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CAS 5130-29-0

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12-Ketolithocholic acid

Description:
12-Ketolithocholic acid is a bile acid derivative that plays a role in the metabolism of lipids and the regulation of cholesterol levels in the body. It is characterized by its unique structure, which includes a ketone functional group at the 12th carbon position of the lithocholic acid backbone. This modification influences its solubility and biological activity. The compound is typically found in the bile of various species and is involved in the emulsification and absorption of dietary fats. Its chemical properties include being a steroid with a hydrophobic nature, which allows it to interact with lipid membranes. Additionally, 12-Ketolithocholic acid may exhibit various biological activities, including potential effects on gut microbiota and modulation of intestinal absorption processes. As a bile acid, it is also subject to enterohepatic circulation, which is crucial for maintaining bile acid homeostasis. Overall, 12-Ketolithocholic acid is significant in both physiological and pathological contexts, particularly concerning digestive health and metabolic disorders.
Formula:C24H38O4
InChI:InChI=1S/C24H38O4/c1-14(4-9-22(27)28)18-7-8-19-17-6-5-15-12-16(25)10-11-23(15,2)20(17)13-21(26)24(18,19)3/h14-20,25H,4-13H2,1-3H3,(H,27,28)/t14-,15-,16-,17+,18-,19+,20+,23+,24-/m1/s1
InChI key:InChIKey=CVNYHSDFZXHMMJ-VPUMZWJWSA-N
SMILES:C[C@@]12[C@]([C@]3([C@@]([C@]4(C)[C@](CC3)(C[C@H](O)CC4)[H])(CC1=O)[H])[H])(CC[C@@]2([C@@H](CCC(O)=O)C)[H])[H]
Synonyms:
  • (3α,5β)-3-Hydroxy-12-oxocholan-24-oic acid
  • 12-Dehydrodeoxycholic acid
  • 12-Keto-lithocholic acid
  • 12-Ketodeoxycholic acid
  • 12-Ketolithocholic Acid
  • 12-Oxo-3α-hydroxy-5β-cholanic acid
  • 12-Oxolithocholic acid
  • 3a-Hydroxy-12-oxo-5b-cholan-24-oic acid
  • 3α-Hydroxy-12-oxo-5β-cholanic acid
  • 3α-Hydroxy-12-oxo-5β-cholanoic acid
  • See more synonyms
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