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Merck
모든 사진(4)

문서

R8875

Sigma-Aldrich

Rotenone

≥95% (HPLC), powder, NADH-CoQ reductase inhibitor

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About This Item

실험식(Hill 표기법):
C23H22O6
CAS Number:
Molecular Weight:
394.42
Beilstein:
6773081
EC Number:
MDL number:
UNSPSC 코드:
12352202
PubChem Substance ID:
NACRES:
NA.77

product name

Rotenone, ≥95%

Quality Level

분석

≥95%

bp

210-220 °C/0.5 mmHg (lit.)

mp

159-164 °C (lit.)

SMILES string

COc1cc2OCC3Oc4c5C[C@@H](Oc5ccc4C(=O)C3c2cc1OC)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

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일반 설명

Rotenone belongs to the retinoid family. It is naturally present in Leguminosa plants and is considered to be cytotoxic. It is commonly used as an insecticide and a pesticide.

애플리케이션

Rotenone has been used:
  • to study its effect on cell proliferation
  • to detect the production of cellular reactive oxygen species in isolated rat forebrain mitochondria
  • to measure mitochondrial enzymatic activity

생화학적/생리학적 작용

Rotenone is an inhibitor of mitochondrial electron transport at nicotinamide adenine dinucleotide (NADH):ubiquinone oxidoreductase. It is readily absorbed through the exoskeletons of arthropods, but poorly absorbed cutaneously or from the gastrointestinal tract of mammals. Rotenone acts as a neurotoxic agent which can produce Parkinson-like condition to serve as an animal model for the study of etiology and interventions. The primary mechanism of action of rotenone is complex I inhibition, followed by the generation of oxidative stress and oxidative damage. Because rotenone is lipophilic, it readily penetrates the brain, where it attaches to and inhibits mitochondrial complex I of electron chain transport (ETC).

제조 메모

This product is soluble in DMSO at 0.5 mg/ml. Other sources suggest it can be dissolved in DMSO up to 100 mM, however this has not been verified.

픽토그램

Skull and crossbonesEnvironment

신호어

Danger

유해 및 위험 성명서

Hazard Classifications

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

표적 기관

Respiratory system

Storage Class Code

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

WGK

WGK 3


시험 성적서(COA)

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The aims of this study were to investigate the effect of colonic electrical stimulation (CES) on delayed colonic transit in Parkinson's disease (PD) model induced by rotenone and its possible mechanisms. Sprague-Dawley male rats were implanted with a pair of
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