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860683P

Avanti

12:0 Dihydro SM (d18:0/12:0)

Avanti Research™ - A Croda Brand 860683P, powder

Synonym(s):

N-lauroyl-D-erythro-sphinganylphosphorylcholine

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About This Item

Empirical Formula (Hill Notation):
C35H73N2O6P
CAS Number:
474923-31-4
Molecular Weight:
648.94
UNSPSC Code:
12352211
NACRES:
NA.25

form

powder

packaging

pkg of 1 × 10 mg (860683P-10mg)
pkg of 1 × 5 mg (860683P-5mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand 860683P

lipid type

sphingolipids

shipped in

dry ice

storage temp.

−20°C

SMILES string

[H][C@](CCCCCCCCCCCCCCC)(O)[C@@]([H])(NC(CCCCCCCCCCC)=O)COP([O-])(OCC[N+](C)(C)C)=O

InChI

1S/C35H73N2O6P/c1-6-8-10-12-14-16-17-18-19-21-22-24-26-28-34(38)33(32-43-44(40,41)42-31-30-37(3,4)5)36-35(39)29-27-25-23-20-15-13-11-9-7-2/h33-34,38H,6-32H2,1-5H3,(H-,36,39,40,41)/t33-,34+/m0/s1

InChI key

AAKFURSPBCUAIO-SZAHLOSFSA-N

General description

N-lauroyl-D-erythro-sphinganylphosphorylcholine (12:0 Dihydro SM (d18:0/12:0)) is a synthetic sphingomyelin (SM). Dihydro SM contains sphinganine as a long chain base.

Application

N-lauroyl-D-erythro-sphinganylphosphorylcholine (12:0 Dihydro SM (d18:0/12:0)) has been used as an internal standard in electrospray ionization mass spectrometry (ESI-MS) for quantification of lipids extracted from erythrocyte samples.

Packaging

5 mL Amber Glass Screw Cap Vial (860683P-10mg)
5 mL Amber Glass Screw Cap Vial (860683P-5mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

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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M Kuikka et al.
Biophysical journal, 80(5), 2327-2337 (2001-04-28)
We have prepared acyl chain-defined D-erythro-sphingomyelins and D-erythro-dihydrosphingomyelins and compared their properties in monolayer and bilayer membranes. Surface pressure/molecular area isotherms of D-erythro-N-16:0-sphingomyelin (16:0-SM) and D-erythro-N-16:0-dihydrosphingomyelin (16:0-DHSM) show very similar packing properties, except that the expanded-to-condensed phase transition (crystallization) occurs
Ayedh Alqarni et al.
Schizophrenia research (2019-10-14)
Omega-3 long chain polyunsaturated fatty acids (n-3 LCPUFA) are necessary for optimum mental health, with recent studies showing low n-3 LCPUFA in people at ultra-high risk (UHR) of developing psychosis. Furthermore, people at UHR of psychosis had increased erythrocyte sphingomyelin

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