(2R)-2-hydroxy-N-[(2S,3R,4E,8E,10E)-3-hydroxy-9-methyl-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoctadeca-4,8,10-trien-2-yl]hexacos-17-enamide
| Internal ID | b36edd28-9774-42ed-9516-a282dda69ce9 |
| Taxonomy | Lipids and lipid-like molecules > Sphingolipids > Glycosphingolipids |
| IUPAC Name | (2R)-2-hydroxy-N-[(2S,3R,4E,8E,10E)-3-hydroxy-9-methyl-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoctadeca-4,8,10-trien-2-yl]hexacos-17-enamide |
| SMILES (Canonical) | CCCCCCCCC=CCCCCCCCCCCCCCCC(C(=O)NC(COC1C(C(C(C(O1)CO)O)O)O)C(C=CCCC=C(C)C=CCCCCCCC)O)O |
| SMILES (Isomeric) | CCCCCCCCC=CCCCCCCCCCCCCCC[C@H](C(=O)N[C@@H](CO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)[C@@H](/C=C/CC/C=C(\C)/C=C/CCCCCCC)O)O |
| InChI | InChI=1S/C51H93NO9/c1-4-6-8-10-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-28-30-34-39-45(55)50(59)52-43(41-60-51-49(58)48(57)47(56)46(40-53)61-51)44(54)38-35-31-33-37-42(3)36-32-29-27-11-9-7-5-2/h15-16,32,35-38,43-49,51,53-58H,4-14,17-31,33-34,39-41H2,1-3H3,(H,52,59)/b16-15?,36-32+,38-35+,42-37+/t43-,44+,45+,46+,47+,48-,49+,51+/m0/s1 |
| InChI Key | AQQLKBRQBGXQRR-VXWKNOFBSA-N |
| Popularity | 0 references in papers |
| Molecular Formula | C51H93NO9 |
| Molecular Weight | 864.30 g/mol |
| Exact Mass | 863.68503354 g/mol |
| Topological Polar Surface Area (TPSA) | 169.00 Ų |
| XlogP | 14.30 |
| Atomic LogP (AlogP) | 9.98 |
| H-Bond Acceptor | 9 |
| H-Bond Donor | 7 |
| Rotatable Bonds | 40 |
| There are no found synonyms. |
![2D Structure of (2R)-2-hydroxy-N-[(2S,3R,4E,8E,10E)-3-hydroxy-9-methyl-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoctadeca-4,8,10-trien-2-yl]hexacos-17-enamide](https://plantaedb.com/storage/docs/compounds/2023/11/e3bfb8f0-831b-11ee-b5b9-e7b15b65f378.jpg "2D Structure of (2R)-2-hydroxy-N-[(2S,3R,4E,8E,10E)-3-hydroxy-9-methyl-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoctadeca-4,8,10-trien-2-yl]hexacos-17-enamide")
| Target | Value | Probability (raw) | Probability (%) |
|---|---|---|---|
| Human Intestinal Absorption | + | 0.5572 | 55.72% |
| Caco-2 | - | 0.8626 | 86.26% |
| Blood Brain Barrier | - | 0.7250 | 72.50% |
| Human oral bioavailability | - | 0.7429 | 74.29% |
| Subcellular localzation | Mitochondria | 0.7659 | 76.59% |
| OATP2B1 inhibitior | - | 0.5745 | 57.45% |
| OATP1B1 inhibitior | + | 0.8218 | 82.18% |
| OATP1B3 inhibitior | + | 0.9194 | 91.94% |
| MATE1 inhibitior | - | 0.9612 | 96.12% |
| OCT2 inhibitior | - | 0.8000 | 80.00% |
| BSEP inhibitior | + | 0.9457 | 94.57% |
| P-glycoprotein inhibitior | + | 0.7176 | 71.76% |
| P-glycoprotein substrate | + | 0.5000 | 50.00% |
| CYP3A4 substrate | + | 0.6878 | 68.78% |
| CYP2C9 substrate | - | 1.0000 | 100.00% |
| CYP2D6 substrate | - | 0.8713 | 87.13% |
| CYP3A4 inhibition | - | 0.6461 | 64.61% |
| CYP2C9 inhibition | - | 0.8984 | 89.84% |
| CYP2C19 inhibition | - | 0.8474 | 84.74% |
| CYP2D6 inhibition | - | 0.8473 | 84.73% |
| CYP1A2 inhibition | - | 0.8522 | 85.22% |
| CYP2C8 inhibition | + | 0.5129 | 51.29% |
| CYP inhibitory promiscuity | - | 0.8504 | 85.04% |
| UGT catelyzed | + | 0.6000 | 60.00% |
| Carcinogenicity (binary) | - | 0.9500 | 95.00% |
| Carcinogenicity (trinary) | Non-required | 0.6660 | 66.60% |
| Eye corrosion | - | 0.9885 | 98.85% |
| Eye irritation | - | 0.9084 | 90.84% |
| Skin irritation | - | 0.7465 | 74.65% |
| Skin corrosion | - | 0.9477 | 94.77% |
| Ames mutagenesis | - | 0.8200 | 82.00% |
| Human Ether-a-go-go-Related Gene inhibition | + | 0.7699 | 76.99% |
| Micronuclear | - | 0.5100 | 51.00% |
| Hepatotoxicity | - | 0.7149 | 71.49% |
| skin sensitisation | - | 0.8664 | 86.64% |
| Respiratory toxicity | - | 0.5000 | 50.00% |
| Reproductive toxicity | + | 0.7000 | 70.00% |
| Mitochondrial toxicity | + | 0.8000 | 80.00% |
| Nephrotoxicity | + | 0.5743 | 57.43% |
