D4429
7-脱氢胆固醇
≥85%
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
UNSPSC Code:
12352200
PubChem Substance ID:
eCl@ss:
39023139
EC Number:
207-100-5
Beilstein/REAXYS Number:
2224615
MDL number:
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
assay
≥85%
mp
148-152 °C (lit.)
storage temp.
−20°C
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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。
Other Notes
Do not confuse with dihydrocholesterol.
存储类别
13 - Non Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
法规信息
新产品
此项目有
Zeljka Korade et al.
Journal of inherited metabolic disease, 36(1), 113-122 (2012-06-22)
7-Dehydrocholesterol (7-DHC) accumulates in tissues and fluids of patients with Smith-Lemli-Opitz syndrome (SLOS), which is caused by mutations in the gene encoding 3β-hydroxysterol-Δ(7)-reductase (DHCR7). We recently reported that 7-DHC is the most reactive lipid molecule toward free radical oxidation (lipid
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
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
A Jezela-Stanek et al.
Clinical genetics, 69(1), 77-85 (2006-02-03)
Smith-Lemli-Opitz syndrome (SLOS) is an autosomal recessive disorder caused by reduced activity of 7-dehydrocholesterol (7DHC) reductase, resulting in a decreased level of cholesterol and increased concentrations of 7DHC and 8DHC in body fluids and tissues. Ten pregnancies at 25% risk
D W Johnson et al.
Journal of lipid research, 42(10), 1699-1705 (2001-10-09)
The mono-(dimethylaminoethyl) succinyl (MDMAES) ester is a new derivative for rapid, mild, and sensitive electrospray ionization tandem mass spectrometry (ESI-MS/MS) analysis of cholesterol and dehydrocholesterol. It is an order of magnitude more sensitive than the previous most practical alternative, the
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