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Mitochonic Acid 5

Alias: MA 5 MA-5 Mitochonic Acid 5
Cat No.:V25573 Purity: ≥98%
Mitochonic acid 5 binds to mitochondria and improves renal tubular and cardiomyocyte damage.
Mitochonic Acid 5
Mitochonic Acid 5 Chemical Structure CAS No.: 1354707-41-7
Product category: Mitophagy
This product is for research use only, not for human use. We do not sell to patients.
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Product Description
Mitochonic acid 5 binds to mitochondria and improves renal tubular and cardiomyocyte damage. Mitochonic acid 5 regulates mitochondrial ATP synthesis.
Mitochonic Acid 5 (MA-5, CAS#: 1354707-41-7) is a small-molecule derivative of the plant hormone indole-3-acetic acid (IAA) that functions as a mitochondria-targeting modulator. It has been identified as a potential therapeutic agent for various diseases due to its ability to enhance mitochondrial function and promote cellular energy production. MA-5 plays a crucial role in protecting cells from oxidative stress and apoptosis by stabilizing mitochondrial membranes. It has been shown to improve the survival of fibroblasts from patients with mitochondrial diseases, bind to mitochondria, and ameliorate renal tubular and cardiac myocyte damage. The compound modulates mitochondrial ATP synthesis, making it a valuable tool for studying mitochondrial biology and cellular stress responses. MA-5 exhibits a range of biological activities, including antioxidant, anti-inflammatory, and anti-cancer properties.
Biological Activity I Assay Protocols (From Reference)
Targets
MA-5 targets mitochondria, where it exerts its effects by modulating mitochondrial function. Its mechanism of action involves stabilizing mitochondrial membranes and protecting cells from oxidative stress and apoptosis. The compound binds to mitochondria and enhances ATP synthesis, which is critical for cellular energy homeostasis. By improving mitochondrial function, MA-5 helps to protect cells from damage in various disease contexts, including mitochondrial diseases, renal tubular damage, and cardiac myocyte damage. It also exhibits antioxidant and anti-inflammatory activities, which contribute to its cytoprotective effects.
ln Vitro
ATP generation in mitochondria is regulated by mitochondrial acid 5 (MA-5), which is not influenced by the electron transport chain or oxidative phosphorylation. Increased mitochondrial oxidation and ATP depletion are caused by mitochondrial malfunction and are linked to regeneration in a range of mitochondrial disorders [1]. The plant growth hormone regulator-3-receptor, from which (MA-5) is derived, controls energy stimulation and lowers mitochondrial oxidation to safeguard mitochondrial function. The MTT assay was used to assess cell viability in order to see the protective impact of mitochondrial acid 5 on asteroid cells in controlled conditions. Treatment with TNFα resulted in a considerable reduction in cell viability. Treatment with mitochondrial acid 5 reduces this effect, but, in a dependent way [2].
In vitro studies have demonstrated that MA-5 improves the survival of fibroblasts from patients with mitochondrial diseases. It binds to mitochondria and protects cells from oxidative stress and apoptosis. The compound also shows anti-cancer properties in various in vitro models. Its ability to modulate ATP synthesis has been confirmed in cell-based assays. These in vitro findings highlight its potential as a therapeutic agent for mitochondrial dysfunction and related disorders.
ln Vivo
In animal models of cardiac reperfusion injury and cisplatin-induced nephropathy, mitochondrial acid 5 (MA-5) enhances renal function. The study aimed to investigate the protective effects of mitochondrial acid 5 on tissue bioavailability. At a peak time of one hour, mitochondria acid 5 raises the Manhattan concentration in a dose-response manner [1].
In vivo studies have shown that MA-5 ameliorates renal tubular and cardiac myocyte damage. The compound's ability to protect against oxidative stress and apoptosis translates to protective effects in animal models of disease. Its efficacy in improving mitochondrial function and reducing tissue damage has been demonstrated in various preclinical models. These results support its potential for treating mitochondrial diseases, renal disorders, and cardiac conditions.
Enzyme Assay
The in vitro activity of MA-5 is typically assessed in cell-based functional assays rather than direct enzyme-receptor binding assays. Its ability to modulate mitochondrial ATP synthesis is measured using ATP quantification kits in treated cells. The compound's protective effects against oxidative stress are evaluated by measuring reactive oxygen species (ROS) levels and cell viability in cells exposed to oxidative insults. Its anti-inflammatory activity is assessed by measuring the production of pro-inflammatory cytokines in treated cells.
Cell Assay
Cellular assays for MA-5 involve treating patient-derived fibroblasts or other cell lines with the compound and measuring cell survival, ATP levels, and markers of oxidative stress and apoptosis. The compound's ability to stabilize mitochondrial membranes is evaluated using mitochondrial membrane potential assays. Its anti-cancer activity is assessed in cancer cell lines by measuring cell proliferation and apoptosis.
Animal Protocol
In vivo animal experiments for MA-5 are conducted in models of mitochondrial disease, renal damage, and cardiac injury. The compound is administered orally or intraperitoneally, and its effects on tissue damage, mitochondrial function, and survival are assessed. These studies are crucial for evaluating its therapeutic potential and safety profile.
ADME/Pharmacokinetics
MA-5 has a molecular weight of 329.3 g/mol and a molecular formula of C18H13F2NO3. Its LogP is 3.1, and its tPSA is 70.2. The compound is a light yellow to yellow solid powder. It has a purity of >98% and should be stored at -20°C for long-term stability.
Toxicity/Toxicokinetics
The toxicity profile of MA-5 has not been extensively characterized. As a research-grade compound, comprehensive toxicological evaluations are limited. Its safety for therapeutic use has not been established.
References

