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Taurochenodeoxycholic acid

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Taurochenodeoxycholic acid Basic information

Product Name:
Taurochenodeoxycholic acid
Synonyms:
  • 2-(4-(3,7-dihydroxy-10,13-diMethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanaMido)ethanesulfonic acid
  • Taurocholic chenodeoxycholic acid
  • 2-((R)-4-((3R,5S,7R,8R,9S,10S,13R,14S,17R)-3,7-Dihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanamido)ethanesulfonic acid
  • Taurochenodeoxycholic acid, 99.5%
  • 2-{[(3alpha,5beta,7alpha,20xi)-3,7-dihydroxy-24-oxocholan-24-yl]amino}ethanesulfonic acid
  • 2-[4-(3,7-dihydroxy-10,13-
  • Taurochenodeoxycholic acid
  • C05465
CAS:
516-35-8
MF:
C26H45NO6S
MW:
499.7
Product Categories:
  • Intermediates & Fine Chemicals
  • Metabolites & Impurities
  • Pharmaceuticals
  • Steroids
  • 516-35-8
Mol File:
516-35-8.mol
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Taurochenodeoxycholic acid Chemical Properties

Melting point:
186-200°C
Density 
1.216±0.06 g/cm3(Predicted)
storage temp. 
Sealed in dry,Room Temperature
solubility 
Chloroform, Methanol
form 
Solid
pka
1.42±0.50(Predicted)
color 
White to Pale Beige
InChIKey
BHTRKEVKTKCXOH-ZNKJZDQHNA-N
SMILES
[C@@]12([H])CC[C@H]([C@H](C)CCC(=O)NCCS(=O)(=O)O)[C@@]1(C)CC[C@]1([H])[C@@]3(C)CC[C@@H](O)C[C@@]3([H])C[C@@H](O)[C@@]21[H] |&1:0,4,5,18,22,24,28,31,34,36,r|
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Taurochenodeoxycholic acid Usage And Synthesis

Chemical Properties

White crystals, soluble in organic solvents such as methanol, ethanol, and DMSO, derived from animal bile.

Uses

Taurochenodeoxycholic Acid is a bile acid conjugate and metabolite Taurolithocholic Acid (T009100) with antiinflammatory activity. Taurochenodeoxycholic Acid has been shown to inhibit hepatocyte apoptosis through suppression of Bid translocation to mitochondria.

Uses

Labelled analogue of Taurochenodeoxycholic Acid, a bile acid conjugate and metabolite Taurolithocholic Acid (T009100) with antiinflammatory activity. Taurochenodeoxycholic Acid has been shown to inhibit hepatocyte apoptosis through suppression of Bid translocation to mitochondria.

Definition

ChEBI: A bile acid taurine conjugate of chenodeoxycholic acid.

in vivo

Taurochenodeoxycholic acid (12-Deoxycholyltaurine; 0.05, 0.1g/kg) decreases the pulmonary coefficient in the model mice and reduces the pathological damages on their lungs; it can decrease the expression levels of TNF-α and TIMP-2 in pulmonary tissues in the pulmonary fibrosis mice and has no significant effects on MMP2[2].
? Taurochenodeoxycholic acid significantly normalizes the clinical inflammatory parameters, prevented indomethacin-induced increases in the biliary contents of secondary bile acids and hydrophobicity index, and tended to attenuate the intestinal inflammation[3].
? Taurochenodeoxycholic acid significantly suppresses paw swelling and polyarthritis index, increases the loss body weight and index of thymus and spleen, and amends radiologic changes in AA rats. The overproduction and mRNA expression of TNF-α, IL-1β and IL-6 are remarkably suppressed in serum and synovium tissue of all TCDCA-treated rats[4].

IC 50

Microbial Metabolite; Human Endogenous Metabolite

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