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Names | |
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IUPAC name
(6R)-6-[(1R,3aS,4E,7aR)-4-[(2Z)-2-[(5S)-5-hydroxy-2-methylenecyclohexylidene]ethylidene]-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-1-yl]-2-methylheptane-2,3-diol
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Other names
24,25-dihydroxyvitamin D3
(24R)-hydroxycalcifediol (24R)-hydroxycalcidiol | |
Identifiers | |
3D model (
JSmol)
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ChEMBL | |
ChemSpider | |
ECHA InfoCard | 100.049.754 |
PubChem
CID
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UNII | |
CompTox Dashboard (
EPA)
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Properties | |
C27H44O3 | |
Molar mass | 416.63 g/mol |
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
|
24,25-Dihydroxycholecalciferol, also known as 24,25-dihydroxyvitamin D3 and (24R)-hydroxycalcidiol (abbreviated as 24(R),25-(OH)2D3), [1] is a compound which is closely related to 1,25-dihydroxyvitamin D3, the active form of vitamin D3. Like vitamin D3 itself and calcifediol (25-hydroxyvitamin D3), it is inactive as a hormone both in vitro [2] and in vivo. [3] It was first identified in 1972 in the laboratory of Hector DeLuca and Michael F. Holick. [4]
24,25-dihydroxyvitamin D3 is formed from 25-hydroxyvitamin D3 by the action of CYP24A1 (25-hydroxyvitamin D3-24-hydroxylase). CYP24A1 appears to be "a multicatalytic enzyme catalyzing most, if not all, of the reactions in the C-24/C-23 pathway of 25-OH-D3 metabolism." [5]
It has been proposed that 24,25-dihydroxyvitamin D3 is a metabolite of 25-hydroxyvitamin D3 which is destined for excretion. [5]
It is not known whether the compound might also have some physiologically significant activity. Some evidence of a possible receptor has been obtained. [6]
Because 24,25-dihydroxycholecalciferol is considered an inactive metabolite and its significance is that its concentration is expected to decrease in case of mutations inactivating the vitamin D 24-hydroxylase gene.
Click on genes, proteins and metabolites below to link to respective articles. [§ 1]
![]() | |
Names | |
---|---|
IUPAC name
(6R)-6-[(1R,3aS,4E,7aR)-4-[(2Z)-2-[(5S)-5-hydroxy-2-methylenecyclohexylidene]ethylidene]-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-1-yl]-2-methylheptane-2,3-diol
| |
Other names
24,25-dihydroxyvitamin D3
(24R)-hydroxycalcifediol (24R)-hydroxycalcidiol | |
Identifiers | |
3D model (
JSmol)
|
|
ChEMBL | |
ChemSpider | |
ECHA InfoCard | 100.049.754 |
PubChem
CID
|
|
UNII | |
CompTox Dashboard (
EPA)
|
|
| |
| |
Properties | |
C27H44O3 | |
Molar mass | 416.63 g/mol |
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
|
24,25-Dihydroxycholecalciferol, also known as 24,25-dihydroxyvitamin D3 and (24R)-hydroxycalcidiol (abbreviated as 24(R),25-(OH)2D3), [1] is a compound which is closely related to 1,25-dihydroxyvitamin D3, the active form of vitamin D3. Like vitamin D3 itself and calcifediol (25-hydroxyvitamin D3), it is inactive as a hormone both in vitro [2] and in vivo. [3] It was first identified in 1972 in the laboratory of Hector DeLuca and Michael F. Holick. [4]
24,25-dihydroxyvitamin D3 is formed from 25-hydroxyvitamin D3 by the action of CYP24A1 (25-hydroxyvitamin D3-24-hydroxylase). CYP24A1 appears to be "a multicatalytic enzyme catalyzing most, if not all, of the reactions in the C-24/C-23 pathway of 25-OH-D3 metabolism." [5]
It has been proposed that 24,25-dihydroxyvitamin D3 is a metabolite of 25-hydroxyvitamin D3 which is destined for excretion. [5]
It is not known whether the compound might also have some physiologically significant activity. Some evidence of a possible receptor has been obtained. [6]
Because 24,25-dihydroxycholecalciferol is considered an inactive metabolite and its significance is that its concentration is expected to decrease in case of mutations inactivating the vitamin D 24-hydroxylase gene.
Click on genes, proteins and metabolites below to link to respective articles. [§ 1]