[1]. Mitochonic Acid 5 Binds Mitochondria and Ameliorates Renal Tubular and Cardiac Myocyte Damage. J Am Soc Nephrol. 2016 Jul;27(7):1925-32.

[2]. Mitochonic acid 5 activates the MAPK-ERK-yap signaling pathways to protect mouse microglial BV-2 cells against TNFα-induced apoptosis via increased Bnip3-related mitophagy. Cell Mol Biol Lett. 2018 Apr 5;23:14.

Additional Infomation
4-(2,4-difluorophenyl)-2-(1H-indol-3-yl)-4-oxobutanoic acid is an organic molecular entity. It increases cellular ATP production; its structure is described in the first source.
MA-5 is a research compound for studying mitochondrial biology and cellular stress responses. It has not entered clinical trials or received regulatory approval for therapeutic use. Its mechanism of action involves modulation of mitochondrial ATP synthesis and protection against oxidative stress and apoptosis.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C18H13F2NO3
Molecular Weight
329.297531843185
Exact Mass
329.086
Elemental Analysis
C, 65.65; H, 3.98; F, 11.54; N, 4.25; O, 14.58
CAS #
1354707-41-7
PubChem CID
76070959
Appearance
Light yellow to yellow solid powder
LogP
3.1
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
5
Rotatable Bond Count
5
Heavy Atom Count
24
Complexity
487
Defined Atom Stereocenter Count
0
SMILES
C1=CC=C2C(=C1)C(=CN2)C(CC(=O)C3=C(C=C(C=C3)F)F)C(=O)O
InChi Key
BOKQALWNGNLTOC-UHFFFAOYSA-N
InChi Code
InChI=1S/C18H13F2NO3/c19-10-5-6-12(15(20)7-10)17(22)8-13(18(23)24)14-9-21-16-4-2-1-3-11(14)16/h1-7,9,13,21H,8H2,(H,23,24)
Chemical Name
4-(2,4-difluorophenyl)-2-(1H-indol-3-yl)-4-oxobutanoic acid
Synonyms
MA 5 MA-5 Mitochonic Acid 5
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

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: ≥ 106.66 mg/mL (~323.90 mM)
H2O: < 0.1 mg/mL (Insoluble)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (7.59 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 (7.59 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 (7.59 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 3.0367 mL 15.1837 mL 30.3674 mL
5 mM 0.6073 mL 3.0367 mL 6.0735 mL
10 mM 0.3037 mL 1.5184 mL 3.0367 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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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.

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