ChemicalBook > CAS DataBase List > N-PALMITOYL-D-SPHINGOMYELIN

N-PALMITOYL-D-SPHINGOMYELIN

Product Name
N-PALMITOYL-D-SPHINGOMYELIN
CAS No.
6254-89-3
Chemical Name
N-PALMITOYL-D-SPHINGOMYELIN
Synonyms
P-SPM;P-SM18;C16 Sphingomyelin;16:0 SM (d18:1/16:0);N-Palmitoyl-D-sphing;Palmitic acid impurity 1;C16 Sphingomyelin (d18:1/16:0);N-Palmitoyl-D-sphingomyelin >=96.0% (TLC);N-hexadecanoylsphingosine-1-phosphocholine;N-Palmitoyl-D-sphingomyelin
CBNumber
CB3504271
Molecular Formula
C39H79N2O6P
Formula Weight
703.028121
MOL File
6254-89-3.mol
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N-PALMITOYL-D-SPHINGOMYELIN Property

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|
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Safety

WGK Germany 
3
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
91553
Product name
N-Palmitoyl-D-sphingomyelin
Purity
≥96.0% (TLC)
Packaging
50mg
Price
$543
Updated
2025/07/31
Sigma-Aldrich
Product number
91553
Product name
N-Palmitoyl-D-sphingomyelin
Purity
≥96.0% (TLC)
Packaging
250mg
Price
$1970
Updated
2025/07/31
Cayman Chemical
Product number
10007946
Product name
C16 Sphingomyelin (d18:1/16:0)
Purity
≥98%
Packaging
1mg
Price
$70
Updated
2024/03/01
Cayman Chemical
Product number
10007946
Product name
C16 Sphingomyelin (d18:1/16:0)
Purity
≥98%
Packaging
5mg
Price
$308
Updated
2024/03/01
Cayman Chemical
Product number
10007946
Product name
C16 Sphingomyelin (d18:1/16:0)
Purity
≥98%
Packaging
10mg
Price
$545
Updated
2024/03/01
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N-PALMITOYL-D-SPHINGOMYELIN Chemical Properties,Usage,Production

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].

N-PALMITOYL-D-SPHINGOMYELIN Preparation Products And Raw materials

Raw materials

Preparation Products

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6254-89-3, N-PALMITOYL-D-SPHINGOMYELINRelated Search:

1-PALMITOYL-SN-GLYCERO-3-PHOSPHOCHOLINE 1,2-Dipalmitoyl-sn-glycero-3-phosphoethanolamine DSPE-PEG2000-SH 1,2-DIPALMITOYL-SN-GLYCERO-3-PHOSPHO-L-SERINE (MONOSODIUM SALT) 1,2-distearoyl-sn-glycero-3-phosphoethanolaMine-N-[biotinyl(polyethylene glycol)-2000] (aMMoniuM salt) DPPE-MPEG 5000 DSPE-PEG2000-FITC DSPE-PEG-Mal Folic acid PEG DSPE L-ALPHA-LYSOPHOSPHATIDYLCHOLINE, STEAROYL 1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine 1-MYRISTOYL-SN-GLYCERO-3-PHOSPHOCHOLINE DSPE-PEG-NH2 1,2-DIMYRISTOYL-SN-GLYCERO-3-PHOSPHOETHANOLAMINE MPEG-2000-DSPE 1,2-distearoyl-sn-glycero-3-phosphoethanolaMine-N-[carboxy(polyethylene glycol)-2000] (aMMoniuM salt) 1-OLEOYL-2-HYDROXY-SN-GLYCERO-3-PHOSPHOETHANOLAMINE SPHINGOMYELIN

  • P-SPM
  • n-palmitoyl-d-sphingomyelin semisynthetic from bovine brain sphingomyelin
  • N-palMitoyl-D-erythro-sphingosylphosphorylcholine
  • (2S,3R,4E)-2-(Palmitoylamino)-4-octadecene-3-hydroxy-1-phosphocholine
  • 16:0 SM (d18:1/16:0)
  • C16 Sphingomyelin
  • N-(Hexadecanoyl)-sphing-4-enine-1-phosphocholine
  • N-PALMITOYL-D-ERYTHRO-SPHINGOSYLPHOSPHORYLCHOLINE;16:0 SM (D18:1/16:0)
  • N-hexadecanoylsphingosine-1-phosphocholine
  • C16 Sphingomyelin (d18:1/16:0)
  • N-Palmitoyl-D-sphingomyelin >=96.0% (TLC)
  • N-Palmitoyl-D-sphing
  • C16 Sphingomyelin (d18:1/16:0) MaxSpec Standard
  • Palmitic acid impurity 1
  • Sphingomyelin 16:0|||N-Palmitoyl-D-sphingomyelin
  • (2S,3R,E)-3-Hydroxy-2-palmitamidooctadec-4-en-1-yl (2-(trimethylammonio)ethyl) phosphate
  • <i>N</i>-Palmitoyl-<sc>D</sc>-sphingomyelin
  • P-SM18
  • 6254-89-3
  • C39H79N2O6P