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经验公式（希尔记法）:
C18H35NO2
化学文摘社编号:
分子量:
297.48
MDL number:
UNSPSC Code:
12352211
NACRES:
NA.25
产品名称
4E,14Z-Sphingadiene, Avanti Research™ - A Croda Brand 860665P, powder
SMILES string
OC[C@@](N)([H])[C@]([H])(O)/C=C/CCCCCCCC/C=C\CCC
InChI
1S/C18H35NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(21)17(19)16-20/h4-5,14-15,17-18,20-21H,2-3,6-13,16,19H2,1H3/b5-4-,15-14+
InChI key
KWDXKYNWAKMLKK-YQMRQDNGSA-N
assay
>99% (TLC)
form
powder
packaging
pkg of 1 × 1 mg (860665P-1mg)
manufacturer/tradename
Avanti Research™ - A Croda Brand 860665P
lipid type
sphingolipids
shipped in
dry ice
storage temp.
−20°C
General description
4E,14Z-Sphingadiene is a unique sphingoid base containing C18 chain, with trans double bond at C-4 and cis double bond between C14 and C15 with a bent structure. It is found in the plasma, lymph, brain, kidney and lungs of humans and mice. 4E,14Z-Sphingadiene or d-erythro-1,3-dihydroxy-2-amino-4-trans-14-cis-octadecadiene is the second largest long-chain base of human plasma sphingomyelins.
Biochem/physiol Actions
Sphingadiene, a vital component of sphingolipids facilitates numerous processes such as apoptosis and cell signaling. It inhibits Akt/Wnt signaling and acts as an anticancer agent in colon cancer.
Packaging
5 mL Amber Glass Screw Cap Vial (860665P-1mg)
Legal Information
Avanti Research is a trademark of Avanti Polar Lipids, LLC
存储类别
11 - Combustible Solids
wgk
WGK 3
Biosynthesis of the anti-lipid-microdomain sphingoid base 4, 14-sphingadiene by the ceramide desaturase FADS3
Jojima K, et al.
Faseb Journal (2020)
O Renkonen et al.
Journal of lipid research, 10(6), 687-693 (1969-11-01)
The dienic long-chain base (sphingadienine) of human plasma sphingomyelins has been identified as d-erythro-1,3-dihydroxy-2-amino-4-trans-14-cis-octadecadiene. A similar sphingosine was also detected in plasma sphingomyelins of rat, rabbit, and cat. The key reaction in the structural studies was partial reduction of sphingadienine
Structure of plasma sphingadienine
Renkonen O and Hirvisalo EL
Journal of Lipid Research, 10(6), 687-693 (1969)
Occurrence, structure elucidation, biosynthesis, functions and synthesis of sphingadienes
U Abeytunga T
Mini-Reviews in Organic Chemistry, 12(3), 282-292 (2015)
Keisuke Jojima et al.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology, 34(2), 3318-3335 (2020-01-10)
Sphingolipids are multifunctional lipids. Among the sphingolipid-component sphingoid bases, 4,14-sphingadiene (SPD) is unique such that it has a cis double bond with a bent structure. Although SPD was discovered half a century ago, its tissue distribution, biosynthesis, and degradation remain
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