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About This Item
Empirical Formula (Hill Notation):
C27H44O
CAS Number:
Molecular Weight:
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
biological source
synthetic
Quality Level
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
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
General description
7-Dehydrocholesterol (7-DHC), a 5,7-conjugated diene sterol is a biosynthetic precursor of cholesterol. It helps in the production of vitamin D3 when exposed to ultraviolet B (UVB) radiation.
Application
7-Dehydrocholesterol has been used as an internal standard to determine sterols.
Biochem/physiol Actions
Down-regulates cholesterol biosynthesis in cultured Smith-Lemi-Opitz syndrome skin fibroblasts.
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Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Huang SS, et al.
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