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Merck
CN
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文件

L6250

Sigma-Aldrich

石胆酸

≥95%

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别名:
3α-羟基-5β-胆烷酸, 3α-羟基-5β-胆酸-24-羧酸, 5β-胆酸-24-羧酸-3α-醇
经验公式（希尔记法）:
C24H40O3
CAS号:
434-13-9
分子量:
376.57
Beilstein:
3217757
EC 号:
207-099-1
MDL编号:
MFCD00003682
UNSPSC代码:
12352106
PubChem化学物质编号:
24896429
NACRES:
NA.25

生物来源

bovine bile
synthetic

质量水平

200

检测方案

≥95%

分子量

376.57 g/mol

mp

183-188 °C (lit.)

官能团

carboxylic acid

运输

ambient

储存温度

room temp

SMILES字符串

[H][C@]12CC[C@@]3([H])[C@]4([H])CC[C@H]([C@H](C)CCC(O)=O)[C@@]4(C)CC[C@]3([H])[C@@]1(C)CC[C@@H](O)C2

InChI

1S/C24H40O3/c1-15(4-9-22(26)27)19-7-8-20-18-6-5-16-14-17(25)10-12-23(16,2)21(18)11-13-24(19,20)3/h15-21,25H,4-14H2,1-3H3,(H,26,27)/t15-,16-,17-,18+,19-,20+,21+,23+,24-/m1/s1

InChI key

SMEROWZSTRWXGI-HVATVPOCSA-N

基因信息

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

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相关类别

一般描述

石胆酸是胆汁酸的低聚（乙二醇）衍生物。

应用

石胆酸已用于一项评估胆汁淤积及其对大鼠几个器官和组织的作用的研究。它也被用于一项通过TGF激活SMAD3来研究肝磷脂和胆汁酸稳态的调节的研究。

生化/生理作用

胆汁酸

WGK

WGK 2

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)

分析证书(COA)

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Katarzyna Magiera et al.
Cell chemical biology, 24(4), 458-470 (2017-03-28)
USP2a is a deubiquitinase responsible for stabilization of cyclin D1, a crucial regulator of cell-cycle progression and a proto-oncoprotein overexpressed in numerous cancer types. Here we report that lithocholic acid (LCA) derivatives are inhibitors of USP proteins, including USP2a. The
Vincent R Richard et al.
Aging, 5(4), 234-269 (2013-04-05)
Macromitophagy controls mitochondrial quality and quantity. It involves the sequestration of dysfunctional or excessive mitochondria within double-membrane autophagosomes, which then fuse with the vacuole/lysosome to deliver these mitochondria for degradation. To investigate a physiological role of macromitophagy in yeast, we
Claudiu Saracut et al.
Acta cirurgica brasileira, 30(9), 624-631 (2015-10-16)
To assess whether deoxycholic acid (DOC) and lithocholic acid (LCA) administered in a period of six months in a concentration of 0.25% may have a carcinogenic role in mice colon. The study used C57BL6 female mice divided into four groups.
Satu Strandman et al.
The journal of physical chemistry. B, 117(1), 252-258 (2012-12-12)
Thermoresponsive characteristics of oligo(ethylene glycol) derivatives of lithocholic acid (LCA) depend on the hydrophilic/hydrophobic balance of the compounds. Below a threshold temperature (∼30 °C), one of the derivatives, LCA(EG(4))(2), self-assembles in water into hollow nanotubes that form thixotropic gels at
Nathalie Ménard et al.
Pharmaceutical research, 29(7), 1882-1896 (2012-03-28)
Novel surfactants made of diglutamic acid (DG) polar head linked to lithocholic, arachidonic, linoleic or stearic acids were designed for drug solubilization. Surfactants 3-D conformer and packing parameter were determined by molecular modelling and self-assembling properties by pyrene fluorescence measurements.
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