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≥93% for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Store at 2-8°C,Protected from light Ships Wet ice Check lot-specific COA for exact specifications.
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.
Eurycomalactone is an active quassinoid could be isolated from Eurycoma longifolia Jack . Eurycomalactone is a potent NF-κB inhibitor with an IC 50 value of 0.5 μM. Eurycomalactone inhibits protein synthesis and depletes cyclin D1. Eurycomalactone enhances radiosensitivity through arrest cell cycle at G2/M phase and delayed DNA double-strand break repair. Eurycomalactone inhibits the activation of AKT/NF‑κB signaling, induces apoptosis and enhances chemosensitivity to Cisplatin
In Vitro
Eurycomalactone (24, 48 and 72 h) selectively inhibits the viability of A549 and COR-L23 cells Eurycomalactone inhibits the viability of A549 cells with IC 50 values of 20.17, 3.77, and 1.90 μM for 24, 48 and 72 hours, respectively. Eurycomalactone inhibits the viability of COR-L23 cells with IC 50 values of 25.02, 2.74, and 1.80 μM for 24, 48 and 72 hours, respectively. Eurycomalactone (2.29-156.3 μM; 24 h; A549 and Calu-1 cells) promotes Non-small cell lung cancer (NSCLC) cells apoptosis. Eurycomalactone (0-25.05 μM; 24 h; A549 and COR-L23 cells) induces cell cycle arrest at the radiosensitive G2/M phase and induces apoptosis in irradiated Non-small cell lung cancer (NSCLC) cells. Eurycomalactone downregulated the key G2/M regulatory proteins in irradiated Non-small cell lung cancer (NSCLC) cells. Eurycomalactone (2.5-25 μM; 24 h; A549 cells) suppressed the repair of radiation-Induced DNA double-strand breaks. Eurycomalactone (2.29-156.3 μM; 24 h; A549 and Calu-1 cells) suppresses AKT/NF-κB activation in Non-small cell lung cancer (NSCLC) cells. MCE has not independently confirmed the accuracy of these methods. They are for reference only. Apoptosis AnalysisCell Line: A549 and Calu-1 cells Concentration: 2.29, 10.14, 12.02, 20.81, 80.77, and 156.3 μM Incubation Time: 24 hours Result: Increased the apoptotic rates in a dose-dependent manner. Cell Cycle AnalysisCell Line: A549 and COR-L23 cells Concentration: 1.57, 2.57, 20.17 and 25.05 μM Incubation Time: 24 hours Result: Induced cell cycle arrest at G2/M phase in irradiated cells and increased the sub-G1 population.\nA549 and COR-L23 cells Western Blot AnalysisCell Line: A549 and Calu-1 cells Concentration: 2.29, 10.14, 12.02, 20.81, 80.77, and 156.3 μM Incubation Time: 24 hours Result: Induced the expression levels of active caspase-3 and active PARP (cleaved form), while decreased Bcl-xL and surviving. Western Blot AnalysisCell Line: A549 and COR-L23 cells Concentration: 1.57, 2.57, 20.17 and 25.05 μM Incubation Time: 24 hours Result: Downregulated the expression of both G2/M regulatory proteins in a dose-dependent manner. Western Blot AnalysisCell Line: A549 and COR-L23 cells Concentration: 2.29, 10.14, 12.02, 20.81, 80.77, and 156.3 μM Incubation Time: 24 hours Result: inhibited the expression levels of p (S473) -AKT, total AKT, p (S536) -NF-κB p65 and total NF-κB p65.
Form:Solid
IC50& Target:IC50: 0.5 μM (NF-κB)
| Sonrisas canónicas | CC1C2C(C3C4(C(CC(=O)C3(C1C(=O)O2)C)C(=CC(=O)C4O)C)C)O |
|---|---|
| IUPAC Name | (1S,2R,5S,9S,10S,11R,12R,13R,16R)-9,12-dihydroxy-2,6,10,16-tetramethyl-14-oxatetracyclo[11.2.1.02,11.05,10]hexadec-6-ene-3,8,15-trione |
| InChIKey | OGHYZHNTIINXEO-MGBQOKOWSA-N |
| INCHI | 1S/C19H24O6/c1-7-5-10(20)16(23)18(3)9(7)6-11(21)19(4)12-8(2)14(25-17(12)24)13(22)15(18)19/h5,8-9,12-16,22-23H,6H2,1-4H3/t8-,9+,12-,13+,14-,15-,16-,18+,19+/m1/s1 |
| Isómeros SMILES | C[C@H]1[C@@H]2[C@@H]([C@@H]3[C@@]4([C@@H](CC(=O)[C@]3([C@H]1C(=O)O2)C)C(=CC(=O)[C@H]4O)C)C)O |
| CAS alternativo | 23062-24-0 |
| PubChem CID | 441793 |
| Peso molecular | 348.39 |
Comprehensive hazard, handling, storage, and regulatory compliance document.
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View spec sheet →Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Lipids and lipid-like molecules |
| Clase | Steroids and steroid derivatives |
| Subclass | Steroid lactones |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Steroid lactones |
| Alternative Parents | Isocopalane and spongiane diterpenoids Diterpene lactones Quassinoids 11-beta-hydroxysteroids Oxepanes Cyclohexenones Gamma butyrolactones Tetrahydrofurans Secondary alcohols Cyclic alcohols and derivatives Carboxylic acid esters Oxacyclic compounds Monocarboxylic acids and derivatives Organic oxides Hydrocarbon derivatives |
| Molecular Framework | Aliphatic heteropolycyclic compounds |
| Substituents | Steroid lactone - C-19 quassinoid skeleton - Diterpene lactone - Diterpenoid - Spongiane diterpenoid - Hydroxysteroid - 11-beta-hydroxysteroid - 11-hydroxysteroid - Caprolactone - Cyclohexenone - Oxepane - Gamma butyrolactone - Tetrahydrofuran - Cyclic alcohol - Secondary alcohol - Carboxylic acid ester - Cyclic ketone - Ketone - Lactone - Oxacycle - Organoheterocyclic compound - Carboxylic acid derivative - Monocarboxylic acid or derivatives - Alcohol - Organic oxide - Organic oxygen compound - Hydrocarbon derivative - Carbonyl group - Organooxygen compound - Aliphatic heteropolycyclic compound |
| Descripción | This compound belongs to the class of organic compounds known as steroid lactones. These are sterol lipids containing a lactone moiety linked to the steroid skeleton. |
| External Descriptors | Triterpenoids (C30) |
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| Solubilidad | DMSO : 100 mg/mL (287.03 mM; Need ultrasonic) |
|---|---|
| Peso molecular | 348.400 g/mol |
| XLogP3 | 0.100 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 6 |
| Rotatable Bond Count | 0 |
| Exact Mass | 348.157 Da |
| Monoisotopic Mass | 348.157 Da |
| Topological Polar Surface Area | 101.000 Ų |
| Heavy Atom Count | 25 |
| Formal Charge | 0 |
| Complexity | 725.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 9 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 0 |
| Covalently-Bonded Unit Count | 1 |