17938

Sigma-Aldrich

25-羟基维生素D3 一水合物

≥99.0% (HPLC)

别名:
25-羟基胆钙化醇
Empirical Formula (Hill Notation):
C27H44O2 · H2O
CAS号:
分子量:
418.65
Beilstein/REAXYS Number:
4270041
MDL编号:
eCl@ss:
34058003
PubChem化学物质编号:
NACRES:
NA.79

质量水平

200

生物来源

synthetic

测定

≥99.0% (HPLC)

形式

powder or crystals

颜色

white to off-white

运输

dry ice

储存温度

−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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相关类别

生化/生理作用

胆钙化醇是维生素D3的一种失活形式,它在经历各种水平的羟基化后可形成活性的维生素D3类似物。 1α-羟基维生素D3(α-骨化醇)是一种合成类似物,其可代谢为1,25-二羟胆钙化醇(维生素D3的生物活性形式)。胆钙化醇的其他类似物可由不同的羟基化产生。 25-二羟胆钙化醇是维生素D3的主要循环形式,是1α,25-二羟胆钙化醇的生理前体。该转化由25-羟基维生素D3 1-α-羟化酶(VD3 1A羟化酶)——也称为细胞色素p450 27B1 (CYP27B1)——进行催化。

包装

无底玻璃瓶。内容物包含在插入的融合锥内。

象形图

Skull and crossbonesHealth hazard

警示用语:

Danger

hazcat

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

storage_class_code

6.1B - Non-combustible, acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK Germany

WGK 3

闪点(F)

Not applicable

闪点(C)

Not applicable

个人防护装备

Eyeshields, Faceshields, Gloves, type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges

分析证书

原产地证书 (CofO)

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...
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...
Alberto Lo Gullo et al.
PloS one, 10(8), e0134602-e0134602 (2015-08-05)
Suboptimal vitamin D status was recently acknowledged as an independent predictor of cardiovascular diseases and all-cause mortality in several clinical settings, and its serum levels are commonly reduced in Rheumatoid Arthritis (RA). Patients affected by RA present accelerated atherosclerosis and...
技术文章
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.
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实验方案
While quantitative analysis was performed for Vitamins D2 and D3, the samples were scanned for the presence of the 25-hydroxy metabolites.
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