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Merck

700070P

Avanti

trihydroxycholestanoic acid

Avanti Research - A Croda Brand

Synonym(s):

3α,7α,12α-trihydroxycholestanoic acid

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About This Item

Empirical Formula (Hill Notation):
C27H46O5
CAS Number:
Molecular Weight:
450.65
MDL number:
UNSPSC Code:
12352211
NACRES:
NA.25
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assay

>99% (TLC)

form

powder

packaging

pkg of 1 × 1 mg (700070P-1mg)

manufacturer/tradename

Avanti Research - A Croda Brand

lipid type

bile acids

shipped in

dry ice

storage temp.

−20°C

SMILES string

O[C@H]1[C@@H]2[C@@H]([C@@]4([C@H](C1)C[C@@H](CC4)O)C)C[C@@H]([C@]3([C@H]2CC[C@@H]3[C@@H](CCCC(C)C(=O)O)C)C)O

InChI

1S/C27H46O5/c1-15(6-5-7-16(2)25(31)32)19-8-9-20-24-21(14-23(30)27(19,20)4)26(3)11-10-18(28)12-17(26)13-22(24)29/h15-24,28-30H,5-14H2,1-4H3,(H,31,32)/t15-,16?,17+,18-,19-,20+,21+,22-,23+,24+,26+,27-/m1/s1

InChI key

CNWPIIOQKZNXBB-VCVMUKOKSA-N

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.

Application

Trihydroxycholestanoic acid has been used as a sterol to test its reactivity with human mincle protein.

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.

Packaging

5 mL Amber Glass Screw Cap Vial (700070P-1mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC


Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

No data available

flash_point_c

No data available



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