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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
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.
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.
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)
Structure of plasma sphingadienine
Renkonen O and Hirvisalo EL
Journal of Lipid Research, 10(6), 687-693 (1969)
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
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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