Mitochonic Acid 5 | CAS#1354707-41-7 | indole-3-acetic acid derivative

MedKoo Cat#: 562051 | Name: Mitochonic Acid 5

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Mitochonic Acid 5 is a derivative of the plant hormone indole-3-acetic acid. It has been shown to improve survival of fibroblasts from patients with mitochondrial diseases.

Chemical Structure

Mitochonic Acid 5

CAS#1354707-41-7

Theoretical Analysis

MedKoo Cat#: 562051

Name: Mitochonic Acid 5

CAS#: 1354707-41-7

Chemical Formula: C18H13F2NO3

Exact Mass: 329.0863

Molecular Weight: 329.30

Elemental Analysis: C, 65.65; H, 3.98; F, 11.54; N, 4.25; O, 14.58

Price and Availability

Size	Price	Availability
5mg	USD 90.00	Ready to ship
10mg	USD 150.00	Ready to ship
25mg	USD 250.00	Ready to ship
50mg	USD 450.00	Ready to ship
100mg	USD 750.00	Ready to ship
200mg	USD 1,350.00	Ready to ship

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Related CAS #

No Data

Synonym

Mitochonic Acid 5; MA-5; MA 5; MA5;

IUPAC/Chemical Name

4-(2,4-Difluorophenyl)-2-(1H-indol-3-yl)-4-oxobutanoic acid

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)

SMILES Code

O=C(O)C(C1=CNC2=C1C=CC=C2)CC(C3=CC=C(F)C=C3F)=O

Appearance

Solid powder

Purity

>98% (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility

Soluble in DMSO

Shelf Life

>2 years if stored properly

Drug Formulation

This drug may be formulated in DMSO

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2934.99.9001

More Info

Product Data

Product Data

Certificate of Analysis

View CoA: current batch, Lot# T22D02K14

QC Data

View QC data: current batch, Lot# T22D02K14

Safety Data Sheet (SDS)

View Safety Data Sheet (SDS)

Instruction

View handling instruction

Biological target:

Mitochonic acid 5 binds mitochondria and ameliorates renal tubular and cardiac myocyte damage. Mitochonic acid 5 modulates mitochondrial ATP synthesis.

In vitro activity:

Overall, MA-5 was found to enhance the activity of SIRT3, promote Parkin-dependent mitophagy, eliminate depolarized/damaged mitochondria in chondrocytes, and protect cartilage cells. In conclusion, MA-5 inhibits IL-1β-induced oxidative stress and protects chondrocytes by upregulating the SIRT3/Parkin-related autophagy signaling pathway. Reference: Front Pharmacol. 2022 Jun 6;13:911716. https://pubmed.ncbi.nlm.nih.gov/35734404/

In vivo activity:

Peritoneal fibrosis was induced in C57BL/6 mice via intraperitoneal injection of chlorhexidine gluconate (CG) every other day for 3 weeks. Fibrotic thickening of the parietal peritoneum induced by CG was substantially attenuated by MA-5. The number of α-smooth muscle actin-positive myofibroblasts, transforming growth factor β-positive cells, F4/80-positive macrophages, monocyte chemotactic protein 1-positive cells, and 4-hydroxy-2-nonenal-positive cells was considerably decreased. In addition, reduced ATP5a1-positive and uncoupling protein 2-positive cells in the CG group were notably increased by MA-5. MA-5 may ameliorate peritoneal fibrosis by suppressing macrophage infiltration and oxidative stress, thus restoring mitochondrial function. Overall, MA-5 has therapeutic potential against peritoneal fibrosis. Reference: Med Mol Morphol. 2022 Mar;55(1):27-40. https://pubmed.ncbi.nlm.nih.gov/34622315/

	Solvent	mg/mL	mM	comments
Solubility
	DMSO	106.7	323.90

Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 329.30 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

Formulation protocol:

1. Xin R, Xu Y, Long D, Mao G, Liao H, Zhang Z, Kang Y. Mitochonic Acid-5 Inhibits Reactive Oxygen Species Production and Improves Human Chondrocyte Survival by Upregulating SIRT3-Mediated, Parkin-dependent Mitophagy. Front Pharmacol. 2022 Jun 6;13:911716. doi: 10.3389/fphar.2022.911716. PMID: 35734404; PMCID: PMC9207248. 2. Tan J, Chen SX, Lei QY, Yi SQ, Wu N, Wang YL, Xiao ZJ, Wu H. Mitochonic acid 5 regulates mitofusin 2 to protect microglia. Neural Regen Res. 2021 Sep;16(9):1813-1820. doi: 10.4103/1673-5374.306094. PMID: 33510088; PMCID: PMC8328753. 3. Inoue H, Torigoe K, Torigoe M, Muta K, Obata Y, Suzuki T, Suzuki C, Abe T, Koji T, Mukae H, Nishino T. Mitochonic acid-5 ameliorates chlorhexidine gluconate-induced peritoneal fibrosis in mice. Med Mol Morphol. 2022 Mar;55(1):27-40. doi: 10.1007/s00795-021-00305-6. Epub 2021 Oct 7. PMID: 34622315. 4. Suzuki T, Yamaguchi H, Kikusato M, Hashizume O, Nagatoishi S, Matsuo A, Sato T, Kudo T, Matsuhashi T, Murayama K, Ohba Y, Watanabe S, Kanno S, Minaki D, Saigusa D, Shinbo H, Mori N, Yuri A, Yokoro M, Mishima E, Shima H, Akiyama Y, Takeuchi Y, Kikuchi K, Toyohara T, Suzuki C, Ichimura T, Anzai J, Kohzuki M, Mano N, Kure S, Yanagisawa T, Tomioka Y, Toyomizu M, Tsumoto K, Nakada K, Bonventre JV, Ito S, Osaka H, Hayashi K, Abe T. Mitochonic Acid 5 Binds Mitochondria and Ameliorates Renal Tubular and Cardiac Myocyte Damage. J Am Soc Nephrol. 2016 Jul;27(7):1925-32. doi: 10.1681/ASN.2015060623. Epub 2015 Nov 25. PMID: 26609120; PMCID: PMC4926982.

