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≥96% for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
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SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.
Cited in 0 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
CMC2.24 (TRB-N0224), an orally active tricarbonylmethane agent, is effective against pancreatic tumor in mice by inhibiting Ras activation and its downstream effector ERK1/2 pathway. CMC2.24 is also a potent inhibitor of zinc-dependent MMPs with IC 50 s ranging from 2.0-69 μM. CMC2.24 alleviates osteoarthritis progression by restoring cartilage homeostasis and inhibiting chondrocyte apoptosis via the NF-κB/HIF-2α axis .
In Vitro
CMC2.24 (0-60 μM; 24 hours) inhibits pancreatic cancer growth in vitro. CMC2.24 reduces STAT3 Ser727 phosphorylation levels, induces mitochondrial reactive oxygen species and mitochondrial cell death in pancreatic cancer cells. CMC2.24 induces mitochondrial reactive oxygen species and intrinsic apoptosis. MCE has not independently confirmed the accuracy of these methods. They are for reference only. Cell Viability AssayCell Line: AsPC-1, Panc-1, MIA PaCa-2 and BxPC-3 PC cells Concentration: 0-60 μM Incubation Time: 24 hours Result: Inhibits PC cell growth in a concentration-dependent manner.
In Vivo
CMC2.24 (50 mg/kg; p.o.; five times per week during 17 days) inhibits the growth of pancreatic cancer xenografts . CMC2.24 inhibits the growth of human PC through a strong cytokinetic effect. CMC2.24 inhibits ERK signaling pathway in PC cells and xenografts . MCE has not independently confirmed the accuracy of these methods. They are for reference only. Animal Model: Female immune deficient BALB/c nude mice Dosage: 50 mg/kg Administration: P.o.; five times per week during 17 days Result: Reduced the rate of growth over baseline by 66.9%.
Form:Solid
| Kanonisches Lächeln | C1=CC=C(C=C1)NC(=O)C(C(=O)C=CC2=CC=C(C=C2)O)C(=O)C=CC3=CC=C(C=C3)O |
|---|---|
| IUPAC Name | (E)-5-(4-hydroxyphenyl)-2-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]-3-oxo-N-phenylpent-4-enamide |
| InChIKey | ZPZMHBPRQOJARQ-OTYYAQKOSA-N |
| INCHI | 1S/C26H21NO5/c28-21-12-6-18(7-13-21)10-16-23(30)25(26(32)27-20-4-2-1-3-5-20)24(31)17-11-19-8-14-22(29)15-9-19/h1-17,25,28-29H,(H,27,32)/b16-10+,17-11+ |
| Isomere SMILES | C1=CC=C(C=C1)NC(=O)C(C(=O)/C=C/C2=CC=C(C=C2)O)C(=O)/C=C/C3=CC=C(C=C3)O |
| PubChem CID | 49806131 |
| MeSH-Eintrag | 1,7-bis(4-hydroxyphenyl)-4-N-phenylaminocarbonylhepta-1,6-dien-3,5-dione;CMC2.24 |
| Molekulargewicht | 427.45 |
Comprehensive hazard, handling, storage, and regulatory compliance document.
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View spec sheet →Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Phenylpropanoids and polyketides |
| Klasse | Diarylheptanoids |
| Subclass | Linear diarylheptanoids |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Curcuminoids |
| Alternative Parents | Hydroxycinnamic acids and derivatives Anilides Styrenes N-arylamides Beta-diketones 1-hydroxy-2-unsubstituted benzenoids Fatty amides Enones Acryloyl compounds Secondary carboxylic acid amides Ketones Organic oxides Hydrocarbon derivatives |
| Molecular Framework | Aromatic homomonocyclic compounds |
| Substituents | Bis-desmethoxycurcumin - Cinnamic acid or derivatives - Hydroxycinnamic acid or derivatives - Anilide - Styrene - N-arylamide - 1-hydroxy-2-unsubstituted benzenoid - Phenol - 1,3-diketone - Benzenoid - 1,3-dicarbonyl compound - Monocyclic benzene moiety - Fatty acyl - Fatty amide - Alpha,beta-unsaturated ketone - Acryloyl-group - Enone - Secondary carboxylic acid amide - Carboxamide group - Ketone - Carboxylic acid derivative - Organonitrogen compound - Organic nitrogen compound - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Organic oxide - Organic oxygen compound - Aromatic homomonocyclic compound |
| Beschreibung | This compound belongs to the class of organic compounds known as curcuminoids. These are aromatic compounds containing a curcumin moiety, which is composed of two aryl buten-2-one (feruloyl) chromophores joined by a methylene group. |
| External Descriptors | Not available |
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| Löslichkeit | DMSO : <1 mg/mL (insoluble or slightly soluble) |
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