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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:
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
10861081793717944
Calcifediol United States Pharmacopeia (USP) Reference Standard

USP

1086108

Calcifediol

25-Hydroxyvitamin D2 ≥95.0% (HPLC)

Sigma-Aldrich

17937

25-Hydroxyvitamin D2

assay

≥99.0% (HPLC)

assay

-

assay

≥95.0% (HPLC)

assay

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

form

powder or crystals

form

-

form

crystals

form

crystals

color

white to off-white

color

-

color

white to colorless

color

white to light yellow

shipped in

dry ice

shipped in

-

shipped in

-

shipped in

-

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−70°C

storage temp.

−70°C

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

Signal Word

Danger

Hazard Statements

Hazard Classifications

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

Storage Class Code

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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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
Marina V Antunes et al.
Therapeutic drug monitoring, 37(6), 733-744 (2015-04-09)
In view of the large variability on therapeutic response and the multiple factors associated to tamoxifen (TAM) metabolic activation, this study aimed to evaluate the effect of CYP2D6 and CYP3A4 phenotypes, drug interactions, and vitamin D exposure on TAM metabolism

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