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Merck
CN

97617

Cholesterol α-D-glucoside

≥98% (TLC)

别名:

αCG, Cholesteryl α-D-glucopyranoside

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关于此项目

经验公式(希尔记法):
C33H56O6
化学文摘社编号:
分子量:
548.79
PubChem Substance ID:
UNSPSC Code:
12352211
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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-QIFAGWPJSA-N

SMILES string

O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1O[C@H](C2)CC[C@@]3(C)C2=CC[C@]4([H])[C@]3([H])CC[C@@]5(C)[C@@]4([H])CC[C@@]5([C@H](C)CCCC(C)C)[H]

assay

≥98% (TLC)

form

powder

optical activity

[α]/D 67.0±3.0°, c = 1 in pyridine

suitability

conforms to structure for Infrared spectrum

Biochem/physiol Actions

Cholesteryl α-glucoside plays a critical role in H. pylori-mediated gastric inflammation and precancerous atrophic gastritis.

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

法规信息

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历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Yuki Ito et al.
PloS one, 8(12), e78191-e78191 (2013-12-07)
Approximately 10-15% of individuals infected with Helicobacter pylori will develop ulcer disease (gastric or duodenal ulcer), while most people infected with H. pylori will be asymptomatic. The majority of infected individuals remain asymptomatic partly due to the inhibition of synthesis
Hitomi Hoshino et al.
The journal of histochemistry and cytochemistry : official journal of the Histochemistry Society, 59(1), 98-105 (2010-09-30)
Helicobacter pylori (H. pylori) is the causative pathogen underlying gastric diseases such as chronic gastritis and gastric cancer. Previously, the authors revealed that α1,4-linked N-acetylglucosamine-capped O-glycan (αGlcNAc) found in gland mucin suppresses H. pylori growth and motility by inhibiting catalytic
Y Hirai et al.
Journal of bacteriology, 177(18), 5327-5333 (1995-09-01)
A chloroform-methanol-extracted lipid of Helicobacter pylori was studied. Three kinds of glycolipids, accounting for about 25% (wt/wt) of the total lipid, were detected and identified to be cholesteryl glucosides. The structures of two of them were determined to be cholesteryl-alpha-D-glucopyranoside
Masatomo Kawakubo et al.
Science (New York, N.Y.), 305(5686), 1003-1006 (2004-08-18)
Helicobacter pylori infects the stomachs of nearly a half the human population, yet most infected individuals remain asymptomatic, which suggests that there is a host defense against this bacterium. Because H. pylori is rarely found in deeper portions of the
Christian Wunder et al.
Nature medicine, 12(9), 1030-1038 (2006-09-05)
Helicobacter pylori infection causes gastric pathology such as ulcer and carcinoma. Because H. pylori is auxotrophic for cholesterol, we have explored the assimilation of cholesterol by H. pylori in infection. Here we show that H. pylori follows a cholesterol gradient

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