ChemicalBook--->CAS DataBase List--->6254-89-3

6254-89-3

6254-89-3 Structure

6254-89-3 Structure
IdentificationBack Directory
[Name]

N-PALMITOYL-D-SPHINGOMYELIN
[CAS]

6254-89-3
[Synonyms]

P-SPM
C16 Sphingomyelin
16:0 SM (d18:1/16:0)
N-Palmitoyl-D-sphing
C16 Sphingomyelin (d18:1/16:0)
N-Palmitoyl-D-sphingomyelin >=96.0% (TLC)
N-hexadecanoylsphingosine-1-phosphocholine
N-(Hexadecanoyl)-sphing-4-enine-1-phosphocholine
N-palMitoyl-D-erythro-sphingosylphosphorylcholine
(2S,3R,4E)-2-(Palmitoylamino)-4-octadecene-3-hydroxy-1-phosphocholine
N-PALMITOYL-D-ERYTHRO-SPHINGOSYLPHOSPHORYLCHOLINE;16:0 SM (D18:1/16:0)
n-palmitoyl-d-sphingomyelin semisynthetic from bovine brain sphingomyelin
[Molecular Formula]

C39H79N2O6P
[MDL Number]

MFCD00063521
[MOL File]

6254-89-3.mol
[Molecular Weight]

703.028
Chemical PropertiesBack Directory
[storage temp. ]

−20°C
[solubility ]

Ethanol: 10 mg/ml
[form ]

powder or crystals
[color ]

White to off-white
[BRN ]

4833682
[InChIKey]

RWKUXQNLWDTSLO-UWSOPVLFNA-N
[SMILES]

CCCCCCCCCCCCC/C=C/[C@@H](O)[C@@H](N([H])C(=O)CCCCCCCCCCCCCCC)COP([O-])(=O)OCC[N+](C)(C)C |&1:15,17,r|
Safety DataBack Directory
[Symbol(GHS) ]

GHS hazard pictogramsGHS hazard pictogramsGHS hazard pictogramsGHS hazard pictogramsGHS hazard pictograms
GHS02,GHS06,GHS07,GHS08,GHS09
[Signal word ]

Danger
[WGK Germany ]

3
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Uses]

N-palmitoyl-D-erythro-sphingosylphosphorylcholine (16:0 SM (d18:1/16:0)) has been used as a standard for the quantitation of sphingolipid metabolites. It has also been used for the quantification of lipids in green fluorescence protein (GFP) and fatty acid transport protein 4 (FATP4) cells using electrospray ionization tandem mass spectrometry (ESI-MS/MS). It may be used in liposomes to measure ostreolysin A (OlyA) binding to determine the effects of phosphatidylcholines (PCs) on sphingomyelin (SM)/cholesterol interactions.
[Definition]

ChEBI: A sphingomyelin 34:1 in which the N-acyl group and sphingoid base are specified as hexadecanoyl and sphingosine respectively.
[in vivo]

N-Palmitoyl-D-Sphingomyelin (100 ?μM, 3 days) combined with a respiratory chain inhibitor rescues cell death induction in HCT116 spheroids[2].

[storage]

Store at -20°C
Spectrum DetailBack Directory
[Spectrum Detail]

N-PALMITOYL-D-SPHINGOMYELIN(6254-89-3)1HNMR
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