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Merck
CN

14606

胆固醇

tested according to Ph. Eur.

别名:

胆固醇素, 3β-羟基-5-胆甾烯, 5-胆甾烯-3β-醇

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关于此项目

经验公式（希尔记法）:
C27H46O
化学文摘社编号:
57-88-5
分子量:
386.65
UNSPSC Code:
41141804
NACRES:
NA.21
PubChem Substance ID:
329750548
EC Number:
200-353-2
Beilstein/REAXYS Number:
1915888
MDL number:
MFCD00003646

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产品名称

胆固醇, tested according to Ph. Eur.

InChI key

HVYWMOMLDIMFJA-DPAQBDIFSA-N

InChI

1S/C27H46O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h9,18-19,21-25,28H,6-8,10-17H2,1-5H3/t19-,21+,22+,23-,24+,25+,26+,27-/m1/s1

SMILES string

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

Quality Level

100

Gene Information

human ... POLA1(5422), TOP2A(7153)
rat ... Ar(24208), Polb(29240)

agency

tested according to Ph. Eur.

form

powder

bp

360 °C (lit.)

mp

147-149 °C (lit.)

solubility

chloroform: soluble 1 gm in 4.5 ml
diethyl ether: soluble 1 gm in 2.8 ml
pyridine: soluble 1 gm in 1.5 ml
H2O: insoluble
acetone: soluble
alcohol: slightly soluble
alcohol: very soluble (Hot)
benzene: soluble
dioxane: soluble
ethyl acetate: soluble
hexane: soluble
oil: soluble
petroleum ether: soluble

density

1.067 g/mL at 25 °C (lit.)

application(s)

pharmaceutical (small molecule)

storage temp.

2-8°C

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相关类别

Application

胆固醇用于制备含有卵清蛋白（OVA）的ISCOM，以研究在亲脂性免疫刺激复合物（ISCOM）中掺入蛋白抗原卵清蛋白（OVA）是否诱导非常强的初次免疫应答。它被掺入动物饲料中以研究富含胆固醇饮食的影响。

Biochem/physiol Actions

所有生物膜的主要成分；总脑脂质中约25%为胆固醇。
胆固醇是一种占到细胞膜结构成分约20-25％的脂质。它决定了膜的流动性和渗透性，使其可透过水而不是离子和质子。胆固醇还可调节质膜上存在的转运蛋白和信号蛋白的功能。胆固醇合成的主要部位是小肠和肝脏。

存储类别

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
BCCN5608
BCCM4470
BCCL6298
BCCK5493
BCCH3789

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Daniela C U Cavallini et al.
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Unesterified cholesterol is an essential structural component of the plasma membrane of every cell. During evolution, this membrane came to play an additional, highly specialized role in the central nervous system (CNS) as the major architectural component of compact myelin.
R R Grummer et al.
Journal of animal science, 66(12), 3160-3173 (1988-12-01)
Cholesterol utilized for steroid synthesis by ovarian tissue may be derived from de novo synthesis or cellular uptake of lipoprotein cholesterol. The majority of blood cholesterol is transported by either low (LDL) or high (HDL) density lipoproteins, depending on the
Peter Libby et al.
Immunity, 38(6), 1092-1104 (2013-07-03)
According to the traditional view, atherosclerosis results from a passive buildup of cholesterol in the artery wall. Yet, burgeoning evidence implicates inflammation and immune effector mechanisms in the pathogenesis of this disease. Both innate and adaptive immunity operate during atherogenesis
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