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CAS 128-13-2

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Ursodeoxycholic acid

Description:
Ursodeoxycholic acid (UDCA), with the CAS number 128-13-2, is a bile acid that is naturally occurring in the body, primarily synthesized from cholesterol. It is characterized by its hydrophilic properties, which make it less toxic than other bile acids. UDCA is known for its ability to promote the solubilization of cholesterol in bile, thereby aiding in the prevention of cholesterol gallstone formation. It has been utilized therapeutically to treat various liver diseases, including primary biliary cholangitis and certain forms of cholestasis. The compound exhibits a unique structure, featuring a hydroxyl group at the 7-position, which contributes to its solubility and biological activity. Additionally, UDCA has anti-inflammatory and immunomodulatory effects, making it beneficial in managing liver-related conditions. Its mechanism of action involves enhancing bile flow and reducing the toxicity of bile acids, which can be particularly advantageous in liver dysfunction. Overall, ursodeoxycholic acid is a significant compound in both clinical and biochemical contexts, reflecting its importance in gastrointestinal health and disease management.
Formula:C24H40O4
InChI:InChI=1/C24H40O4/c1-14(4-7-21(27)28)17-5-6-18-22-19(9-11-24(17,18)3)23(2)10-8-16(25)12-15(23)13-20(22)26/h14-20,22,25-26H,4-13H2,1-3H3,(H,27,28)/p-1/t14-,15-,16-,17-,18+,19+,20+,22+,23+,24-/m1/s1
InChI key:InChIKey=RUDATBOHQWOJDD-UZVSRGJWSA-N
SMILES:C[C@@]12[C@]([C@]3([C@@]([C@]4(C)[C@](C[C@@H]3O)(C[C@H](O)CC4)[H])(CC1)[H])[H])(CC[C@@]2([C@@H](CCC(O)=O)C)[H])[H]
Synonyms:
  • (3α,5β,7β)-3,7-Dihydroxycholan-24-oic acid
  • 17β-(1-Methyl-3-carboxypropyl)etiocholane-3α,7β-diol
  • 3α,7β-Dihydroxy-5β-cholan-24-oate
  • 3α,7β-Dihydroxy-5β-cholan-24-oic acid
  • 3α,7β-Dihydroxy-5β-cholanic acid
  • 3α,7β-Dihydroxy-5β-cholanoic acid
  • 3α,7β-Dihydroxycholanic acid
  • 5β-Cholan-24-oic acid, 3α,7β-dihydroxy-
  • 5β-Cholanic acid, 3α,7β-dihydroxy-
  • 7β-Hydroxylithocholic acid
  • See more synonyms
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