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SKU | Size | Availability | Price | Qty |
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Z286693-1mg | 1mg | Available within 8-12 weeks(?) Production requires sourcing of materials. We appreciate your patience and understanding. | $246.90 |
Potent and selective TAK1 MAPKKK inhibitor
Synonyms | 5Z-7-Oxozeaenol | AKOS030213203 | 5Z-7-Oxozeaenol, >=98% (HPLC) | NCGC00186421-07 | N-iodosuccinic acid imide | BDBM50042034 | LL-Z1640-2 | SCHEMBL3841555 | HY-12686 | FR148083 | FR-148083 | CS-0012266 | CHEBI:67559 | Q27074007 | L783279 | (2E,5S,6S,8Z,11 |
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Specifications & Purity | Moligand™, ≥98%(HPLC) |
Biochemical and Physiological Mechanisms | Resorcyclic lactone of fungal origin that acts as a potent and selective transforming growth factor-β-activated kinase 1 (TAK1) mitogen-activated protein kinase kinase kinase (MAPKKK) inhibitor (IC50= 8 nM). Displays > 33-fold and > 62-fold selectivity ov |
Storage Temp | Store at -20°C,Desiccated |
Shipped In | Ice chest + Ice pads |
Grade | Moligand™ |
Action Type | INHIBITOR |
Mechanism of action | Inhibitor of mitogen-activated protein kinase kinase kinase 7 |
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Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
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IUPAC Name | (4S,6Z,9S,10S,12E)-9,10,18-trihydroxy-16-methoxy-4-methyl-3-oxabicyclo[12.4.0]octadeca-1(14),6,12,15,17-pentaene-2,8-dione |
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INCHI | InChI=1S/C19H22O7/c1-11-5-3-7-14(20)18(23)15(21)8-4-6-12-9-13(25-2)10-16(22)17(12)19(24)26-11/h3-4,6-7,9-11,15,18,21-23H,5,8H2,1-2H3/b6-4+,7-3-/t11-,15-,18+/m0/s1 |
InChi Key | NEQZWEXWOFPKOT-BYRRXHGESA-N |
Canonical SMILES | CC1CC=CC(=O)C(C(CC=CC2=C(C(=CC(=C2)OC)O)C(=O)O1)O)O |
Isomeric SMILES | C[C@H]1C/C=C\C(=O)[C@H]([C@H](C/C=C/C2=C(C(=CC(=C2)OC)O)C(=O)O1)O)O |
Alternate CAS | 253863-19-3 |
PubChem CID | 9863776 |
MeSH Entry Terms | 8,9,16-trihydroxy-14-methoxy-3-methyl-3,4,9,10-tetrahydro-1H-benzo(c)(1)oxacyclotetradecine-1,7(8H)-dione;f152A1 compound;FR 148083;FR-148083;FR148083;LL Z1640-2;LL-Z1640-2 |
Molecular Weight | 362.37 |
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Solubility | Solvent:DMSO, Max Conc. mg/mL: 9.06, Max Conc. mM: 25 |
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Pictogram(s) | GHS06 |
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Signal | Danger |
Hazard Statements | H301:Toxic if swallowed |
Precautionary Statements | P321:Specific treatment (see ... on this label). P405:Store locked up. P501:Dispose of contents/container to ... P264:Wash hands [and …] thoroughly after handling. P270:Do not eat, drink or smoke when using this product. P330:Rinse mouth. P301+P316:IF SWALLOWED: Get emergency medical help immediately. |
1. Rawlins P, Mander T, Sadeghi R, Hill S, Gammon G, Foxwell B, Wrigley S, Moore M. (1999) Inhibition of endotoxin-induced TNF-alpha production in macrophages by 5Z-7-oxo-zeaenol and other fungal resorcylic acid lactones.. Int J Immunopharmacol, 21 (12): (799-814). [PMID:10606001] |
2. Ninomiya-Tsuji J, Kajino T, Ono K, Ohtomo T, Matsumoto M, Shiina M, Mihara M, Tsuchiya M, Matsumoto K. (2003) A resorcylic acid lactone, 5Z-7-oxozeaenol, prevents inflammation by inhibiting the catalytic activity of TAK1 MAPK kinase kinase.. J Biol Chem, 278 (20): (18485-90). [PMID:12624112] |
3. Wu J, Powell F, Larsen NA, Lai Z, Byth KF, Read J, Gu RF, Roth M, Toader D, Saeh JC et al.. (2013) Mechanism and In Vitro Pharmacology of TAK1 Inhibition by (5Z)-7-Oxozeaenol.. ACS Chem Biol, 8 (3): (643-50). [PMID:23272696] |