1.14.15.16: vitamin D3 24-hydroxylase
This is an abbreviated version!
For detailed information about vitamin D3 24-hydroxylase, go to the full flat file.
Word Map on EC 1.14.15.16
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1.14.15.16
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cyp24a1
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parathyroid
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1alpha-hydroxylase
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rickets
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24,25-dihydroxyvitamin
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hypercalcemia
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24-hydroxylation
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retinoids
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d-dependent
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1alpha,25oh2d3
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osteocalcin
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vdres
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d-deficient
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1-hydroxylase
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d-responsive
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1,25-dihydroxycholecalciferol
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hyperparathyroidism
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ketoconazole
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nephrocalcinosis
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alopecia
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vdr-mediated
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hypophosphatemic
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d-binding
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1,25oh2d3-induced
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extrarenal
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hypercalciuria
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cholecalciferol
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25-hydroxycholecalciferol
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calcemic
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1alpha-ohase
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alpha-hydroxyvitamin
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calcidiol
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d-resistant
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d3-1alpha-hydroxylase
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osteomalacia
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d-replete
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secosteroid
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hvdrr
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sodium-phosphate
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medicine
- 1.14.15.16
- cyp24a1
- parathyroid
-
1alpha-hydroxylase
- rickets
-
24,25-dihydroxyvitamin
- hypercalcemia
-
24-hydroxylation
-
retinoids
-
d-dependent
-
1alpha,25oh2d3
- osteocalcin
-
vdres
-
d-deficient
- 1-hydroxylase
-
d-responsive
- 1,25-dihydroxycholecalciferol
- hyperparathyroidism
- ketoconazole
- nephrocalcinosis
- alopecia
-
vdr-mediated
-
hypophosphatemic
-
d-binding
-
1,25oh2d3-induced
-
extrarenal
-
hypercalciuria
- cholecalciferol
- 25-hydroxycholecalciferol
-
calcemic
- 1alpha-ohase
-
alpha-hydroxyvitamin
- calcidiol
-
d-resistant
-
d3-1alpha-hydroxylase
-
osteomalacia
-
d-replete
-
secosteroid
-
hvdrr
-
sodium-phosphate
- medicine
Reaction
+ 2 reduced adrenodoxin + 2 H+ + = + 2 oxidized adrenodoxin +
Synonyms
1,25-(OH)2D3-24-hydroxylase, 1,25-dihydroxyvitamin D3 24-hydroxylase, 1alpha,25-dihydroxyvitamin D3 24-hydroxylase, 24-hydroxylase, 24-OHase, 24OHase, 25-hydroxyvitamin D-24-hydroxylase, 25-hydroxyvitamin D3-24-hydroxylase, 25-OH-D3-24-hydroxylase, CYP24A1, cytochrome P450 24A1, EC 1.14.13.126, P450cc24, vitamin D 24-hydroxylase, vitamin D-24-hydroxylase
ECTree
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Inhibitors
Inhibitors on EC 1.14.15.16 - vitamin D3 24-hydroxylase
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(1R,3S,5Z,7E,14x)-17-[(2R)-1-(1H-imidazol-1-yl)propan-2-yl]-2-methylidene-9,10-secoestra-5,7-diene-1,3-diol
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potent and selective CYP24A1 inhibitor
(1R,3S,5Z,7E,14x)-17-[(2S)-7-cyclopropylheptan-2-yl]-2-methylidene-9,10-secoestra-5,7-diene-1,3-diol
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potent and selective CYP24A1 inhibitor
(2R)-2-[(4E,7aR)-4-[(2Z)-2-[(5R)-5-hydroxy-2-methylidenecyclohexylidene]ethylidene]-7a-methyloctahydro-1H-inden-1-yl]propyl bromoacetate
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(3R,5Z,7E,14x,17x,20S)-3-hydroxy-9,10-secochola-5,7,10-trien-24-yl 4-methylbenzenesulfonate
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CHAPS
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inhibits ligand binding to the CYP24A1:adrenodoxin complex at concentrations well below their reported critical micelle concentration (CMC) values
N-(3-(4-[2-(3,5-dimethoxy-phenyl)-vinyl]-indol-1yl)-propyl)-4-methyl-benzenesulfonamide
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N-(4-(4-[2-(3,5-dimethoxy-phenyl)-vinyl]-indol-1yl)-butyl)-4-methyl-benzenesulfonamide
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N-[2-(1H-imidazol-1-yl)-2-phenylethyl]-4-[(E)-2-phenylethenyl]benzamide
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toluene-4-sulfonic acid 3-(4-[2-(3,5-dimethoxy-phenyl)-vinyl]-indol-1-yl)-propyl ester
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VID400
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i.e. (R)-N-(2-(1H-imidazol-1-yl)-2-phenylethyl)-4-chlorobiphenyl-4-carboxamide, exhibits strong and selective CYP24A1 inhibitory activity
synthesis of a series of imidazole styrylindoles and sulfonyl styrylindoles derivatives and evaluation of binding affinity and inhibitory activity against recombinant MBP-tagged CYP24A1, the imidazole styrylindoles act as potent inhibitors with activity greater or comparable with the standard ketoconazole. Docking studies of the inhibitors in the CYP24A1 enzyme active site, molecular modelling, overview. Complete occupation of the vitamin D access tunnel is essential to inhibitory activity, allowing exposure to multiple hydrophobic binding interactions and optimal conformation for the interaction of the imidazole nitrogen lone pair and the active site heme
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additional information
synthesis of imidazole styrylbenzamide, tert-butyl styrylimidazole, and tert-butyl styrylsulfonate derivatives and evaluation of binding affinity and inhibitory activity against CYP24A1. Imidazole styrylbenzamides are potent inhibitors of CYP24A1, having selectivity with respect to CYP27B1 comparable with or greater than that of the standard ketoconazole. The compounds reach the active site through the vitamin D access tunnel and are exposed to multiple hydrophobic residues. The imidazole styrylbenzamides are optimally positioned to allow interaction of the imidazole with the heme, and, in the case of the methoxy derivatives, a hydrogen bond between the 3-methoxy group and Gln82 stabilizes the molecule in a favorable active conformation. Docking study, overview
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additional information
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detergent inhibition properties of the purified enzyme-adrenodoxin cofactor complex bound to calcitriol, overview
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