A natural non-caloric sweetener
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Isomer(s)
36513Steviolbioside
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Rubusoside

Item No. 29040

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(4α)-13-(β-D-glucopyranosyloxy)-kaur-16-en-18-oic acid, β-D-glucopyranosyl ester
CAS Number
64849-39-4
Molecular Formula
C32H50O13
Formula Weight
642.7
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 20 mg/mlDMSO: 20 mg/mlEthanol: 10 mg/mlPBS (pH 7.2): 10 mg/mg
SMILES
C[C@]([C@]1([H])CC2)(CCC[C@@]1(C)C(O[C@@H]([C@@H]([C@@H](O)[C@@H]3O)O)O[C@@H]3CO)=O)[C@@]4([H])[C@]2(CC5=C)C[C@@]5(O[C@]6([H])O[C@H](CO)[C@@H](O)[C@H](O)[C@H]6O)CC4
InChi Code
InChI=1S/C32H50O13/c1-15-11-31-9-5-18-29(2,7-4-8-30(18,3)28(41)44-26-24(39)22(37)20(35)16(12-33)42-26)19(31)6-10-32(15,14-31)45-27-25(40)23(38)21(36)17(13-34)43-27/h16-27,33-40H,1,4-14H2,2-3H3/t16-,17-,18+,19+,20-,21-,22+,23+,24-,25-,26+,27+,29-,30-,31-,32+/m1/s1
InChi Key
YWPVROCHNBYFTP-OSHKXICASA-N
Origin
Plant/Malus hupehensis Rehd.
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $28

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    5 mg

    $70

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    10 mg

    $110

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    50 mg

    $241

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    Product Description

    Rubusoside is a natural non-caloric sweetener and glycoside form of steviol (Item No. 10011344) that has been found in S. rebaudiana leaves and has diverse biological activities.1,2 It inhibits glucose transport by glucose transporter 1 (Glut1) and fructose transport by Glut5 (IC50s = 4.6 and 6.7 mM, respectively, for the recombinant human transporters).3 Rubusoside prevents lipotoxicity induced by palmitic acid (Item No. 10006627) in INS-1 mouse insulinoma cells when used at concentrations ranging from 50 to 200 µM.4 It has been used to enhance the solubility of the anticancer agent etoposide (Item No. 12092).5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Gardana, C., Scaglianti, M., and Simonetti, P. Evaluation of steviol and its glycosides in Stevia rebaudiana leaves and commercial sweetener by ultra-high-performance liquid chromatography-mass spectrometry. J. Chromatogr. A. 1217(9), 1463-1470 (2010).

    2. Chaturvedula, V.S.P., Upreti, M., and Prakash, I. Diterpene glycosides from Stevia rebaudiana. Molecules 16(5), 3552-3562 (2011).

    3. George Thompson, A.M., Iancu, C.V., Nguyen, T.T., et al. Inhibition of human GLUT1 and GLUT5 by plant carbohydrate products; insights into transport specificity. Sci. Rep. 5:12804, (2015).

    4. Zheng, H., Wu, J., Huang, H., et al. Metabolomics analysis of the protective effect of rubusoside on palmitic acid-induced lipotoxicity in INS-1 cells using UPLC-Q/TOF MS. Mol. Omics 15(3), 222-232 (2019).

    5. Zhang, F., Koh, G.Y., Hollingsworth, J., et al. Reformulation of etoposide with solubility-enhancing rubusoside. Int. J. Pharm. 434(1-2), 453-459 (2012).