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Merck
CN

D4429

7-脱氢胆固醇

≥85%

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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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:
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assay

≥85%

mp

148-152 °C (lit.)

storage temp.

−20°C

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

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

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.


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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

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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
M Satué et al.
Acta biomaterialia, 9(3), 5759-5770 (2012-12-04)
Vitamin D plays a central role in bone regeneration, and its insufficiency has been reported to have profound negative effects on implant osseointegration. The present study aimed to test the in vitro biological effect of titanium (Ti) implants coated with
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