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Literature summary for 3.3.2.11 extracted from
- Metabolism of non-enzymatically derived oxysterols clues from sterol metabolic disorders (2019), Free Radic. Biol. Med., 144, 124-133 .
Localization
| Localization | Comment | Organism | GeneOntology No. | Textmining |
|---|---|---|---|---|
| extracellular | - |
Homo sapiens | - |
- |
Natural Substrates/ Products (Substrates)
| Natural Substrates | Organism | Comment (Nat. Sub.) | Natural Products | Comment (Nat. Pro.) | Rev. | Reac. |
|---|---|---|---|---|---|---|
| 5,6alpha-epoxy-5alpha-cholestan-3beta-ol + H2O | Homo sapiens | - |
5alpha-cholestane-3beta,5alpha,6beta-triol | - |
? |  |
| 5,6beta-epoxy-5alpha-cholestan-3beta-ol + H2O | Homo sapiens | - |
5alpha-cholestane-3beta,5alpha,6beta-triol | - |
? | |
Organism
| Organism | UniProt | Comment | Textmining |
|---|---|---|---|
| Homo sapiens | - |
- |
- |
Source Tissue
| Source Tissue | Comment | Organism | Textmining |
|---|---|---|---|
| blood plasma | - |
Homo sapiens | - |
Substrates and Products (Substrate)
| Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
|---|---|---|---|---|---|---|
| 5,6alpha-epoxy-5alpha-cholestan-3beta-ol + H2O | - |
Homo sapiens | 5alpha-cholestane-3beta,5alpha,6beta-triol | - |
? | |
| 5,6beta-epoxy-5alpha-cholestan-3beta-ol + H2O | - |
Homo sapiens | 5alpha-cholestane-3beta,5alpha,6beta-triol | - |
? | |
Synonyms
| Synonyms | Comment | Organism |
|---|---|---|
| ChEH | - |
Homo sapiens |
| cholesterol epoxide hydrolase | - |
Homo sapiens |
General Information
| General Information | Comment | Organism |
|---|---|---|
| malfunction | patients suffering the lysosomal storage diseases Niemann-Pick types A, B, C1 and C2 (NPA, NPB, NPC) show elevated 5alpha-cholestane-3beta,5alpha,6beta-triol in plasma, presumably derived from free radical oxidation of cholesterol to 5,6-epoxycholesterol followed by hydrolysis to the triol by enzyme cholesterol epoxide hydrolase, ChEH | Homo sapiens |
| metabolism | the enzymes ChEH, HSD11B1 and HSD11B2, and CYP27A1 sit at a fulcrum balancing the formation from 5alpha,6-epoxycholesterol of the tumour suppressor DDA and from 5,6-epoxycholesterol, through 5alpha-cholestane-3beta,5alpha,6beta-triol, the oncometabolite 3beta,5alpha-diHC-6O or the bile acid 3beta,5alpha,6beta-trihydroxycholanoic acid. 26-hydroxy-7-oxocholesterol activates the Hedgehog signalling pathway, constitutive activation of which is linked to tumorigenesis further connecting the HSD11B and CYP27A1 enzymes to oncology | Homo sapiens |
| physiological function | 5,6-epoxycholesterol is hydrolysed by the enzyme cholesterol epoxide hydrolase (ChEH) to 3beta,5alpha,6beta-triol which itself is oxidised by hydroxysteroid dehydrogenase (HSD), steps leading to the acidic pathway of bile acid biosynthesis | Homo sapiens |
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Release 2023.1 (January 2023)
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