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700066P

Avanti

7-dehydrocholesterol

Δ,5,7-cholesterol, powder

Synonym(s):

7-dehydrocholesterin; Provitamin D3; 110807

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About This Item

Empirical Formula (Hill Notation):
C27H44O
CAS Number:
434-16-2
Molecular Weight:
384.64
UNSPSC Code:
12352211
NACRES:
NA.25

Assay

>99% (TLC)

form

powder

packaging

pkg of 1 × 5 mg (700066P-5mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand 700066P

shipped in

dry ice

storage temp.

−70°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

InChI key

UCTLRSWJYQTBFZ-UHFFFAOYSA-N

General description

7-dehydrocholesterol is a metabolite produced in cholesterol synthesis. It is an unsaturated sterol predominantly found in the epidermis.

Application

7-dehydrocholesterol has been used:
  • in gas chromatography/mass spectrometry (GC/MS)-based sterol profiling to quantify 7-dehydrocholesterol in oligodendrocyte progenitor cells (OPCs)
  • as an internal standard for the analysis of sterols and oxysterols using ultra-high-performance liquid chromatography-tandem mass spectrometry (UHPLC-MS/MS)
  • as an internal standard for lipid measurements by liquid chromatography (LC)-MS

Biochem/physiol Actions

7-dehydrocholesterol acts as a precursor of vitamin D3 under the conditions of high temperature and ultraviolet (UV) light.

Packaging

5 mL Amber Glass Screw Cap Vial (700066P-5mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Biosynthesis of Vitamin D in Skin
Principles of Medical Biology (1997)
Diverse Chemical Scaffolds Enhance Oligodendrocyte Formation by Inhibiting CYP51, TM7SF2, or EBP
Allimuthu D, et al.
Cell Chemical Biology, 26(4), 593-599 (2019)
Galya Staneva et al.
Langmuir : the ACS journal of surfaces and colloids, 32(6), 1591-1600 (2016-01-20)
7-Dehydrocholesterol, an immediate metabolic predecessor of cholesterol, can accumulate in tissues due to some metabolic abnormalities, causing an array of symptoms known as Smith-Lemli-Opitz syndrome. Enrichment of cellular membranes with 7-dehydrocholesterol interferes with normal cell-signaling processes, which involve interaction between
Manish Sethi et al.
Nanoscale, 6(4), 2321-2327 (2014-01-15)
The effects of nanoparticle (NP) properties, such as size, shape and surface charge, on their efficacy and toxicity have been studied extensively. However, the effect of controlled drug release on NP efficacy and toxicity has not been thoroughly evaluated in
Devanand K Shenoy et al.
Nano letters, 5(6), 1181-1185 (2005-06-10)
We demonstrate that polymerizable planar membranes permit reconstitution of protein ion channels formed by the bacterial toxins Staphylococcus aureus alpha-hemolysin (alphaHL) and Bacillus anthracis protective antigen 63. The alphaHL channel remained functional even after membrane polymerization. Surface pressure measurements suggest
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