Taurochenodeoxycholic acid

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Taurochenodeoxycholic acid
Taurochenodeoxycholic acid.svg
Names
Preferred IUPAC name
2-{(4R)-4-[(1R,3aS,3bR,4R,5aS,7R,9aS,9bS,11aR)-4,7-Dihydroxy-9a,11a-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-1-yl]pentanamido}ethane-1-sulfonic acid
Other names
12-Deoxycholyltaurine; 12-Desoxycholyltaurine; Chenodeoxycholyltaurine; Chenyltaurine
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
IUPHAR/BPS
UNII
  • 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/s1 checkY
    Key: BHTRKEVKTKCXOH-BJLOMENOSA-N checkY
  • 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/s1
    Key: BHTRKEVKTKCXOH-BJLOMENOBE
  • O=S(=O)(O)CCNC(=O)CC[C@H]([C@H]1CC[C@@H]2[C@]1(C)CC[C@H]4[C@H]2[C@H](O)C[C@@H]3C[C@H](O)CC[C@@]34C)C
Properties
C26H45NO6S
Molar mass 499.71 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N  (what is checkY☒N ?)
Infobox references

Taurochenodeoxycholic acid is a bile acid formed in the liver of most species, including humans, by conjugation of chenodeoxycholic acid with taurine.[1] It is secreted into bile and then into intestine.[2] It is usually ionized at physiologic pH, although it can be crystallized as the sodium salt.

It acts as detergent to solubilize fats in the small intestine and is itself absorbed by active transport in the terminal ileum.[3]

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.
  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. PMID 4562149.


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