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700075P

Avanti

8(9)-dehydrocholesterol

Avanti Polar Lipids 700075P, powder

Synonym(s):
cholesta-5,8(9)-dien-3β-ol
Empirical Formula (Hill Notation):
C27H44O
CAS Number:
Molecular Weight:
384.64
NACRES:
NA.25

assay

>99% (TLC)

form

powder

packaging

pkg of 1 × 1 mg (700075P-1mg)

manufacturer/tradename

Avanti Polar Lipids 700075P

shipped in

dry ice

storage temp.

−70°C

SMILES string

C[C@]1(CC2)C(CCC1C(CCCC(C)C)C)C3=C2[C@](CC[C@H](O)C4)(C)C4=CC3

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/h9,18-19,21,23-24,28H,6-8,10-17H2,1-5H3/t19-,21+,23-,24+,26+,27-/m1/s1

InChI key

VUKORTMHZDZZFR-BXAZICILSA-N

General description

8(9)-dehydrocholesterol is an isomer of 7-dehydrocholesterol and non-polar oxysterol metabolite. It is oxidized to Δ8 analog by mitochondrial enzymes.

Application

8(9)-dehydrocholesterol has been used as a component of sterol standard in liquid chromatography–mass spectrometry (LC-MS) for quantification of lipids from cultured cells.

Biochem/physiol Actions

8(9)-dehydrocholesterol (8-DHC) elevated levels are toxic to cells and is implicated in Smith-Lemli-Opitz syndrome (SLOS). 8-DHC profiling helps in understanding SLOS phenotype.

Packaging

5 mL Amber Glass Screw Cap Vial (700075P-1mg)

Storage Class Code

13 - Non Combustible Solids

Certificate of Analysis

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Certificate of Origin

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