Misplaced Pages

Taurochenodeoxycholic acid

Article snapshot taken from Wikipedia with creative commons attribution-sharealike license. Give it a read and then ask your questions in the chat. We can research this topic together.
Taurochenodeoxycholic acid
Names
IUPAC name 2-(3α,7α-Dihydroxy-5β-cholan-24-amido)ethane-1-sulfonic acid
Systematic IUPAC name 2-{(4R)-4-phenanthren-1-yl]pentanamido}ethane-1-sulfonic acid
Other names 12-Deoxycholyltaurine; 12-Desoxycholyltaurine; Chenodeoxycholyltaurine; Chenyltaurine
Identifiers
CAS Number
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
IUPHAR/BPS
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C26H45NO6S/c1-16(4-7-23(30)27-12-13-34(31,32)33)19-5-6-20-24-21(9-11-26(19,20)3)25(2)10-8-18(28)14-17(25)15-22(24)29/h16-22,24,28-29H,4-15H2,1-3H3,(H,27,30)(H,31,32,33)/t16-,17+,18-,19-,20+,21+,22-,24+,25+,26-/m1/s1Key: BHTRKEVKTKCXOH-BJLOMENOSA-N
  • InChI=1/C26H45NO6S/c1-16(4-7-23(30)27-12-13-34(31,32)33)19-5-6-20-24-21(9-11-26(19,20)3)25(2)10-8-18(28)14-17(25)15-22(24)29/h16-22,24,28-29H,4-15H2,1-3H3,(H,27,30)(H,31,32,33)/t16-,17+,18-,19-,20+,21+,22-,24+,25+,26-/m1/s1Key: BHTRKEVKTKCXOH-BJLOMENOBE
SMILES
  • O=S(=O)(O)CCNC(=O)CC(1CC21(C)CC42(O)C3C(O)CC34C)C
Properties
Chemical formula C26H45NO6S
Molar mass 499.71 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). ☒N verify (what is  ?) Infobox references
Chemical compound

Taurochenodeoxycholic acid is a bile acid formed in the liver of most species, including humans, by conjugation of chenodeoxycholic acid with taurine. It is secreted into bile and then into the intestine. It is usually ionized at physiologic pH. However, although it can be crystallized as the sodium salt.

It acts as a detergent to solubilize fats in the small intestine and is itself absorbed by active transport in the terminal ileum.

It is used as a cholagogue and choleretic.

See also

References

  1. Hofmann AF (1999). "The continuing importance of bile acids in liver and intestinal disease". Arch. Intern. Med. 159 (22): 2647–58. doi:10.1001/archinte.159.22.2647. PMID 10597755. S2CID 21211064.
  2. Perez de la Cruz Moreno M, Oth M, Deferme S, Lammert F, Tack J, Dressman J, Augustijns P (August 2006). "Characterization of fasted-state human intestinal fluids collected from duodenum and jejunum". The Journal of Pharmacy and Pharmacology. 58 (8): 1079–89. doi:10.1211/jpp.58.8.0009. PMID 16872555.
  3. Carey MC, Small DM (October 1972). "Micelle formation by bile salts. Physical-chemical and thermodynamic considerations". Archives of Internal Medicine. 130 (4): 506–27. doi:10.1001/archinte.1972.03650040040005. PMID 4562149.


Stub icon

This article about a steroid is a stub. You can help Misplaced Pages by expanding it.

Categories: