Localization | Comment | Organism | GeneOntology No. | Textmining |
---|---|---|---|---|
mitochondrion | - |
Rattus norvegicus | 5739 | - |
Natural Substrates | Organism | Comment (Nat. Sub.) | Natural Products | Comment (Nat. Pro.) | Rev. | Reac. |
---|---|---|---|---|---|---|
3-epi-1alpha,23,25-trihydroxy-24-oxo-vitamin D3 + 2 reduced adrenodoxin + 2 H+ + O2 | Rattus norvegicus | - |
3-epi-1alpha,23-dihydroxy-24,25,26,27-tetranor-vitamin D3 + 2 oxidized adrenodoxin + H2O | - |
? | |
3-epi-1alpha,23,25-trihydroxyvitamin D3 + 2 reduced adrenodoxin + 2 H+ + O2 | Rattus norvegicus | - |
3-epi-1alpha,23,26-trihydroxyvitamin D3 + 2 oxidized adrenodoxin + H2O | - |
? | |
3-epi-1alpha,23,25-trihydroxyvitamin D3 + 2 reduced adrenodoxin + 2 H+ + O2 | Rattus norvegicus | - |
3-epi-1alpha,25-dihydroxy-23-oxovitamin D3 + 2 oxidized adrenodoxin + H2O | - |
? | |
3-epi-1alpha,23-dihydroxy-24,25,26,27-tetranor-vitamin D3 + 2 reduced adrenodoxin + 2 H+ + O2 | Rattus norvegicus | - |
3-epicalcitroic acid + 2 oxidized adrenodoxin + H2O | - |
? | |
3-epi-1alpha,24,25-trihydroxyvitamin D3 + 2 reduced adrenodoxin + 2 H+ + O2 | Rattus norvegicus | - |
3-epi-1alpha,25-dihydroxy-24-oxo-vitamin D3 + 2 oxidized adrenodoxin + H2O | - |
? | |
3-epi-1alpha,25-dihydroxy-24-oxo-vitamin D3 + 2 reduced adrenodoxin + 2 H+ + O2 | Rattus norvegicus | - |
3-epi-1alpha,23,25-trihydroxy-24-oxo-vitamin D3 + 2 oxidized adrenodoxin + H2O | - |
? | |
3-epi-1alpha,25-dihydroxyvitamin D3 + 2 reduced adrenodoxin + 2 H+ + O2 | Rattus norvegicus | - |
3-epi-1alpha,23,25-trihydroxyvitamin D3 + 2 oxidized adrenodoxin + H2O | - |
? | |
3-epi-1alpha,25-dihydroxyvitamin D3 + 2 reduced adrenodoxin + 2 H+ + O2 | Rattus norvegicus | - |
3-epi-1alpha,24,25-trihydroxyvitamin D3 + 2 oxidized adrenodoxin + H2O | - |
? | |
3-epi-1alpha,25-dihydroxyvitamin D3 + 2 reduced adrenodoxin + 2 H+ + O2 | Rattus norvegicus | - |
3-epi-25,26,27-trinor-23-ene-1alpha-hydroxyvitamin D3 + 2 oxidized adrenodoxin + H2O | - |
? | |
3-epi-25,26,27-trinor-23-ene-1alpha-hydroxyvitamin D3 + 2 reduced adrenodoxin + 2 H+ + O2 | Rattus norvegicus | - |
3-epi-25,26,27-trinor-23,24-epoxide-1alpha-hydroxyvitamin D3 + 2 oxidized adrenodoxin + H2O | - |
? | |
additional information | Rattus norvegicus | isolation and identification of 3-epi-calcitroic acid as the final inactive metabolite of 3-epi-1alpha,25-dihydroxyvitamin D3 produced by rat CYP24A1. Metabolite determination, overview | ? | - |
? |
Organism | UniProt | Comment | Textmining |
---|---|---|---|
Rattus norvegicus | Q09128 | gene CYP24A1 | - |
Source Tissue | Comment | Organism | Textmining |
---|---|---|---|
kidney | - |
Rattus norvegicus | - |
Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
---|---|---|---|---|---|---|
3-epi-1alpha,23,25-trihydroxy-24-oxo-vitamin D3 + 2 reduced adrenodoxin + 2 H+ + O2 | - |
Rattus norvegicus | 3-epi-1alpha,23-dihydroxy-24,25,26,27-tetranor-vitamin D3 + 2 oxidized adrenodoxin + H2O | - |
? | |
3-epi-1alpha,23,25-trihydroxyvitamin D3 + 2 reduced adrenodoxin + 2 H+ + O2 | - |
Rattus norvegicus | 3-epi-1alpha,23,26-trihydroxyvitamin D3 + 2 oxidized adrenodoxin + H2O | - |
? | |
3-epi-1alpha,23,25-trihydroxyvitamin D3 + 2 reduced adrenodoxin + 2 H+ + O2 | - |
Rattus norvegicus | 3-epi-1alpha,25-dihydroxy-23-oxovitamin D3 + 2 oxidized adrenodoxin + H2O | - |
? | |
3-epi-1alpha,23-dihydroxy-24,25,26,27-tetranor-vitamin D3 + 2 reduced adrenodoxin + 2 H+ + O2 | - |
Rattus norvegicus | 3-epicalcitroic acid + 2 oxidized adrenodoxin + H2O | - |
