Rotenone | Mitochondrial Complex I Inhibitor

CAS:
83-79-4
Catalog Number:
10-2277
Activity:
Mitochondrial Complex I Inhibitor
Chemical Names:
(2R,6aS,12aS)-1,2,12,12a-Tetrahydro-8,9-dimethoxy-2-(1-methylethenyl)-[1]benzopyrano[3,4-b]furo[2,3-h][1]benzopyran-6(6aH)-one
Alternate Name:
NSC-26285; Nicouline
Molecular Weight:
394.42
Molecular Formula:
C23H22O6
Solubility:
Soluble in DMSO (50 mg/ml)
Physical Properties:
Off-white solid
Purity:
>98% HPLC
NMR (Conforms)
Storage Temperature:
Room Temperature
Stability:
Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 3 months.
Shipping Code:
RT

Available Options

Size:PriceQuantity 
50 mg$48.00
1 g$80.00

Rotenone (83-79-4), the most common member of the rotenoid natural product family, inhibits complex I of the mitochondrial electron transport chain (IC50 = 1.7 – 2.2 μM).1 Also inhibits NADH oxidation by cardiac sarcoplasmic reticulum (IC50 = 3.4 nM).2 May be used to induce Parkinsonism in animal models.3,4 Inhibits autophagy by blocking lysosomal degradation of autophagic vacuoles.5

References/Citations:

  1. Heinz et al. (2017), Mechanistic Investigations of the Mitochondrial Complex I Inhibitor Rotenone in the Context of Pharmacological and Safety Evaluation; Sci.  Rep., 7 45465
  2. Cherednichenko et al. (2004), NADH oxidase activity of rat cardiac sarcoplasmic reticulum regulates calcium-induced calcium release; Circ. Res., 94 478
  3. Uversky (2003), Neurotoxicant-induced animal models of Parkinson’s disease: understanding the role of rotenone, maneb and paraquat in neurodegeneration; Cell Tissue Res., 318 225
  4. Zheng et al. (2023), LAR Downregulation Protects the Astrocytic U251 and Cocultured SH-SY5Y Cells in a Rotenone-Induced Parkinson’s Cell Model; Int. J. Mol. Sci., 24 11111
  5. Mader et al. (2012), Rotenone inhibits autophagic flux prior to inducing cell death; ACS Chem. Neurosci., 3 1063
CAS:
83-79-4
Catalog Number:
10-2277
Activity:
Mitochondrial Complex I Inhibitor
Chemical Names:
(2R,6aS,12aS)-1,2,12,12a-Tetrahydro-8,9-dimethoxy-2-(1-methylethenyl)-[1]benzopyrano[3,4-b]furo[2,3-h][1]benzopyran-6(6aH)-one
Alternate Name:
NSC-26285; Nicouline
Molecular Weight:
394.42
Molecular Formula:
C23H22O6
Solubility:
Soluble in DMSO (50 mg/ml)
Physical Properties:
Off-white solid
Purity:
>98% HPLC
NMR (Conforms)
Storage Temperature:
Room Temperature
Stability:
Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 3 months.
Shipping Code:
RT

Safety Data Sheet:

N/A

Product Data Sheet:

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