Alfacalcidol: Difference between revisions

From Wikipedia, the free encyclopedia
Browse history interactively
← Previous editNext edit →
Content deleted Content added
VisualWikitext
illustration is added
Fixed the effect of calcitriol and alfacalcidiol on PTH, which was inverted. Also fixed link to study.
Line 49: Line 49:
'''Alfacalcidol''' (or '''1-hydroxycholecalciferol''') is an analogue of [[vitamin D]] used for supplementation in humans and as a poultry feed additive.
'''Alfacalcidol''' (or '''1-hydroxycholecalciferol''') is an analogue of [[vitamin D]] used for supplementation in humans and as a poultry feed additive.


Alfacalcidol has a weaker impact on [[calcium metabolism]] than [[calcitriol]],<ref>Biological effects of various regimes of 25-hydroxyvitamin D3 (calcidiol) administration on bone mineral metabolism in postmenopausal women, Clin Cases Miner Bone Metab. 2009 May–Aug; 6(2): 169–173; [http://www.ncbi.nlm.nih.gov/pmc/articles/PMC2781231/]</ref> while having more potent effects on [[parathyroid hormone]] levels<ref>Oral calcitriol versus oral alfacalcidol for the treatment of secondary hyperparathyroidism in patients receiving hemodialysis: a randomized, crossover trial, Can J ,Clin Pharmacol Vol 15 (1) Winter 2008:e36 -e43; January 9, 2008; [http://www.cjcp.ca/cjcp07017_wazny_e36-e43v2-r101690]</ref> and the [[immune system]], including [[regulatory T cells]].<ref>Alfacalcidol treatment restores derailed immune-regulation in patients with undifferentiated connective tissue disease, Autoimmunity Reviews, August 2010;</ref> It is considered{{by whom|date=September 2012}} to be a more useful form of [[vitamin D]] supplementation, mostly due to much longer half-life and lower kidney load.<ref>Superiority of alfacalcidol compared to vitamin D plus calcium in lumbar bone mineral density in postmenopausal osteoporosis, Rheumatol Int. 2006 Mar;26(5):445-53. Epub 2005 Nov 10; [http://www.ncbi.nlm.nih.gov/pubmed/16283320]</ref>
Alfacalcidol has a weaker impact on [[calcium metabolism]] than [[calcitriol]],<ref>Biological effects of various regimes of 25-hydroxyvitamin D3 (calcidiol) administration on bone mineral metabolism in postmenopausal women, Clin Cases Miner Bone Metab. 2009 May–Aug; 6(2): 169–173; [http://www.ncbi.nlm.nih.gov/pmc/articles/PMC2781231/]</ref> and on [[parathyroid hormone]] levels<ref>Oral calcitriol versus oral alfacalcidol for the treatment of secondary hyperparathyroidism in patients receiving hemodialysis: a randomized, crossover trial, Can J ,Clin Pharmacol Vol 15 (1) Winter 2008:e36 -e43; January 9, 2008; [http://www.jptcp.com/cjcp07017_wazny_e36-e43v2-r101690]</ref>, however alfacalcidiol has significant effects on the [[immune system]], including [[regulatory T cells]].<ref>Alfacalcidol treatment restores derailed immune-regulation in patients with undifferentiated connective tissue disease, Autoimmunity Reviews, August 2010;</ref> It is considered{{by whom|date=September 2012}} to be a more useful form of [[vitamin D]] supplementation, mostly due to much longer half-life and lower kidney load.<ref>Superiority of alfacalcidol compared to vitamin D plus calcium in lumbar bone mineral density in postmenopausal osteoporosis, Rheumatol Int. 2006 Mar;26(5):445-53. Epub 2005 Nov 10; [http://www.ncbi.nlm.nih.gov/pubmed/16283320]</ref>


Used as a poultry feed additive, it prevents [[tibial dyschondroplasia]] and increases [[phytate]] bioavailability.<ref>[http://www.vitaminderivatives.com VDI Product Data]</ref>{{or|date=October 2010}}
Used as a poultry feed additive, it prevents [[tibial dyschondroplasia]] and increases [[phytate]] bioavailability.<ref>[http://www.vitaminderivatives.com VDI Product Data]</ref>{{or|date=October 2010}}

Revision as of 08:25, 4 December 2013

Alfacalcidol
Names
IUPAC name
(1R,3S,5Z)-5-[(2E)-2-[(1R,3aS,7aR)-7a-Methyl-1-[(2R)-6-methylheptan-2-yl]-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-4-methylidenecyclohexane-1,3-diol
Other names
Alphacalcidol; 1-Hydroxycholecalciferol
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
DrugBank
ECHA InfoCard 100.050.253 Edit this at Wikidata
KEGG
UNII
  • InChI=1S/C27H44O2/c1-18(2)8-6-9-19(3)24-13-14-25-21(10-7-15-27(24,25)5)11-12-22-16-23(28)17-26(29)20(22)4/h11-12,18-19,23-26,28-29H,4,6-10,13-17H2,1-3,5H3/b21-11+,22-12-/t19-,23-,24-,25+,26+,27-/m1/s1 checkY
    Key: OFHCOWSQAMBJIW-AVJTYSNKSA-N checkY
  • InChI=1/C27H44O2/c1-18(2)8-6-9-19(3)24-13-14-25-21(10-7-15-27(24,25)5)11-12-22-16-23(28)17-26(29)20(22)4/h11-12,18-19,23-26,28-29H,4,6-10,13-17H2,1-3,5H3/b21-11+,22-12-/t19-,23-,24-,25+,26+,27-/m1/s1
    Key: OFHCOWSQAMBJIW-AVJTYSNKBM
  • O[C@@H]1CC(\C(=C)[C@@H](O)C1)=C\C=C2/CCC[C@]3([C@H]2CC[C@@H]3[C@H](C)CCCC(C)C)C
Properties
C27H44O2
Molar mass 400.64 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)

Alfacalcidol (or 1-hydroxycholecalciferol) is an analogue of vitamin D used for supplementation in humans and as a poultry feed additive.

Alfacalcidol has a weaker impact on calcium metabolism than calcitriol,[1] and on parathyroid hormone levels[2], however alfacalcidiol has significant effects on the immune system, including regulatory T cells.[3] It is considered[by whom?] to be a more useful form of vitamin D supplementation, mostly due to much longer half-life and lower kidney load.[4]

Used as a poultry feed additive, it prevents tibial dyschondroplasia and increases phytate bioavailability.[5][original research?]

References

  1. ^ Biological effects of various regimes of 25-hydroxyvitamin D3 (calcidiol) administration on bone mineral metabolism in postmenopausal women, Clin Cases Miner Bone Metab. 2009 May–Aug; 6(2): 169–173; [1]
  2. ^ Oral calcitriol versus oral alfacalcidol for the treatment of secondary hyperparathyroidism in patients receiving hemodialysis: a randomized, crossover trial, Can J ,Clin Pharmacol Vol 15 (1) Winter 2008:e36 -e43; January 9, 2008; [2]
  3. ^ Alfacalcidol treatment restores derailed immune-regulation in patients with undifferentiated connective tissue disease, Autoimmunity Reviews, August 2010;
  4. ^ Superiority of alfacalcidol compared to vitamin D plus calcium in lumbar bone mineral density in postmenopausal osteoporosis, Rheumatol Int. 2006 Mar;26(5):445-53. Epub 2005 Nov 10; [3]
  5. ^ VDI Product Data
Retrieved from "https://en.wikipedia.org/w/index.php?title=Alfacalcidol&oldid=584492910"