Basic information Safety Supplier Related

(3a,5b,7a,12a)-3,7,12-trihydroxy-Cholestan-26-oic acid

Basic information Safety Supplier Related

(3a,5b,7a,12a)-3,7,12-trihydroxy-Cholestan-26-oic acid Basic information

Product Name:
(3a,5b,7a,12a)-3,7,12-trihydroxy-Cholestan-26-oic acid
Synonyms:
  • (3a,5b,7a,12a)-3,7,12-trihydroxy-Cholestan-26-oic acid
  • 3α,7α,12α-Trihydroxy-5β-cholestan-26-oic acid
  • 3α,7α,12α-Trihydroxy-5β-cholestan-27-oic acid
  • 3α,7α,12α-Trihydroxy-5β-cholestanoic acid
  • 3α,7α,12α-Trihydroxycoprostanoic acid
  • THCA
  • Trihydroxycholestanoic acid
  • 3alpha,7alpha,12alpha-trihydroxy-5beta-cholestan-26-oic acid
CAS:
547-98-8
MF:
C27H46O5
MW:
450.65
Mol File:
547-98-8.mol
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(3a,5b,7a,12a)-3,7,12-trihydroxy-Cholestan-26-oic acid Chemical Properties

storage temp. 
-20°C
solubility 
Chloroform (Slightly, Heated), DMSO (Slightly), Ethanol (Slightly), Methanol (Slightly)
form 
Solid
color 
White to Off-White
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(3a,5b,7a,12a)-3,7,12-trihydroxy-Cholestan-26-oic acid Usage And Synthesis

Uses

3α,7α,12α-Trihydroxycoprostanic Acid is a precursor of Cholic Acid (C432600), it undergoes side chain oxidation during the synthesis of bile acids. It was found that Zellweger’s syndrome patients have abnormal mitochondrial structure, the organelle that is responsible for the side chain oxidation, and as a consequence, excess amounts of 3α,7α,12α-Trihydroxycoprostanic Acid.

Definition

ChEBI: A steroid acid that is 5beta-cholestan-26-oic acid which is substituted by hydroxy groups as the 3alpha, 7alpha, and 12alpha positions.

General Description

Trihydroxycholestanoic acid (THCA) is an oxidative metabolite of cholesterol and a precursor to bile acids. Very long-chain acyl-CoA synthetase (VLCS) associated with endoplasmic reticulum and peroxisomes activates THCA, the C27 bile acid intermediate.

Biochem/physiol Actions

Trihydroxycholestanoic acid (THCA) and dihydroxycholestanoic (DHCA) accumulation is observed in Zellweger syndrome and cholestatic liver disease. The synthesis of (25R)-isomer of DHCA and THCA is favored by mitochondrial 27-hydroxylase.

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