4725-24-0
Chemical Structure
7α,27-Dihydroxycholesterol
- CAS No.: 4725-24-0
- Formula:C27H46O3
- Molecular Weight:418.65
IUPAC Name: 1-(ethoxycarbonyl)piperidine-2-carboxylic acid
InChIKey: RXMHNAKZMGJANZ-DTTSCKGMSA-N
SMILES: C[C@@]12[C@](CC[C@]2([H])[C@H](C)CCCC(C)CO)([H])[C@@]3([H])[C@@](CC1)([H])[C@@]4(C(C[C@H](CC4)O)=C[C@H]3O)C
Biological Activity: 7α,27-Dihydroxycholesterol is an oxysterol, a human metabolite, and a ligand for EBI2 (GPR183), which is involved in lipid synthesis. 7α,27-Dihydroxycholesterol mediates the chemotaxis of cells expressing EBI2. 7α,27-Dihydroxycholesterol can be converted into 7α,27-dihydroxy-4-cholesten-3-one (HY-W414457), thereby inhibiting HMG-CoA reductase (HMGCR), the rate-limiting enzyme in cholesterol synthesis[1][2][3].
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7α,27-Dihydroxycholesterol | 99.93% | 7α,27-Dihydroxycholesterol is an oxysterol, a human metabolite, and a ligand for EBI2 (GPR183), which is involved in lipid synthesis. 7α,27-Dihydroxycholesterol mediates the chemotaxis of cells expressing EBI2. 7α,27-Dihydroxycholesterol can be converted into 7α,27-dihydroxy-4-cholesten-3-one (HY-W414457), thereby inhibiting HMG-CoA reductase (HMGCR), the rate-limiting enzyme in cholesterol synthesis. | ||||||||||||||||||||
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7α,27-Dihydroxycholesterol-d6 | 99.90% | 7α,27-Dihydroxycholesterol-d6 is deuterium labeled 7α,27-Dihydroxycholesterol. | ||||||||||||||||||||
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[1]. Mendoza-Cortés, et al. (2012). High H2 uptake in Li-, Na-, K-metalated covalent organic frameworks and metal organic frameworks at 298 K. The Journal of Physical Chemistry A, 116(6), 1621-1631.
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[2]. Axelson M, Larsson O. 27-hydroxylated low density lipoprotein (LDL) cholesterol can be converted to 7alpha,27-dihydroxy-4-cholesten-3-one (cytosterone) before suppressing cholesterol production in normal human fibroblasts. Evidence that an altered metabolism of ldl cholesterol can underlie a defective feedback control in malignant cells. J Biol Chem. 1996 May 31;271(22):12724-36.
[Content Brief] - [3]. Zhang YL, et al. Metabolic Dysregulation of 27-Hydroxycholesterol Sensitizes Proximal Tubular Epithelial Cells to Ferroptosis in Ischemic Acute Kidney Injury. Journal of the American Society of Nephrology : JASN. 2026 Mar 01;37(3):445-459. [Content Brief]
