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Merck

30800

Sigma-Aldrich

7-脱氢胆固醇

≥95.0% (HPLC)

别名:

(-)-7-脱氢胆固醇, 3β - 羟基-5,7-胆甾, 5,7-胆甾二烯-3β- 醇, 前维生素 D 3

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About This Item

经验公式(希尔记法):
C27H44O
CAS号:
分子量:
384.64
Beilstein:
2224615
EC 号:
MDL编号:
UNSPSC代码:
12352211
eCl@ss:
39023139
PubChem化学物质编号:
NACRES:
NA.79
价格与库存信息目前不能提供

生物来源

synthetic

方案

≥95.0% (HPLC)

表单

powder or crystals

旋光性

[α]20/D -115±8°, c = 1% in chloroform

颜色

white to faint yellow

mp

148-152 °C (lit.)

储存温度

−20°C

SMILES字符串

[H][C@@]1(CC[C@@]2([H])C3=CC=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCCC(C)C

InChI

1S/C27H44O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h9-10,18-19,21,23-25,28H,6-8,11-17H2,1-5H3/t19-,21+,23-,24+,25+,26+,27-/m1/s1

InChI key

UCTLRSWJYQTBFZ-DDPQNLDTSA-N

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一般描述

7-脱氢胆固醇(7-DHC)为5,7-共轭二烯固醇,是胆固醇的生物合成前体。[1]暴露于紫外线B(UVB)辐射下时,它有助于产生维生素D3[2]

应用

7-脱氢胆固醇已用作测定固醇的内标品。[3]

生化/生理作用

下调培养的 Smith-Lemi-Opitz 综合征皮肤成纤维细胞的胆固醇生物合成。

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)


历史批次信息供参考:

分析证书(COA)

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Amaranth oil increased fecal excretion of bile acid but had no effect in reducing plasma cholesterol in hamsters
de Castro lIA, et al.
Lipids, 48, 609-618 (2013)
7-Dehydrocholesterol (7-DHC), But Not Cholesterol, Causes Suppression of Canonical TGF-beta Signaling and Is Likely Involved in the Development of Atherosclerotic Cardiovascular Disease (ASCVD)
Huang SS, et al.
Journal of Cellular Biochemistry, 118(6), 1387-1387 (2017)
Vitamin D, Calcium, and the Epidermis
Vitamin D, 1, 527-544 (2018)
Daniele Silvestro et al.
Scientific reports, 8(1), 16348-16348 (2018-11-07)
Vitamin D3 is a secosterol hormone critical for bone growth and calcium homeostasis, produced in vertebrate skin by photolytic conversion of the cholesterol biosynthetic intermediate provitamin D3. Insufficient levels of vitamin D3 especially in the case of low solar UV-B
Michael Lang et al.
Science (New York, N.Y.), 337(6102), 1658-1661 (2012-09-29)
Most living species exploit a limited range of resources. However, little is known about how tight associations build up during evolution between such specialist species and the hosts they use. We examined the dependence of Drosophila pachea on its single

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