taurochenodeoxycholic acid

Also known as taurochenodeoxycholate, TCDCA, taurine chenodeoxycholate, Chenodeoxycholoyltaurine, 12-Desoxycholyltaurine, N-(3a,7a-Dihydroxy-5b-cholan-24-oyl)-Taurine, Taurochenodesoxycholate, Chenyltaurine

chemical compound

In the Vinony graph

Within Vinony's link graph, taurochenodeoxycholic acid is referenced by 14 other articles, and connects out to digital object identifier, chemical formula and bile.

It is catalogued under topics including Bile acids, Carboxamides and Chembox image size set.

Its subject is documented across 8 Wikipedia language editions.

Chemical data

Formula: C26H45NO6S
Molecular weight: 499.7 g/mol
IUPAC name: 2-[[(4R)-4-[(3R,5S,7R,8R,9S,10S,13R,14S,17R)-3,7-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoyl]amino]ethanesulfonic acid
SMILES: C[C@H](CCC(=O)NCCS(=O)(=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
InChIKey: BHTRKEVKTKCXOH-BJLOMENOSA-N
XLogP: 3.6
Polar surface area: 132 Å²
H-bond donors: 4
H-bond acceptors: 6
Formal charge: 0

via PubChem

Drug data · ChEMBL

Molecule type: Small molecule

via ChEMBL · EBI

Research

1,351 papers

Taurochenodeoxycholic acid alleviates obesity-induced endothelial dysfunction.European heart journal · 2026
Taurochenodeoxycholic acid reduces astrocytic neuroinflammation and alleviates experimental autoimmune encephalomyelitis in mice.Immunobiology · 2023
Taurochenodeoxycholic acid mediates cAMP-PKA-CREB signaling pathway.Chinese journal of natural medicines · 2020
Taurochenodeoxycholic Acid Inhibited AP-1 Activation via Stimulating Glucocorticoid Receptor.Molecules (Basel, Switzerland) · 2019
Serum concentration of taurochenodeoxycholic acid predicts clinically significant portal hypertension.Liver international : official journal of the International Association for the Study of the Liver · 2023

via PubMed

Wikidata facts

Subclass of: bile acids
Mass: 499.297
Has use: detergent

Show 7 more facts

chemical formula: C₂₆H₄₅NO₆S
canonical SMILES: CC(CCC(=O)NCCS(=O)(=O)O)C1CCC2C1(CCC3C2C(CC4C3(CCC(C4)O)C)O)C
isomeric SMILES: C[C@H](CCC(=O)NCCS(=O)(=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
subject has role: primary metabolite
found in taxon: Homo sapiens
Commons category: Taurochenodeoxycholic acid
stereoisomer of: tauroursodeoxycholic acid