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Atpenin A5

Cat No.:V5544 Purity: ≥98%
Atpenin A5 is a potent and specific complex II inhibitor (antagonist) with IC50 of ~10 nM, and is a potent mKATP channel agonist and cardioprotective agent.
Atpenin A5
Atpenin A5 Chemical Structure CAS No.: 119509-24-9
Product category: New15
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
1mg
5mg
10mg
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Top Publications Citing lnvivochem Products
InvivoChem's Atpenin A5 has been cited by 1 publication
Product Description
Atpenin A5 is a potent and specific complex II inhibitor (antagonist) with IC50 of ~10 nM, and is a potent mKATP channel agonist and cardioprotective agent.
Biological Activity I Assay Protocols (From Reference)
ln Vitro
Atpenin A5 has IC50 values of 8.3, 9.3, and 8.5 nM, respectively, for its cytostatic effects on cardiomyocytes, mitochondria, and mitochondrial particles (SMP). Manhattan complex II chip Atpenin A5 (AA5) is a powerful chip. In isolated cardiomyocytes, atpenin A5 (1 nM) mimics reperfusion (IR) injury and inhibits mKATP channel activation [1].
ln Vivo
In the postpartum heart following myocardial infarction (MI), inhibition of succinate dehydrogenase by Atpenin A5 promotes cardiomyocyte mitosis and regeneration; in contrast to heart disease, the myocardium in the myocardial infarction area injected with Atpenin A5 becomes thicker and scars are significantly reduced [2]. Atpenin A5 is a valid benchmark for succinate dehydrogenase (SDH).
Animal Protocol
Animal/Disease Models: Neonatal mice [2]
Doses: 100 μg/kg
Route of Administration: Daily injection
Experimental Results: Myocardial thickness in the infarct area was Dramatically increased and scar size was diminished compared with the control group.
References

[1]. The complex II inhibitor atpenin A5 protects against cardiac ischemia-reperfusion injury via activation of mitochondrial KATP channels. Basic Res Cardiol. 2009 Mar;104(2):121-9.

[2]. Malonate Promotes Adult Cardiomyocyte Proliferation and Heart Regeneration. Circulation. 2021 May 18;143(20):1973-1986.

Additional Infomation
Atpenin A5 has been reported in Streptomyces with data available.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C15H21NO5CL2
Molecular Weight
366.23694
Exact Mass
365.079
CAS #
119509-24-9
Related CAS #
119509-24-9;
PubChem CID
54676868
Appearance
White to off-white solid powder
Density
1.3±0.1 g/cm3
Boiling Point
532.6±50.0 °C at 760 mmHg
Flash Point
275.9±30.1 °C
Vapour Pressure
0.0±3.2 mmHg at 25°C
Index of Refraction
1.534
LogP
-0.8
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
5
Rotatable Bond Count
8
Heavy Atom Count
23
Complexity
544
Defined Atom Stereocenter Count
3
SMILES
C[C@@H](C[C@H](C)C(=O)C1=C(C(=C(NC1=O)OC)OC)O)[C@H](CCl)Cl
InChi Key
OVULNOOPECCZRG-CIUDSAMLSA-N
InChi Code
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
Chemical Name
3-[(2S,4S,5R)-5,6-dichloro-2,4-dimethylhexanoyl]-4-hydroxy-5,6-dimethoxy-1H-pyridin-2-one
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Note: (1). This product requires protection from light (avoid light exposure) during transportation and storage.  (2). Please store this product in a sealed and protected environment (e.g. under nitrogen), avoid exposure to moisture.
Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO : ~100 mg/mL (~273.04 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (6.83 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 2.5 mg/mL (6.83 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.

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Solubility in Formulation 3: ≥ 2.5 mg/mL (6.83 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.


 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.7304 mL 13.6522 mL 27.3045 mL
5 mM 0.5461 mL 2.7304 mL 5.4609 mL
10 mM 0.2730 mL 1.3652 mL 2.7304 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

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What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
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  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

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What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

Biological Data
  • Inhibition of complex II activity by AA5 in SMPs, isolated mitochondria, and cardiomyocytes Complex II activity was measured as detailed in the methods. Data are means ± SEM (N=4–6) and are expressed as a percentage of the appropriate control values: 162±4 nmol/min/mg protein in SMPs, 98±10 nmol/min/mg protein in mitochondria, and 439±49 nmol/min/104 cardiomyocytes. Inset: structure of atpenin A5.[1]. Andrew P Wojtovich, et al. The complex II inhibitor atpenin A5 protects against cardiac ischemia-reperfusion injury via activation of mitochondrial KATP channels. Basic Res Cardiol. 2009 Mar;104(2):121-9.
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