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安全信息

SMB00925

Sigma-Aldrich

5,6-trans-vitamin D3

≥90% (HPLC)

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别名:
5,6-trans-vitamin D3, (3b,5E,7E)-9,10-Secocholesta-5,7,10(19)-trien-3-ol, calciol, cholecalciferol, colecalciferol
经验公式（希尔记法）:
C27H44O
CAS号:
22350-41-0
分子量:
384.64

质量水平

100

检测方案

≥90% (HPLC)

形式

solid

颜色

white to pale yellow

储存温度

−20°C

InChI

1S/C27H44O/c1-19(2)8-6-9-21(4)25-15-16-26-22(10-7-17-27(25,26)5)12-13-23-18-24(28)14-11-20(23)3/h12-13,19,21,24-26,28H,3,6-11,14-18H2,1-2,4-5H3/b22-12+,23-13-/t21-,24+,25-,26+,27-/m1/s1

InChI key

QYSXJUFSXHHAJI-YRZJJWOYSA-N

一般描述

Calciol is a hydroxy seco-steroid that is (5Z,7E)-9,10-secocholesta-5,7,10(19)-triene in which the pro-S hydrogen at position 3 has been replaced by a hydroxy group. It is the inactive form of vitamin D3, being hydroxylated in the liver to calcidiol (25-hydroxyvitamin D3), which is then further hydroxylated in the kidney to give calcitriol (1,25-dihydroxyvitamin D3), the active hormone. It has a role as a human metabolite. It is a seco-cholestane, a hydroxy seco-steroid, a member of D3 vitamins, a secondary alcohol and a steroid hormone.

Also known as 5,6-trans-Cholecalciferol, this compound is the major photoisomer of the Vitamin D3 analog and acts as a biologically active form of cholecalciferol (vitamin D). Vitamin D3 induces cell differentiation and prevents the proliferation of cancer cells. Additionally, 5,6-trans-Cholecalciferol activates calcium-dependent signaling pathways crucial for bone metabolism and the immune system. It is a versatile molecule with hypoglycemic and anti-inflammatory properties, making it applicable in immunology, oncology, metabolomics, and biochemical research.

应用

5,6-trans-vitamin D3 has been used:
  • to study the effects of different derivatives of vitamin D3 on bone resorption
  • to study the antiproliferative activity of photoisomers

特点和优势

  • Can be used in Metabolomics and Biochemical research
  • High-quality compound suitable for multiple research applications

其他说明

For additional information on our range of Biochemicals, please complete this form.

象形图

Skull and crossbonesHealth hazard
GHS06,GHS08

警示用语：

Danger

危险声明

H301 - H330 - H372

危险分类

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

储存分类代码

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

WGK

WGK 2

闪点(°F)

Not applicable

闪点(°C)

Not applicable

法规信息

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Bone resorbing activity of vitamin D metabolites and congeners in vitro: influence of hydroxyl substituents in the A ring
Stern PH et al.
Endocrinology, 97, 1552-1558 (1975)
An evaluation of the biologic activity and vitamin D receptor binding affinity of the photoisomers of vitamin D3 and previtamin D3
Chen TC
The Journal of Nutritional Biochemistry, 11, 267-272 (2000)

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