes such as cell differentiation, cell proliferation, apoptosis, and embryonic development.

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