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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
Pricing and availability is not currently available.

Quality Level

100

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[1][2], shows anti-ulcer effect[3].

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
BCCC0396
BCBS7479V
BCBL0163V
BCBC4597V
BCBC4597

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Anna Potocka et al.
Acta biochimica Polonica, 55(1), 127-134 (2008-01-16)
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
Salvador Peiru et al.
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
Gunthard Stübs et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 16(11), 3536-3544 (2010-02-10)
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.
M Haque et al.
Journal of bacteriology, 177(18), 5334-5337 (1995-09-01)
The lipids of different species of Helicobacter (H.felis, H. muridarum, H. mustelae, H. fennelliae, and H. cinaedi) were studied. Different types of cholesteryl glucosides were found in all of the species studied except H. cinaedi. The total amount of cholesteryl
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