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A0325450

Alfacalcidol

European Pharmacopoeia (EP) Reference Standard

Synonym(s):

1α-Hydroxyvitamin D3, 1α-Hydroxycholecalciferol, Alfacalcidol

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About This Item

Empirical Formula (Hill Notation):
C27H44O2
CAS Number:
41294-56-8
Molecular Weight:
400.64
NACRES:
NA.24
PubChem Substance ID:
329770599
UNSPSC Code:
41116107
MDL number:
MFCD00868328
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biological source

synthetic

grade

pharmaceutical primary standard

agency

EP

API family

alfacalcidol

form

solid

manufacturer/tradename

EDQM

technique(s)

gas chromatography (GC): suitable, liquid chromatography (LC): suitable

application(s)

pharmaceutical (small molecule)

format

neat

storage temp.

−20°C

SMILES string

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

InChI key

OFHCOWSQAMBJIW-AVJTYSNKSA-N

Gene Information

human ... VDR(7421)

General description

This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the authority of the issuing pharmacopoeia. For further information and support please go to the website of the issuing pharmacopoeia.

Alfacalcidol is an active metabolite of vitamin D, used as a vitamin supplement due to it longer half-life. It is found to be effective in regulating calcium balance/bone metabolism.

Application

This European Pharmacopoeia reference standard is intended for use only as specifically prescribed in the European Pharmacopoeia.

Biochem/physiol Actions

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.

Packaging

The product is delivered as supplied by the issuing Pharmacopoeia. For the current unit quantity, please visit the EDQM reference substance catalogue.

Other Notes

Sales restrictions may apply.

pictograms

Skull and crossbones
GHS06

signalword

Danger

hcodes

H300

Hazard Classifications

Acute Tox. 1 Oral

Storage Class

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

flash_point_f

Not applicable

flash_point_c

Not applicable

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Siobhan O'Donnell et al.
Journal of bone and mineral metabolism, 26(6), 531-542 (2008-11-04)
Our objective was to conduct a systematic review on the benefits and harms of calcitriol and alfacalcidol in the reduction of fracture and fall risk. Randomized controlled trials (RCTs) comparing these agents to placebo or calcium and reporting fracture and
Noboru Kubodera
Mini reviews in medicinal chemistry, 9(12), 1416-1422 (2009-11-26)
Many readers may have only a vague idea about vitamin D. This is made complicated, in part, because it is also expressed with suffixes such as vitamin D(2) or vitamin D(3). Otherwise the prefix of "active" is also occasionally used.
Steve Y Rhieu et al.
Journal of cellular biochemistry, 114(10), 2293-2305 (2013-04-23)
3-epi-1α,25-dihydroxyvitamin D3 (3-epi-1α,25(OH)2D3), a natural metabolite of 1α,25-dihydroxyvitamin D3 (1α,25(OH)2D3), exhibits potent vitamin D receptor (VDR)-mediated actions such as inhibition of keratinocyte growth or suppression of parathyroid hormone secretion. These VDR-mediated actions of 3-epi-1α,25(OH)2D3 needed an explanation as 3-epi-1α,25(OH)2D3, unlike
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Global Trade Item Number

SKUGTIN
A032545004061833327449