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C0225000

1α,25-dihydroxyvitamine D3

European Pharmacopoeia (EP) Reference Standard

Synonyme(s) :

1α,25-dihydroxycholécalciférol, Calcitriol

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About This Item

Formule empirique (notation de Hill):
C27H44O3
Numéro CAS:
Poids moléculaire :
416.64
Numéro Beilstein :
7559394
Numéro MDL:
Code UNSPSC :
41116107
ID de substance PubChem :
Nomenclature NACRES :
NA.24

Source biologique

sheep wool (grease)

Qualité

pharmaceutical primary standard

Agence

EP

Famille d'API

calcitriol

Forme

solid

Fabricant/nom de marque

EDQM

Technique(s)

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

Application(s)

pharmaceutical (small molecule)

Format

neat

Température de stockage

−20°C

Chaîne SMILES 

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

InChI

1S/C27H44O3/c1-18(8-6-14-26(3,4)30)23-12-13-24-20(9-7-15-27(23,24)5)10-11-21-16-22(28)17-25(29)19(21)2/h10-11,18,22-25,28-30H,2,6-9,12-17H2,1,3-5H3/b20-10+,21-11-/t18-,22-,23-,24+,25+,27-/m1/s1

Clé InChI

GMRQFYUYWCNGIN-NKMMMXOESA-N

Informations sur le gène

human ... VDR(7421)

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Description générale

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.

Calcitriol is a biologically active metabolite of vitamin D, formed via hydroxylation of calcidiol in the kidney.

Application

Calcitriol EP Reference standard, intended for use in laboratory tests only as specifically prescribed in the European Pharmacopoeia.

Actions biochimiques/physiologiques

Il s'agit de la forme biologiquement active de la vitamine D3 dans les mécanismes d'absorption et de fixation du calcium. La 1α,25-dihydroxyvitamine D3 a de multiples effets sur la différenciation et la prolifération cellulaires ; elle peut également moduler la réponse immunitaire ainsi que l'activité du système nerveux central. Selon des études récentes, la 1α,25-dihydroxyvitamine D3 agirait comme un agent chimiopréventif dans plusieurs affections malignes, dont les cancers de la prostate et du côlon, et présenterait une synergie avec d'autres composés anticancéreux.

Conditionnement

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

Autres remarques

Sales restrictions may apply.

Produit(s) apparenté(s)

Réf. du produit
Description
Tarif

Pictogrammes

Skull and crossbonesHealth hazard

Mention d'avertissement

Danger

Mentions de danger

Classification des risques

Acute Tox. 1 Oral - Acute Tox. 2 Dermal - Acute Tox. 2 Inhalation - STOT RE 1

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 2

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable


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Certificats d'analyse (COA)

Lot/Batch Number

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Consulter la Bibliothèque de documents

Optimization of culture conditions for transformation of vitamin D3 to calcitriol by Actinomyces hyovaginalis isolate A11-2
Abbas MA, et al.
Archives of Clinical Microbiology, 2(6) (2011)
Gabriela Bomfim Ferreira et al.
The Journal of steroid biochemistry and molecular biology, 136, 160-165 (2012-10-27)
The biologically active form of vitamin D, 1α,25-dihydroxyvitamin D3 (1α,25(OH)2D3), presents pronounced immunomodulatory effects, mainly mediated through its actions on different immune cells such as dendritic cells (DC) and T lymphocytes. Because of the high concentrations needed to obtain immune
Evelyne Van Etten et al.
Journal of cellular biochemistry, 88(2), 223-226 (2003-01-10)
The active form of vitamin D(3), 1,25(OH)(2)D(3), is known, besides its classical effects on calcium and bone, for its pronounced immunomodulatory effects that are exerted both on the antigen-presenting cell level as well as directly on the T lymphocyte level.
Moira Cheung et al.
The Journal of clinical endocrinology and metabolism, 98(5), E954-E961 (2013-03-28)
X-linked hypophosphatemic rickets is caused by mutations in PHEX. Even though the disease is characterized by disordered skeletal mineralization, detailed bone densitometric studies are lacking. The aim of the study was to assess volumetric bone mineral density (vBMD) in X-linked
Melissa Kallas et al.
The Journal of clinical endocrinology and metabolism, 95(7), 3111-3117 (2010-04-30)
Calcitriol-mediated hypercalcemia resulting from elevated extrarenal 25-hydroxyvitamin D-1alpha-hydroxylase (1alpha-hydroxylase) activity has not previously been described in giant cell polymyositis. We report an unusual case of hypercalcemia due to disseminated granulomatous disease in a 62-yr-old woman with profound proximal muscle weakness

Articles

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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