AB143145

Rotenone, mitochondrial electron transport chain inhibitor

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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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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

주요 정보

CAS 번호

83-79-4

Purity

>97%

제형

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

생화학적 명칭

Rotenone

생물학적 정보

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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특성 및 보관 정보

배송 시 보관 조건

Ambient - Can Ship with Ice

적절한 단기 보관 조건

-20°C

적절한 장기 보관 조건

-20°C

보관 정보

Store under desiccating conditions|The product can be stored for up to 12 months

취급 방법

Need more advice on solubility, usage and handling? Please visit our our product support page for more details.

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.

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제품 프로토콜

Visit the General protocols
Visit the Troubleshooting

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제품이 사용된 논문 (15)

Recent publications for all applications. Explore the 전체 목록 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.

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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

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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

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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

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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

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Species

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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

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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

제품이 사용된 논문 모두 보기

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Rotenone, mitochondrial electron transport chain inhibitor

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

주요 정보

CAS 번호

Purity

제형

Molecular weight

Molecular formula

PubChem

Nature

Solubility

생화학적 명칭

생물학적 정보

Canonical SMILES

Isomeric SMILES

InChi

InChiKey

IUPAC Name

보완 제품

Biochemicals

Biochemicals

Biochemicals

Biochemicals

특성 및 보관 정보

배송 시 보관 조건

적절한 단기 보관 조건

적절한 장기 보관 조건

보관 정보

취급 방법

제품 프로토콜

제품이 사용된 논문 (15)

Product promise