24,25-Dihydroxycholecalciferol

From Wikipedia, the free encyclopedia
  (Redirected from 24-hydroxycalcidiol)
Jump to: navigation, search
24,25-Dihydroxycholecalciferol
24,25-dihydroxycholecalciferol.png
Identifiers
CAS number 40013-87-4 YesY
PubChem 6434253
ChemSpider 4939193 YesY
ChEMBL CHEMBL47183 YesY
Jmol-3D images Image 1
Properties
Molecular formula C27H44O3
Molar mass 416.63 g/mol
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
 YesY (verify) (what is: YesY/N?)
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] It was identified by Michael F. Holick.[4]

Formation and significance[edit]

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."[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]

Interactive pathway map[edit]

Click on genes, proteins and metabolites below to link to respective articles. [§ 1]

[[File:
VitaminDSynthesis_WP1531 Go to article Go to article Go to article Go to article go to article Go to article Go to article Go to article go to article go to article go to article go to article Go to article Go to article go to article Go to article go to article go to article go to article Go to article go to article
[[
]]
[[
]]
[[
]]
[[
]]
[[
]]
[[
]]
[[
]]
[[
]]
[[
]]
[[
]]
[[
]]
[[
]]
[[
]]
[[
]]
[[
]]
[[
]]
[[
]]
[[
]]
[[
]]
[[
]]
[[
]]
[[
]]
VitaminDSynthesis_WP1531 Go to article Go to article Go to article Go to article go to article Go to article Go to article Go to article go to article go to article go to article go to article Go to article Go to article go to article Go to article go to article go to article go to article Go to article go to article
|{{{bSize}}}px]]
Vitamin D Synthesis Pathway edit
  1. ^ The interactive pathway map can be edited at WikiPathways: "VitaminDSynthesis_WP1531". 

References[edit]

  1. ^ "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.
  2. ^ Sørnes, S.; Bjøro, T.; Berg, J. P.; Torjesen, P. A.; Haug, E. (1994). "Calcitriol attenuates the basal and vasoactive intestinal peptide-stimulated cAMP production in prolactin-secreting rat pituitary (GH4C1) cells". Molecular and cellular endocrinology 101 (1–2): 183–188. PMID 9397951. 
  3. ^ Mortensen, B. M.; Gautvik, K. M.; Gordeladze, J. O. (1993). "Bone turnover in rats treated with 1,25-dihydroxyvitamin D3, 25-hydroxyvitamin D3 or 24,25-dihydroxyvitamin D3". Bioscience reports 13 (1): 27–39. PMID 8392394. 
  4. ^ Holick, MF; Schnoes, HK; Deluca, HF; Gray, RW; Boyle, IT; Suda, T (1972). "Isolation and identification of 24,25-dihydroxycholecalciferol, a metabolite of vitamin D made in the kidney". Biochemistry 11 (23): 4251–5. doi:10.1021/bi00773a009. PMID 4342902. 
  5. ^ a b Beckman, M. J.; Tadikonda, P.; Werner, E.; Prahl, J.; Yamada, S.; Deluca, H. F. (1996). "Human 25-Hydroxyvitamin D3-24-Hydroxylase, a Multicatalytic Enzyme†". Biochemistry 35 (25): 8465–8472. doi:10.1021/bi960658i. PMID 8679605. 
  6. ^ Sömjen, D.; Sömjen, G. J.; Weisman, Y.; Binderman, I. (1982). "Evidence for 24,25-dihydroxycholecalciferol receptors in long bones of newborn rats". The Biochemical journal 204 (1): 31–36. PMC 1158312. PMID 6981414. 

Other articles[edit]

  • Mata-Granados, J. M.; Luque De Castro, M. D.; Quesada Gomez, J. M. (2008). "Inappropriate serum levels of retinol, α-tocopherol, 25 hydroxyvitamin D3 and 24,25 dihydroxyvitamin D3 levels in healthy Spanish adults: Simultaneous assessment by HPLC". Clinical Biochemistry 41 (9): 676–680. doi:10.1016/j.clinbiochem.2008.02.003. PMID 18313404.