Merck

H7779

Sigma-Aldrich

レチノイン酸 p-ヒドロキシアニリド

≥95%

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別名:
4-HPR, N-(4-ヒドロキシフェニル)レチンアミド, フェンレチニド
Empirical Formula (Hill Notation):
C26H33NO2
CAS番号:
分子量:
391.55
MDL番号:
PubChem Substance ID:
NACRES:
NA.77

由来生物

synthetic (organic)

アッセイ

≥95%

形状

powder

yellow to yellow-orange

保管温度

−20°C

SMILES string

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 key

AKJHMTWEGVYYSE-FXILSDISSA-N

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当該品目
R262595144A1422
Retinoic acid ≥98% (HPLC), powder

Sigma-Aldrich

R2625

レチノイン酸

-
Retinol BioXtra, ≥97.5% (HPLC), ~3100 U/mg

Sigma-Aldrich

95144

レチノール

Premium Grade
p-Aminohippuric acid ≥99%

Sigma-Aldrich

A1422

p-アミノ馬尿酸

-
form

powder

form

powder

form

powder

form

powder

color

yellow to yellow-orange

color

yellow

color

faint yellow to very dark yellow

color

-

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

room temp

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

200

biological source

synthetic (organic)

biological source

synthetic (organic)

biological source

synthetic

biological source

-

詳細

Retinoic acid p-hydroxyanilide is a synthetic analog of retinoid.

アプリケーション

Retinoic acid p-hydroxyanilide has been used:
  • as a synthetic retinoid to induce apoptosis in SEB-1 sebocytes
  • as a medium supplement for C2C12 myoblasts to test its effect on ceramide formation
  • to test in cytotoxicity in T-cell acute lymphoblastic leukemia (T-ALL)

生物化学的/生理学的作用

Retinoic acid p-hydroxyanilide, also called fenretinide, increases reactive oxygen species, activates caspases and induces apoptosis. It also inhibits dihydroceramide desaturase, leading to a decrease in ceramide biosynthesis. Fenretinide may elicit anticancer activity in cultured human breast cancer cells. It acts as an insulin antagonist and may be useful in treating insulin resistance. Fenretinide or 4-HPR has chemotherapeutic potential and is cytotoxic to retinoic acid-resistant cancers.
Vitamin A acid analogue with antiproliferative activity; induces apoptosis in malignant hemopoietic cell lines.

ピクトグラム

Exclamation markHealth hazard

シグナルワード

Danger

危険有害性の分類

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

ターゲットの組織

Respiratory system

保管分類コード

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

WGK

WGK 3

引火点(°F)

Not applicable

引火点(℃)

Not applicable

個人用保護具 (PPE)

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


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705578-5MG-PW

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MMYOMAG-74K-13

1000309185

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Slide 1 of 3

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13-cis Retinoic acid induces apoptosis and cell cycle arrest in human SEB-1 sebocytes
Nelson AM, et al.
The Journal of Investigative Dermatology, 126(10), 2178-2189 (2006)
Adriana Albini et al.
Nature reviews. Clinical oncology, 9(9), 498-509 (2012-08-02)
Healthy individuals can harbour microscopic tumours and dysplastic foci in different organs in an undetectable and asymptomatic state for many years. These lesions do not progress in the absence of angiogenesis or inflammation. Targeting both processes before clinical manifestation can
Dušan Garić et al.
Journal of molecular medicine (Berlin, Germany), 95(10), 1053-1064 (2017-07-12)
Cystic fibrosis is the most common genetic disease, in which symptoms may be alleviated but not fully eliminated. Ceramides have long been implicated in the inflammatory etiology of cystic fibrosis, with contradicting reports with regards to their role. Recently, significant
Sundy N Y Yang et al.
Antiviral research, 177, 104760-104760 (2020-03-07)
Infection by RNA viruses such as human immunodeficiency virus (HIV)-1, influenza, and dengue virus (DENV) represent a major burden for human health worldwide. Although RNA viruses replicate in the infected host cell cytoplasm, the nucleus is central to key stages
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

ライフサイエンス、有機合成、材料科学、クロマトグラフィー、分析など、あらゆる分野の研究に経験のあるメンバーがおります。.

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