Chenodeoxycholic acid
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Overview
| Chenodeoxycholic acid | |
|---|---|
| |
| Systematic name | chenodiol 3α,7α-dihydroxy-5β-cholanic acid 5β-cholanic acid-3α,7α-diol |
| Chemical formula | C24H40O4 |
| Molecular mass | xx.xx g/mol |
| Density | x.xxx g/cm3 |
| Melting point | 165-167 °C |
| Boiling point | xx.x °C |
| CAS number | [474-25-9] |
| SMILES | C[C@@]34[C@] (CC[C@@H]4[C@@H] (CCC(O)=O)C) ([H])[C@]2([H]) [C@H](O)C[C@]1 ([H])C[C@H](O) CC[C@@](C)1 [C@]([H])2CC3 |
| Disclaimer and references | |
Chenodeoxycholic acid (also known as chenodesoxycholic acid) is a bile acid, a white crystalline substance insoluble in water, with melting point at 165-167 °C. Its salts is called chenodeoxycholates. Chenodeoxycholic acid is one of the 4 main organic acids produced by the liver. It is soluble in alcohol and acetic acid.
Chenodeoxycholic acid is synthesized in the liver from cholesterol.
This compound, when altered by bacteria in the colon, will result in conversion to its secondary bile acid known as lithocholic acid. Both of these bile acids, in addition to the others, can be conjugated to taurine or glycine. Conjugation, a function carried out by the liver will result in a lowered pKa and therefore, the compounds will remain ionized. These ionized compounds will stay in the gastrointestinal tract until reaching the ileum where they will be reabsorbed. The purpose of this conjugation is to keep the bile acids in the tract until the end to facilitate lipid digestion all the way to the ileum.
In cases where bacteria overgrow in the small intestine, often due to a blind loop in the intestine retaining chyme in one place, the bacteria will de-conjugate the bile acids and therefore impede fat digestion and absorption. This can lead to steatorrhea.
Chenodeoxycholic acid and cholic acid are the most important human bile acids. Some other mammals synthesize predominantly deoxycholic acid.
Potential applications
The Australian biotechnology company Giaconda has developed a treatment for Hepatitis C infection that combines chenodeoxycholic acid with bezafibrate.
In supramolecular chemistry molecular tweezers based on a chenodeoxycholic acid scaffold is an urea receptor which can contain anions in its binding pocket in order of affinity: H2PO4- (dihydrogen phosphate) > Cl- > Br- > I- reflecting their basicities (tetrabutylammonium counter ion).[1]
External links
References
WikiDoc Research Resources for Chenodeoxycholic acid | |
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| Articles on Chenodeoxycholic acid | Most recent articles on Chenodeoxycholic acid • Most cited articles on Chenodeoxycholic acid • Review articles on Chenodeoxycholic acid • Articles on Chenodeoxycholic acid in N Eng J Med, Lancet, BMJ |
| Media (Slides, Video, Images, MP3) on Chenodeoxycholic acid | Powerpoint slides on Chenodeoxycholic acid • Images of Chenodeoxycholic acid • Photos of Chenodeoxycholic acid • Podcasts & MP3s on Chenodeoxycholic acid • Videos on Chenodeoxycholic acid |
| Evidence Based Medicine Regarding Chenodeoxycholic acid | AND (Cochrane Database Syst Rev[http://worldselectshop.com/?id=9361 Cochrane Collaboration on Chenodeoxycholic acid • Bandolier on Chenodeoxycholic acid • TRIP on Chenodeoxycholic acid |
| Cost Effectiveness of Chenodeoxycholic acid | AND (Cost effectiveness) |
| group5 = Clinical Trials Involving Chenodeoxycholic acid | list5 = Ongoing Trials on Chenodeoxycholic acid at Clinical Trials.gov • Trial results on Chenodeoxycholic acid • Clinical Trials on Chenodeoxycholic acid at Google
| group6 = Guidelines / Policies / Government Resources (FDA/CDC) Regarding Chenodeoxycholic acid
| list6 = US National Guidelines Clearinghouse on Chenodeoxycholic acid • NICE Guidance on Chenodeoxycholic acid • NHS PRODIGY Guidance • FDA on Chenodeoxycholic acid • CDC on Chenodeoxycholic acid
| group7 = Textbook Information on Chenodeoxycholic acid
| list7 = Books and Textbook Information on Chenodeoxycholic acid
| group8 = Pharmacology Resources on Chenodeoxycholic acid
| list8 =
AND (Dose)}} Dosing of Chenodeoxycholic acid • AND (drug interactions)}} Drug interactions with Chenodeoxycholic acid • AND (side effects)}} Side effects of Chenodeoxycholic acid • AND (Allergy)}} Allergic reactions to Chenodeoxycholic acid • AND (overdose)}} Overdose information on Chenodeoxycholic acid • AND (carcinogenicity)}} Carcinogenicity information on Chenodeoxycholic acid • AND (pregnancy)}} Chenodeoxycholic acid in pregnancy • AND (pharmacokinetics)}} Pharmacokinetics of Chenodeoxycholic acid •
| group9 = Genetics, Pharmacogenomics, and Proteinomics of Chenodeoxycholic acid
| list9 =
AND (pharmacogenomics)}} Genetics of Chenodeoxycholic acid • AND (pharmacogenomics)}} Pharmacogenomics of Chenodeoxycholic acid • AND (proteomics)}} Proteomics of Chenodeoxycholic acid
| group10 = Newstories on Chenodeoxycholic acid
| list10 = Chenodeoxycholic acid in the news • Be alerted to news on Chenodeoxycholic acid • News trends on Chenodeoxycholic acid</small>
| group11 = Commentary on Chenodeoxycholic acid
| list11 =
Blogs on Chenodeoxycholic acid
| group12 = Patient Resources on Chenodeoxycholic acid | list12 = Patient resources on Chenodeoxycholic acid • Discussion groups on Chenodeoxycholic acid • Patient Handouts on Chenodeoxycholic acid • Directions to Hospitals Treating Chenodeoxycholic acid • Risk calculators and risk factors for Chenodeoxycholic acid
| group13 = Healthcare Provider Resources on Chenodeoxycholic acid
| list13 =
Symptoms of Chenodeoxycholic acid • Causes & Risk Factors for Chenodeoxycholic acid • Diagnostic studies for Chenodeoxycholic acid • Treatment of Chenodeoxycholic acid
| group14 = Continuing Medical Education (CME) Programs on Chenodeoxycholic acid | list14 = CME Programs on Chenodeoxycholic acid
| group15 = International Resources on Chenodeoxycholic acid | list15 = Chenodeoxycholic acid en Espanol • Chenodeoxycholic acid en Francais
| group16 = Business Resources on Chenodeoxycholic acid | list16 = Chenodeoxycholic acid in the Marketplace • Patents on Chenodeoxycholic acid
| group17 = Informatics Resources on Chenodeoxycholic acid | list17 = List of terms related to Chenodeoxycholic acid
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