In vitro protocol:

In vivo protocol:

1. Inoue H, Torigoe K, Torigoe M, Muta K, Obata Y, Suzuki T, Suzuki C, Abe T, Koji T, Mukae H, Nishino T. Mitochonic acid-5 ameliorates chlorhexidine gluconate-induced peritoneal fibrosis in mice. Med Mol Morphol. 2022 Mar;55(1):27-40. doi: 10.1007/s00795-021-00305-6. Epub 2021 Oct 7. PMID: 34622315. 2. Suzuki T, Yamaguchi H, Kikusato M, Hashizume O, Nagatoishi S, Matsuo A, Sato T, Kudo T, Matsuhashi T, Murayama K, Ohba Y, Watanabe S, Kanno S, Minaki D, Saigusa D, Shinbo H, Mori N, Yuri A, Yokoro M, Mishima E, Shima H, Akiyama Y, Takeuchi Y, Kikuchi K, Toyohara T, Suzuki C, Ichimura T, Anzai J, Kohzuki M, Mano N, Kure S, Yanagisawa T, Tomioka Y, Toyomizu M, Tsumoto K, Nakada K, Bonventre JV, Ito S, Osaka H, Hayashi K, Abe T. Mitochonic Acid 5 Binds Mitochondria and Ameliorates Renal Tubular and Cardiac Myocyte Damage. J Am Soc Nephrol. 2016 Jul;27(7):1925-32. doi: 10.1681/ASN.2015060623. Epub 2015 Nov 25. PMID: 26609120; PMCID: PMC4926982.

1: Matsuhashi T, Sato T, Kanno SI, Suzuki T, Matsuo A, Oba Y, Kikusato M, Ogasawara E, Kudo T, Suzuki K, Ohara O, Shimbo H, Nanto F, Yamaguchi H, Saigusa D, Mukaiyama Y, Watabe A, Kikuchi K, Shima H, Mishima E, Akiyama Y, Oikawa Y, Hsin-Jung HO, Akiyama Y, Suzuki C, Uematsu M, Ogata M, Kumagai N, Toyomizu M, Hozawa A, Mano N, Owada Y, Aiba S, Yanagisawa T, Tomioka Y, Kure S, Ito S, Nakada K, Hayashi KI, Osaka H, Abe T. Mitochonic Acid 5 (MA-5) Facilitates ATP Synthase Oligomerization and Cell Survival in Various Mitochondrial Diseases. EBioMedicine. 2017 Jun;20:27-38. doi: 10.1016/j.ebiom.2017.05.016. Epub 2017 May 13. PubMed PMID: 28579242; PubMed Central PMCID: PMC5478234. 2: Suzuki T, Yamaguchi H, Kikusato M, Hashizume O, Nagatoishi S, Matsuo A, Sato T, Kudo T, Matsuhashi T, Murayama K, Ohba Y, Watanabe S, Kanno S, Minaki D, Saigusa D, Shinbo H, Mori N, Yuri A, Yokoro M, Mishima E, Shima H, Akiyama Y, Takeuchi Y, Kikuchi K, Toyohara T, Suzuki C, Ichimura T, Anzai J, Kohzuki M, Mano N, Kure S, Yanagisawa T, Tomioka Y, Toyomizu M, Tsumoto K, Nakada K, Bonventre JV, Ito S, Osaka H, Hayashi K, Abe T. Mitochonic Acid 5 Binds Mitochondria and Ameliorates Renal Tubular and Cardiac Myocyte Damage. J Am Soc Nephrol. 2016 Jul;27(7):1925-32. doi: 10.1681/ASN.2015060623. Epub 2015 Nov 25. PubMed PMID: 26609120; PubMed Central PMCID: PMC4926982. 3: Suzuki T, Yamaguchi H, Kikusato M, Matsuhashi T, Matsuo A, Sato T, Oba Y, Watanabe S, Minaki D, Saigusa D, Shimbo H, Mori N, Mishima E, Shima H, Akiyama Y, Takeuchi Y, Yuri A, Kikuchi K, Toyohara T, Suzuki C, Kohzuki M, Anzai J, Mano N, Kure S, Yanagisawa T, Tomioka Y, Toyomizu M, Ito S, Osaka H, Hayashi K, Abe T. Mitochonic Acid 5 (MA-5), a Derivative of the Plant Hormone Indole-3-Acetic Acid, Improves Survival of Fibroblasts from Patients with Mitochondrial Diseases. Tohoku J Exp Med. 2015 Jul;236(3):225-32. doi: 10.1620/tjem.236.225. PubMed PMID: 26118651.