MW 394.4 Da, Purity >97%. 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. .
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- The New phytologist 239:1315-13312023Hypoxia response protein HRM1 modulates the activity of mitochondrial electron transport chain in Arabidopsis under hypoxic stress.Applications:Unspecified applicationReactive species:Unspecified reactive speciesKuen-Jin Tsai,Der-Fen Suen,Ming-Che ShihPubMed 37301985
- Autophagy 18:2985-30032022LC3 subfamily in cardiolipin-mediated mitophagy: a comparison of the LC3A, LC3B and LC3C homologs.Applications:Unspecified applicationReactive species:Unspecified reactive speciesMarina N Iriondo,Asier Etxaniz,Yaiza R Varela,Uxue Ballesteros,Javier H Hervás,L Ruth Montes,Félix M Goñi,Alicia AlonsoPubMed 35414338
- Cells 10:2021Continuous Inflammatory Stimulation Leads via Metabolic Plasticity to a Prometastatic Phenotype in Triple-Negative Breast Cancer Cells.Applications:Unspecified applicationReactive species:Unspecified reactive speciesDina Morein,Linor Rubinstein-Achiasaf,Hadar Brayer,Orly Dorot,Edward Pichinuk,Hagar Ben-Yaakov,Tsipi Meshel,Metsada Pasmanik-Chor,Adit Ben-BaruchPubMed 34072893
- Cell reports 32:1080202020A Three-Way Combinatorial CRISPR Screen for Analyzing Interactions among Druggable Targets.Applications:Unspecified applicationReactive species:Unspecified reactive speciesPeng Zhou,Becky K C Chan,Yuk Kei Wan,Chaya T L Yuen,Gigi C G Choi,Xinran Li,Cindy S W Tong,Sophia S W Zhong,Jieran Sun,Yufan Bao,Silvia Y L Mak,Maggie Z Y Chow,Jien Vei Khaw,Suet Yi Leung,Zongli Zheng,Lydia W T Cheung,Kaeling Tan,Koon Ho Wong,H Y Edwin Chan,Alan S L WongPubMed 32783942
- eLife 9:2020Bmal1 integrates mitochondrial metabolism and macrophage activation.Applications:Unspecified applicationReactive species:Unspecified reactive speciesRyan K Alexander,Yae-Huei Liou,Nelson H Knudsen,Kyle A Starost,Chuanrui Xu,Alexander L Hyde,Sihao Liu,David Jacobi,Nan-Shih Liao,Chih-Hao LeePubMed 32396064
- Cell reports 28:2317-2330.e82019Synthetic Essentiality of Metabolic Regulator PDHK1 in PTEN-Deficient Cells and Cancers.Applications:Unspecified applicationReactive species:Unspecified reactive speciesNilanjana Chatterjee,Evangelos Pazarentzos,Manasi K Mayekar,Philippe Gui,David V Allegakoen,Gorjan Hrustanovic,Victor Olivas,Luping Lin,Erik Verschueren,Jeffrey R Johnson,Matan Hofree,Jenny J Yan,Billy W Newton,John V Dollen,Charles H Earnshaw,Jennifer Flanagan,Elton Chan,Saurabh Asthana,Trey Ideker,Wei Wu,Junji Suzuki,Benjamin A Barad,Yuriy Kirichok,James S Fraser,William A Weiss,Nevan J Krogan,Asmin Tulpule,Amit J Sabnis,Trever G BivonaPubMed 31461649
- Developmental cell 50:627-643.e52019Selective Autophagy of Mitochondria on a Ubiquitin-Endoplasmic-Reticulum Platform.Applications:Unspecified applicationReactive species:Unspecified reactive speciesMaria Zachari et. al.PubMed 31353311
- Cell reports 25:1772-1785.e62018Thrombopoietin Metabolically Primes Hematopoietic Stem Cells to Megakaryocyte-Lineage Differentiation.Applications:Unspecified applicationReactive species:Unspecified reactive speciesAyako Nakamura-Ishizu,Takayoshi Matsumura,Patrick S Stumpf,Terumasa Umemoto,Hitoshi Takizawa,Yuji Takihara,Aled O'Neil,A'Qilah Banu Bte Abdul Majeed,Ben D MacArthur,Toshio SudaPubMed 30428347
- Cell death & disease 9:9882018VDAC2 interacts with PFKP to regulate glucose metabolism and phenotypic reprogramming of glioma stem cells.Applications:Unspecified applicationReactive species:Unspecified reactive speciesKai Zhou et. al.PubMed 30250190
- BMC anesthesiology 16:1042016The antioxidant N-acetyl cysteine suppresses lidocaine-induced intracellular reactive oxygen species production and cell death in neuronal SH-SY5Y cells.Applications:Unspecified applicationReactive species:Unspecified reactive speciesAkihisa Okamoto et. al.PubMed 27776485
Key facts
- CAS number
- 83-79-4
- Purity
- > 97%
- Form
- Solid
- Molecular weight
- 394.4 Da
- Molecular formula
- C23H22O6
- PubChem identifier
- 6758
- Nature
- Synthetic
Target data
Recommended products
MW 394.4 Da, Purity >97%. 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. .
Key facts
- CAS number
- 83-79-4
- Purity
- > 97%
- Form
- Solid
- Molecular weight
- 394.4 Da
- Molecular formula
- C23H22O6
- PubChem identifier
- 6758
- Nature
- Synthetic
- Solubility
Soluble in ethanol to 5 mM.
Soluble in DMSO to 100 mM.
- Biochemical name
- Rotenone
- 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.
- Canonical SMILES
- CC(=C)C1CC2=C(O1)C=CC3=C2OC4COC5=CC(=C(C=C5C4C3=O)OC)OC
- Isomeric SMILES
- CC(=C)[C@H]1CC2=C(O1)C=CC3=C2O[C@@H]4COC5=CC(=C(C=C5[C@@H]4C3=O)OC)OC
- InChI
- 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
- InChIKey
- JUVIOZPCNVVQFO-HBGVWJBISA-N
- IUPAC name
- (1S,6R,13S)-16,17-dimethoxy-6-prop-1-en-2-yl-2,7,20-trioxapentacyclo[11.8.0.03,11.04,8.014,19]henicosa-3(11),4(8),9,14,16,18-hexaen-12-one
Storage
- Shipped at conditions
- Ambient - Can Ship with Ice
- Appropriate short-term storage conditions
- -20°C
- Appropriate long-term storage conditions
- -20°C
- Storage information
- Store under desiccating conditions, The product can be stored for up to 12 months
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1 product image
Chemical Structure - Rotenone, mitochondrial electron transport chain inhibitor (ab143145)
2D chemical structure image of ab143145, Rotenone, mitochondrial electron transport chain inhibitor
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