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28609

Sigma-Aldrich

Cholesterol β-D-glucoside

≥97% (TLC)

Synonym(s):

Cholesteryl β-D-glucopyranoside

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About This Item

Empirical Formula (Hill Notation):
C33H56O6
CAS Number:
7073-61-2
Molecular Weight:
548.79
MDL number:
MFCD00273002
UNSPSC Code:
12352211
eCl@ss:
39023139
PubChem Substance ID:
329753275
NACRES:
NA.25

Assay

≥97% (TLC)

form

solid

optical activity

[α]/D -49.0±3.0°, c = 0.5 in pyridine

SMILES string

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

InChI key

FSMCJUNYLQOAIM-UQBZCTSOSA-N

Biochem/physiol Actions

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

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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A membrane-bound UDP-glucose : sterol glucosyltransferase from Solanum melongena (eggplant) leaves was partially purified and its specificity as well as molecular and kinetic properties were defined. Among a wide spectrum of 3-OH steroids (i.e. typical plant sterols, androstane, pregnane and
M Haque et al.
Journal of bacteriology, 178(7), 2065-2070 (1996-04-01)
The lipid and fatty acid profiles of eight Helicobacter spp. (H. nemestrinae, H. acinonyx, H. canis, Helicobacter sp. strain CLO-3, "H. rappini" [Flexispira rappini], H. pametensis, Helicobacter sp. strain Bird-B, and Helicobacter sp. strain Bird-C) and the fatty acid profiles
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Lyme disease (LD) is the most common tick-borne disease in Europe, North America, and Asia. The etiologic agents of LD are spirochetes of the group Borrelia burgdorferi sensu lato, which possess a lipid content of 25-30% of the dry weight.
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Biotechnology for biofuels, 8, 223-223 (2015-12-24)
Biodiesels produced from transesterification of vegetable oils have a major quality problem due to the presence of precipitates, which need to be removed to avoid clogging of filters and engine failures. These precipitates have been reported to be mostly composed
Michio Shimamura
Archivum immunologiae et therapiae experimentalis, 60(5), 351-359 (2012-09-01)
Steryl glycosides, sterols glycosylated at the 3β-hydroxy group, have been widely found in plants, algae, and fungi, but are rare in bacteria and animals. Glycosylation of sterols is known to modify properties of the cell membrane and confer resistance against
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