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Chenodeoxycholic acid

Uses
Chenodeoxycholic acid
Chenodeoxycholic acid structure
CAS No.
474-25-9
Chemical Name:
Chenodeoxycholic acid
Synonyms
CDCA;Chenix;chendol;Fluibil;Kebilis;Chenocol;Chenodex;Hekbilin;Ulmenide;Chendiol
CBNumber:
CB4285737
Molecular Formula:
C24H40O4
Formula Weight:
392.57
MOL File:
474-25-9.mol

Chenodeoxycholic acid Properties

Melting point:
165-167 °C(lit.)
alpha 
12 º (c=1, CHCl3)
Boiling point:
437.26°C (rough estimate)
Density 
0.9985 (rough estimate)
refractive index 
1.4460 (estimate)
Flash point:
9℃
storage temp. 
Refrigerator
solubility 
PRACTICALLY INSOLUBLE
form 
Powder
pka
pKa 4.34 (Uncertain)
color 
White to off-white
Water Solubility 
PRACTICALLY INSOLUBLE
Merck 
13,2062
BRN 
3219887
InChIKey
RUDATBOHQWOJDD-BSWAIDMHSA-N
CAS DataBase Reference
474-25-9(CAS DataBase Reference)
EPA Substance Registry System
Cholan-24-oic acid, 3,7-dihydroxy-, (3.alpha.,5.beta.,7.alpha.)- (474-25-9)
SAFETY
  • Risk and Safety Statements
Symbol(GHS) 
GHS07,GHS02,GHS06,GHS08
Signal word  Danger
Hazard statements  H303-H361-H315-H319-H225-H301+H311+H331-H370
Precautionary statements  P201-P202-P308+P313-P405-P501a-P305+P351+P338-P210-P260-P280-P301+P310+P330-P308+P311-P403+P233
Hazard Codes  Xn
Risk Statements  63
Safety Statements  22-24/25-45-36/37
RIDADR  UN1230 - class 3 - PG 2 - Methanol, solution
WGK Germany  2
RTECS  FZ1980000
HS Code  29181990

Chenodeoxycholic acid price More Price(10)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich C9377 Chenodeoxycholic acid ≥97% 474-25-9 5g $136 2018-11-13 Buy
Sigma-Aldrich C9377 Chenodeoxycholic acid ≥97% 474-25-9 25g $306 2018-11-13 Buy
Alfa Aesar J60364 Chenodeoxycholic acid 474-25-9 25g $202 2018-11-13 Buy
Alfa Aesar J60364 Chenodeoxycholic acid 474-25-9 5g $66.4 2018-11-13 Buy
Cayman Chemical 10011286 Chenodeoxycholic Acid ≥95% 474-25-9 1g $10 2018-11-19 Buy

Chenodeoxycholic acid Chemical Properties,Uses,Production

Uses

Chenodeoxycholic acid is a bile acid synthesized in the liver from cholesterol. henodeoxycholic acid has been used in a study to assess its effects as a long-term replacement therapy for cerebrotendinous xanthomatosis (CTX). It has also been used in a study to investigate its effects on the small-intestinal absorption of bile acids in patients with ileostomies.

Description

Chenodeoxycholic acid is the first agent to be introduced into the US market for the treatment of radiolucent gallstones. Large scale clinical trials have demonstrated the safety and efficacy of this agent. Chenodeoxycholic acid reduces the biliary concentration of cholesterol relative to that of bile acids and phospholipid, reducing the saturation and thus the lithogenicity of the bile. Success rates in dissolving gallstones are in the range of 50-70% within 4-24 months of treatment. Continuation of the drug after stone dissolution may be required to prevent reoccurrence. Chenodeoxycholic acid is the 7α-isomer of ursodeoxycholic acid which was introduced into the European market in 1978.
chenodeoxycholic acid structure
chenodeoxycholic acid structure

Chemical Properties

Off-White Solid

Originator

Rowell (USA)

History

Chenodeoxycholic acid was isolated in 1924 from goose gall by Adolf Windaus and human gall by Heinrich Wieland.Its complete structural configuation was elucidated by Hans Lettre at the University of Gottingen.
In 1968, William Admirand and Donald Small at Boston University Medical School established that in patients with gallstones their bile was saturated with cholesterol, sometimes even exhibiting microcrystals, whereas this was not the case in normal people.It was then found that biliary levels of cholic acid and chenodeoxycholic acid were lower in patients with cholesterol gallstones than in normal people. Leslie Thistle and John Schoenfield at the Mayo Clinic in Rochester, Minnesota, then administered individual bile salts by mouth for four months and found that chenodeoxycholic acid reduced the amount of cholesterol in the bile.This led to a national collaborative study in the United States, which confirmed the effectiveness of chenodeoxycholic acid in bringing about dissolution of gallstones in selected patients. However, recent developments such as laparoscopic cholecystectomy and endoscopic biliary techniques have curtailed the role of chenodeoxycholic acid and ursodeoxycholic acid in the treatment of cholelithiasis.

