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Merck

28609

Sigma-Aldrich

Cholesterol β-D-glucoside

≥97% (TLC)

Sinónimos:

Cholesteryl β-D-glucopyranoside

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About This Item

Fórmula empírica (notación de Hill):
C33H56O6
Número de CAS:
Peso molecular:
548.79
Número MDL:
Código UNSPSC:
12352211
eCl@ss:
39023139
ID de la sustancia en PubChem:
NACRES:
NA.25

Nivel de calidad

Ensayo

≥97% (TLC)

Formulario

solid

actividad óptica

[α]/D -49.0±3.0°, c = 0.5 in pyridine

cadena SMILES

CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@H](CC[C@]4(C)[C@H]3CC[C@]12C)O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O

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

Clave InChI

FSMCJUNYLQOAIM-UQBZCTSOSA-N

Acciones bioquímicas o fisiológicas

A lipid mediator in heat stress responses in animals, shows anti-ulcer effect.

Envase

Bottomless glass bottle. Contents are inside inserted fused cone.

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable


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A possible mechanism of cholesteryl glucoside formation involved in heat shock response in the animal cell membrane.
Akiyama, H., et al.
Cytologia, 76, 19-25 (2011)
Shohko Kunimoto et al.
Cell structure and function, 28(3), 179-186 (2003-09-03)
The cytoprotective effect of heat shock proteins (HSPs) promises new therapeutic modalities for medical treatment. We examined the anti-ulcer effect of cholesteryl glucoside (1-O-cholesteryl-beta-D-glucopyranoside, CG) on cold-restraint stress-induced gastric ulcer in rats, in terms of its correlative ability to activate
Yoshio Hirabayashi
Proceedings of the Japan Academy. Series B, Physical and biological sciences, 88(4), 129-143 (2012-04-14)
Glycosphingolipids (GSLs) are present on cell surface membranes and are particularly abundant in the brain. Since over 300-400 GSLs are synthesized from glucosylceramide (GlcCer), GlcCer is believed to only serve as the source of most GSLs, including sialic acid-containing GSLs
M Shimamura et al.
Current medicinal chemistry, 19(28), 4869-4874 (2012-09-01)
Steryl glycosides are derivatives of sterols where the 3β-hydroxy group is glycosylated. Some of them are further converted to steryl O-acyl glycosides. Steryl glycosides and their derivatives are widely distributed in plants, algae, and fungi, but are relatively rarely distributed
B Steinbrueckner et al.
FEMS microbiology letters, 168(2), 209-212 (1998-12-03)
Helicobacter pullorum and Campylobacter lari are rarely isolated from humans with acute enteritis. Hitherto the two species could only be identified by genotypic techniques. Gas liquid chromatography of whole cell fatty acid extracts is described as the first phenotypic method

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