C22 Sphingomyelin
| Internal ID | 504e4060-de6c-4c42-9424-4c0b33ad132c |
| Taxonomy | Lipids and lipid-like molecules > Sphingolipids > Phosphosphingolipids |
| IUPAC Name | [(E,2S,3R)-2-(docosanoylamino)-3-hydroxyoctadec-4-enyl] 2-(trimethylazaniumyl)ethyl phosphate |
| SMILES (Canonical) | CCCCCCCCCCCCCCCCCCCCCC(=O)NC(COP(=O)([O-])OCC[N+](C)(C)C)C(C=CCCCCCCCCCCCCC)O |
| SMILES (Isomeric) | CCCCCCCCCCCCCCCCCCCCCC(=O)N[C@@H](COP(=O)([O-])OCC[N+](C)(C)C)[C@@H](/C=C/CCCCCCCCCCCCC)O |
| InChI | InChI=1S/C45H91N2O6P/c1-6-8-10-12-14-16-18-20-21-22-23-24-25-27-29-31-33-35-37-39-45(49)46-43(42-53-54(50,51)52-41-40-47(3,4)5)44(48)38-36-34-32-30-28-26-19-17-15-13-11-9-7-2/h36,38,43-44,48H,6-35,37,39-42H2,1-5H3,(H-,46,49,50,51)/b38-36+/t43-,44+/m0/s1 |
| InChI Key | FJJANLYCZUNFSE-TWKUQIQBSA-N |
| Popularity | 10 references in papers |
| Molecular Formula | C45H91N2O6P |
| Molecular Weight | 787.20 g/mol |
| Exact Mass | 786.66147562 g/mol |
| Topological Polar Surface Area (TPSA) | 108.00 Ų |
| XlogP | 15.50 |
| Atomic LogP (AlogP) | 12.12 |
| H-Bond Acceptor | 6 |
| H-Bond Donor | 2 |
| Rotatable Bonds | 42 |
| SM(d18:1/22:0) |
| 94359-12-3 |
| N-(docosanoyl)-sphing-4-enine-1-phosphocholine |
| C22 Sphingomyelin (d18:1/22:0) |
| N-docosanoylsphingosine-1-phosphocholine |
| [(E,2S,3R)-2-(docosanoylamino)-3-hydroxyoctadec-4-enyl] 2-(trimethylazaniumyl)ethyl phosphate |
| SM d40:1 |
| (7S)-4-hydroxy-7-[(1R,2E)-1-hydroxy-2-hexadecen-1-yl]-N,N,N-trimethyl-9-oxo-3,5-dioxa-8-aza-4-phosphatriacontan-1-aminium,4-oxide,innersalt |
| behenoyl sphingomyelin |
| CHEBI:74532 |
| There are more than 10 synonyms. If you wish to see them all click here. |
| Target | Value | Probability (raw) | Probability (%) |
|---|---|---|---|
| Human Intestinal Absorption | - | 0.8633 | 86.33% |
| Caco-2 | - | 0.8472 | 84.72% |
| Blood Brain Barrier | + | 0.6250 | 62.50% |
| Human oral bioavailability | - | 0.7857 | 78.57% |
| Subcellular localzation | Mitochondria | 0.5546 | 55.46% |
| OATP2B1 inhibitior | - | 0.5633 | 56.33% |
| OATP1B1 inhibitior | + | 0.8920 | 89.20% |
| OATP1B3 inhibitior | + | 0.9325 | 93.25% |
| MATE1 inhibitior | - | 0.9800 | 98.00% |
| OCT2 inhibitior | - | 0.8250 | 82.50% |
| BSEP inhibitior | + | 0.9189 | 91.89% |
| P-glycoprotein inhibitior | + | 0.7061 | 70.61% |
| P-glycoprotein substrate | - | 0.5597 | 55.97% |
| CYP3A4 substrate | + | 0.6203 | 62.03% |
| CYP2C9 substrate | - | 0.8026 | 80.26% |
| CYP2D6 substrate | - | 0.8298 | 82.98% |
| CYP3A4 inhibition | + | 0.6104 | 61.04% |
| CYP2C9 inhibition | - | 0.8393 | 83.93% |
| CYP2C19 inhibition | - | 0.5269 | 52.69% |
| CYP2D6 inhibition | - | 0.8801 | 88.01% |
| CYP1A2 inhibition | - | 0.8510 | 85.10% |
| CYP2C8 inhibition | - | 0.5820 | 58.20% |
| CYP inhibitory promiscuity | - | 0.9820 | 98.20% |
| UGT catelyzed | + | 0.6000 | 60.00% |
| Carcinogenicity (binary) | - | 0.6100 | 61.00% |
| Carcinogenicity (trinary) | Non-required | 0.5221 | 52.21% |
| Eye corrosion | - | 0.9617 | 96.17% |
| Eye irritation | - | 0.8919 | 89.19% |
| Skin irritation | - | 0.7938 | 79.38% |
| Skin corrosion | - | 0.9175 | 91.75% |
| Ames mutagenesis | - | 0.8000 | 80.00% |
| Human Ether-a-go-go-Related Gene inhibition | - | 0.3720 | 37.20% |
| Micronuclear | + | 0.7500 | 75.00% |
| Hepatotoxicity | - | 0.8500 | 85.00% |
| skin sensitisation | - | 0.8626 | 86.26% |
| Respiratory toxicity | - | 0.6222 | 62.22% |
| Reproductive toxicity | - | 0.6000 | 60.00% |
| Mitochondrial toxicity | + | 0.6750 | 67.50% |
| Nephrotoxicity | + | 0.5852 | 58.52% |
| Acute Oral Toxicity (c) | III | 0.5035 | 50.35% |
| Estrogen receptor binding | + | 0.6983 | 69.83% |
| Androgen receptor binding | - | 0.6971 | 69.71% |
| Thyroid receptor binding | - | 0.5311 | 53.11% |
| Glucocorticoid receptor binding | + | 0.5506 | 55.06% |
| Aromatase binding | + | 0.5861 | 58.61% |
| PPAR gamma | + | 0.6140 | 61.40% |
| Honey bee toxicity | - | 0.8434 | 84.34% |
| Biodegradation | - | 0.7500 | 75.00% |
| Crustacea aquatic toxicity | + | 0.6700 | 67.00% |
| Fish aquatic toxicity | + | 0.8291 | 82.91% |
Proven Targets:
| CHEMBL ID | UniProt ID | Name | Min activity | Assay type | Source |
|---|---|---|---|---|---|
| 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% |
Below are displayed all the plants proven (via scientific papers) to contain this
compound!
To see more specific details click the taxa you are interested in.
To see more specific details click the taxa you are interested in.
| There are no matching plants. |
| PubChem | 44260125 |
| LOTUS | LTS0197920 |
| wikiData | Q27144711 |