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Key Documents

700138P

Avanti

7-dehydrodesmosterol

powder

Synonym(s):

Cholesta-5,7,24-trien-3β-ol

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About This Item

Empirical Formula (Hill Notation):
C27H42O
CAS Number:
1715-86-2
Molecular Weight:
382.62
UNSPSC Code:
12352211
NACRES:
NA.25

form

powder

packaging

pkg of 1 × 1 mg (700138P-1mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand 700138P

shipped in

dry ice

storage temp.

−70°C

InChI

1S/C27H42O/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/h7,9-10,19,21,23-25,28H,6,8,11-17H2,1-5H3/t19-,21+,23-,24+,25+,26+,27-/m1/s1

InChI key

RUSSPKPUXDSHNC-DDPQNLDTSA-N

General description

7-dehydrodesmosterol (7-DHD) is synthesized via the Bloch pathway. 7-DHD serves as a desmosterol synthesis precursor and the enzyme 7-dehydrocholesterol reductase (DHCR7) catalyzes this step.

Application

7-dehydrodesmosterol has been used as an internal oxysterol standard in ultra-high performance liquid chromatography-tandem mass spectrometry (UHPLC-MS/MS).

Biochem/physiol Actions

7-dehydrodesmosterol (7-DHD) levels are higher during fetal development and increases with aging. Elevated levels of 7-DHD is associated with Smith-Lemli-Opitz syndrome mouse model. Reduced levels of 7-DHD is observed in shiverer and quaking disorder.

Packaging

5 mL Amber Glass Screw Cap Vial (700138P-1mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class Code

11 - Combustible Solids

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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Cholesta-3,5-diene ≥93% (HPLC)

Sigma-Aldrich

C6012

Cholesta-3,5-diene

7-Dehydrocholesterol ≥95.0% (HPLC)

Sigma-Aldrich

30800

7-Dehydrocholesterol

Alterations of cholesterol synthesis precursors (7-dehydrocholesterol, 7-dehydrodesmosterol, desmosterol) in dysmyelinating neurological mutant mouse (quaking, shiverer and trembler) in the PNS and the CNS
Bourre JM, et al.
Biochimica et Biophysica Acta, Lipids and Lipid Metabolism, 1004(3), 387-390 null
J M Bourre et al.
Journal of neurochemistry, 54(4), 1196-1199 (1990-04-01)
In rat sciatic nerve, the 7-dehydrocholesterol content decreased dramatically during the postnatal period and slowly during adulthood and aging. In contrast, the 7-dehydrodesmosterol content peaked at 14 days and was nearly undetectable after 60 days. The desmosterol content peaked at
Anna Meljon et al.
Biochemical pharmacology, 86(1), 43-55 (2013-03-19)
In this study the sterol and oxysterol profile of newborn brain from the Dhcr7(Δ3-5/T93M) mouse model of Smith-Lemli-Opitz syndrome (SLOS) has been investigated. This is a viable mouse model which is compound heterozygous containing one null allele and one T93M
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
Vladimiro Cardenia et al.
Biochimie, 153, 99-108 (2018-08-06)
The electronic cigarettes (e-cigarettes, e-cigs) have become the most sought-after alternative to the traditional cigarettes, partly due to the widespread perception of safety. However, the high temperature reached by e-cig solutions can generate toxic compounds, some of which are listed

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