| Acute Oral Toxicity (c) | III | 0.6791 | 67.91% |
| Estrogen receptor binding | + | 0.7911 | 79.11% |
| Androgen receptor binding | + | 0.5516 | 55.16% |
| Thyroid receptor binding | - | 0.5659 | 56.59% |
| Glucocorticoid receptor binding | + | 0.6537 | 65.37% |
| Aromatase binding | + | 0.5674 | 56.74% |
| PPAR gamma | + | 0.7005 | 70.05% |
| Honey bee toxicity | - | 0.7934 | 79.34% |
| Biodegradation | - | 0.6000 | 60.00% |
| Crustacea aquatic toxicity | + | 0.5671 | 56.71% |
| Fish aquatic toxicity | + | 0.6688 | 66.88% |
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 |
|---|---|---|---|---|
| CHEMBL2581 | P07339 | Cathepsin D | 98.84% | 98.95% |
| CHEMBL3060 | Q9Y345 | Glycine transporter 2 | 98.71% | 99.17% |
| CHEMBL3359 | P21462 | Formyl peptide receptor 1 | 97.39% | 93.56% |
| CHEMBL3892 | Q99500 | Sphingosine 1-phosphate receptor Edg-3 | 96.26% | 97.29% |
| CHEMBL2955 | O95136 | Sphingosine 1-phosphate receptor Edg-5 | 96.05% | 92.86% |
| CHEMBL3251 | P19838 | Nuclear factor NF-kappa-B p105 subunit | 95.37% | 96.09% |
| CHEMBL5619 | P27695 | DNA-(apurinic or apyrimidinic site) lyase | 94.41% | 91.11% |
| CHEMBL3401 | O75469 | Pregnane X receptor | 93.06% | 94.73% |
| CHEMBL221 | P23219 | Cyclooxygenase-1 | 93.02% | 90.17% |
| CHEMBL5255 | O00206 | Toll-like receptor 4 | 92.87% | 92.50% |
| CHEMBL1907602 | P06493 | Cyclin-dependent kinase 1/cyclin B1 | 92.30% | 91.24% |
| CHEMBL4769 | O95749 | Geranylgeranyl pyrophosphate synthetase | 91.83% | 92.08% |
| CHEMBL2111367 | P27986 | PI3-kinase p110-alpha/p85-alpha | 91.32% | 94.33% |
| CHEMBL1293267 | Q9HC97 | G-protein coupled receptor 35 | 90.89% | 89.34% |
| CHEMBL4227 | P25090 | Lipoxin A4 receptor | 90.38% | 100.00% |
| CHEMBL2265 | P23141 | Acyl coenzyme A:cholesterol acyltransferase | 89.56% | 85.94% |
| CHEMBL3130 | O00329 | PI3-kinase p110-delta subunit | 89.30% | 96.47% |
| CHEMBL2274 | Q9H228 | Sphingosine 1-phosphate receptor Edg-8 | 89.29% | 100.00% |
| CHEMBL1075094 | Q16236 | Nuclear factor erythroid 2-related factor 2 | 88.64% | 96.00% |
| CHEMBL5043 | Q6P179 | Endoplasmic reticulum aminopeptidase 2 | 86.89% | 91.81% |
| CHEMBL1293316 | Q9HBX9 | Relaxin receptor 1 | 86.01% | 82.50% |
| CHEMBL230 | P35354 | Cyclooxygenase-2 | 85.80% | 89.63% |
| CHEMBL2413 | P32246 | C-C chemokine receptor type 1 | 85.77% | 89.50% |
| CHEMBL340 | P08684 | Cytochrome P450 3A4 | 84.89% | 91.19% |
| CHEMBL2072 | P35499 | Sodium channel protein type IV alpha subunit | 84.42% | 92.32% |
| CHEMBL4793 | Q86TI2 | Dipeptidyl peptidase IX | 84.33% | 96.95% |
| CHEMBL3091268 | Q92753 | Nuclear receptor ROR-beta | 83.46% | 95.50% |
| CHEMBL2514 | O95665 | Neurotensin receptor 2 | 83.28% | 100.00% |
| CHEMBL4203 | Q9HAZ1 | Dual specificity protein kinase CLK4 | 83.07% | 94.45% |
| CHEMBL4657 | Q6V1X1 | Dipeptidyl peptidase VIII | 82.85% | 97.21% |
| CHEMBL4187 | Q99250 | Sodium channel protein type II alpha subunit | 82.32% | 95.50% |
| CHEMBL5163 | Q9NY46 | Sodium channel protein type III alpha subunit | 82.18% | 96.90% |
| CHEMBL4005 | P42336 | PI3-kinase p110-alpha subunit | 82.14% | 97.47% |
| CHEMBL3392948 | Q9NP59 | Solute carrier family 40 member 1 | 81.96% | 95.00% |
| CHEMBL1907605 | P24864 | Cyclin-dependent kinase 2/cyclin E1 | 81.49% | 92.88% |
| CHEMBL3267 | P48736 | PI3-kinase p110-gamma subunit | 81.40% | 95.71% |
| CHEMBL2001 | Q9H244 | Purinergic receptor P2Y12 | 81.23% | 96.00% |
| CHEMBL1907603 | Q05586 | Glutamate NMDA receptor; GRIN1/GRIN2B | 80.49% | 95.89% |
| CHEMBL1806 | P11388 | DNA topoisomerase II alpha | 80.20% | 89.00% |
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.
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| There are no matching plants. |
| PubChem | 163079323 |
| LOTUS | LTS0248626 |
| wikiData | Q104917006 |