24,25-Dihydroxycholecalciferol
| 24,25-Dihydroxycholecalciferol | |
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(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 |
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| Identifiers | |
| CAS number | 40013-87-4  |
| PubChem | 6434253 |
| ChemSpider | 4939193 |
| ChEMBL | CHEMBL47183 |
| Jmol-3D images | Image 1 |
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| Properties | |
| Molecular formula | C27H44O3 |
| Molar mass | 416.63 g/mol |
 (verify) (what is:  / ?)Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) |
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| Infobox references | |
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, but like vitamin D3 itself and 25-hydroxyvitamin D3 is inactive as a hormone both in vitro[2] and in vivo.[3]
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[edit] Formation and significance
24,25-dihydroxyvitamin D3 is formed from 25-hydroxyvitamin D3 by the action of P450cc24 (25-hydroxyvitamin D3-24-hydroxylase), which 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."[4] It has been proposed that 24,25-dihydroxyvitamin D3 is a metabolite of 25-hydroxyvitamin D3 which is destined for excretion.[4]
It is not known whether the compound might also have some physiologically significant activity. Some evidence of a possible receptor has been obtained.[5]
[edit] Interactive pathway map
Click on genes, proteins and metabolites below to link to respective articles. [6]
[edit] References
- ^ "Nomenclature of Vitamin D. Recommendations 1981. IUPAC-IUB Joint Commission on Biochemical Nomenclature (JCBN)" reproduced at the Queen Mary, University of London website. Retrieved 21 March 2010.
- ^ Sørnes S, Bjøro T, Berg JP, Torjesen PA, Haug E (1994). "Calcitriol attenuates the basal and vasoactive intestinal peptide-stimulated cAMP production in prolactin-secreting rat pituitary (GH4C1) cells." Mol. Cell. Endocrinol. 101 (1-2): 183–8. PubMed
- ^ Mortensen BM, Gautvik KM, Gordeladze JO (1993). "Bone turnover in rats treated with 1,25-dihydroxyvitamin D3, 25-hydroxyvitamin D3 or 24,25-dihydroxyvitamin D3". Biosci. Rep. 13 (1): 27–39. PubMed
- ^ a b Beckman, Matthew J.; Tadikonda, Praveen; Werner, Elizabeth; Prahl, Jean; Yamada, Sachiko; Deluca, Hector F. (1996). "Human 25-Hydroxyvitamin D3-24-Hydroxylase, a Multicatalytic Enzyme". Biochemistry 35 (25): 8465–72. doi:10.1021/bi960658i. PMID 8679605.
- ^ Sömjen D, Sömjen GJ, Weisman Y, Binderman I (April 1982). "Evidence for 24,25-dihydroxycholecalciferol receptors in long bones of newborn rats". Biochem. J. 204 (1): 31–6. PMC 1158312. PMID 6981414. http://www.pubmedcentral.nih.gov/articlerender.fcgi?tool=pmcentrez&artid=1158312.
- ^ The interactive pathway map can be edited at WikiPathways: "VitaminDSynthesis_WP1531". http://www.wikipathways.org/index.php/Pathway:WP1531.
[edit] Other articles
- Mata-Granados JM, Luque de Castro MD, Quesada Gomez JM (June 2008). "Inappropriate serum levels of retinol, alpha-tocopherol, 25 hydroxyvitamin D3 and 24,25 dihydroxyvitamin D3 levels in healthy Spanish adults: simultaneous assessment by HPLC". Clin. Biochem. 41 (9): 676–80. doi:10.1016/j.clinbiochem.2008.02.003. PMID 18313404. http://linkinghub.elsevier.com/retrieve/pii/S0009-9120(08)00081-7.
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