A mixture of steryl glucosides
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Steryl Glucosides

Item No. 27205

Technical Information
Formal Name
(2R,3R,4S,5S,6R)-2-(((3S,8S,9S,10R,13R,14S,17R)-17-((2R,5R)-5-ethyl-6-methylheptan-2-yl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl)oxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol
Molecular Formula
C35H60O6 (for β-sitosteryl glucoside)
Formula Weight
Purity
≥98%
A solid
Chloroform:Methanol:Water (2:1:0.1): soluble
SMILES
C[C@]12C(C[C@@H](O[C@]3([H])O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)CC2)=CC[C@]4([H])[C@]1([H])CC[C@@]5(C)[C@@]4([H])CC[C@@]5([C@@H](CC[C@@H](CC)C(C)C)C)[H]
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/s1
InChi Key
NPJICTMALKLTFW-OFUAXYCQSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Steryl glucosides are neutral glycolipids commonly found in plant cell membranes and vegetable oils that contain a glucose moiety conjugated to a sterol lipid.1 They function as glucose donors in the biosynthesis of glucocerebrosides (Item No. 25850) in plant microsomes and are metabolic precursors to acylated/esterified steryl glucosides.1,2 Steryl glucosides are the major component of filter- and engine-damaging precipitates formed during biodiesel production from transesterification of vegetable oils.3 This product contains a mixture of steryl glucosides. [Matreya, LLC. Catalog No. 1117]

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Elbein, A.D., and Forsee, W.T. Biosynthesis and structure of glycosyl diglycerides, steryl glucosides, and acylated steryl glucosides. Lipids 10(7), 427-436 (1975).

    2. Lynch, D.V., Criss, A.K., Lehoczky, J.L., et alCeramide glucosylation in bean hypocotyl microsomes: Evidence that steryl glucoside serves as glucose donor. Arch. Biochem. Biophys. 340(2), 311-316 (1997).

    3. Peiru, S., Aguirre, A., Eberhardt, F., et alAn industrial scale process for the enzymatic removal of steryl glucosides from biodiesel. Biotechnol. Biofuels 8:223, (2015).