7-Dehydrocholesterol

SIGMA/30800 - ≥95.0% (HPLC)

Synonym: (−)-7-Dehydrocholesterol; 3β-Hydroxy-5,7-cholestadiene; 5,7-Cholestadien-3β-ol; Provitamin D₃

CAS Number: 434-16-2
Empirical Formula (Hill Notation): C₂₇H₄₄O
Molecular Weight: 384.64
EC Number: 207-100-5
MDL Number: MFCD00003624
Linear Formula: C₂₇H₄₄O
Product Type: Chemical

Catalog Number	PKG Qty.	Price


45-30800-5G-F	5 g	$72.80 1/EAAdd To Favorites	Add To Favorites

assay	≥95.0% (HPLC)
biological source	synthetic
color	white to faint yellow
form	powder or crystals
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
mp	148-152 °C (lit.)
optical activity	[α]20/D -115±8°, c = 1% in chloroform
Quality Level	100
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
storage temp.	−20°C

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.
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.

RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point(F)	Not applicable
Flash Point(C)	Not applicable

Purity	≥95.0% (HPLC)
mp	148-152 °C (lit.)
Storage Temp.	−20°C
UNSPSC	12352211