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It is not known whether the compound might also have some physiologically significant activity. Some evidence of a possible receptor has been obtained.<ref name="pmid6981414">{{cite journal |author=Sömjen D, Sömjen GJ, Weisman Y, Binderman I |title=Evidence for 24,25-dihydroxycholecalciferol receptors in long bones of newborn rats |journal=Biochem. J. |volume=204 |issue=1 |pages=31–6 |year=1982 |month=April |pmid=6981414 |pmc=1158312 |doi= |url=}}</ref>
It is not known whether the compound might also have some physiologically significant activity. Some evidence of a possible receptor has been obtained.<ref name="pmid6981414">{{cite journal |author=Sömjen D, Sömjen GJ, Weisman Y, Binderman I |title=Evidence for 24,25-dihydroxycholecalciferol receptors in long bones of newborn rats |journal=Biochem. J. |volume=204 |issue=1 |pages=31–6 |year=1982 |month=April |pmid=6981414 |pmc=1158312 |doi= |url=}}</ref>

==Interactive pathway map==
{{VitaminDSynthesis_WP1531|highlight=24,25-Dihydroxycholecalciferol}}


==References==
==References==

Revision as of 21:58, 24 January 2012

24,25-Dihydroxycholecalciferol
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 Edit this at Wikidata
  • InChI=1S/C27H44O3/c1-18-8-12-22(28)17-21(18)11-10-20-7-6-16-27(5)23(13-14-24(20)27)19(2)9-15-25(29)26(3,4)30/h10-11,19,22-25,28-30H,1,6-9,12-17H2,2-5H3/b20-10+,21-11-/t19-,22+,23-,24+,25?,27-/m1/s1 checkY
    Key: FCKJYANJHNLEEP-SRLFHJKTSA-N checkY
  • InChI=1/C27H44O3/c1-18-8-12-22(28)17-21(18)11-10-20-7-6-16-27(5)23(13-14-24(20)27)19(2)9-15-25(29)26(3,4)30/h10-11,19,22-25,28-30H,1,6-9,12-17H2,2-5H3/b20-10+,21-11-/t19-,22+,23-,24+,25?,27-/m1/s1
    Key: FCKJYANJHNLEEP-SRLFHJKTBM
  • O[C@@H]1CC(\C(=C)CC1)=C\C=C2/CCC[C@]3([C@H]2CC[C@@H]3[C@H](C)CCC(O)C(O)(C)C)C
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).
checkY verify (what is checkY☒N ?)

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]

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]

Interactive pathway map

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

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VitaminDSynthesis_WP1531Go to articleGo to articleGo to articleGo to articlego to articleGo to articleGo to articleGo to articlego to articlego to articlego to articlego to articleGo to articleGo to articlego to articleGo to articlego to articlego to articlego to articleGo to articlego to article
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VitaminDSynthesis_WP1531Go to articleGo to articleGo to articleGo to articlego to articleGo to articleGo to articleGo to articlego to articlego to articlego to articlego to articleGo to articleGo to articlego to articleGo to articlego to articlego to articlego to articleGo to articlego to article
|alt=Vitamin D Synthesis Pathway (view / edit)]]
Vitamin D Synthesis Pathway (view / edit)
  1. ^ The interactive pathway map can be edited at WikiPathways: "VitaminDSynthesis_WP1531".

References

  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 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. PMID 9397951
  3. ^ 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. PMID 8392394
  4. ^ 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.
  5. ^ Sömjen D, Sömjen GJ, Weisman Y, Binderman I (1982). "Evidence for 24,25-dihydroxycholecalciferol receptors in long bones of newborn rats". Biochem. J. 204 (1): 31–6. PMC 1158312. PMID 6981414. {{cite journal}}: Unknown parameter |month= ignored (help)CS1 maint: multiple names: authors list (link)

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