ChemicalBook--->CAS DataBase List--->547-98-8

547-98-8

547-98-8 Structure

547-98-8 Structure
IdentificationBack Directory
[Name]

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

547-98-8
[Synonyms]

THCA
Coprocholic acid
Trihydroxycholestanoic acid
3α,7α,12α-Trihydroxycoprostanic Acid
3α,7α,12α-Trihydroxycoprostanoic acid
3,7,12-trihydroxycholestan-26-oic acid
3α,7α,12α-Trihydroxy-5β-cholestanoic acid
3α,7α,12α-Trihydroxy-5β-cholestan-26-oic acid
3α,7α,12α-Trihydroxy-5β-cholestan-27-oic acid
(3a,5b,7a,12a)-3,7,12-trihydroxy-Cholestan-26-oic acid
Cholestan-26-oic acid, 3,7,12-trihydroxy-, (3α,5β,7α,12α)-
3alpha,7alpha,12alpha-trihydroxy-5beta-cholestan-26-oic acid
[Molecular Formula]

C27H46O5
[MOL File]

547-98-8.mol
[Molecular Weight]

450.65
Chemical PropertiesBack Directory
[storage temp. ]

-20°C
[solubility ]

Chloroform (Slightly, Heated), DMSO (Slightly), Ethanol (Slightly), Methanol (Slightly)
[form ]

Solid
[color ]

White to Off-White
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H302
[Precautionary statements ]

P264-P270-P301+P312-P330-P501
Hazard InformationBack Directory
[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.
[storage]

Store at -20°C
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