1.14.14.24: vitamin D 25-hydroxylase
This is an abbreviated version!
For detailed information about vitamin D 25-hydroxylase, go to the full flat file.
Word Map on EC 1.14.14.24
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1.14.14.24
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25-hydroxyvitamin
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cyp27b1
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cyp2j2
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arachidonic
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25-hydroxylation
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epoxyeicosatrienoic
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epoxygenase
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rickets
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d-related
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male-specific
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7-dehydrocholesterol
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cholecalciferol
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astemizole
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ebastine
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terfenadine
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d-associated
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medicine
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1alpha-hydroxylation
- 1.14.14.24
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25-hydroxyvitamin
- cyp27b1
- cyp2j2
-
arachidonic
-
25-hydroxylation
-
epoxyeicosatrienoic
- epoxygenase
- rickets
-
d-related
-
male-specific
- 7-dehydrocholesterol
- cholecalciferol
- astemizole
- ebastine
- terfenadine
-
d-associated
- medicine
-
1alpha-hydroxylation
Reaction
Synonyms
CYP2R1, CYP24A1, CYP2C11, CYP2D25, CYP2J3, CYP2R1, CYPIIJ3, Cytochrome P450 2C11, cytochrome P450 2J2, Cytochrome P450 2J3, cytochrome P450 2R1, EC 1.14.13.159, VDH, vitamin D 25-hydroxylase, vitamin D-25-hydroxylase, vitamin D2 25-hydroxylase, vitamin D3 25-hydroxylase, vitamin D3 hydroxylase
ECTree
1.14.14.24 vitamin D 25-hydroxylaseAdvanced search results
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results (Substrates Products
Substrates Products on EC 1.14.14.24 - vitamin D 25-hydroxylase
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SUBSTRATE 
PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
1alpha,25-dihydroxyvitamin D2 + O2 + [reduced NADPH-hemoprotein reductase] + H+
1alpha,25,26-trihydroxyvitamin D2 + [oxidized NADPHhemoprotein reductase] + H2O
-
-
-
?
1alpha,25-dihydroxyvitamin D3 + O2 + [reduced NADPH-hemoprotein reductase] + H+
1alpha,25,26-trihydroxyvitamin D3 + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
1alpha-hydroxy-vitamin D2 + O2 + [reduced NADPH-hemoprotein reductase] + H+
1alpha,25-dihydroxy-vitamin D2 + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
-
?
1alpha-hydroxy-vitamin D3 + O2 + [reduced NADPH-hemoprotein reductase] + H+
1alpha,25-dihydroxy-vitamin D3 + [oxidized NADPH-hemoprotein reductase] + H2O
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-
-
-
?
1alpha-hydroxycholecalciferol + O2 + NADPH + H+
1alpha,25-dihydroxycholecalciferol + NADP+ + H2O
-
-
-
-
?
1alpha-hydroxyvitamin D3 + O2 + NADPH + H+
1alpha,25-dihydroxy-vitamin D3 + NADP+ + H2O
-
-
-
-
?
25-hydroxyvitamin D3 + O2 + NADPH + H+
1alpha,25-dihydroxyitamin D3 + NADP+ + H2O
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additional product: 24,25-dihydroxyvitamin D3
-
?
calciferol + O2 + [reduced NADPH-hemoprotein reductase]
25-hydroxy-vitamin D2 + [oxidized NADPH-hemoprotein reductase] + H2O
enzyme CYP2R1 hydroxylates vitamin D2 at position C-25 position
-
-
?
calciferol + O2 + [reduced NADPH-hemoprotein reductase]
25-hydroxyergocalciferol + [oxidized NADPH-hemoprotein reductase] + H2O
enzyme CYP2R1 hydroxylates vitamin D2 at position C-25 position
-
-
?
calciol + O2 + [reduced NADPH-hemoprotein reductase]
calcidiol + [oxidized NADPH-hemoprotein reductase] + H2O
cholecalciferol + O2 + NADPH + H+
25-hydroxycholecalciferol + NADP+ + H2O
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at about 20% of the rate with 1alpha-hydroxycholecalciferol
-
-
?
ebastin + O2 + NADPH + H+
? + NADP+ + H2O
histamine H1-recepter antagonist
-
-
?
1alpha-hydroxyvitamin D2 + O2 + NADPH + H+
1alpha,25-dihydroxyvitamin D2 + NADP+ + H2O
-
-
-
?
1alpha-hydroxyvitamin D2 + O2 + NADPH + H+
1alpha,25-dihydroxyvitamin D2 + NADP+ + H2O
-
-
-
?
1alpha-hydroxyvitamin D3 + O2 + NADPH + H+
1alpha,25-dihydroxyvitamin D3 + NADP+ + H2O
-
-
-
?
1alpha-hydroxyvitamin D3 + O2 + NADPH + H+
1alpha,25-dihydroxyvitamin D3 + NADP+ + H2O
-
-
-
?
