C24:1 Sphingomyelin

Details

• Internal ID: 91e15b50-0018-4fcd-92fe-5de7b801c39c
• Taxonomy: Lipids and lipid-like molecules > Sphingolipids > Phosphosphingolipids
• IUPAC Name: [(E,2S,3R)-3-hydroxy-2-[[(Z)-tetracos-15-enoyl]amino]octadec-4-enyl] 2-(trimethylazaniumyl)ethyl phosphate
• SMILES (Canonical): CCCCCCCCCCCCCC=CC(C(COP(=O)([O-])OCC[N+](C)(C)C)NC(=O)CCCCCCCCCCCCCC=CCCCCCCCC)O
• SMILES (Isomeric): CCCCCCCCCCCCC/C=C/[C@H]([C@H](COP(=O)([O-])OCC[N+](C)(C)C)NC(=O)CCCCCCCCCCCCC/C=C\CCCCCCCC)O
• InChI: InChI=1S/C47H93N2O6P/c1-6-8-10-12-14-16-18-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-47(51)48-45(44-55-56(52,53)54-43-42-49(3,4)5)46(50)40-38-36-34-32-30-28-19-17-15-13-11-9-7-2/h20-21,38,40,45-46,50H,6-19,22-37,39,41-44H2,1-5H3,(H-,48,51,52,53)/b21-20-,40-38+/t45-,46+/m0/s1
• InChI Key: WKZHECFHXLTOLJ-QYKFWSDSSA-N
• Popularity: 24 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₉₃N₂O₆P
• Molecular Weight: 813.20 g/mol
• Exact Mass: 812.67712569 g/mol
• Topological Polar Surface Area (TPSA): 108.00 Ų
• XlogP: 15.70

Synonyms

• N-(15Z-tetracosenoyl)-sphing-4-enine-1-phosphocholine
• RefChem:1098598
• C24:1 Sphingomyelin
• 94359-13-4
• 24:1 SM
• N-Nervonoyl-D-erythro-sphingosylphosphorylcholine
• CHEBI:74535
• N-[(15Z)-tetracosenoyl]sphing-4-enine-1-phosphocholine
• (7S,23Z)-4-Hydroxy-7-[(1R,2E)-1-hydroxy-2-hexadecen-1-yl]-N,N,N-trimethyl-9-oxo-3,5-dioxa-8-aza-4-phosphadotriacont-23-en-1-aminium inner salt 4-oxide
• [(E,2S,3R)-3-hydroxy-2-[[(Z)-tetracos-15-enoyl]amino]octadec-4-enyl] 2-(trimethylazaniumyl)ethyl phosphate
• (7S,23Z)-4-hydroxy-7-[(1R,2E)-1-hydroxy-2-hexadecen-1-yl]-N,N,N-trimethyl-9-oxo-3,5-dioxa-8-aza-4-phosphadotriacont-23-en-1-aminium 4-Oxide Inner Salt
• Epitope ID:239227
• orb2940989
• CHEMBL4545046
• SCHEMBL29383485
• WKZHECFHXLTOLJ-QYKFWSDSSA-N
• DTXSID201368950
• LMSP03010007
• MSK162912
• TXB-00127
• (7S,23Z)-4-hydroxy-7-[(1R,2E)-1-hydroxy-2-hexadecen-1-yl]-N,N,N-trimethyl-9-oxo-3,5-dioxa-8-aza-4-ph
• BP-42379
• G91337
• N-(15Z-tetracosenoyl)sphing-4-enine-1-phosphocholine
• Q27144714
• 24:1 SM, N-nervonoyl-D-erythro-sphingosylphosphorylcholine, powder
• (2-{[3-hydroxy-2-[tetracos-15-enamido]octadec-4-en-1-yl phosphonato]oxy}ethyl)trimethylazanium
• (2S,3R,4E)-3-hydroxy-2-[(15Z)-tetracos-15-enoylamino]octadec-4-en-1-yl 2-(trimethylazaniumyl)ethyl phosphate
• [R-[R*,S*-(E,Z)]]-4-Hydroxy-7-(1-hydroxy-2-hexadecenyl)-N,N,N-trimethyl-9-oxo-3,5-dioxa-8-aza-4-phosphadotriacont-23-en-1-aminium 4-Oxide Inner Salt
• 3,5-Dioxa-8-aza-4-phosphadotriacont-23-en-1-aminium, 4-hydroxy-7-[(1R,2E)-1-hydroxy-2-hexadecen-1-yl]-N,N,N-trimethyl-9-oxo-, inner salt, 4-oxide, (7S,23Z)-
• 3,5-Dioxa-8-aza-4-phosphadotriacont-23-en-1-aminium,4-hydroxy-7-[(1R,2E)-1-hydroxy-2-hexadecen-1-yl]-N,N,N-trimethyl-9-oxo-,innersalt,4-oxide,(7S,23Z)-

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	99.22%	99.17%
CHEMBL230	P35354	Cyclooxygenase-2	98.95%	89.63%
CHEMBL2581	P07339	Cathepsin D	98.92%	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	88.07%	92.12%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	87.65%	100.00%
CHEMBL4588	P22894	Matrix metalloproteinase 8	87.63%	94.66%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	87.52%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	86.91%	92.50%
CHEMBL3401	O75469	Pregnane X receptor	86.82%	94.73%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	85.94%	96.90%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	85.90%	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%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	83.16%	95.17%
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%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	81.60%	92.88%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	81.31%	96.00%
CHEMBL1781	P11387	DNA topoisomerase I	81.18%	97.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.14%	94.45%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	80.91%	82.50%
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: 44260126
• LOTUS: LTS0135962
• wikiData: Q27144714