A sterol glycoside with diverse biological activities
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β-Sitosterol-D-glucoside

Item No. 11906

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(3β)-stigmast-5-en-3-yl β-D-glucopyranoside
CAS Number
474-58-8
Synonyms
  • BSSG
  • Daucosterol
  • NSC 165962
  • Stigma-5-en-3-O-β-glucoside
Molecular Formula
C35H60O6
Formula Weight
576.9
Purity
≥90%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Methanol: Soluble
SMILES
C[C@@]1([C@@]2([H])[C@H](C)CC[C@@H](CC)C(C)C)[C@](CC2)([H])[C@@](CC=C3[C@@]4(CC[C@H](O[C@]([C@@H]([C@@H](O)[C@@H]5O)O)([H])O[C@@H]5CO)C3)C)([H])[C@]4([H])CC1
InChi Code
InChI=1S/C35H60O6/c1-7-22(20(2)3)9-8-21(4)26-12-13-27-25-11-10-23-18-24(14-16-34(23,5)28(25)15-17-35(26,27)6)40-33-32(39)31(38)30(37)29(19-36)41-33/h10,20-22,24-33,36-39H,7-9,11-19H2,1-6H3/t21-,22-,24+,25+,26-,27+,28+,29-,30-,31+,32-,33-,34+,35-/m1/s
InChi Key
NPJICTMALKLTFW-OFUAXYCQSA-N
Origin
Plant/Dioscorea nipponica Makino
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $32

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    5 mg

    $110

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    10 mg

    $190

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    25 mg

    $355

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    Product Description

    β-Sitosterol-D-glucoside is a sterol glycoside that has been found in P. pseudotaimingasa and has diverse biological activities.1,2,3,4 It is active against E. coli and S. aureus.1 β-Sitosterol-D-glucoside inhibits α-amylase and α-glucosidase and scavenges DPPH (Item No. 14805) radicals (IC50s = 46.4, 17, and 155 µM, respectively).2 It inhibits the proliferation of HepG2 and SMMC-7721 hepatocellular carcinoma cells (IC50s = 143.4 and 138.73 µg/ml, respectively) and migration and invasion in the same cells when used at concentrations of 50 or 100 µg/ml. β-Sitosterol-D-glucoside (200 µl of a 200 µg/ml solution) increases survival and decreases the number of kidney colony-forming units (CFUs) in a mouse model of candidiasis induced by C. albicans.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Cho, E.J., Choi, J.Y., Lee, K.H., et al. Isolation of antibacterial compounds from Parasenecio pseudotaimingasa. Hort. Environ. Biotechnol. 53(6), 561-564 (2012).

    2. Dehghan, H., Salehi, P., and Amiri, M.S. Bioassay-guided purification of α-amylase, α-glucosidase inhibitors and DPPH radical scavengers from roots of Rheum turkestanicum. Ind. Crops Prod. 117, 303-309 (2018).

    3. Zeng, J., Liu, X., Li, X., et al. Daucosterol inhibits the proliferation, migration, and invasion of hepatocellular carcinoma cells via Wnt/β-catenin signaling. Molecules 22(6), 862 (2017).

    4. Lee, J.-H., Lee, J.Y., Park, J.H., et al. Immunoregulatory activity by daucosterol, a β-sitosterol glycoside, induces protective Th1 immune response against disseminated Candidiasis in mice. Vaccine 25(19), 3834-3840 (2007).