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17938

Sigma-Aldrich

25-Hydroxyvitamin D3 monohydrate

≥99.0% (HPLC)

Synonyme(s) :

25-Hydroxycholecalciferol

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About This Item

Formule empirique (notation de Hill):
C27H44O2 · H2O
Numéro CAS:
63283-36-3
Poids moléculaire :
418.65
Numéro Beilstein :
4270041
Numéro MDL:
MFCD00867077
Code UNSPSC :
12352205
eCl@ss :
34058003
ID de substance PubChem :
57647690
Nomenclature NACRES :
NA.79

Source biologique

synthetic

Niveau de qualité

200

Pureté

≥99.0% (HPLC)

Forme

powder or crystals

Couleur

white to off-white

Conditions d'expédition

dry ice

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)CCC3=C)[C@H](C)CCCC(C)(C)O

InChI

1S/C27H44O2/c1-19-10-13-23(28)18-22(19)12-11-21-9-7-17-27(5)24(14-15-25(21)27)20(2)8-6-16-26(3,4)29/h11-12,20,23-25,28-29H,1,6-10,13-18H2,2-5H3/b21-11+,22-12-/t20-,23+,24-,25+,27-/m1/s1

Clé InChI

JWUBBDSIWDLEOM-DTOXIADCSA-N

Informations sur le gène

human ... VDR(7421)

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Actions biochimiques/physiologiques

Cholecalciferol is an inactive form of vitamin D3 which undergoes various levels of hydroxylation to form active vitamin D3 analogs. 1α-Hydroxyvitamin D3 (alfacalcidol) is a synthetic analog that is metabolized to 1,25-dihydroxycholecalciferol, the biologically active form of vitamin D3. Other analogues of cholecalciferol result from different hydroxylations. 25-dihydroxycholecalciferol is a the major circulating form of vitamin D3 and a physiological precursor of 1α,25-Dihydroxycholecalciferol. The conversion is catalyzed by 25-Hydroxyvitamin D3 1-α-hydroxylase (VD3 1A hydroxylase) also known ascytochrome p450 27B1 (CYP27B1).

Conditionnement

Bottomless glass bottle. Contents are inside inserted fused cone.

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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Matthew J Rowling et al.
The Journal of nutrition, 136(11), 2754-2759 (2006-10-24)
The major circulating form of vitamin D is 25-hydroxycholecalciferol [25(OH)D3], which is delivered to target tissues in complex with the serum vitamin D binding protein (DBP). We recently observed that mammary cells can metabolize 25(OH)D3 to 1,25-dihydroxycholecalciferol [1,25(OH)(2)D3], the vitamin
H F DeLuca
Biochemical Society transactions, 10(3), 147-158 (1982-06-01)
Cholecalciferol must be regarded as a pro-hormone rather than a vitamin, since it is normally produced in skin under the influence of ultraviolet light. Cholecalciferol must be metabolized in liver to 25-hydroxycholecalciferol and subsequently to 1,25-dihydroxycholecalciferol before it can act
Carly M Kemmis et al.
The Journal of nutrition, 136(4), 887-892 (2006-03-22)
1alpha,25-dihydroxycholecalciferol [1alpha,25(OH)2D3], the active form of cholecalciferol, is a negative growth regulator of breast cancer cells. CYP27B1 is a cytochrome P450-containing hydroxylase expressed in kidney and other tissues that generates 1alpha,25(OH)2D3 from an inactive vitamin D precursor 25-hydroxycholecalciferol [25(OH)D3]. In
Fadia S AlBuhairan et al.
The Journal of adolescent health : official publication of the Society for Adolescent Medicine, 57(3), 263-269 (2015-08-25)
With the increasing burden of noncommunicable disease, adolescence is viewed as an opportune time to prevent the onset of certain behaviors and promote healthy states. Although adolescents comprise a considerable portion of Saudi Arabia's population, they have received insufficient attention
Peter Daley et al.
The Lancet. Infectious diseases, 15(5), 528-534 (2015-04-13)
Vitamin D has immunomodulatory effects that might aid clearance of mycobacterial infection. We aimed to assess whether vitamin D supplementation would reduce time to sputum culture conversion in patients with active tuberculosis. We did this randomised, double-blind, placebo-controlled, superiority trial
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