Determine the necessary mass, volume, or concentration for preparing a solution.
Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
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SKU | Size | Availability | Price | Qty |
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E129897-1g | 1g | In stock | $111.90 | |
E129897-5g | 5g | In stock | $278.90 | |
E129897-25g | 25g | In stock | $1,252.90 |
Potent aldose reductase inhibitor
Synonyms | HMS3887A17 | {5-[(E)-2-Methyl-3-phenyl-prop-2-en-(Z)-ylidene]-4-oxo-2-thioxo-thiazolidin-3-yl}-acetic acid | GTPL11371 | ONO 2 | s2035 | Epalrestat- Bio-X | CCG-267693 | MFCD00865484 | CHNUOJQWGUIOLD-NFZZJPOKSA-N | HMS2747M09 | AS-13345 | EPALRESTAT [MI] |
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Specifications & Purity | Moligand™, ≥97% |
Biochemical and Physiological Mechanisms | Potent aldose reductase inhibitor (IC 50 = 72 nM). Increases intracellular glutathione levels in Schwann cells through transcription regulation. Shows antidiabetic and neuroprotective effects in vivo. Orally active. |
Storage Temp | Store at -20°C |
Shipped In | Ice chest + Ice pads |
Grade | Moligand™ |
Action Type | INHIBITOR |
Mechanism of action | Aldose reductase inhibitor |
Note | Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details. |
ALogP | 3.8 |
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IUPAC Name | 2-[(5Z)-5-[(E)-2-methyl-3-phenylprop-2-enylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]acetic acid |
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INCHI | InChI=1S/C15H13NO3S2/c1-10(7-11-5-3-2-4-6-11)8-12-14(19)16(9-13(17)18)15(20)21-12/h2-8H,9H2,1H3,(H,17,18)/b10-7+,12-8- |
InChi Key | CHNUOJQWGUIOLD-NFZZJPOKSA-N |
Canonical SMILES | CC(=CC1=CC=CC=C1)C=C2C(=O)N(C(=S)S2)CC(=O)O |
Isomeric SMILES | C/C(=C\C1=CC=CC=C1)/C=C\2/C(=O)N(C(=S)S2)CC(=O)O |
WGK Germany | 3 |
PubChem CID | 1549120 |
Molecular Weight | 319.4 |
PubChem CID | 1549120 |
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CAS Registry No. | 82159-09-9 |
ChEMBL Ligand | CHEMBL56337 |
BindingDB Ligand | 50049730 |
DrugBank Ligand | DB15293 |
Enter Lot Number to search for COA:
Find and download the COA for your product by matching the lot number on the packaging.
Lot Number | Certificate Type | Date | Item |
---|---|---|---|
G2419342 | Certificate of Analysis | Apr 02, 2024 | E129897 |
G2419343 | Certificate of Analysis | Apr 02, 2024 | E129897 |
J1930145 | Certificate of Analysis | Jun 07, 2023 | E129897 |
F2316138 | Certificate of Analysis | May 09, 2023 | E129897 |
G2117224 | Certificate of Analysis | May 09, 2023 | E129897 |
G2117225 | Certificate of Analysis | May 09, 2023 | E129897 |
Solubility | DMSO 2 mg/mL Water <1 mg/mL Ethanol <1 mg/mL |
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Melt Point(°C) | 224 °C |
Pictogram(s) | GHS06, GHS07 |
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Signal | Danger |
Hazard Statements | H315:Causes skin irritation H319:Causes serious eye irritation H335:May cause respiratory irritation H300:Fatal if swallowed |
Precautionary Statements | P261:Avoid breathing dust/fume/gas/mist/vapors/spray. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present and easy to do - continue rinsing. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of water. P321:Specific treatment (see ... on this label). P405:Store locked up. P501:Dispose of contents/container to ... P264:Wash hands [and …] thoroughly after handling. P271:Use only outdoors or in a well-ventilated area. P270:Do not eat, drink or smoke when using this product. P304+P340:IF INHALED: Remove person to fresh air and keep comfortable for breathing. P403+P233:Store in a well-ventilated place. Keep container tightly closed. P362+P364:Take off contaminated clothing and wash it before reuse. P330:Rinse mouth. P264+P265:Wash hands [and …] thoroughly after handling. Do not touch eyes. P301+P316:IF SWALLOWED: Get emergency medical help immediately. P337+P317:If eye irritation persists: Get medical help. P332+P317:If skin irritation occurs: Get medical help. P319:Get medical help if you feel unwell. |
WGK Germany | 3 |
Merck Index | 3605 |
1. Hotta N, Akanuma Y, Kawamori R, Matsuoka K, Oka Y, Shichiri M, Toyota T, Nakashima M, Yoshimura I, Sakamoto N et al.. (2006) Long-term clinical effects of epalrestat, an aldose reductase inhibitor, on diabetic peripheral neuropathy: the 3-year, multicenter, comparative Aldose Reductase Inhibitor-Diabetes Complications Trial.. Diabetes Care, 29 (7): (1538-44). [PMID:16801576] |
2. Ramirez MA, Borja NL. (2008) Epalrestat: an aldose reductase inhibitor for the treatment of diabetic neuropathy.. Pharmacotherapy, 28 (5): (646-55). [PMID:18447661] |
3. Ji J, Xu MX, Qian TY, Zhu SZ, Jiang F, Liu ZX, Xu WS, Zhou J, Xiao MB. (2020) The AKR1B1 inhibitor epalrestat suppresses the progression of cervical cancer.. Mol Biol Rep, 47 (8): (6091-6103). [PMID:32761301] |
4. Geng N, Jin Y, Li Y, Zhu S, Bai H. (2020) AKR1B10 Inhibitor Epalrestat Facilitates Sorafenib-Induced Apoptosis and Autophagy Via Targeting the mTOR Pathway in Hepatocellular Carcinoma.. Int J Med Sci, 17 (9): (1246-1256). [PMID:32547320] |
5. Kikkawa R, Hatanaka I, Yasuda H, Kobayashi N, Shigeta Y, Terashima H, Morimura T, Tsuboshima M. (1983) Effect of a new aldose reductase inhibitor, (E)-3-carboxymethyl-5-[(2E)-methyl-3-phenylpropenylidene]rhodanine (ONO-2235) on peripheral nerve disorders in streptozotocin-diabetic rats.. Diabetologia, 24 (4): (290-2). [PMID:6407887] |
6. Kikkawa R, Hatanaka I, Yasuda H, Kobayashi N, Shigeta Y. (1984) Prevention of peripheral nerve dysfunction by an aldose reductase inhibitor in streptozotocin-diabetic rats.. Metabolism, 33 (3): (212-4). [PMID:6420645] |
7. Takahashi M, Fujii J, Miyoshi E, Hoshi A, Taniguchi N. (1995) Elevation of aldose reductase gene expression in rat primary hepatoma and hepatoma cell lines: implication in detoxification of cytotoxic aldehydes.. Int J Cancer, 62 (6): (749-54). [PMID:7558425] |
8. Yamaori S, Araki N, Shionoiri M, Ikehata K, Kamijo S, Ohmori S, Watanabe K. (2018) A Specific Probe Substrate for Evaluation of CYP4A11 Activity in Human Tissue Microsomes and a Highly Selective CYP4A11 Inhibitor: Luciferin-4A and Epalrestat.. J Pharmacol Exp Ther, 366 (3): (446-457). [PMID:29976573] |