Alfacalcidol

Alfacalcidol
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
CAS number	41294-56-8 Y
PubChem	5282181
ChemSpider	4445376 Y
UNII	URQ2517572 Y
DrugBank	DB01436
KEGG	D01518 Y
ChEMBL	CHEMBL32540 N
Jmol-3D images	Image 1
SMILES 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
InChI 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 Y Key: OFHCOWSQAMBJIW-AVJTYSNKSA-N Y 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
Properties
Molecular formula	C27H44O2
Molar mass	400.64 g/mol
N (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

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

It has less of an effect on calcium metabolism than calcitriol,^[1] while having more potent effects on parathyroid hormone levels^[2] and immune system, including regulatory T cells.^[3]

Considered 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

This article about a steroid is a stub. You can help Wikipedia by expanding it.v · Categories: Secosteroids Steroid stubs Wikimedia Foundation. 2010. Игры ⚽ Нужно сделать НИР? Allen Center One Amazing Night Look at other dictionaries: alfacalcidol — derivado de la vitamina D3 utilizado en el tratamiento de raquitismo, osteomalacia osteodistrofias asociadas a una carencia vitamínica monografía [véase http://www.iqb.es/cbasicas/farma/farma04/a034.htm] Diccionario ilustrado de Términos Médicos …   Diccionario médico alfacalcidol — A derivative of vitamin D used in the treatment of hypoparathyroidism, vitamin D dependent rickets, and rickets associated with malabsorption syndromes. * * * n. a synthetic form of vitamin D that is used to raise blood calcium levels in… …   Medical dictionary alfacalcidol — n. a synthetic form of vitamin D that is used to raise blood calcium levels in rickets and osteomalacia and in bone disorders caused by kidney disease. It is administered by mouth or by injection. Trade names: One Alpha …   The new mediacal dictionary alfacalcidol — …   Useful english dictionary Альфакальцидол — Общие Систематич …   Википедия Osteoporosis — Classification and external resources A stooped back is often the result of osteoporosis. ICD 10 M …   Wikipedia Vitamin K — has also been used as a slang term for ketamine, an unrelated anaesthetic. Vitamin K1 (phylloquinone). Both forms of the vitamin contain a functional naphthoquinone ring and an aliphatic side chain. Phylloquinone has a phytyl side chain …   Wikipedia ATC code A11 — is a division of the Anatomical Therapeutic Chemical Classification System and part of the A Alimentary tract and metabolism section.A11A Multivitamins, combinations*11AA Multivitamins with minerals:A11AA01 Multivitamins and iron:A11AA02… …   Wikipedia Osteitis fibrosa cystica — Classification and external resources Osteitis fibrosa cys …   Wikipedia Brauner Tumor — Klassifikation nach ICD 10 E21.0 Primärer Hyperparathyreoidismus E21.1 Sekundärer Hyperparathyreoidismus E21.2 Te …   Deutsch Wikipedia 18+ © Academic, 2000-2024 Contact us: Technical Support, Advertising Dictionaries export, created on PHP, Joomla, Drupal, WordPress, MODx. Mark and share Search through all dictionaries Translate… Search Internet Share the article and excerpts Direct link … Do a right-click on the link above and select “Copy Link”