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

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

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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