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17946

Sigma-Aldrich

1α-Hydroxyvitamin D3

≥97.0% (HPLC)

Synonyme(s) :

1α-Hydroxycholecalciferol, Alfacalcidol

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About This Item

Formule empirique (notation de Hill):
C27H44O2
Numéro CAS:
Poids moléculaire :
400.64
Numéro CE :
Numéro MDL:
Code UNSPSC :
12352205
ID de substance PubChem :
Nomenclature NACRES :
NA.79

Source biologique

synthetic

Pureté

≥97.0% (HPLC)

Forme

powder or crystals

Couleur

white to off-white

Température de stockage

−20°C

Chaîne SMILES 

CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2\C(CCC[C@]12C)=C\C=C3\C[C@@H](O)C[C@H](O)C3=C

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

Clé InChI

OFHCOWSQAMBJIW-AVJTYSNKSA-N

Informations sur le gène

human ... VDR(7421)

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Description générale

1α-Hydroxyvitamin D3, also known as alfacalcidol, is a synthetic vitamin D3 analogue, hydroxylated in position one. It is metabolized to 1,25-dihydroxycholecalciferol by 25-hydroxylases.

Actions biochimiques/physiologiques

1α-Hydroxyvitamin D3 facilitates calcium absorption and deposition. It also has an ability to inhibit bone resorption and stimulate bone formation. Alfacalcidol is used for treating various bone diseases such as rickets/osteomalacia, renal osteodystrophy and osteoporosis. It acts as a chemopreventive agent and reduces the risk colitis and carcinogenesis.
Synthetic vitamin D3 analog that is metabolized to 1,25-dihydroxycholecalciferol. Inhibits bone resorption and stimulates bone formation. Supresses parathyroid hormone secretion by bovine parathyroid cells.

Conditionnement

Bottomless glass bottle. Contents are inside inserted fused cone.

Produit(s) apparenté(s)

Pictogrammes

Skull and crossbones

Mention d'avertissement

Danger

Mentions de danger

Conseils de prudence

Classification des risques

Acute Tox. 1 Oral

Code de la classe de stockage

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges


Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

The advantage of alfacalcidol over vitamin D in the treatment of osteoporosis
Shiraishi A, et al.
Calcified Tissue International, 65(4), 311-316 (1999)
Alfacalcidol inhibits bone resorption and stimulates formation in an ovariectomized rat model of osteoporosis: distinct actions from estrogen
Shiraishi A, et al.
Journal of Bone and Mineral Research, 15(4), 770-779 (2000)
Vitamin D and its Metabolites and Analogs in the Management of Osteoporosis
Osteoporosis (2013)
Hajime Orimo et al.
Current medical research and opinion, 27(6), 1273-1284 (2011-05-11)
The authors conducted a randomized controlled trial to clarify the efficacy and safety of alendronate plus alfacalcidol versus alendronate alone in a clinical setting. Eligible patients were postmenopausal women with severe osteoporosis who were aged 70 years or older and
Chemopreventive effect of a vitamin D3 analog, alfacalcidol, on colorectal carcinogenesis in mice with ulcerative colitis
Kikuchi H, et al.
Anti-Cancer Drugs, 18(10), 1183-1187 (2007)

Articles

Novel sample prep technique coupled with the unique selectivity of the Ascentis Express F5 column enables a fast and simplified bioanalytical method for associated vitamin D metabolites.

Using HybridSPE-Phospholipid, Ascentis Express, and Other LC-MS Workflow Components

The metabolic role and health implications of the various vitamin D isoforms are of current clinical interest. Therefore, it is important to have an analytical method that will resolve all of the known isoforms with necessary sensitivity and specificity

This application shows an Ascentis Express F5 provided rapid resolution of the isobaric vitamin D metabolites. MS detection provides the necessary secondary resolution.

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