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| SKU | Size | Availability |
Price | Qty |
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Z286693-1mg
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1mg |
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
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$356.90
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Z286693-5mg
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5mg |
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
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$1,239.90
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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 | FR148083 | FR-148083 | CS-0012266 | CHEBI:67559 | Q27074007 | L783279 | (2E,5S,6S,8Z,11S)-5,6,15-t |
|---|---|
| Specifications & Purity | Moligand™, ≥98% |
| 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 This product requires cold chain shipping. Ground and other economy services are not available. |
| Grade | Moligand™ |
| Action Type | INHIBITOR |
| Mechanism of action | Inhibitor of mitogen-activated protein kinase kinase kinase 7 |
| Product Description |
5Z-7-Oxozeaenol is a potent, irreversible and selective inhibitor of transforming growth factor (TGF)-β-activated kinase 1 with IC50 of 8.1 nM for TAK1 and low activity against MEK1 with IC50 of 411 nM, it is also an inhibitor of VEGF-R2 with IC50 of 52 nM.
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Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Phenylpropanoids and polyketides |
| Class | Macrolides and analogues |
| Subclass | Zearalenones |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Zearalenones |
| Alternative Parents | Anisoles Alkyl aryl ethers 1-hydroxy-4-unsubstituted benzenoids 1-hydroxy-2-unsubstituted benzenoids Vinylogous acids Secondary alcohols Lactones Cyclic ketones Carboxylic acid esters 1,2-diols Oxacyclic compounds Monocarboxylic acids and derivatives Organic oxides Hydrocarbon derivatives |
| Molecular Framework | Aromatic heteropolycyclic compounds |
| Substituents | Zearalenone-skeleton - Anisole - 1-hydroxy-4-unsubstituted benzenoid - 1-hydroxy-2-unsubstituted benzenoid - Alkyl aryl ether - Benzenoid - Vinylogous acid - 1,2-diol - Carboxylic acid ester - Ketone - Cyclic ketone - Secondary alcohol - Lactone - Carboxylic acid derivative - Oxacycle - Ether - Organoheterocyclic compound - Polyol - Monocarboxylic acid or derivatives - Organic oxygen compound - Alcohol - Organic oxide - Hydrocarbon derivative - Carbonyl group - Organooxygen compound - Aromatic heteropolycyclic compound |
| Description | This compound belongs to the class of organic compounds known as zearalenones. These are macrolides which contains a fourteen-member lactone fused to 1,3-dihydroxybenzene. |
| External Descriptors | aromatic ether - secondary alcohol - phenols - macrolide |
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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 |
| InChIKey | NEQZWEXWOFPKOT-BYRRXHGESA-N |
| Smiles | COc1cc(O)c2C(=O)O[C@@H](C)CC=CC(=O)[C@@H](O)[C@@H](O)C\C=C\c2c1 |
| 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 |
| 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 |
| Solubility | Solvent:DMSO, Max Conc. mg/mL: 9.06, Max Conc. mM: 25 |
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| Molecular Weight | 362.400 g/mol |
| XLogP3 | 2.600 |
| Hydrogen Bond Donor Count | 3 |
| Hydrogen Bond Acceptor Count | 7 |
| Rotatable Bond Count | 1 |
| Exact Mass | 362.137 Da |
| Monoisotopic Mass | 362.137 Da |
| Topological Polar Surface Area | 113.000 Ų |
| Heavy Atom Count | 26 |
| Formal Charge | 0 |
| Complexity | 556.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 3 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 2 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 2 |
| Covalently-Bonded Unit Count | 1 |