Chenodeoxycholic acid

Chenodeoxycholic acid
Clinical data
Other names	chenodiol (USAN US)
AHFS/Drugs.com	Monograph
MedlinePlus	a625044
License data	US DailyMed: Chenodiol;
Identifiers
CompTox Dashboard (EPA)	DTXSID2020260 ;
ECHA InfoCard	100.006.803

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, Chenix
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)
Legal status	US: ℞-only; 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.^[4]^[5]^[6] It was first isolated from the bile of the domestic goose, which gives it the "cheno" portion of its name (Greek: χήν = goose).^[7]

^ "Chenodal- chenodiol tablet, film coated". DailyMed. 6 December 2024. Retrieved 22 February 2025.
^ "Ctexli- chenodiol tablet, film coated". DailyMed. 21 February 2025. Retrieved 17 April 2025.
^ "Chenodeoxycholic acid Leadiant (previously Chenodeoxycholic acid sigma-tau)". European Medicines Agency (EMA). 16 December 2014. Retrieved 22 February 2025. Text was copied from this source which is copyright European Medicines Agency. Reproduction is authorized provided the source is acknowledged.
^ Russell DW (2003). "The enzymes, regulation, and genetics of bile acid synthesis". Annual Review of Biochemistry. 72: 137–174. doi:10.1146/annurev.biochem.72.121801.161712. PMID 12543708.
^ Bhagavan N, Ha CE (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): 1085–1099. 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". The New England Journal of Medicine. 293 (24): 1255–1257. doi:10.1056/NEJM197512112932412. PMID 1186807.

[Chenodal_FDA_label-1] "Chenodal- chenodiol tablet, film coated". DailyMed. 6 December 2024. Retrieved 22 February 2025.

[Ctexli_FDA_label-2] "Ctexli- chenodiol tablet, film coated". DailyMed. 21 February 2025. Retrieved 17 April 2025.

[Chenodeoxycholic_acid_EPAR-3] "Chenodeoxycholic acid Leadiant (previously Chenodeoxycholic acid sigma-tau)". European Medicines Agency (EMA). 16 December 2014. Retrieved 22 February 2025. Text was copied from this source which is copyright European Medicines Agency. Reproduction is authorized provided the source is acknowledged.

[pmid12543708-4] Russell DW (2003). "The enzymes, regulation, and genetics of bile acid synthesis". Annual Review of Biochemistry. 72: 137–174. doi:10.1146/annurev.biochem.72.121801.161712. PMID 12543708.

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

[PMID25210150-6] Dawson PA, Karpen SJ (June 2015). "Intestinal transport and metabolism of bile acids". Journal of Lipid Research. 56 (6): 1085–1099. doi:10.1194/jlr.R054114. PMC 4442867. PMID 25210150.

[7] Carey MC (December 1975). "Editorial: Cheno and urso: what the goose and the bear have in common". The New England Journal of Medicine. 293 (24): 1255–1257. doi:10.1056/NEJM197512112932412. PMID 1186807.

[1]

[2]

[3]

[4]

[5]

[6]

[7]