474-58-8, SITOGLUSIDE, 西托糖苷, CAS: 474-58-8

474-58-8, SITOGLUSIDE,
Beta-sitosterol -3-O-glucoside,
西托糖苷,
CAS: 474-58-8
C35H60O6 / 576.85
MFCD01683621

西托糖苷, b-Sitosterol b-D-glucoside

β-Sitosterol β-D-glucoside is a steroid glycoside having, β-sitosterol as the aglycone.

Beta-Sitosterol 3-O-beta-D-galactopyranoside belongs to the class of organic compounds known as stigmastanes and derivatives. These are sterol lipids with a structure based on the stigmastane skeleton, which consists of a cholestane moiety bearing an ethyl group at the carbon atom C24. Thus, Beta-sitosterol 3-O-beta-D-galactopyranoside is considered to be a sterol lipid molecule. Beta-Sitosterol 3-O-beta-D-galactopyranoside exists as a solid and is considered to be practically insoluble (in water) and relatively neutral. Beta-Sitosterol 3-O-beta-D-galactopyranoside has been found in human hepatic tissue tissue, and has also been primarily detected in urine. Within the cell, Beta-sitosterol 3-O-beta-D-galactopyranoside is primarily located in the membrane (predicted from logP) and cytoplasm. Outside of the human body, Beta-sitosterol 3-O-beta-D-galactopyranoside can be found in herbs and spices. This makes Beta-sitosterol 3-O-beta-D-galactopyranoside a potential biomarker for the consumption of this food product.

b-Sitosterol b-D-glucoside is a natural equilibrative nucleoside that is extracted from the roots of notoginseng. It has been shown to inhibit cholesterol absorption and increase the expression of Bcl-2 protein, which protects against injury in rats. b-Sitosterol b-D-glucoside also has anti-fungal effects against human pathogenic fungi such as Aspergillus niger, Candida albicans, and Cryptococcus neoformans. This compound is an agonist for ginsenoside Rg3, which stimulates apoptosis in cells that are infected with oral pathogens such as Porphyromonas gingivalis and Prevotella intermedia. The genus of this plant is Panax. This plant belongs to the family Araliaceae and its disease activity is anti-inflammatory.

CAS Number	474-58-8
Product Name	Daucosterol
IUPAC 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-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
Molecular Formula	C35H60O6
Molecular Weight	576.85 g/mol
InChI	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-VAWFKKCMSA-N
SMILES	CCC(CCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)OC5C(C(C(C(O5)CO)O)O)O)C)C)C(C)C
Solubility	Soluble in DMSO
Synonyms	beta-sitosterol glucoside, beta-sitosterol glucutonide, beta-sitosterol-beta-D-glycoside, beta-sitosteryl-beta-D-glucopyranoside, daucosterol, eleutheroside A, lyoniside, sitosterol beta-D-glucoside, sitosterol glucuronide
Canonical SMILES	CCC(CCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)OC5C(C(C(C(O5)CO)O)O)O)C)C)C(C)C
Isomeric SMILES	CC[C@H](CC[C@@H](C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CC[C@@H](C4)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)C)C)C(C)C

CAS No: 474-58-8 Synonyms: Eleutheroside ADoursterolSitoglusideDaucosterol MDL No: MFCD01683621 Chemical Formula: C35H60O6 Molecular Weight: 576.85

COA:

Product name: Beta-sitosterol -3-O-glucoside

CAS: 474-58-8 M.F.: C₃₅H₆₀O₆ M.W.: 576.85

*Items*	*Standards*	*Results*
Appearance	White crystal powder	Complies
Solubility	soluble in DMSO, insoluble water	Complies
Identification and NMR	IR and NMR	Complies
Total impurity	Max. 2%	Complies
TLC	One spot	One spot
Assay by TLC	Min. 98%	Complies