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17938

Sigma-Aldrich

25-Hydroxyvitamin D3 monohydrate

≥99.0% (HPLC)

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Synonym(s):
25-Hydroxycholecalciferol
Empirical Formula (Hill Notation):
C27H44O2 · H2O
CAS Number:
Molecular Weight:
418.65
Beilstein/REAXYS Number:
4270041
MDL number:
eCl@ss:
34058003
PubChem Substance ID:
NACRES:
NA.79

biological source

synthetic

Quality Level

assay

≥99.0% (HPLC)

form

powder or crystals

color

white to off-white

shipped in

dry ice

storage temp.

−20°C

SMILES string

[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

InChI key

JWUBBDSIWDLEOM-DTOXIADCSA-N

Gene Information

human ... VDR(7421)

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This Item
1793717944D1530
25-Hydroxyvitamin D3 monohydrate ≥99.0% (HPLC)

17938

25-Hydroxyvitamin D3 monohydrate

25-Hydroxyvitamin D2 ≥95.0% (HPLC)

17937

25-Hydroxyvitamin D2

1α,25-Dihydroxyvitamin D2 ≥97.0% (sum of vitamin and previtamin, HPLC)

17944

1α,25-Dihydroxyvitamin D2

1α,25-Dihydroxyvitamin D3 ≥99% (HPLC)

D1530

1α,25-Dihydroxyvitamin D3

biological source

synthetic

biological source

synthetic

biological source

synthetic

biological source

-

form

powder or crystals

form

crystals

form

crystals

form

solid

storage temp.

−20°C

storage temp.

−70°C

storage temp.

−70°C

storage temp.

−20°C

shipped in

dry ice

shipped in

-

shipped in

-

shipped in

-

color

white to off-white

color

white to colorless

color

white to light yellow

color

-

Biochem/physiol Actions

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).

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

pictograms

Skull and crossbonesHealth hazard

signalword

Danger

Hazard Classifications

Acute Tox. 2 Inhalation - Acute Tox. 3 Dermal - Acute Tox. 3 Oral - STOT RE 1 Oral

Storage Class

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

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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


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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
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
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
Kazuya Omi et al.
Clinical chemistry, 61(4), 627-635 (2015-02-20)
Small molecules classified as haptens are generally measured by competitive immunoassay, which is theoretically inferior to noncompetitive sandwich immunoassay in terms of sensitivity and specificity. We created a method for developing sandwich immunoassays to measure haptens on the basis of
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

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