Cholic acid
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Cholic acid | |
---|---|
IUPAC name | (R)-4-((3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-
3,7,12-trihydroxy-10,13-dimethylhexadecahydro-1H- cyclopenta[a]phenanthren-17-yl)pentanoic acid |
Other names | 3α,7α,12α-trihydroxy-5β-cholanic acid |
Identifiers | |
CAS number | [81-25-4] |
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])2C[C@@H]3O |
Properties | |
Molecular formula | C24H40O5 |
Molar mass | 408.57 g/mol |
Melting point |
200-201 °C |
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox disclaimer and references |
Cholic acid is a bile acid, a white crystalline substance insoluble in water (soluble in alcohol and acetic acid), with a melting point of 200-201 °C. Salts of cholic acid are called cholates. Cholic acid, along with chenodeoxycholic acid, is one of two major bile acids produced by the liver where it is synthesized from cholesterol. Of the two major bile acids, cholate derivatives represent approximately eighty percent of all bile acids. These derivatives are made from cholyl-CoA which forms a conjugate with either glycine, or taurine, yielding glycocholic and taurocholic acid respectively.
Cholic acid and chenodeoxycholic acid are the most important human bile acids. Some other mammals synthesize predominantly deoxycholic acid.
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