30800
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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关于此项目
经验公式（希尔记法）:
C27H44O
化学文摘社编号:
分子量:
384.64
NACRES:
NA.79
PubChem Substance ID:
eCl@ss:
39023139
UNSPSC Code:
12352211
EC Number:
207-100-5
MDL number:
Beilstein/REAXYS Number:
2224615
产品名称
7-脱氢胆固醇, ≥95.0% (HPLC)
InChI key
UCTLRSWJYQTBFZ-DDPQNLDTSA-N
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
SMILES string
[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
biological source
synthetic
assay
≥95.0% (HPLC)
form
powder or crystals
optical activity
[α]20/D -115±8°, c = 1% in chloroform
color
white to faint yellow
mp
148-152 °C (lit.)
storage temp.
−20°C
Quality Level
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Biochem/physiol Actions
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。
Application
7-脱氢胆固醇已用作测定固醇的内标品。
General description
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 。
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Vitamin D, Calcium, and the Epidermis
Vitamin D, 1, 527-544 (2018)
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)
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)
Wendy A Gold et al.
American journal of medical genetics. Part A, 173(8), 2246-2250 (2017-06-03)
GMPPA encodes the GDP-mannose pyrophosphorylase A protein (GMPPA). The function of GMPPA is not well defined, however it is a homolog of GMPPB which catalyzes the reaction that converts mannose-1-phosphate and guanosine-5'-triphosphate to GDP-mannose. Previously, biallelic mutations in GMPPA were
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
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