Rotenone, mitochondrial electron transport chain inhibitor (ab143145)
Key features and details
- Mitochondrial electron transport chain complex I inhibitor. Potent NADH oxidation inhibitor.
- CAS Number: 83-79-4
- Purity: > 97%
- Soluble in ethanol to 5 mM and in DMSO to 100 mM
- Form / State: Solid
- Source: Synthetic
Overview
-
Product name
Rotenone, mitochondrial electron transport chain inhibitor -
Description
Mitochondrial electron transport chain complex I inhibitor. Potent NADH oxidation inhibitor. -
Biological description
Mitochondrial electron transport chain complex I inhibitor (IC50 values are 1.7 - 2.2 µM). Potent NADH oxidation inhibitor (IC50 = 3.4 nM). Suppresses microtubule assembly. Induces BRL cell apoptosis. Shows antiproliferative effects. Shows central effects. Induces parkinsonian behavior in vivo.
-
Purity
> 97% -
CAS Number
83-79-4 -
Chemical structure
Properties
-
Chemical name
(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 -
Molecular weight
394.42 -
Molecular formula
C23H22O6 -
PubChem identifier
6758 -
Storage instructions
Store at -20°C. Store under desiccating conditions. The product can be stored for up to 12 months. -
Solubility overview
Soluble in ethanol to 5 mM and in DMSO to 100 mM -
Handling
Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour.
Toxic, refer to SDS for further information.
Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.
-
SMILES
CC(=C)[C@H]1CC2=C(O1)C=CC3=C2O[C@@H]4COC5=CC(=C(C=C5[C@@H]4C3=O)OC)OC -
Source
Synthetic
Images
Protocols
To our knowledge, customised protocols are not required for this product. Please try the standard protocols listed below and let us know how you get on.
References (10)
ab143145 has been referenced in 10 publications.
- Tsai KJ et al. Hypoxia response protein HRM1 modulates the activity of mitochondrial electron transport chain in Arabidopsis under hypoxic stress. New Phytol 239:1315-1331 (2023). PubMed: 37301985
- Iriondo MN et al. LC3 subfamily in cardiolipin-mediated mitophagy: a comparison of the LC3A, LC3B and LC3C homologs. Autophagy 18:2985-3003 (2022). PubMed: 35414338
- Morein D et al. Continuous Inflammatory Stimulation Leads via Metabolic Plasticity to a Prometastatic Phenotype in Triple-Negative Breast Cancer Cells. Cells 10:N/A (2021). PubMed: 34072893
- Alexander RK et al. Bmal1 integrates mitochondrial metabolism and macrophage activation. Elife 9:N/A (2020). PubMed: 32396064
- Zhou P et al. A Three-Way Combinatorial CRISPR Screen for Analyzing Interactions among Druggable Targets. Cell Rep 32:108020 (2020). PubMed: 32783942
- Zachari M et al. Selective Autophagy of Mitochondria on a Ubiquitin-Endoplasmic-Reticulum Platform. Dev Cell 50:627-643.e5 (2019). PubMed: 31353311
- Chatterjee N et al. Synthetic Essentiality of Metabolic Regulator PDHK1 in PTEN-Deficient Cells and Cancers. Cell Rep 28:2317-2330.e8 (2019). PubMed: 31461649
- Zhou K et al. VDAC2 interacts with PFKP to regulate glucose metabolism and phenotypic reprogramming of glioma stem cells. Cell Death Dis 9:988 (2018). PubMed: 30250190
- Nakamura-Ishizu A et al. Thrombopoietin Metabolically Primes Hematopoietic Stem Cells to Megakaryocyte-Lineage Differentiation. Cell Rep 25:1772-1785.e6 (2018). PubMed: 30428347
- Okamoto A et al. The antioxidant N-acetyl cysteine suppresses lidocaine-induced intracellular reactive oxygen species production and cell death in neuronal SH-SY5Y cells. BMC Anesthesiol 16:104 (2016). PubMed: 27776485