Uses

Chenodeoxycholic acid is a bile acid that induces apoptosis through protein kinase C signaling pathways.It is a major bile acid in many vertebrates, occurring as the N-glycine and/or N-taurine conjugate. With other bile acids, forms mixed micelles with lecithin in bile which solubilize cholesterol and thus facilitates its excretion.Bile acids are essential for solubilization and transport of dietary lipids, are the major products of cholesterol catabolism, and are physiological ligands for farnesoid X receptor (FXR), a nuclear receptor that regulates genes involved in lipid metabolism.They are also inherently cytotoxic, as physiological imbalance contributes to increased oxidative stress. Bile acid-controlled signaling pathways are promising novel targets to treat such metabolic diseases as obesity, type II diabetes, hyperlipidemia, and atherosclerosis.
  1. Chenodeoxycholic acid is widely utilized in therapeutic applications. It is applied in medical therapy to dissolve gallstones. It is employed in the treatment of cerebrotendineous xanthomatosis. It is used to treat constipation and cerebrotendineous xanthomatosis. It acts as a urea receptor in supramolecular chemistry which can contain anions. It is a staining additive commonly used with ruthenium or organic photo-sensitizers in the preparation of staining solutions for dye solar cells.
  2. Chenodeoxycholic Acid is a staining additive commonly used with ruthenium or organic photo-sensitizers in the preparation of staining solutions for Dye Solar Cells. This co-adsorbent will prevent dye aggregation on the semiconductor surface, reducing losses in the solar cell's operation.
  3. Chenodeoxycholic Acid is a white solid added with the dye powder to the solvent while preparing staining solutions. The concentration of co-adsorbent is typically 10 fold the dye concentration.
  4. Chenodeoxycholic acid has been used in a study to assess its effects as a long-term replacement therapy for cerebrotendinous xanthomatosis (CTX).
  5. It has also been used in a study to investigate its effects on the small-intestinal absorption of bile acids in patients with ileostomies.
  6. Chenodeoxycholic acid (CDCA) is a hydrophobic primary bile acid that activates nuclear receptors involved in cholesterol metabolism.EC50 concentrations for activation of FXR range from 13-34 μM.In cells, CDCA also binds to bile acid binding proteins (BABP) with a reported stoichiometry of 1:2.CDCA toxicity is linked to increased cellular glutathione levels and increased oxidative stress. Exposure of cells to excess CDCA contributes to liver and intestinal cancers.

Uses

anticholithogenic, antilipemic agent

Uses

A major bile acid in many vertebrates, occurring as the N-glycine and/or N-taurine conjugate. With other bile acids, forms mixed micelles with lecithin in bile which solubilize cholesterol and thus fa cilitates its excretion. Fcilitates fat absorption in the small intestine by micellar solubilization of fatty acids and monoglycerides. Anticholelithogenic. Epimeric with Ursodiol.

Uses

An apoptosis inducer via PKC-dependent signalling pathway.

brand name

CHEWM

World Health Organization (WHO)

Chenodeoxycholic acid was introduced in 1975 for the treatment of cholelithiasis. It is available in several countries and the World Health Organization is not aware that registration has been refused in any other country.

Purification Methods

This major bile acid in vertebrates (~80mg) is chromatographed on silica gel (5g) and eluted with CHCl3/EtOAc (3:2) and crystallised from EtOAc/hexane. It has IR: max 1705 cm-1(CHCl3). It also crystallises from EtOAc, EtOAc/heptane after purifying via the poorly soluble Na and K salt if necessary. [Kametani et al. J Org Chem 4 7 2331 1982, Beilstein 10 IV 1604.]

Chenodeoxycholic acid Preparation Products And Raw materials

Raw materials

Preparation Products


Chenodeoxycholic acid Suppliers

Global( 396)Suppliers
Supplier Tel Fax Email Country ProdList Advantage
Jiangsu Zhongbang Pharmaceutical Co., Ltd.
025-87151996
025-87151996 zbsales@chinaredsun.com CHINA 32 55
Shanghai Yingrui Biopharma Co., Ltd.
+86-21-33585366 E-mail:sales03@shyrchem.com
+86-21-34979012 sales03@shyrchem.com CHINA 661 60
Shanghai Zheyan Biotech Co., Ltd.
18017610038
zheyansh@163.com CHINA 3623 58
Kono Chem Co., Ltd
+86-132 8924 6953(Whatsapp/Wechat)
+86-29-86107037 info@konochemical.com CHINA 2997 58
Capot Chemical Co.,Ltd.
+86 (0)571-855 867 18
+86 (0)571-858 647 95 sales@capotchem.com China 19918 60
Shenzhen Sendi Biotechnology Co.Ltd.
0755-23311925 18102838259
0755-23311925 Abel@chembj.com CHINA 3194 55
Henan Tianfu Chemical Co.,Ltd.
0371-55170693
0371-55170693 info@tianfuchem.com CHINA 20672 55
Mainchem Co., Ltd.
+86-0592-6210733
+86-0592-6210733 sales@mainchem.com CHINA 32447 55
Hangzhou FandaChem Co.,Ltd.
0086 158 5814 5714 (Mobile; WhatsApp; Telegram)
+86-571-56059825 fandachem@gmail.com CHINA 2884 55
Nanjing ChemLin Chemical Industry Co., Ltd.
025-83697070;product@chemlin.com.cn
product@chemlin.com.cn CHINA 3015 60

View Lastest Price from Chenodeoxycholic acid manufacturers

Image Release date Product Price Min. Order Purity Supply Ability Manufacturer
2019-10-09 Chenodeoxycholic acid
474-25-9
US $0.00 / mg 5mg ≥98%(HPLC) 10 g Shanghai Standard Technology Co., Ltd.
2019-10-09 Chenodeoxycholic acid
474-25-9
US $0.00 / mg 5mg Analytical Standard 10 g Shanghai Standard Technology Co., Ltd.
2018-12-18 Chenodeoxycholic acid
474-25-9
US $7.00 / kg 1kg 99% 100KG career henan chemical co

Chenodeoxycholic acid Spectrum


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