H1015

25-Hydroxycholesterol

≥98%

• Synonym(s): 5-Cholestene-3β,25-diol
• Empirical Formula (Hill Notation): C₂₇H₄₆O₂
• CAS Number: 2140-46-7
• Molecular Weight: 402.65
• Beilstein: 3161259
• MDL number: MFCD00057815
• UNSPSC Code: 41141804
• eCl@ss: 39023139
• PubChem Substance ID: 329815150
• NACRES: NA.77

Properties

• biological source: synthetic (organic)
• Assay: ≥98%
• form: powder
• shipped in: ambient
• storage temp.: room temp
• 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

Description

Application

25-Hydroxycholesterol was used to treat mouse neuroblastoma cells to activate the ABCA1 signaling and in studies related to fatty acid metabolism.

Biochem/physiol Actions

25-Hydroxycholesterol is a side-chain oxysterol that reportedly triggers activation of a number of cholesterol molecules. This triggers their movement from cell membrane to the endoplasmic reticulum (ER). 25-Hydroxycholesterol affects the immune system and has a key role in the pathogenesis of atherosclerosis.

Suppresses the cleavage of sterol regulatory element binding proteins (SREBPs). 25-Hydroxycholesterol induces apoptosis through down-regulation of Bcl-2 expression and activation of caspases.

Preparation Note

A stock solution of 25-Hydroxycholesterol may be prepared in ethanol and dissolved in cell culture medium to give a final concentration of 1 mg/ml.

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable