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Cholesterol β-D-Glucoside

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Category	Oxysterols
Catalog NO.	BPG-3315
Product Name	Cholesterol β-D-Glucoside
CAS	7073-61-2
Molecular Formula	C33H56O6
Molecular Weight	548.79

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Description	Cholesterol β-D-glucoside is a derivative of cholesterol that contains β-D-glucose. It is formed from cholesterol and glucosylceramide by β-glucosidase 1. It is a lipid mediator in heat stress responses in animals, showing anti-ulcer effect. 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.
Synonyms	β-ChlGlc; Cholesteryl Glucoside; GluChol; Glucosyl Cholesterol; β-D-glucosyl cholesterol
IUPAC Name	(2R,3R,4S,5S,6R)-2-[[(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
Canonical SMILES	CC(C)CCCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)OC5C(C(C(C(O5)CO)O)O)O)C)C
InChI	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
InChIKey	FSMCJUNYLQOAIM-UQBZCTSOSA-N
Purity	≥95%
Solubility	~20 mg/ml in EtOH.
Appearance	Solid Powder
Shelf Life	1 Year
Storage	-20°C
Exact Mass	548.41
Hygroscopic	No
Light Sensitive	No
Percent Composition	C 72.22%, H 10.29%, O 17.49%

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