Dihydrorotenone

Dihydrorotenone is an insecticide and irreversible inhibitor of mitochondrial complex I and can cross the blood-brain barrier. Dihydrorotenone may induce Parkinson's disease. Dihydrorotenone induces apoptosis in human plasma cells by triggering endoplasmic reticulum stress and activating the p38 signaling pathway. The oral LD50 of dihydrorotenone in rats is approximately 2.5 g/kg. Dihydrorotenone exhibits insecticide activity and cytotoxicity to plasma cells. Dihydrorotenone can be used to establish animal models of Parkinson's disease, safety assessment of natural pesticides, and potential cancer chemoprevention studies[1][2][3][4].

Product Specifications

CAS Number

[6659-45-6]

UNSPSC

12352005

Hazard Statement

H370

Target

Apoptosis; Insecticide; p38 MAPK

Type

Natural Products

Related Pathways

Apoptosis; MAPK/ERK Pathway; Others

Applications

Neuroscience-Neurodegeneration

Field of Research

Neurological Disease

Assay Protocol

https://www.medchemexpress.com/dihydrorotenone.html

Purity

99.66

Solubility

DMSO : 25 mg/mL (ultrasonic)

Smiles

O=C1[C@]2([H])[C@](COC3=CC(OC)=C(OC)C=C32)([H])OC4=C5C(O[C@@H](C(C)C)C5)=CC=C14

Molecular Formula

C23H24O6

Molecular Weight

396.43

Precautions

H370

References & Citations

[1]Zhang J, et al. The natural pesticide dihydrorotenone induces human plasma cell apoptosis by triggering endoplasmic reticulum stress and activating p38 signaling pathway. PLoS One. 2013 Jul 26;8 (7) :e69911.|[2]Caboni P, et al. Rotenone, deguelin, their metabolites, and the rat model of Parkinson's disease. Chem Res Toxicol. 2004 Nov;17 (11) :1540-8.|[3]AMBROSE AM, et al. Toxicological and pharmacological studies on dihydrorotenone. J Am Pharm Assoc Am Pharm Assoc. 1953 Jun;42 (6) :364-6.|[4]Kim K J, et al. Inhibitory Effects of 1', 2'-Dihydrorotenone on Osteoclast Differentiation and Bone Resorption In Vitro and In Vivo. 해부· 생물인류학, 2011, 24 (3) : 165-174.