CAS 517-37-3 Taurodehydrocholate (HCID 121933)

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Basic information

CAS: 517-37-3
Standard SMILES: C[C@H](CCC(=O)NCCS(=O)(=O)O)[C@H]1CC[C@H]2[C@@H]3C(=O)C[C@@H]4CC(=O)CC[C@]4(C)[C@H]3CC(=O)[C@]12C
InChIKey: UBDJSBRKNHQFPD-PYGYYAGESA-N
Molecular formula: C26H39NO7S
Average molar mass: 509.7 g/mol
Monoisotopic mass: 509.24472376

Overview

Taurodehydrocholic acid is a bile acid taurine conjugate.

Names & identifiers

Preferred name: Taurodehydrocholate
IUPAC: 2-[[(4R)-4-[(5S,8R,9S,10S,13R,14S,17R)-10,13-dimethyl-3,7,12-trioxo-1,2,4,5,6,8,9,11,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl]pentanoyl]amino]ethanesulfonic acid
English name: taurodehydrocholate
Molecular formula: C26H39NO7S
Molecular weight: 509.66

Names & synonyms

taurodehydrocholate517-37-3RefChem:932594TAURODEHYDROCHOLIC ACIDTDHCA2-[[(4R)-4-[(5S,8R,9S,10S,13R,14S,17R)-10,13-dimethyl-3,7,12-trioxo-1,2,4,5,6,8,9,11,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl]pentanoyl]amino]ethanesulfonic acidN-(3,7,12-trioxo-5beta-cholan-24-oyl)-taurineST 24:4;O4;Tauorb2564428SCHEMBL29362195DTXSID70965970CHEBI:166741

Show more names

Taurine dehydrocholic acidTaurosulfonic acid dehydrocholic acid5β-CHOLANIC ACID-3, 7, 12-TRIONE N-(2-SULPHOETHYL)-AMIDEEthanesulfonic acid, 2-[[(5β)-3,7,12,24-tetraoxocholan-24-yl]amino]-

HY-N9516LMST05040026ST 24:4;O4;T3,7,12-triketo-5beta-cholanoyl taurineCS-0188745T882653,7,12-Trioxo-N-(2-sulfoethyl)cholan-24-imidic acid3,7,12-Trioxo-N-(2-sulfoethyl)-5beta-cholan-24-imidic acid

Database identifiers

Properties

Computed structural properties

XLogP: 1.2
Topological polar surface area: 143 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 7
Rotatable bonds: 7
Heavy atoms: 35
Formal charge: 0
Complexity: 1,020

Experimental & physicochemical properties

LipidsLipids -> Sterol Lipids [ST] -> Steroid conjugates [ST05] -> Taurine conjugates [ST0504]

Physicochemical properties

Melting point: 237 · 237-238 °C
Density: 1.254 · 1.254±0.06 g/cm3(Predicted)
pka: 1.41 · 1.41±0.50(Predicted)

Chemistry & industry

Applications · 1 item

UsesTaurodehydrocholic acid is a biliary cholesterol secretion activator. Taurodehydrocholic acid significantly increases the expression of Abcg5 and decreases the expression of abc8. Taurodehydrocholic acid can be used in the study of cholesterol metabolism[1].

Suppliers25 total

普善实业（陕西）有限公司029-81310890 18165209495 · [email protected]

苏州市森菲达化工有限公司18796480002 18796480002 · [email protected]

陕西缔都化学有限公司029-029-81123119 17391733320 · [email protected]

上海赛可锐生物科技有限公司021-58000709 13120558703 · [email protected]

上海维亦特生物科技有限公司15317051735 · [email protected]

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Compound notes

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