H7779

レチノイン酸 p-ヒドロキシアニリド

Name: レチノイン酸 p-ヒドロキシアニリド
Brand: SIGMA

≥95%

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

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この商品について

実験式（ヒル表記法）:

C₂₆H₃₃NO₂

CAS番号:

65646-68-6

分子量:

391.55

NACRES:

NA.77

PubChem Substance ID:

24278472

UNSPSC Code:

12352106

MDL number:

MFCD00792674

Assay:

≥95%

Form:

powder

Quality level:

200

主要文書

すべての文書を表示

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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+

SMILES string

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

InChI key

AKJHMTWEGVYYSE-FXILSDISSA-N

biological source

synthetic (organic)

assay

≥95%

form

powder

color

yellow to yellow-orange

storage temp.

−20°C

Quality Level

200

General description

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

Application

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)

Biochem/physiol Actions

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.

pictograms

GHS08,GHS07

signalword

Danger

hcodes

H302 + H312 + H332,H315,H319,H335,H360

pcodes

P280 - P301 + P312 - P302 + P352 + P312 - P304 + P340 + P312 - P305 + P351 + P338 - P308 + P313

Hazard Classifications

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

target_organs

Respiratory system

保管分類

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

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

適用法令

試験研究用途を考慮した関連法令を主に挙げております。化学物質以外については、一部の情報のみ提供しています。製品を安全かつ合法的に使用することは、使用者の義務です。最新情報により修正される場合があります。WEBの反映には時間を要することがあるため、適宜SDSをご参照ください。

H7779-BULK: + H7779-5MG: + H7779-VAR:

jan

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試験成績書（COA）

Lot/Batch Number

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COAを検索

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文書ライブラリで、最近購入した製品の文書を検索できます。

文書ライブラリにアクセスする

Fenretinide differentially modulates the levels of long- and very long-chain ceramides by downregulating Cers5 enzyme: evidence from bench to bedside.

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

Cancer prevention by targeting angiogenesis.

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

Nuclear import inhibitor N-(4-hydroxyphenyl) retinamide targets Zika virus (ZIKV) nonstructural protein 5 to inhibit ZIKV infection.

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

Preferential eradication of acute myelogenous leukemia stem cells by fenretinide.

Hui Zhang et al.

Proceedings of the National Academy of Sciences of the United States of America, 110(14), 5606-5611 (2013-03-21)

Leukemia stem cells (LSCs) play important roles in leukemia initiation, progression, and relapse, and thus represent a critical target for therapeutic intervention. However, relatively few agents have been shown to target LSCs, slowing progress in the treatment of acute myelogenous

Effect of 4-hydroxyphenylretinamide and retinoic acid on proliferation and cell cycle of cultured human breast cancer cells.

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

レチノイン酸 p-ヒドロキシアニリド

≥95%

サイズを選択してください

この商品について

主要文書

特性

InChI

SMILES string

InChI key

biological source

assay

form

color

storage temp.

Quality Level

関連するカテゴリー

詳細

General description

Application

Biochem/physiol Actions

安全性情報

pictograms

signalword

hcodes

pcodes

Hazard Classifications

target_organs

保管分類

wgk

flash_point_f

flash_point_c

ppe

適用法令

H7779-BULK: + H7779-5MG: + H7779-VAR:

資料

試験成績書（COA）

以前この製品を購入いただいたことがある場合

参考文献

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