A glycoside with diverse biological activities
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Oleandrin

Item No. 29871

Technical Information
Formal Name
(3β,5β,16β)-16-(acetyloxy)-3-[(2,6-dideoxy-3-O-methyl-α-L-arabino-hexopyranosyl)oxy]-14-hydroxy-card-20(22)-enolide
CAS Number
465-16-7
Synonyms
  • Folinerin
  • Neriolin
Molecular Formula
C32H48O9
Formula Weight
Purity
≥98%
A solid
DMF: 15 mg/mlDMF:PBS (pH 7.2) (1:4): 0.2 mg/mlDMSO: 10 mg/mlEthanol: 5 mg/ml
SMILES
CO[C@@H](C1)[C@@H](O)[C@H](C)O[C@H]1O[C@H](C2)CC[C@@]3(C)[C@]2([H])CC[C@]4([H])[C@]3([H])CC[C@@]5(C)[C@]4(O)C[C@H](OC(C)=O)[C@]5([H])C6=CC(OC6)=O
InChi Code
InChI=1S/C32H48O9/c1-17-29(35)24(37-5)14-27(39-17)41-21-8-10-30(3)20(13-21)6-7-23-22(30)9-11-31(4)28(19-12-26(34)38-16-19)25(40-18(2)33)15-32(23,31)36/h12,17,20-25,27-29,35-36H,6-11,13-16H2,1-5H3/t17-,20+,21-,22-,23+,24-,25-,27-,28-,29-,30-,31+,32-/m0/s1
InChi Key
JLPDBLFIVFSOCC-XYXFTTADSA-N
Origin
Plant/Nerium oleander
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Oleandrin is a glycoside that has been found in N. oleander and has diverse biological activities.1,2,3,4 It inhibits NF-κB activation induced by hydrogen peroxide, LPS, okadaic acid (Item No. 10011490), ceramide, or TNF in U937 cells when used at a concentration of 1 µg/ml.1 Oleandrin inhibits transmissible gastroenteritis virus (TGEV) replication without inducing cytotoxicity in swine testis cells (IC50 = 147 nM).2 It reduces pyramidal neuron cell death induced by oxygen-glucose deprivation (OGD) in cultured rat brain explant slices.3 Oleandrin reduces viability and inhibits migration of U87MG, A172, U251, and GBM19 glioma cells.4 In vivo, oleandrin (0.3 mg/kg) reduces tumor size and increases survival in U78MG, GL261, and U251 glioma mouse xenograft models.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Manna, S.K., Sah, N.K., Newman, R.A., et alOleandrin suppresses activation of nuclear transcription factor-κB, activator protein-1, and c-Jun NH2-terminal kinase. Cancer Res. 60(14), 3838-3847 (2000).

    2. Yang, C.-W., Chang, H.-Y., Hsu, H.-Y., et alIdentification of anti-viral activity of the cardenolides, Na+/K+-ATPase inhibitors, against porcine transmissible gastroenteritis virus. Toxicol. Appl. Pharmacol. 332, 129-137 (2017).

    3. Dunn, D.E., He, D.N., Yang, P., et alIn vitro and in vivo neuroprotective activity of the cardiac glycoside oleandrin from Nerium oleander in brain slice-based stroke models. J. Neurochem. 119(4), 805-814 (2011).

    4. Garofalo, S., Grimaldi, A., Chece, G., et alThe glycoside oleandrin reduces glioma growth with direct and indirect effects on tumor cells. J. Neurosci. 37(14), 3926-3939 (2017).