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熊去氧胆酸

规格或纯度: 分析标准品

CAS编号: 128-13-2
分子式: C₂₄H₄₀O₄
分子量: 392.57
Beilstein号: 3219888
EC号: 204-879-3
MDL号: MFCD00003680
PubChem编号: 31401

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货号 (SKU)	包装规格	是否现货	价格	数量
U110696-20mg	20mg	现货

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Sodium/bile acid and sulphated solute cotransporter 1 Inhibitor

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基本描述

规格或纯度	分析标准品
英文名称	Ursodeoxycholic acid
别名	熊脱氧胆酸\|UDCS
英文别名	URSODEOXYCHOLIC ACID\|ursodiol\|128-13-2\|Actigall\|ursodeoxycholate\|UDCA\|Ursofalk\|Ursolvan\|Ursodesoxycholic acid\|UrSO\|Urso Forte\|Delursan\|Destolit\|Litursol\|Solutrat\|Ursobilin\|Ursochol\|Ursodamor\|Arsacol\|Deursil\|Lyeton\|Ursacol\|Cholit-ursan\|Peptarom\|Urso DS\|3al
储存温度	充氩
运输条件	常规运输
产品介绍	熊去氧胆酸，主要成分是3a,7β- 二羟基-5β- 胆甾烷-24-酸，为有机化合物，无臭，味苦。本品在乙醇中易溶，在氯仿中不溶；在冰醋酸中易溶，在氢氧化钠试液中溶解。医学上用于增加胆汁酸分泌，并使胆汁成分改变，降低胆汁中胆固醇及胆固醇脂，有利于胆结石中的胆固醇逐渐溶解。阴离子去垢剂，用于生化研究。 Ursodeoxycholic acid is a bile acid with significant colon chemopreventive activity. Ursodeoxycholic acid (UDCS) is a cell protectant used extensively to mitigate hepatic and biliary diseases. Ursodeoxycholic acid may be used to study its specific activities that range from reduction of cholesterol absorpition, cholesterol gallstone dissolution to suppression of immune response.

名称和标识符

EC号	204-879-3
IUPAC Name	(4R)-4-[(3R,5S,7S,8R,9S,10S,13R,14S,17R)-3,7-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoic acid
INCHI	InChI=1S/C24H40O4/c1-14(4-7-21(27)28)17-5-6-18-22-19(9-11-24(17,18)3)23(2)10-8-16(25)12-15(23)13-20(22)26/h14-20,22,25-26H,4-13H2,1-3H3,(H,27,28)/t14-,15+,16-,17-,18+,19+,20+,22+,23+,24-/m1/s1
InChi Key	RUDATBOHQWOJDD-UZVSRGJWSA-N
Canonical SMILES	CC(CCC(=O)O)C1CCC2C1(CCC3C2C(CC4C3(CCC(C4)O)C)O)C
WGK Germany	2
RTECS	FZ2000000
PubChem CID	31401
分子量	392.57
Beilstein号	3219888

数据库链接

DrugBank Ligand	DB01586
PubChem CID	31401
CAS Registry No.	128-13-2
ChEMBL Ligand	CHEMBL1551
Wikipedia	Ursodeoxycholic acid
ChEBI	CHEBI:9907
DrugCentral Ligand	2797

化学和物理性质

溶解性	Soluble in ethanol (79 mg/ml at 25 °C), alcohol (freely), chloroform (slightly), and DMSO (79 mg/ml at 25 °C). Insoluble in water.
密度	1.128
比旋光度	60.5 ° (C=4, EtOH)
熔点	203°C

安全和危险性（GHS）

象形图	Harmful
信号词	Warning
危险声明	H315: Causes skin irritation H319: Causes serious eye irritation
预防措施声明	P305+P351+P338,P280,P302+P352,P321,P264,P362+P364,P264+P265,P337+P317,P332+P317
WGK Germany	2
RTECS	FZ2000000
Merck Index	9889
个人防护装备	Eyeshields,Gloves,type N95 (US),type P1 (EN143) respirator filter

关联配体

Ligand ID	7104
名称	ursodeoxycholic acid
别名	Actigall®
类别	Metabolite
学名	(4R)-4-[(3R,5S,7S,8R,9S,10S,13R,14S,17R)-3,7-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoic acid
生物活性评价	We have been unable to find publicly available affinity data for this drug at its proposed molecular target to substantiate its MMOA, and have therefore not tagged a primary drug target.
评价	Ursodeoxycholic acid (UDCA) acts as an antagonist of the bile acid receptor farnesoid X receptor (FXR) . SARS-CoV-2 and COVID-19: ACE2's presence on host cells confers susceptibility to SARS-CoV-2 infection. UDCA attenuates bile acid-induced, FXR-mediated upregulation of ACE2 expression in vitro and in vivo . For this effect, UDCA has been proposed as a repurposing drug with antiviral potential against SARS-CoV-2. It is hypothesised that UDCA would reduce SARS-CoV-2 infection potential by lowering the number of ACE2 binding sites on relevant tissues. In support of this theory, a correlation between UDCA treatment for liver conditions and a lower risk of developing severe COVID-19 has been identified, Ursodeoxycholic acid is found in large quantities in bear bile and this results in the practice of 'farming' bears for bile extraction, in some countries.

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参考文献

1. Jackson H, Solaymani-Dodaran M, Card TR, Aithal GP, Logan R, West J. (2007) Influence of ursodeoxycholic acid on the mortality and malignancy associated with primary biliary cirrhosis: a population-based cohort study.. Hepatology, 46 (4): (1131-7). [PMID:17685473]
2. Sun L, Cai J, Gonzalez FJ. (2021) The role of farnesoid X receptor in metabolic diseases, and gastrointestinal and liver cancer.. Nat Rev Gastroenterol Hepatol, 18 (5): (335-347). [PMID:33568795]
3. Brevini T, Maes M, Webb GJ, John BV, Fuchs CD, Buescher G, Wang L, Griffiths C, Brown ML, Scott 3rd WE et al.. (2022) FXR inhibition may protect from SARS-CoV-2 infection by reducing ACE2.. Nature, 71 (13): (1755-70). [PMID:36470304]
4. Hagey LR, Crombie DL, Espinosa E, Carey MC, Igimi H, Hofmann AF. (1993) Ursodeoxycholic acid in the Ursidae: biliary bile acids of bears, pandas, and related carnivores.. J Lipid Res, 34 (11): (1911-7). [PMID:8263415]

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