A glycosylated derivative of cholesterol
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Cholesterol β-D-Glucoside

Item No. 26713

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
cholest-5-en-3β-yl, β-D-glucopyranoside
CAS Number
7073-61-2
Synonyms
  • β-ChlGlc
  • Cholesteryl Glucoside
  • GluChol
  • Glucosyl Cholesterol
Molecular Formula
C33H56O6
Formula Weight
548.8
Purity
≥95%
Formulation
A solid
Solubility(Learn about Variance in Solubility)
Ethanol: 20 mg/ml
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](CCCC(C)C)C)[H]
InChi Code
InChI=1S/C33H56O6/c1-19(2)7-6-8-20(3)24-11-12-25-23-10-9-21-17-22(13-15-32(21,4)26(23)14-16-33(24,25)5)38-31-30(37)29(36)28(35)27(18-34)39-31/h9,19-20,22-31,34-37H,6-8,10-18H2,1-5H3/t20-,22+,23+,24-,25+,26+,27-,28-,29+,30-,31-,32+,33-/m1/s1
InChi Key
FSMCJUNYLQOAIM-UQBZCTSOSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $62

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    5 mg

    $203

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    10 mg

    $295

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    Product Description

    Cholesterol β-D-glucoside is a derivative of cholesterol that contains β-D-glucose (Item No. 16775). It is formed from cholesterol and glucosylceramide by β-glucosidase 1.1 It activates heat shock transcription factor 1 (Hsf1) in response to heat shock, which increases the expression of heat shock protein 70 (Hsp70) in TIG-3 human fetal lung fibroblasts when used at a concentration of 10 µM.2 Cholesterol β-D-glucoside (100 mg/kg) prevents ulcer formation following cold-restraint stress and increases Hsf1 activity, as well as Hsp70 expression and protein levels in rat gastric mucosa.3 [Matreya, LLC. Catalog No. 1940]

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Akiyama, H., Kobayashi, S., Hirabayashi, Y., et al. Cholesterol glucosylation is catalyzed by transglucosylation reaction of β-glucosidase 1. Biochem. Bioph. Res. Commun. 441(4), 838-843 (2013).

    2. Kunimoto, S., Murofushi, W., Kai, H., et al. Steryl glucoside is a lipid mediator in stress-responsive signal transduction. Cell Struct. Funct. 27(3), 157-162 (2002).

    3. Kunimoto, S., Murofushi, W., Yamatsu, I., et al. Cholesteryl glucoside-induced protection against gastric ulcer. Cell Struct. Funct. 28(3), 179-186 (2003).