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17944

Sigma-Aldrich

1α,25-Dihydroxyvitamin D2

≥97.0% (sum of vitamin and previtamin, HPLC)

Synonyme(s) :

1α,25-Dihydroxycalciferol

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About This Item

Formule empirique (notation de Hill) :
C28H44O3
Numéro CAS:
60133-18-8
Poids moléculaire :
428.65
Beilstein:
5635017
Numéro MDL:
MFCD00869499
Code UNSPSC :
12352205
ID de substance PubChem :
57647692
Nomenclature NACRES :
NA.79

Source biologique

synthetic

Essai

≥97.0% (sum of vitamin and previtamin, HPLC)

Forme

crystals

Couleur

white to light yellow

Température de stockage

−70°C

Chaîne SMILES 

C[C@H](\C=C\[C@H](C)C(C)(C)O)[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/C28H44O3/c1-18(9-10-19(2)27(4,5)31)24-13-14-25-21(8-7-15-28(24,25)6)11-12-22-16-23(29)17-26(30)20(22)3/h9-12,18-19,23-26,29-31H,3,7-8,13-17H2,1-2,4-6H3/b10-9+,21-11+,22-12-/t18-,19+,23-,24-,25+,26+,28-/m1/s1

Clé InChI

ZGLHBRQAEXKACO-XJRQOBMKSA-N

Actions biochimiques/physiologiques

Ergocalciferol (vitamin D2) is activated in vivo by hydroxylation to 25-hydroxyergocalciferol and 1α,25-dihydroxycalciferol. Activated Vitamin D2 molecules may be used in a wide range of studies to assess their effects on functions such as immune function and calcium homeostasis.

Conditionnement

Bottomless glass bottle. Contents are inside inserted fused cone.

Produit(s) apparenté(s)

Réf. du produit
Description
Tarif

Pictogrammes

Skull and crossbonesHealth hazard
GHS06,GHS08

Mention d'avertissement

Danger

Mentions de danger

H301 + H311,H330,H372

Classification des risques

Acute Tox. 2 Inhalation - Acute Tox. 3 Dermal - Acute Tox. 3 Oral - STOT RE 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

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Certificats d'analyse (COA)

Lot/Batch Number
SLCC2740
SLBZ9135
BCBJ6274V
0710335171
SLBH8677V

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Retrouvez la documentation relative aux produits que vous avez récemment achetés dans la Bibliothèque de documents.

Consulter la Bibliothèque de documents

Qing Wang et al.
Journal of cellular biochemistry, 89(6), 1087-1101 (2003-08-05)
Recent studies revealed that the MEK/ERK module of the mitogen-activated protein kinase (MAPK) signaling cascades is up-regulated in the early stages of 1alpha,25-dihydroxyvitamin D(3) (1,25D(3))-induced monocytic differentiation of human leukemia cells HL60. In the present study, we investigated whether another
Joanna Wietrzyk et al.
Cancer chemotherapy and pharmacology, 62(5), 787-797 (2008-01-12)
Active and less toxic vitamin D analogs could be useful for clinical applications. In the present study, we evaluated the toxicity and antitumor effect of two new synthetic analogs of vitamin D, namely PRI-1906 [(24E)-24a-Homo-(1S)-1,25-dihydroxyergocalciferol] and its side-chain unsaturated homo
Michał Chodyński et al.
Steroids, 67(9), 789-798 (2002-07-19)
A series of analogs of 1,25-dihydroxyergocalciferol (1-4) was synthesized and screened for their antiproliferative activity in vitro. The structure of new analogs was designed based on biological activity of the previously obtained side-chain modified analogs of vitamin D(2) and D(3).
R A Henik et al.
Journal of the American Veterinary Medical Association, 215(11), 1644-1649 (2003-10-22)
Rickets was diagnosed in a 1-year-old cat with a history of weakness, osteopenia, and recurrent fractures. Processes causing rickets include vitamin D deficiency caused by inadequate, nutrition, lack of exposure to sunlight, defective metabolism of parent vitamin D to active
Yuki Nagata et al.
Endocrine, 40(2), 315-317 (2011-08-09)
N-terminal propeptide of type I procollagen (PINP) is a marker of newly formed type I collagen. However, its role in hypophosphatemic rickets/osteomalacia has not yet been established. Metabolic bone markers were examined in patients with oncogenic osteomalacia (OOM) and X-linked
Afficher tous les articles scientifiques apparentés

Articles

Vitamin D and Prevention of Human Disease

Vitamin D2 (ergocalciferol) is naturally synthesized from ergosterol by invertebrates, fungi, and plants in response to ultraviolet B irradiation, while vitamin D3 synthesis (cholecalciferol) is uniquely initiated in the skin of vertebrates. During sun exposure, ultraviolet B photons are absorbed by 7-dehydrocholesterol, which is found within the plasma membranes of epidermal and dermal skin layers. This reaction yields an unstable derivative of 7-dehydrocholesterol, named precholecalcitrol, which rapidly rearranges to vitamin D3. Vitamin D binding protein (DBP) is a carrier protein responsible for drawing vitamin D3 from the plasma membrane into the dermal capillaries within the extracellular space.

LC/MS/MS Analysis of Vitamin D Metabolites on Ascentis® Express F5

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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