1alpha-hydroxyvitamin D3 + O2 + NADPH + H+
1alpha,25-dihydroxyvitamin D3 + NADP+ + H2O
-
-
-
?
1alpha-hydroxyvitamin D3 + O2 + NADPH + H+
1alpha,25-dihydroxyvitamin D3 + NADP+ + H2O
-
-
-
?
1alpha-hydroxyvitamin D3 + O2 + NADPH + H+
1alpha,25-dihydroxyvitamin D3 + NADP+ + H2O
-
-
-
-
?
calciol + O2 + [reduced NADPH-hemoprotein reductase]
calcidiol + [oxidized NADPH-hemoprotein reductase] + H2O
enzyme CYP2R1 hydroxylates vitamin D3 at position C-25 position
-
-
?
calciol + O2 + [reduced NADPH-hemoprotein reductase]
calcidiol + [oxidized NADPH-hemoprotein reductase] + H2O
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enzyme CYP2R1 hydroxylates vitamin D3 at position C-25 position
-
-
?
calciol + O2 + [reduced NADPH-hemoprotein reductase]
calcidiol + [oxidized NADPH-hemoprotein reductase] + H2O
the microsomal enzyme CYP2R1 catalyzes C-25 hydroxylation of vitamin D3 to an active vitamin D receptor ligand in the liver and other organs
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-
?
calciol + O2 + [reduced NADPH-hemoprotein reductase]
calcidiol + [oxidized NADPH-hemoprotein reductase] + H2O
calciol i.e. cholecalciferol i.e. vitamin D3. Calcidiol i.e. 25-hydroxyvitamin D3
-
-
?
calciol + O2 + [reduced NADPH-hemoprotein reductase]
calcidiol + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
calciol + O2 + [reduced NADPH-hemoprotein reductase]
calcidiol + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
vitamin D2 + O2 + NADPH + H+
25-hydroxyvitamin D2 + NADP+ + H2O
-
-
-
?
vitamin D2 + O2 + NADPH + H+
25-hydroxyvitamin D2 + NADP+ + H2O
-
-
-
?
vitamin D3 + O2 + NADPH + H+
1alpha, 25-dihydroxy-vitamin D3 + NADP+ + H2O
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major products are 25-hydroxy-vitamin D3 and 1alpha, 25-dihydroxy-vitamin D3, plus minor amounts of 26-hydroxy-vitamin D3
-
?
vitamin D3 + O2 + NADPH + H+
1alpha, 25-dihydroxy-vitamin D3 + NADP+ + H2O
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major products are 25-hydroxy-vitamin D3 and 1alpha, 25-dihydroxy-vitamin D3, plus minor amounts of 26-hydroxy-vitamin D3
-
?
vitamin D3 + O2 + NADPH + H+
25-hydroxy-vitamin D3 + NADP+ + H2O
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major products are 25-hydroxy-vitamin D3 and 1alpha, 25-dihydroxy-vitamin D3, plus minor amounts of 26-hydroxy-vitamin D3. Data indicate that Vdh first hydroxylates the C-25 position of vitamion D3 and subsequently hydroxylates the C1alpha position of 25-hydroxy-vitamin D3
-
?
vitamin D3 + O2 + NADPH + H+
25-hydroxy-vitamin D3 + NADP+ + H2O
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major products are 25-hydroxy-vitamin D3 and 1alpha, 25-dihydroxy-vitamin D3, plus minor amounts of 26-hydroxy-vitamin D3. Data indicate that Vdh first hydroxylates the C-25 position of vitamion D3 and subsequently hydroxylates the C1alpha position of 25-hydroxy-vitamin D3
-
?
vitamin D3 + O2 + NADPH + H+
25-hydroxyvitamin D3 + NADP+ + H2O
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-
-
?
vitamin D3 + O2 + NADPH + H+
25-hydroxyvitamin D3 + NADP+ + H2O
-
-
-
?
vitamin D3 + O2 + NADPH + H+
25-hydroxyvitamin D3 + NADP+ + H2O
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plus some 26-hydroxyvitamin D3
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?
additional information
?
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CYP2R1 shows no detectable 1alpha-hydroxylation activity
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-
?
additional information
?
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no substrates: 25-hydroxyvitamin D3, cholesterol, 7-dehydrocholesterol
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-
?
additional information
?
-
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no substrates: benzphetamine, 7-ethoxycoumarin, and benzo[a]pyrene
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-
?
additional information
?
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the descending order of 25-hydroxylation by CYP2C11 is 1-hydroxyvitamin D3, 1-hydroxyvitamin D2, vitamin D, vitamin D3. 24-Hydroxylation of 1alpha-hydroxyvitamin D3 is very low and does not occur with 1-alpha-hydroxyvitamin D2
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-
?
