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Merck
모든 사진(1)

주요 문서

SML1885

Sigma-Aldrich

Mitotane

≥98% (HPLC)

동의어(들):

1-(2-Chlorophenyl)-1-(4-chlorophenyl)-2,2-dichloroethane, 1-Chloro-2-[2,2-dichloro-1-(4-chlorophenyl)ethyl]-benzene, 2,4′-DDD, o,p′-DDD

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About This Item

실험식(Hill 표기법):
C14H10Cl4
CAS Number:
Molecular Weight:
320.04
EC Number:
MDL number:
UNSPSC 코드:
12352200
NACRES:
NA.77

Quality Level

분석

≥98% (HPLC)

양식

powder

색상

white to beige

solubility

DMSO: 20 mg/mL, clear

저장 온도

2-8°C

SMILES string

ClC1=C(C(C(Cl)Cl)C2=CC=C(Cl)C=C2)C=CC=C1

InChI

1S/C14H10Cl4/c15-10-7-5-9(6-8-10)13(14(17)18)11-3-1-2-4-12(11)16/h1-8,13-14H

InChI key

JWBOIMRXGHLCPP-UHFFFAOYSA-N

생화학적/생리학적 작용

Mitotane is a selective inhibitor of sterol-Oacyl-transferase 1 (SOAT1), also known as ACAT1, (acyl-coenzyme A cholesterol acyltransferase). Mitotane inhibition of SOAT1 in adrenocortical carcinoma cells decreased the formation of cholesteryl esters, which increased free cholesterol levels and caused endoplasmic reticulum (ER) stress, the unfolded protein response, and eventually apoptosis.

픽토그램

Health hazard

신호어

Warning

유해 및 위험 성명서

Hazard Classifications

Carc. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable


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시험 성적서(COA)

Lot/Batch Number

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문서 라이브러리 방문

Matthias Kroiss et al.
Hormones & cancer, 7(5-6), 345-355 (2016-11-01)
Mitotane is the only drug approved for treatment of the orphan disease adrenocortical carcinoma (ACC) and was recently shown to be the first clinically used drug acting through endoplasmic reticulum (ER)-stress induced by toxic lipids. Since mitotane has limited clinical
S Beloribi-Djefaflia et al.
Oncogenesis, 5, e189-e189 (2016-01-26)
Many human diseases, including metabolic, immune and central nervous system disorders, as well as cancer, are the consequence of an alteration in lipid metabolic enzymes and their pathways. This illustrates the fundamental role played by lipids in maintaining membrane homeostasis
Xiangyu Li et al.
iScience, 24(7), 102722-102722 (2021-07-15)
Clear cell renal cell carcinoma (ccRCC) is the most common histological type of kidney cancer and has high heterogeneity. Stratification of ccRCC is important since distinct subtypes differ in prognosis and treatment. Here, we applied a systems biology approach to
Silviu Sbiera et al.
Endocrinology, 156(11), 3895-3908 (2015-08-26)
Adrenocortical carcinoma (ACC) is a rare malignancy that harbors a dismal prognosis in advanced stages. Mitotane is approved as an orphan drug for treatment of ACC and counteracts tumor growth and steroid hormone production. Despite serious adverse effects, mitotane has
Christina Bothou et al.
Cancers, 13(16) (2021-08-28)
Current systemic treatment options for patients with adrenocortical carcinomas (ACCs) are far from being satisfactory. DNA damage/repair mechanisms, which involve, e.g., ataxia-telangiectasia-mutated (ATM) and ataxia-telangiectasia/Rad3-related (ATR) protein signaling or ribonucleotide reductase subunits M1/M2 (RRM1/RRM2)-encoded ribonucleotide reductase (RNR) activation, commonly contribute

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