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700066P

Avanti

7-dehydrocholesterol

Δ,5,7-cholesterol, powder

Synonym(e):

7-dehydrocholesterin; Provitamin D3; 110807

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About This Item

Empirische Formel (Hill-System):
C27H44O
CAS-Nummer:
434-16-2
Molekulargewicht:
384.64
UNSPSC-Code:
12352211
NACRES:
NA.25

Assay

>99% (TLC)

Form

powder

Verpackung

pkg of 1 × 5 mg (700066P-5mg)

Hersteller/Markenname

Avanti Polar Lipids 700066P

Versandbedingung

dry ice

Lagertemp.

−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

InChIKey

UCTLRSWJYQTBFZ-UHFFFAOYSA-N

Verwandte Kategorien

Allgemeine Beschreibung

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

Anwendung

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. Wirkung

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

Verpackung

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

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Analysenzertifikate (COA)

Suchen Sie nach Analysenzertifikate (COA), indem Sie die Lot-/Chargennummer des Produkts eingeben. Lot- und Chargennummern sind auf dem Produktetikett hinter den Wörtern ‘Lot’ oder ‘Batch’ (Lot oder Charge) zu finden.

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Lanosterin ≥93%, powder

Sigma-Aldrich

L5768

Lanosterin

Cholecalciferol ≥98% (HPLC)

Sigma-Aldrich

C9756

Cholecalciferol

Cholecalciferol (Vitamin D3) Pharmaceutical Secondary Standard; Certified Reference Material

Supelco

PHR1237

Cholecalciferol (Vitamin D3)

Cholesterin Sigma Grade, ≥99%

Sigma-Aldrich

C8667

Cholesterin

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
Josi Herron et al.
Current protocols in toxicology, 78(1), e65-e65 (2018-10-16)
Cholesterol and cholesterol-derived oxysterols are critical for embryonic development, synapse formation and function, and myelination, among other biological functions. Indeed, alterations in levels of cholesterol, sterol precursors, and oxysterols result in a variety of developmental disorders, emphasizing the importance of

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