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)
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
B Lehmann et al.
The Journal of investigative dermatology, 117(5), 1179-1185 (2001-11-17)
We have previously shown that keratinocytes in vitro can convert biologically inactive vitamin D3 to the hormone calcitriol (1alpha,25-dihydroxyvitamin D3). This study was initiated to test whether the ultraviolet-B-induced photolysis of provitamin D3 (7-dehydrocholesterol), which results in the formation of
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