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Merck
CN
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主要文件

557368

Sigma-Aldrich

Rotenone

≥98% (HPLC), solid, NADH-CoQ reductase inhibitor, Calbiochem

别名:

Rotenone

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About This Item

经验公式（希尔记法）:
C23H22O6
CAS号:
83-79-4
分子量:
394.42
MDL编号:
MFCD09025614
UNSPSC代码:
12352200
NACRES:
NA.77

产品名称

Rotenone, A mitochondrial toxin and a potent, reversible, and competitive inhibitor of complex I (NADH-CoQ reductase) of the respiratory chain.

质量水平

100

方案

≥98% (HPLC)

表单

solid

制造商/商品名称

Calbiochem®

储存条件

OK to freeze
protect from light

颜色

white to off-white

溶解性

ethanol: 5 mg/mL
DMSO: 50 mg/mL
chloroform: 50 mg/mL

运输

ambient

储存温度

10-30°C

SMILES字符串

O1[C@H]2[C@H](c5c(cc(c(c5)OC)OC)OC2)C(=O)c3c1c4c(cc3)O[C@H](C4)C(=C)C

InChI

1S/C23H22O6/c1-11(2)16-8-14-15(28-16)6-5-12-22(24)21-13-7-18(25-3)19(26-4)9-17(13)27-10-20(21)29-23(12)14/h5-7,9,16,20-21H,1,8,10H2,2-4H3/t16-,20-,21+/m1/s1

InChI key

JUVIOZPCNVVQFO-HBGVWJBISA-N

一般描述

A mitochondrial toxin and a potent, reversible and competitive inhibitor of complex I (NADH-CoQ reductase) of the respiratory chain. Also inhibits cellular proliferation in mouse liver.
A mitochondrial toxin and a potent, reversible, and competitive inhibitor of complex I (NADH-CoQ reductase) of the respiratory chain. Also inhibits cellular proliferation in mouse liver.

生化/生理作用

Cell permeable: no
Primary Target
NADH-CoQ reductase
Product does not compete with ATP.
Reversible: yes

包装

Packaged under inert gas

警告

Toxicity: Toxic (F)

重悬

Following reconstitution, aliquot, flush with nitrogen, and store at -70°C. Stock solutions are stable for up to 1 month at -70°C.

其他说明

Due to the nature of the Hazardous Materials in this shipment, additional shipping charges may be applied to your order. Certain sizes may be exempt from the additional hazardous materials shipping charges. Please contact your local sales office for more information regarding these charges.
Kopustinskiene, D.M., et al. 2001. Eur. J. Pharmacol.428, 311.
Higgins, D.S., Jr. and Greenamyre, J.T. 1996. J. Neurosci. 16, 3807.
Cunningham, M.L., et al. 1995. Cancer Lett. 95, 93.

法律信息

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

象形图

Skull and crossbonesEnvironment
GHS06,GHS09

警示用语：

Danger

危险分类

Acute Tox. 1 Inhalation - Acute Tox. 2 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

靶器官

Respiratory system

储存分类代码

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

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The Journal of biological chemistry, 298(9), 102336-102336 (2022-08-06)
Mitochondrial chelatable iron contributes to the severity of several injury processes, including ischemia/reperfusion, oxidative stress, and drug toxicity. However, methods to measure this species in living cells are lacking. To measure mitochondrial chelatable iron in living cells, here we synthesized
Aastha Garde et al.
STAR protocols, 3(2), 101429-101429 (2022-06-07)
Measuring ATP levels within the cytosol of living cells in animals is important to understand how cellular activities are energetically supported, but is challenging because of tissue complexity and ATP sensor limitations. In this protocol, we describe how to quantify
Viral S Shah et al.
eLife, 12 (2023-03-31)
The specific functional properties of a tissue are distributed amongst its component cell types. The various cells act coherently, as an ensemble, in order to execute a physiologic response. Modern approaches for identifying and dissecting novel physiologic mechanisms would benefit
Courtney J Banks et al.
Molecular and cellular biology, 37(20) (2017-07-26)
In this study, we employed proteomics to identify mechanisms of posttranslational regulation on cell survival signaling proteins. We focused on Cu-Zn superoxide dismutase (SOD1), which protects cells from oxidative stress. We found that acylation of K122 on SOD1, while not
Travis R Madaris et al.
Cell reports, 42(3), 112155-112155 (2023-03-02)
The most abundant cellular divalent cations, Mg2+ (mM) and Ca2+ (nM-μM), antagonistically regulate divergent metabolic pathways with several orders of magnitude affinity preference, but the physiological significance of this competition remains elusive. In mice consuming a Western diet, genetic ablation
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