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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

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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

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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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

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Publications (4)

Recent publications for all applications. Explore the full list and 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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Reagents, Controls & Accessories

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