An iridoid glycoside with diverse biological activities
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(−)-Sweroside

Item No. 33454

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(4aS,5R,6S)-5-ethenyl-6-(β-D-glucopyranosyloxy)-4,4a,5,6-tetrahydro-1H,3H-pyrano[3,4-c]pyran-1-one
CAS Number
14215-86-2
Synonyms
  • 1,9-trans-9,5-cis-Sweroside
Molecular Formula
C16H22O9
Formula Weight
358.3
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 30 mg/mlPBS (pH 7.2): 10 mg/ml
λmax
244 nm
SMILES
C=C[C@@H]1[C@@]2([H])C(C(OCC2)=O)=CO[C@H]1O[C@@H]3O[C@@H]([C@H]([C@@H]([C@H]3O)O)O)CO
InChi Code
InChI=1S/C16H22O9/c1-2-7-8-3-4-22-14(21)9(8)6-23-15(7)25-16-13(20)12(19)11(18)10(5-17)24-16/h2,6-8,10-13,15-20H,1,3-5H2/t7-,8+,10-,11-,12+,13-,15+,16+/m1/s1
InChi Key
VSJGJMKGNMDJCI-ZASXJUAOSA-N
Origin
Plant/Swertia bimaculata
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

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    25 mg

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    50 mg

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    Cayman Chemical
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    OBESITY RESEARCH SOLUTIONS
    Product Description

    (−)-Sweroside is an iridoid glycoside that has been found in L. japonica and has diverse biological activities, including anti-inflammatory, antiproliferative, and anti-obesity properties.1,2,3 It inhibits LPS-induced production of prostaglandin E2 (PGE2; Item No. 14010) and reactive oxygen species (ROS) in mouse RAW 264.7 macrophages when used at a concentration of 40 µM.1 (−)-Sweroside inhibits the growth of U937 lymphoma and HL-60 leukemia cells (IC50s = 67.92 and 62.58 µM, respectively) but not non-cancerous human peripheral blood mononuclear cells (PBMCs) or mouse bone marrow cells (BMCs).2 It reduces tumor growth in an HL-60 mouse xenograft model when administered at a dose of 50 mg/kg. (−)-Sweroside (120 mg/kg) reduces weight gain and serum total cholesterol, triglyceride, LDL cholesterol (LDL-C), and free fatty acid (FFA) levels in a mouse model of obesity induced by a high-fat diet (HFD).3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Wang, R., Dong, Z., Lan, X., et al. Sweroside alleviated LPS-induced inflammation via SIRT1 mediating NF-κB and FOXO1 signaling pathways in RAW264.7 cells. Molecules 24(5), 872 (2019).

    2. Han, X.-L., Li, J.-D., Wang, W.-L., et al. Sweroside eradicated leukemia cells and attenuated pathogenic processes in mice by inducing apoptosis. Biomed. Pharmacother. 95, 477-486 (2017).

    3. Yang, Q., Shu, F., Gong, J., et al. Sweroside ameliorates NAFLD in high-fat diet induced obese mice through the regulation of lipid metabolism and inflammatory response. J. Ethnopharmacol. 255, 112556 (2020).