AB143145

Rotenone, mitochondrial electron transport chain inhibitor

Name: Rotenone, mitochondrial electron transport chain inhibitor (CAS 83-79-4) | Abcam
Brand: Abcam Limited
SKU: AB143145
Price: 85 USD
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(15 Publications)

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. .

1 Images

Chemical Structure - Rotenone, mitochondrial electron transport chain inhibitor (AB143145)

Chemical Structure

Lab

Chemical Structure - Rotenone, mitochondrial electron transport chain inhibitor (AB143145)

2D chemical structure image of ab143145, Rotenone, mitochondrial electron transport chain inhibitor

Key facts

CAS number

83-79-4

Purity

>97%

Form

Solid

form

Molecular weight

394.4 Da

Molecular formula

C23H22O6

PubChem

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

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Properties and storage information

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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Product protocols

Visit the General protocols
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Publications (15)

Recent publications for all applications. Explore the full list and refine your search

Inflammopharmacology 33:2129-2150 PubMed40057928

2025

Neuroprotective efficacy of berberine and caffeine against rotenone-induced neuroinflammatory and oxidative disturbances associated with Parkinson's disease via inhibiting α-synuclein aggregation and boosting dopamine release.

Applications

Unspecified application

Species

Unspecified reactive species

Tasnim S Waheeb,Mohammad A Abdulkader,Doaa A Ghareeb,Mohamed E Moustafa

Life science alliance 8: PubMed39658088

2024

Mitochondrial signatures shape phenotype switching and apoptosis in response to PLK1 inhibitors.

Applications

Unspecified application

Species

Unspecified reactive species

Émilie Lavallée,Maëline Roulet-Matton,Viviane Giang,Roxana Cardona Hurtado,Dominic Chaput,Simon-Pierre Gravel

Nature 632:1110-1117 PubMed39169179

2024

Lysosomes drive the piecemeal removal of mitochondrial inner membrane.

Applications

Unspecified application

Species

Unspecified reactive species

Akriti Prashar,Claudio Bussi,Antony Fearns,Mariana I Capurro,Xiaodong Gao,Hiromi Sesaki,Maximiliano G Gutierrez,Nicola L Jones

Nature immunology 25:873-885 PubMed38553615

2024

Thioredoxin is a metabolic rheostat controlling regulatory B cells.

Applications

Unspecified application

Species

Unspecified reactive species

Hannah F Bradford,Thomas C R McDonnell,Alexander Stewart,Andrew Skelton,Joseph Ng,Zara Baig,Franca Fraternali,Deborah Dunn-Walters,David A Isenberg,Adnan R Khan,Claudio Mauro,Claudia Mauri

EMBO reports 25:704-724 PubMed38263327

2024

Mitochondrial translocation of TFEB regulates complex I and inflammation.

Applications

Unspecified application

Species

Unspecified reactive species

Chiara Calabrese,Hendrik Nolte,Melissa R Pitman,Raja Ganesan,Philipp Lampe,Raymond Laboy,Roberto Ripa,Julia Fischer,Ruhi Polara,Sameer Kumar Panda,Sandhya Chipurupalli,Saray Gutierrez,Daniel Thomas,Stuart M Pitson,Adam Antebi,Nirmal Robinson

The New phytologist 239:1315-1331 PubMed37301985

2023

Hypoxia response protein HRM1 modulates the activity of mitochondrial electron transport chain in Arabidopsis under hypoxic stress.

Applications

Unspecified application

Species

Unspecified reactive species

Kuen-Jin Tsai,Der-Fen Suen,Ming-Che Shih

Autophagy 18:2985-3003 PubMed35414338

2022

LC3 subfamily in cardiolipin-mediated mitophagy: a comparison of the LC3A, LC3B and LC3C homologs.

Applications

Unspecified application

Species

Unspecified reactive species

Marina N Iriondo,Asier Etxaniz,Yaiza R Varela,Uxue Ballesteros,Javier H Hervás,L Ruth Montes,Félix M Goñi,Alicia Alonso

Cells 10: PubMed34072893

2021

Continuous Inflammatory Stimulation Leads via Metabolic Plasticity to a Prometastatic Phenotype in Triple-Negative Breast Cancer Cells.

Applications

Unspecified application

Species

Unspecified reactive species

Dina Morein,Linor Rubinstein-Achiasaf,Hadar Brayer,Orly Dorot,Edward Pichinuk,Hagar Ben-Yaakov,Tsipi Meshel,Metsada Pasmanik-Chor,Adit Ben-Baruch

Cell reports 32:108020 PubMed32783942

2020

A Three-Way Combinatorial CRISPR Screen for Analyzing Interactions among Druggable Targets.

Applications

Unspecified application

Species

Unspecified reactive species

Peng 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 Wong

eLife 9: PubMed32396064

2020

Bmal1 integrates mitochondrial metabolism and macrophage activation.

Applications

Unspecified application

Species

Unspecified reactive species

Ryan 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 Lee

View all publications

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Rotenone, mitochondrial electron transport chain inhibitor

Chemical Structure - Rotenone, mitochondrial electron transport chain inhibitor (AB143145)

Key facts

CAS number

Purity

Form

Molecular weight

Molecular formula

PubChem

Nature

Solubility

Biochemical name

Biological description

Canonical smiles

Isomeric smiles

InChi

InChiKey

IUPAC Name

Properties and storage information

Shipped at conditions

Appropriate short-term storage conditions

Appropriate long-term storage conditions

Storage information

Product protocols

Publications (15)

Complementary Products

Biochemicals

Biochemicals

Secondary Antibodies

Biochemicals

Product promise