Tauro-obeticholic acid

• CAT Number: I017316
• CAS Number: 863239-61-6
• Molecular Formula: C28H49NO6S
• Molecular Weight: 527.76
• Purity: ≥95%
• Synonyms: 2-[[(4R)-4-[(3R,5S,6R,7R,8S,9S,10S,13R,14S,17R)-6-ethyl-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
• InChI: InChI=1S/C28H49NO6S/c1-5-19-23-16-18(30)10-12-28(23,4)22-11-13-27(3)20(7-8-21(27)25(22)26(19)32)17(2)6-9-24(31)29-14-15-36(33,34)35/h17-23,25-26,30,32H,5-16H2,1-4H3,(H,29,31)(H,33,34,35)/t17-,18-,19-,20-,21+,22+,23+,25+,26-,27-,28-/m1/s1
• InChIKey: JEZXQTZLWHAKAC-NQGMLVFVSA-N
• SMILES: CCC1C2CC(CCC2(C3CCC4(C(C3C1O)CCC4C(C)CCC(=O)NCCS(=O)(=O)O)C)C)O

Tauro-obeticholic acid is an active metabolite of Obeticholic acid. Obeticholic acid is an orally bioavailable farnesoid-X receptor (FXR) agonist[1].
Obeticholic acid is conjugated with taurine in the liver to form Tauro-obeticholic acid, which is secreted into bile. Microorganisms in the ileum and colon can deconjugate Tauro-obeticholic acid, converting it into the parent drug, which may then be reabsorbed or excreted in faeces[1].

Reference

[1]. Markham A, et al. Obeticholic Acid: First Global Approval. Drugs. 2016 Aug;76(12):1221-6.
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