A quassinoid with diverse biological activities
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Eurycomalactone

Item No. 39016

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(1R,2R,5S,5aR,7aS,11S,11aS,11bR,12R)-1,5,5a,7,7a,11,11a,11b-octahydro-1,11-dihydroxy-5a,8,11a,12-tetramethyl-2,5-methanonaphth[1,2-d]oxepin-4,6,10(2H)-trione
CAS Number
23062-24-0
Molecular Formula
C19H24O6
Formula Weight
348.4
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Acetonitrile: SolubleDMSO: Soluble
SMILES
C[C@]12[C@@]([C@H]([C@@]3([H])[C@@H]([C@]2([H])C(O3)=O)C)O)([H])[C@@]4([C@@](C(C)=CC([C@H]4O)=O)([H])CC1=O)C
InChi Code
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
InChi Key
OGHYZHNTIINXEO-MGBQOKOWSA-N
Origin
Plant/Eurycoma longifolia
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    Product Description

    Eurycomalactone is a quassinoid that has been found in E. longifolia and has diverse biological activities.1,2,3 It inhibits TNF-α-induced NF-κB activation in a reporter assay using HEK293 cells (IC50 = 0.5 µM).1 Eurycomalactone also inhibits viral infection of HCT-8 cells with human coronavirus OC43 (HCoV-OC43) and Vero cells with severe acute respiratory syndrome coronavirus 2 (SARS-CoV-2) in cellular immunoassays (IC50s = 0.37 and 0.51 µM, respectively).2 It is cytotoxic to A549 human lung and HeLa cervical cancer cells when used at concentrations of 10 and 100 µM.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Tran, T.V., Malainer, C., Schwaiger, S., et al. NF-κB inhibitors from Eurycoma longifolia. J. Nat. Prod. 77(3), 483-488 (2014).

    2. Choonong, R., Ruangdachsuwan, S., Churod, T., et al. Evaluating the in vitro efficacy of quassinoids from Eurycoma longifolia and Eurycoma harmandiana against common cold human coronavirus OC43 and SARS-CoV‑2 using in-cell enzyme-linked immunosorbent assay. J. Nat. Prod. 85(12), 2779-2788 (2022).

    3. Park, S., Nhiem, N.X., Kiem, P.V., et al. Five new quassinoids and cytotoxic constituents from the roots of Eurycoma longifolia. Bioorg. Med. Chem. Lett. 24(16), 3835-3840 (2014).