Eurycomalactone - ≥93% , CAS No.23062-24-0

CAS: 23062-24-0 Cat. No.: E651728 Formule: C19H24O6 Poids moléculaire: 348.39 PubChem CID: 441793
DISPONIBLE À COMMANDE
QUALITÉ & PURETÉ ≥93%
Synonyms
Eurycomalactone | AKOS040760395 | (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 | 1H-Phenanthro(10,1-bc)furan-4,6,9(2H,5aH,6aH)-trione, 3,3a,10,10a,10b,10c-hexahydro-
Storage
Store at 2-8°C,Protected from light
Shipped In
Wet ice
★
Taille
USA
Allemagne (EU)*
Prix
Qté
1mg
E651728-1mg
Sur commande · 8–12 semaines
420,90$US
5mg
E651728-5mg
Sur commande · 8–12 semaines
1 040,90$US
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Vue d’ensemble

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)

Spécifications

Synonymes
Eurycomalactone | AKOS040760395 | (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 | 1H-Phenanthro(10,1-bc)furan-4,6,9(2H,5aH,6aH)-trione, 3,3a,10,10a,10b,10c-hexahydro-
Spécifications et pureté
≥93%
Mécanismes biochimiques et physiologiques
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 enhance
Conditions de stockage de stockage
Store at 2-8°C,Protected from light
Expédié en
Wet ice
Ce produit nécessite l'expédition en chaîne froide. Les services terrestres et autres services économiques ne sont pas disponibles.
Type d'action
INHIBITOR
Pureté
≥93%
Noms et identifiants
Sourires canoniques
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
Isomères 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 alternatif
23062-24-0
PubChem CID
441793
Poids moléculaire
348.39

Données avancées

Taxonomic Classification

Taxonomy Tree

KingdomOrganic compounds
SuperclassLipids and lipid-like molecules
ClasseSteroids and steroid derivatives
SubclassSteroid lactones
Intermediate Tree Nodes Not available
Direct ParentSteroid 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 FrameworkAliphatic 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
DescriptionThis 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)
Structure 3D
Modèle de structure chimique interactif





Cibles associées (humaines)
CHUK Tchem Inhibitor of nuclear factor kappa B kinase alpha subunit (3170 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
IKBKB Tchem Inhibitor of nuclear factor kappa B kinase beta subunit (5554 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
NFKBIA Tchem NF-kappaB inhibitor alpha (187 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HT-1080 (3966 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
A549 (127892 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HEK293 (82097 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HeLa (62764 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mécanismes d'action
Certificats (CoA, COO, BSE/TSE et tableau d'analyse)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:
Propriétés chimiques et physiques
SolubilitéDMSO : 100 mg/mL (287.03 mM; Need ultrasonic)
Poids moléculaire348.400 g/mol
XLogP30.100
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count6
Rotatable Bond Count0
Exact Mass348.157 Da
Monoisotopic Mass348.157 Da
Topological Polar Surface Area101.000 Ų
Heavy Atom Count25
Formal Charge0
Complexity725.000
Isotope Atom Count0
Defined Atom Stereocenter Count9
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
The total count of all stereochemical bonds0
Covalently-Bonded Unit Count1
Calculateurs de solution
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