Merck
Wszystkie zdjęcia(4)

R8875

Sigma-Aldrich

Rotenone

≥95%

Empirical Formula (Hill Notation):
C23H22O6
Numer CAS:
Masa cząsteczkowa:
394.42
Beilstein:
6773081
Numer EC:
Numer MDL:
Identyfikator substancji w PubChem:
NACRES:
NA.77

Poziom jakości

200

próba

≥95%

tw

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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Opis ogólny

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.

Zastosowanie

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

Opakowanie

1, 5, 10, 25 g in glass bottle

Działania biochem./fizjol.

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.

piktogramy

Skull and crossbonesEnvironment

Hasło ostrzegawcze

Danger

Zwroty wskazujące rodzaj zagrożenia

Klasyfikacja zagrożeń

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

Organy docelowe

Respiratory system

Kod klasy składowania

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

WGK

WGK 3

Certyfikat analizy

Wprowadź numer partii, aby wyszukać certyfikat analizy (COA).

Świadectwo pochodzenia

Wprowadź numer partii, aby wyszukać świadectwo pochodzenia (COO).

Metformin decreases glucose oxidation and increases the dependency of prostate cancer cells on reductive glutamine metabolism
Fendt SM, et al.
Cancer Research (2013)
Parkinson's Disease and Movement Disorders, 81-81 (2007)
Loss of Sirt1 promotes prostatic intraepithelial neoplasia, reduces mitophagy, and delays PARK2 translocation to mitochondria
Di SG, et al.
The American Journal of Pathology, 185(1), 266-279 (2015)
Jin Bu et al.
Life sciences, 231, 116581-116581 (2019-06-21)
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
Overexpression of TFAM or twinkle increases mtDNA copy number and facilitates cardioprotection associated with limited mitochondrial oxidative stress
Ikeda M, et al.
PLoS ONE, 10(3), e0119687-e0119687 (2015)

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