N-Palmitoylsphingomyelin

Details

• Internal ID: 14f10e01-bae9-4e6d-ad16-0db24b2b6a3d
• Taxonomy: Lipids and lipid-like molecules > Sphingolipids > Phosphosphingolipids
• IUPAC Name: [(E,2S,3R)-2-(hexadecanoylamino)-3-hydroxyoctadec-4-enyl] 2-(trimethylazaniumyl)ethyl phosphate
• InChI: InChI=1S/C39H79N2O6P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-38(42)37(36-47-48(44,45)46-35-34-41(3,4)5)40-39(43)33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h30,32,37-38,42H,6-29,31,33-36H2,1-5H3,(H-,40,43,44,45)/b32-30+/t37-,38+/m0/s1
• InChI Key: RWKUXQNLWDTSLO-GWQJGLRPSA-N
• Popularity: 78 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₇₉N₂O₆P
• Molecular Weight: 703.00 g/mol
• Exact Mass: 702.56757524 g/mol
• Topological Polar Surface Area (TPSA): 108.00 Ų
• XlogP: 12.30

Synonyms

• 6254-89-3
• C16 Sphingomyelin
• Sphingomyelin 16:0
• Palmitoyl Sphingomyelin
• Hexadecanoyl Sphingomyelin
• SM(d18:1/16:0)
• N-PALMITOYL-D-SPHINGOMYELIN
• N-(hexadecanoyl)-sphing-4-enine-1-phosphocholine
• N-Palmitoylsphingosylphosphorylcholine
• 804F5DLI9L
• Sphingomyelin (d18:1/16:0)
• C16 Sphingomyelin (d18:1/16:0)
• [(E,2S,3R)-2-(hexadecanoylamino)-3-hydroxyoctadec-4-enyl] 2-(trimethylazaniumyl)ethyl phosphate
• 3,5-Dioxa-8-aza-4-phosphatetracosan-1-aminium, 4-hydroxy-7-((1R,2E)-1-hydroxy-2-hexadecenyl)-N,N,N-trimethyl-9-oxo-, inner salt, 4-oxide, (7S)-
• 3,5-Dioxa-8-aza-4-phosphatetracosan-1-aminium, 4-hydroxy-7-(1-hydroxy-2-hexadecenyl)-N,N,N-trimethyl-9-oxo-, inner salt, 4-oxide, (R-(R*,S*-(E)))-
• 641628-11-7
• Choline, dihydrogen phosphate, inner salt, 1-ester with N-(2-hydroxy-1-(hydroxymethyl)-3-heptadecenyl)hexadecanamide, D-erythro-trans-
• SM d34:1
• palmitoylsphingomyelin
• Sphingomyelin (chicken egg)
• UNII-804F5DLI9L
• N-hexadecanoylsphingosine-1-phosphocholine
• C16-sphingomyelin
• [(E,2S,3R)-2-(hexadecanoylamino)-3-oxidanyl-octadec-4-enyl] 2-(trimethylazaniumyl)ethyl phosphate
• N-hexadecanoylsphingomyelin
• N-palmitoyl-D-erythro-sphingosylphosphorylcholine
• sphingomyelin d18:1/16:0
• sphingomyelin(d18:1/16:0)
• CHEMBL4526394
• CHEBI:78646
• DTXSID401334206
• DTXSID901312972
• LMSP03010003
• AKOS040754844
• N-palmitoylsphingosine-1-phosphocholine
• palmitoyl sphingomyelin (d18:1/16:0)
• BP-29639
• N-palmitoylsphing-4-enine-1-phosphocholine
• N-hexadecanoylsphing-4-enine-1-phosphocholine
• Egg SM, Sphingomyelin (Egg, Chicken), powder
• N-Palmitoyl-D-sphingomyelin, >=96.0% (TLC)
• SM(18:1/16:0)
• SPHINGOMYELINS N-PALMITOYLSPHINGOMYELIN [MI]
• Q27105084
• (2-{[2-hexadecanamido-3-hydroxyoctadec-4-en-1-yl phosphono]oxy}ethyl)trimethylazanium
• 16:0 SM (d18:1/16:0), N-palmitoyl-D-erythro-sphingosylphosphorylcholine, powder
• (2S,3R,4E)-2-(Hexadecanoylamino)-3-hydroxy-4-octadecen-1-yl 2-(trimethylazaniumyl)ethyl phosphate
• (2S,3R,4E)-2-(hexadecanoylamino)-3-hydroxyoctadec-4-en-1-yl 2-(trimethylazaniumyl)ethyl phosphate
• (2S,3R,4E)-2-(palmitoylamino)-3-hydroxyoctadec-4-en-1-yl 2-(trimethylazaniumyl)ethyl phosphate
• (2S,3R,4E)-3-hydroxy-2-(palmitoylamino)octadec-4-en-1-yl 2-(trimethylazaniumyl)ethyl phosphate
• 3,5-Dioxa-8-aza-4-phosphatetracosan-1-aminium, 4-hydroxy-7-[(1R,2E)-1-hydroxy-2-hexadecenyl]-N,N,N-trimethyl-9-oxo-, inner salt, 4-oxide, (7S)-rel-
• 3,5-Dioxa-8-aza-4-phosphatetracosan-1-aminium,4-hydroxy-7-[(1R,2E)-1-hydroxy-2-hexadecenyl]-N,N,N-trimethyl-9-oxo-,innersalt,4-oxide,(7S)-rel-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3060	Q9Y345	Glycine transporter 2	99.09%	99.17%
CHEMBL230	P35354	Cyclooxygenase-2	98.95%	89.63%
CHEMBL2581	P07339	Cathepsin D	98.88%	98.95%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	98.63%	97.29%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	97.46%	92.86%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	95.72%	92.08%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.82%	96.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	94.52%	93.56%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	90.88%	91.81%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	89.63%	85.94%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	89.49%	94.33%
CHEMBL321	P14780	Matrix metalloproteinase 9	87.94%	92.12%
CHEMBL4588	P22894	Matrix metalloproteinase 8	87.85%	94.66%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	87.52%	100.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	87.38%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	86.82%	94.73%
CHEMBL5255	O00206	Toll-like receptor 4	86.58%	92.50%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	85.94%	96.90%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	85.31%	91.24%
CHEMBL221	P23219	Cyclooxygenase-1	85.20%	90.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.17%	96.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.15%	96.95%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.81%	93.03%
CHEMBL340	P08684	Cytochrome P450 3A4	83.71%	91.19%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.33%	100.00%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	83.22%	80.33%
CHEMBL301	P24941	Cyclin-dependent kinase 2	82.89%	91.23%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	82.87%	89.34%
CHEMBL2664	P23526	Adenosylhomocysteinase	82.28%	86.67%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	81.66%	95.17%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	81.60%	92.88%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	81.52%	82.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.17%	94.45%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	80.64%	96.00%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	80.42%	92.29%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.29%	90.71%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.22%	89.50%
CHEMBL1255126	O15151	Protein Mdm4	80.16%	90.20%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 9939941
• LOTUS: LTS0054324
• wikiData: Q27105084