34310-86-6
Chemical Structure
4α-Hydroxycholesterol
- CAS No.: 34310-86-6
- Formula:C27H46O2
- Molecular Weight:402.65
IUPAC Name: methyl 4-amino-2-(4-benzylpiperazin-1-yl)thiazole-5-carboxylate
InChIKey: CZDKQKOAHAICSF-GFYXKKFXSA-N
SMILES: C[C@@]12[C@]3([H])[C@](CC=C1[C@@H]([C@H](CC2)O)O)([H])[C@@]4([H])[C@](CC3)([C@@](CC4)([H])[C@H](C)CCCC(C)C)C
Biological Activity: 4α-Hydroxycholesterol is an isomer of 4β-Hydroxycholesterol (HY-124265). 4α‑Hydroxycholesterol is an endogenous plasma oxysterol that fails to activate the LXRα and LXRβ nuclear receptors. 4α-Hydroxycholesterol shows no obvious cytotoxicity in mouse oligodendrocytes and does not cause mitochondrial depolarization, lysosomal destabilization, excessive superoxide anion production, cytokine secretion, or cytoskeletal depolymerization. The production of 4α‑Hydroxycholesterol is independent of CYP3A enzymes, and it is often measured alongside 4β‑Hydroxycholesterol as a reference oxysterol for CYP3A biomarker studies[1][2][3].
| Cat. No. | Product Name | Purity | Description | Pricing | |||||||||||||||||||
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4α-Hydroxycholesterol | 99.64% | 4α-Hydroxycholesterol is an isomer of 4β-Hydroxycholesterol (HY-124265). 4α‑Hydroxycholesterol is an endogenous plasma oxysterol that fails to activate the LXRα and LXRβ nuclear receptors. 4α-Hydroxycholesterol shows no obvious cytotoxicity in mouse oligodendrocytes and does not cause mitochondrial depolarization, lysosomal destabilization, excessive superoxide anion production, cytokine secretion, or cytoskeletal depolymerization. The production of 4α‑Hydroxycholesterol is independent of CYP3A enzymes, and it is often measured alongside 4β‑Hydroxycholesterol as a reference oxysterol for CYP3A biomarker studies. | ||||||||||||||||||||
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References
- [1]. de Graan AJ, et al. 4β-hydroxycholesterol as an endogenous CYP3A marker in cancer patients treated with taxanes. British journal of clinical pharmacology. 2015 Sep;80(3):560-8. [Content Brief]
- [2]. Nury T, et al. Biological activities of the LXRα and β agonist, 4β-hydroxycholesterol, and of its isomer, 4α-hydroxycholesterol, on oligodendrocytes: Effects on cell growth and viability, oxidative and inflammatory status. Biochimie, 2013, 95(3): 518-530.
- [3]. Nylén H. Studies on the oxysterols 4alpha- and 4beta-hydroxycholesterol. 2024.
