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AB144194

Atpenin A5, ubiquinone-binding site mitochondrial complex II inhibitor

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(4 Publications )

MW 366.2 Da, Purity >95%. Highly selective, potent ubiquinone-binding site mitochondrial complex II inhibitor (IC50 values are 12 and 3.7 nM for nematode and mammalian mitochondria respectively). Stimulates mitochondrial KATP channels. Shows anti-ischemic and cardioprotective effects in vivo. .
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Chemical Structure - Atpenin A5, ubiquinone-binding site mitochondrial complex II inhibitor (AB144194)
  • Chemical Structure

Lab

Chemical Structure - Atpenin A5, ubiquinone-binding site mitochondrial complex II inhibitor (AB144194)

2D chemical structure image of ab144194, Atpenin A5, ubiquinone-binding site mitochondrial complex II inhibitor

Key facts

CAS number

119509-24-9

Purity

>95%

Form

Solid

form

Formulation

Constituents: 100% 3-[(2S,4S,5R)-5,6-dichloro-2,4-dimethylhexanoyl]-4-hydroxy-5,6-dimethoxy-1H-pyridin-2-one

Molecular weight

366.2 Da

Molecular formula

C<sub>1</sub><sub>5</sub>H<sub>2</sub><sub>1</sub>Cl<sub>2</sub>NO<sub>5</sub>

PubChem

54676868

Nature

Synthetic

Solubility

Soluble in ethanol

Soluble in DMSO

Biochemical name

Atpenin A5

Biological description

Highly selective, potent ubiquinone-binding site mitochondrial complex II inhibitor (IC50 values are 12 and 3.7 nM for nematode and mammalian mitochondria respectively). Stimulates mitochondrial KATP channels. Shows anti-ischemic and cardioprotective effects in vivo.

Canonical smiles

CC(CC(C)C(=O)C1=C(C(=C(NC1=O)OC)OC)O)C(CCl)Cl

Isomeric smiles

C[C@@H](C[C@H](C)C(=O)C1=C(C(=C(NC1=O)OC)OC)O)[C@H](CCl)Cl

InChi

InChI=1S/C15H21Cl2NO5/c1-7(9(17)6-16)5-8(2)11(19)10-12(20)13(22-3)15(23-4)18-14(10)21/h7-9H,5-6H2,1-4H3,(H2,18,20,21)/t7-,8-,9-/m0/s1

InChiKey

OVULNOOPECCZRG-CIUDSAMLSA-N

IUPAC Name

3-[(2S,4S,5R)-5,6-dichloro-2,4-dimethylhexanoyl]-4-hydroxy-5,6-dimethoxy-1H-pyridin-2-one

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Complementary Products

Primary Antibodies

AB181602

Anti-GAPDH antibody [EPR16891] - Loading Control

RabMAb|Recombinant|Lab Essentials|20ul selling size

Immunohistochemistry (Formalin/PFA-fixed paraffin-embedded sections) - Anti-GAPDH antibody [EPR16891] - Loading Control (AB181602)

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Primary Antibodies

AB270647

FITC Anti-CD206 antibody [15-2]

Flow Cytometry - FITC Anti-CD206 antibody [15-2] (AB270647)

  • 0
  • 0
Primary Antibodies

AB300421

Anti-F4/80 antibody [EPR26545-166]

BOND RX™ Validated|Recombinant|Lab Essentials|20ul selling size|RabMAb|Advanced Validation

Immunohistochemistry (Frozen sections) - Anti-F4/80 antibody [EPR26545-166] (AB300421)

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  • 3
Primary Antibodies

AB222914

Alexa Fluor® 488 Anti-CD68 antibody [KP1]

Recombinant|Advanced Validation

Immunohistochemistry (Formalin/PFA-fixed paraffin-embedded sections) - Alexa Fluor® 488 Anti-CD68 antibody [KP1] (AB222914)

  • 4
  • 2
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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
Handling instructions

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

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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.

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Toxic, refer to SDS for further information.

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Product protocols

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Publications (4)

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

PeerJ 13:e18887 PubMed39995996

2025

A375 melanoma-derived lactate controls A375 melanoma phenotypes by inducing macrophage M2 polarization TCA cycle and TGF-β signaling.

Applications

Unspecified application

Species

Unspecified reactive species

Qifei Wang,Yurui Shi,Zelian Qin,Mengli Xu,Jingyi Wang,Yuhao Lu,Zhenmin Zhao,Hongsen Bi

Nature 625:385-392 PubMed38123683

2023

Mitochondrial dysfunction abrogates dietary lipid processing in enterocytes.

Applications

Unspecified application

Species

Unspecified reactive species

Chrysanthi Moschandrea,Vangelis Kondylis,Ioannis Evangelakos,Marija Herholz,Farina Schneider,Christina Schmidt,Ming Yang,Sandra Ehret,Markus Heine,Michelle Y Jaeckstein,Karolina Szczepanowska,Robin Schwarzer,Linda Baumann,Theresa Bock,Efterpi Nikitopoulou,Susanne Brodesser,Marcus Krüger,Christian Frezza,Joerg Heeren,Aleksandra Trifunovic,Manolis Pasparakis

eLife 12: PubMed36883551

2023

Mitochondrial redox adaptations enable alternative aspartate synthesis in SDH-deficient cells.

Applications

Unspecified application

Species

Unspecified reactive species

Madeleine L Hart,Evan Quon,Anna-Lena B G Vigil,Ian A Engstrom,Oliver J Newsom,Kristian Davidsen,Pia Hoellerbauer,Samantha M Carlisle,Lucas B Sullivan

American journal of physiology. Heart and circulat 308:H651-63 PubMed25599572

2015

Cardiomyocyte mitochondrial oxidative stress and cytoskeletal breakdown in the heart with a primary volume overload.

Applications

IHC-P

Species

Rat

Danielle M Yancey,Jason L Guichard,Mustafa I Ahmed,Lufang Zhou,Michael P Murphy,Michelle S Johnson,Gloria A Benavides,James Collawn,Victor Darley-Usmar,Louis J Dell'Italia
View all publications
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Product promise

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