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Merck
CN

55125

25-Hydroxycholesterol

≥98.0% (TLC)

Synonym(s):

5-Cholestene-3β,25-diol

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About This Item

Empirical Formula (Hill Notation):
C27H46O2
CAS Number:
2140-46-7
Molecular Weight:
402.65
UNSPSC Code:
12352200
Beilstein/REAXYS Number:
3161259
MDL number:
MFCD00057815

Key Documents

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assay

≥98.0% (TLC)

solubility

chloroform: 50 mg/mL, clear, colorless to slightly yellow

SMILES string

[H][C@@]12[C@]([C@](CC[C@H](O)C3)(C)C3=CC2)([H])CC[C@@]4(C)[C@@]1([H])CC[C@]4([H])[C@]([H])(C)CCCC(C)(O)C

InChI

1S/C27H46O2/c1-18(7-6-14-25(2,3)29)22-10-11-23-21-9-8-19-17-20(28)12-15-26(19,4)24(21)13-16-27(22,23)5/h8,18,20-24,28-29H,6-7,9-17H2,1-5H3/t18-,20+,21+,22-,23+,24+,26+,27-/m1/s1

InChI key

INBGSXNNRGWLJU-ZHHJOTBYSA-N

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Other Notes

Studies on the regulation mechanism for the synthesis of cholesteryl esters

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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J E Metherall et al.
The Journal of biological chemistry, 266(19), 12734-12740 (1991-07-05)
We describe a line of mutant Chinese hamster ovary cells, SRD-4 cells, that lacks acyl-coenzyme A:cholesterol acyltransferase (ACAT) activity and fails to synthesize cholesteryl esters when stimulated with 25-hydroxycholesterol or low density lipoprotein. The cells also have a partial defect
Daniel L Villeneuve et al.
Environmental health perspectives, 117(4), 624-631 (2009-05-15)
Several chemicals in the environment have the potential to inhibit aromatase, an enzyme critical to estrogen synthesis. The objective of this study was to provide a detailed characterization of molecular and biochemical responses of female fathead minnows to a model
Sandipan Chatterjee et al.
PloS one, 4(4), e5197-e5197 (2009-04-22)
Lipid metabolism in mammals is orchestrated by a family of transcription factors called sterol regulatory element-binding proteins (SREBPs) that control the expression of genes required for the uptake and synthesis of cholesterol, fatty acids, and triglycerides. SREBPs are thus essential

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