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

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(3a,5b,7a,12a)-3,7,12-trihydroxy-Cholestan-26-oic acid 547-98-8 with purity >99% Low price in stock

  • Molecular Formula: C27H46O5
  • Molecular Weight: 450.659
  • Vapor Pressure: 7.56E-08mmHg at 25°C 
  • Boiling Point: 409.4°C at 760 mmHg 
  • Flash Point: 215.5°C 
  • PSA: 97.99000 
  • Density: 1.134g/cm3 
  • LogP: 4.47490 

(3a,5b,7a,12a)-3,7,12-trihydroxy-Cholestan-26-oic acid(Cas 547-98-8) Usage

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.

InChI:InChI=1/C10H16O4/c11-9(12)7-5-3-1-2-4-6-8-10(13)14/h5,7H,1-4,6,8H2,(H,11,12)(H,13,14)

547-98-8 Relevant articles

A convenient synthesis of 5β-cholestan-26-oic and 5β-cholestan-26,27-dioic acids

Starchenkov,Trapencieris,Kauss,Jas,Kalvinsh

, p. 143 - 147 (2007/10/03)

A new method for the preparation of 5β-c...

Partial synthesis of 25D- and 25L-cholestanoic acids from some common bile acids.

Briggs

, p. 1431 - 1434 (2007/10/15)

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Synthesis and metabolism of 5-beta-cholestane-3-alpha, 7-alpha, 12-alpha-triol-26-al. Bile acids and steroids 161.

Okuda,Danielsson

, p. 2160 - 2165 (2007/10/21)

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547-98-8 Process route

3α,7α,12α-trihydroxy-25-carboxy-5β-cholestan-26-oic acid
264128-73-6

3α,7α,12α-trihydroxy-25-carboxy-5β-cholestan-26-oic acid

Trihydroxycholestanoic acid
547-98-8

Trihydroxycholestanoic acid

Conditions
Conditions Yield
With lithium chloride; In dimethyl sulfoxide; at 160 ℃; for 1h;
60%
3α,7α,12α-Trihydroxy-5β-cholesten-24-26-saeure
5226-26-6

3α,7α,12α-Trihydroxy-5β-cholesten-24-26-saeure

Trihydroxycholestanoic acid
547-98-8

Trihydroxycholestanoic acid

Conditions
Conditions Yield
With hydrogen; platinum(IV) oxide; In acetic acid;

547-98-8 Upstream products

  • 5226-26-6
    5226-26-6

    3α,7α,12α-Trihydroxy-5β-cholesten-24-26-saeure

  • 264128-73-6
    264128-73-6

    3α,7α,12α-trihydroxy-25-carboxy-5β-cholestan-26-oic acid

  • 2097-89-4
    2097-89-4

    cholic acid triformate

  • 96736-29-7
    96736-29-7

    3α,7α,12α-triformyloxy-5β-24-hydroxy-cholane

547-98-8 Downstream products

  • 81-25-4
    81-25-4

    cholic acid

  • 17974-66-2
    17974-66-2

    (25RS)-3α,7α-dihydroxy-5β-cholestan-26-oic acid

  • 141417-49-4
    141417-49-4

    methyl 3α,7α-diacetoxy-12-oxo-5β-cholestan-26-oate-12-tosylhydrazone

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