860667P
Avanti
4E,8Z-Sphingadiene
Avanti Research™ - A Croda Brand 860667P, powder
Synonym(s):
(2S,3R,4E,8Z)-2-aminooctadec-4,8-diene-1,3-diol
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About This Item
Empirical Formula (Hill Notation):
C18H35NO2
CAS Number:
Molecular Weight:
297.48
UNSPSC Code:
12352211
NACRES:
NA.25
form
powder
packaging
pkg of 1 × 1 mg (860667P-1mg)
manufacturer/tradename
Avanti Research™ - A Croda Brand 860667P
lipid type
sphingolipids
shipped in
dry ice
storage temp.
−20°C
SMILES string
OC[C@@](N)([H])[C@]([H])(O)/C=C/CC/C=C\CCCCCCCCC
General description
4E,8Z-Sphingadiene is a unique sphingoid base containing C18 chain, with trans double bond at C-4 and cis double bond at C8. It is widely present in plant tissues, but very minimal in mammals.
Application
4E,8Z-Sphingadiene has been used as an standard in liquid chromatography with tandem mass spectrometry (LC-MS-MS) method for quantitation of chemopreventive sphingadienes in food products and biological samples.
Biochem/physiol Actions
Sphingadienes are growth-inhibitory sphingoid bases, which play a vital role in apoptosis and cell signaling. Sphingadienes isolated from plants exhibit anti-inflammatory properties by inhibiting tumor necrosis factor α (TNF α) activity.
Packaging
5 mL Amber Glass Screw Cap Vial (860667P-1mg)
Legal Information
Avanti Research is a trademark of Avanti Polar Lipids, LLC
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
No data available
Flash Point(C)
No data available
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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An LC/MS/MS method for quantitation of chemopreventive sphingadienes in food products and biological samples
Suh JH, et al.
Journal of Chromatography. B, Analytical Technologies in the Biomedical and Life Sciences, 1061, 292-299 (2017)
J H Suh et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 1061-1062, 292-299 (2017-08-05)
Colorectal cancer (CRC) is a leading cause of cancer mortality. Diet has a significant influence on colon cancer risk. Identifying chemopreventive agents, dietary constituents, practices and/or diet supplements that promote gut health and reduce the incidence of intestinal neoplasias and
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)
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