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Merck

H7779

Sigma-Aldrich

维甲酸对羟基苯胺

≥95%

别名:

4-HPR, N-(4-羟基苯基)视黄酰胺, 维甲酰酚胺

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About This Item

经验公式(希尔记法):
C26H33NO2
CAS号:
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


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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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