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About This Item
Empirical Formula (Hill Notation):
C27H42O
CAS Number:
Molecular Weight:
382.62
MDL number:
UNSPSC Code:
12352211
NACRES:
NA.25
Product Name
7-dehydrodesmosterol, powder
assay
>99% (TLC)
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
SMILES string
O[C@H]1CC[C@@]2([C@H]3CC[C@]4([C@@H](CC[C@@H]4[C@@H](CCC=C(C)C)C)C3=CC=C2C1)C)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
11 - Combustible Solids
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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
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
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
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 700138P-1MG | 04061835383962 |