Specification
Description
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.
Synonyms
Mitochonic Acid 5; MA-5; MA 5; MA5
IUPAC Name
4-(2,4-Difluorophenyl)-2-(1H-indol-3-yl)-4-oxobutanoic acid
Canonical SMILES
O=C(O)C(C1=CNC2=C1C=CC=C2)CC(C3=CC=C(F)C=C3F)=O
InChI
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)
InChI Key
BOKQALWNGNLTOC-UHFFFAOYSA-N
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Storage
Dry, dark and at 0-4 °C for short term (days to weeks) or -20 °C for long term (months to years).
Biological Target
Mitochonic acid 5 binds mitochondria and ameliorates renal tubular and cardiac myocyte damage. Mitochonic acid 5 modulates mitochondrial ATP synthesis.
Drug Formulation
This drug may be formulated in DMSO
Elemental Analysis
C, 65.65; H, 3.98; F, 11.54; N, 4.25; O, 14.58
HS Tariff Code
2934.99.9001
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/
Shipping
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.
Stock Solution Storage
0-4 °C for short term (days to weeks), or -20 °C for long term (months).