3862-25-7
3862-25-7 structure
- Name: 7α-Hydroxy-4-cholesten-3-one
- Chemical Name: 7α-hydroxycholest-4-en-3-one
- CAS Number: 3862-25-7
- Molecular Formula: C27H44O2
- Molecular Weight: 400.63700
- Catalog: Research Areas Metabolic Disease
- Create Date: 2018-07-21 11:13:10
- Modify Date: 2024-01-02 18:24:58
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7α-Hydroxy-4-cholesten-3-one is an intermediate in synthesis of bile acids from cholesterol. 7α-Hydroxy-4-cholesten-3-one is a pregnane X receptor (PXR) agonist. 7α-Hydroxy-cholest-4-en-3-one is a biomarker for bile acid loss, irritable bowel syndrome, and other diseases associated with defective bile acid biosynthesis. 7α-Hydroxy-cholest-4-en-3-one is the physiological substrate for CYP8B1[1][2].
| Name | 7α-hydroxycholest-4-en-3-one |
|---|---|
| Synonyms |
7alpha-Hydroxy-4-cholesten-3-one
Cholest-4-en-7alpha-ol-3-one (7R,8S,9S,10R,13R,14S,17R)-7-hydroxy-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one 7-Hydroxycholest-4-en-3-one 7|A-Hydroxy-4-cholesten-3-one 7alpha-Hydroxycholest-4-en-3-one 7alpha-hydroxycholest-4-en-3-one 7a-hydroxy-cholestene-3-one |
| Description | 7α-Hydroxy-4-cholesten-3-one is an intermediate in synthesis of bile acids from cholesterol. 7α-Hydroxy-4-cholesten-3-one is a pregnane X receptor (PXR) agonist. 7α-Hydroxy-cholest-4-en-3-one is a biomarker for bile acid loss, irritable bowel syndrome, and other diseases associated with defective bile acid biosynthesis. 7α-Hydroxy-cholest-4-en-3-one is the physiological substrate for CYP8B1[1][2]. |
|---|---|
| Related Catalog | |
| Target |
Endogenous Metabolite[1] Pregnane X receptor (PXR)[1] |
| In Vitro | 7α-Hydroxy-4-cholesten-3-one is found relatively upstream in the biosynthetic pathway to bile acids (e.g. chenodeoxycholic acid). The first step is the incorporation of the 7α-hydroxy group onto cholesterol by cytochrome P450 7A1, and the second step is the oxidation and isomerization of the 3-hydroxy group and the Δ5,6-double bond by 3β-hydroxy steroid dehydrogenase to yield 7α-Hydroxy-4-cholesten-3-one. The deletion of the gene that expresses P450 27A1, which is found downstream in the bile acid pathway, results in the accumulation of the precursor, 7α-Hydroxy-4-cholesten-3-one[1]. |
| In Vivo | 7α-Hydroxy-4-cholesten-3-one strongly relates to the hepatic enzymatic activity of CYP7A1 at steady-state conditions as well as during the rapid diurnal changes that occur in the rat. That serum 7α-Hydroxy-4-cholesten-3-one has a pronounced diurnal rhythm[2]. |
| References |
| Density | 1.03g/cm3 |
|---|---|
| Boiling Point | 516.7ºC at 760 mmHg |
| Melting Point | 182-184ºC |
| Molecular Formula | C27H44O2 |
| Molecular Weight | 400.63700 |
| Flash Point | 218.5ºC |
| Exact Mass | 400.33400 |
| PSA | 37.30000 |
| LogP | 6.56770 |
| Index of Refraction | 1.53 |
| Storage condition | -20°C |
| Precursor 9 | |
|---|---|
| DownStream 0 | |