? | |
3-epi-1alpha,24,25-trihydroxyvitamin D3 + 2 reduced adrenodoxin + 2 H+ + O2 | - |
Rattus norvegicus | 3-epi-1alpha,25-dihydroxy-24-oxo-vitamin D3 + 2 oxidized adrenodoxin + H2O | - |
? | |
3-epi-1alpha,25-dihydroxy-24-oxo-vitamin D3 + 2 reduced adrenodoxin + 2 H+ + O2 | - |
Rattus norvegicus | 3-epi-1alpha,23,25-trihydroxy-24-oxo-vitamin D3 + 2 oxidized adrenodoxin + H2O | - |
? | |
3-epi-1alpha,25-dihydroxyvitamin D3 + 2 reduced adrenodoxin + 2 H+ + O2 | - |
Rattus norvegicus | 3-epi-1alpha,23,25-trihydroxyvitamin D3 + 2 oxidized adrenodoxin + H2O | - |
? | |
3-epi-1alpha,25-dihydroxyvitamin D3 + 2 reduced adrenodoxin + 2 H+ + O2 | - |
Rattus norvegicus | 3-epi-1alpha,24,25-trihydroxyvitamin D3 + 2 oxidized adrenodoxin + H2O | - |
? | |
3-epi-1alpha,25-dihydroxyvitamin D3 + 2 reduced adrenodoxin + 2 H+ + O2 | - |
Rattus norvegicus | 3-epi-25,26,27-trinor-23-ene-1alpha-hydroxyvitamin D3 + 2 oxidized adrenodoxin + H2O | - |
? | |
3-epi-25,26,27-trinor-23-ene-1alpha-hydroxyvitamin D3 + 2 reduced adrenodoxin + 2 H+ + O2 | - |
Rattus norvegicus | 3-epi-25,26,27-trinor-23,24-epoxide-1alpha-hydroxyvitamin D3 + 2 oxidized adrenodoxin + H2O | - |
? | |
additional information | isolation and identification of 3-epi-calcitroic acid as the final inactive metabolite of 3-epi-1alpha,25-dihydroxyvitamin D3 produced by rat CYP24A1. Metabolite determination, overview | Rattus norvegicus | ? | - |
? |
Synonyms | Comment | Organism |
---|---|---|
CYP24A1 | - |
Rattus norvegicus |
cytochrome P450 24A1 | - |
Rattus norvegicus |
Cofactor | Comment | Organism | Structure |
---|---|---|---|
adrenodoxin | - |
Rattus norvegicus | |
heme | - |
Rattus norvegicus |
Organism | Comment | Expression |
---|---|---|
Rattus norvegicus | the vitamin D receptor bound to 1alpha,25(OH)2D3 induces expression of mitochondrial cytochrome P450 24A1 | up |
General Information | Comment | Organism |
---|---|---|
metabolism | CYP24A1 proceeds mainly through the C-24 oxidation pathway, resulting in its conversion into a side-chain cleaved inactive water-soluble metabolite, calcitroic acid. Isolation and identification of 3-epi-calcitroic acid as the final inactive metabolite of 3-epi-1alpha,25(OH)2D3 produced by rat CYP24A1. The amount of 3-epi-calcitroic acid produced from 3-epi-1alpha,25(OH)2D3 is threefold less than that of calcitroic acid, the analogous final inactive metabolite produced from 1alpha,25(OH)2D3, due to a slower oxidation reaction with the epimer. Molecular docking analysis using the crystal structure of rat CYP24A1 reveals that 3-epi-1alpha,25(OH)2D3, unlike 1alpha,25(OH)2D3, binds to CYP24A1 in an alternate configuration that destabilizes the formation of the enzyme-substrate complex sufficiently to slow the rate at which 3-epi-1alpha,25(OH)2D3 is inactivated by CYP24A1 through its metabolism into 3-epi-calcitroic acid. Metabolism of 1alpha,25(OH)2D3 into 3-epi-1alpha,25(OH)2D3 through the C-3 epimerization pathway, overview | Rattus norvegicus |
physiological function | CYP24A1 is a multicatalytic enzyme that sequentially oxidizes the side chain of 1alpha,25-dihydroxyvitamin D3, leading to loss of its hormonal activity. 3-Epi-1alpha,25-dihydroxyvitamin D3 (3-epi-1alpha,25(OH)2D3), a natural metabolite of 1alpha,25-dihydroxyvitamin D3 (1alpha,25(OH)2D3), exhibits potent vitamin D receptor-mediated actions such as inhibition of keratinocyte growth or suppression of parathyroid hormone secretion | Rattus norvegicus |