Chenodeoxycholic acid

Chenodeoxycholic acid
Names
	IUPAC name 3α,7α-Dihydroxy-5β-cholan-24-oic acid
	Systematic IUPAC name (4R)-4-[(1R,3aS,3bR,4R,5aS,7R,9aS,9bS,11aR)-4,7-Dihydroxy-9a,11a-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-1-yl]pentanoic acid
	Other names Chenodiol
Identifiers
CAS Number	474-25-9 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:16755 ;
ChEMBL	ChEMBL240597 ;
ChemSpider	9728 ;
DrugBank	DB06777 ;
ECHA InfoCard	100.006.803
EC Number	207-481-8;
IUPHAR/BPS	608;
KEGG	C02528 ;
PubChem CID	10133;
UNII	0GEI24LG0J ;
CompTox Dashboard (EPA)	DTXSID2020260 ;
	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 Key: RUDATBOHQWOJDD-BSWAIDMHSA-N ; InChI=1/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 Key: RUDATBOHQWOJDD-BSWAIDMHBF;
	SMILES C[C@H](CCC(=O)O)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2[C@@H](C[C@H]4[C@@]3(CC[C@H](C4)O)C)O)C;
Properties
Chemical formula	C24H40O4
Molar mass	392.57 g/mol
Melting point	165 to 167 °C (329 to 333 °F; 438 to 440 K)
Pharmacology
ATC code	A05AA01 (WHO)
License data	EU EMA: by INN;
Legal status	EU: Rx-only;
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Chenodeoxycholic acid (CDCA; also known as chenodesoxycholic acid, chenocholic acid and 3α,7α-dihydroxy-5β-cholan-24-oic acid) is a bile acid. Salts of this carboxylic acid are called chenodeoxycholates. Chenodeoxycholic acid is one of the main bile acids.^[1]^[2]^[3] It was first isolated from the bile of the domestic goose, which gives it the "cheno" portion of its name (Greek: χήν = goose).^[4]

^ Russell DW (2003). "The enzymes, regulation, and genetics of bile acid synthesis". Annu. Rev. Biochem. 72: 137–74. doi:10.1146/annurev.biochem.72.121801.161712. PMID 12543708.
^ Bhagavan, N.V.; Ha, Chung-Eun (2015). "Gastrointestinal Digestion and Absorption". Essentials of Medical Biochemistry. pp. 137–164. doi:10.1016/B978-0-12-416687-5.00011-7. ISBN 9780124166875.
^ Dawson, PA; Karpen, SJ (June 2015). "Intestinal transport and metabolism of bile acids". Journal of Lipid Research. 56 (6): 1085–99. doi:10.1194/jlr.R054114. PMC 4442867. PMID 25210150.
^ Carey MC (December 1975). "Editorial: Cheno and urso: what the goose and the bear have in common". N. Engl. J. Med. 293 (24): 1255–7. doi:10.1056/NEJM197512112932412. PMID 1186807.

[pmid12543708-1] Russell DW (2003). "The enzymes, regulation, and genetics of bile acid synthesis". Annu. Rev. Biochem. 72: 137–74. doi:10.1146/annurev.biochem.72.121801.161712. PMID 12543708.

[2] Bhagavan, N.V.; Ha, Chung-Eun (2015). "Gastrointestinal Digestion and Absorption". Essentials of Medical Biochemistry. pp. 137–164. doi:10.1016/B978-0-12-416687-5.00011-7. ISBN 9780124166875.

[PMID25210150-3] Dawson, PA; Karpen, SJ (June 2015). "Intestinal transport and metabolism of bile acids". Journal of Lipid Research. 56 (6): 1085–99. doi:10.1194/jlr.R054114. PMC 4442867. PMID 25210150.

[4] Carey MC (December 1975). "Editorial: Cheno and urso: what the goose and the bear have in common". N. Engl. J. Med. 293 (24): 1255–7. doi:10.1056/NEJM197512112932412. PMID 1186807.

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