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Merck
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文件

30800

Sigma-Aldrich

7-脱氢胆固醇

≥95.0% (HPLC)

别名:

(-)-7-脱氢胆固醇, 3＆＃946; - 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:
434-16-2
分子量:
384.64
Beilstein:
2224615
EC號碼:
207-100-5
MDL號碼:
MFCD00003624
分類程式碼代碼:
12352211
eCl@ss:
39023139
PubChem物質ID:
57648485
NACRES:
NA.79

生物源

synthetic

化驗

≥95.0% (HPLC)

形狀

powder or crystals

光學活性

[α]20/D -115±8°, c = 1% in chloroform

顏色

white to faint yellow

mp

148-152 °C (lit.)

儲存溫度

−20°C

SMILES 字串

[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 密鑰

UCTLRSWJYQTBFZ-DDPQNLDTSA-N

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相关类别

一般說明

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。暴露于紫外线B（UVB）辐射下时，它有助于产生维生素D3 。

應用

7-脱氢胆固醇已用作测定固醇的内标品。

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。

儲存類別代碼

11 - Combustible Solids

水污染物質分類（WGK）

WGK 3

閃點（°F）

Not applicable

閃點（°C）

Not applicable

個人防護裝備

Eyeshields, Gloves, type N95 (US)

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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)
P E Jira et al.
Journal of lipid research, 41(8), 1339-1346 (2000-08-18)
The Smith-Lemli-Opitz syndrome (SLOS) is caused by deficient Delta(7)-dehydrocholesterol reductase, which catalyzes the final step of the cholesterol biosynthetic pathway, resulting in low cholesterol and high concentrations of its direct precursors 7-dehydrocholesterol (7DHC) and 8DHC. We hypothesized that i) 7DHC
Daniela Criscuolo et al.
Cells, 9(4) (2020-04-03)
Despite initial chemotherapy response, ovarian cancer is the deadliest gynecologic cancer, due to frequent relapse and onset of drug resistance. To date, there is no affordable diagnostic/prognostic biomarker for early detection of the disease. However, it has been recently shown
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