(2S)-2-[[8-[[(3S,5R,8R,9S,10R,13R,14S,17R)-14-hydroxy-10-(hydroxymethyl)-13-methyl-17-(6-oxopyran-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-yl]oxy]-8-oxooctanoyl]amino]-3-(1H-imidazol-5-yl)propanoic acid
| Internal ID | 4e7427d3-27a6-4ef7-a36c-789524d4f22e |
| Taxonomy | Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Bufanolides and derivatives |
| IUPAC Name | (2S)-2-[[8-[[(3S,5R,8R,9S,10R,13R,14S,17R)-14-hydroxy-10-(hydroxymethyl)-13-methyl-17-(6-oxopyran-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-yl]oxy]-8-oxooctanoyl]amino]-3-(1H-imidazol-5-yl)propanoic acid |
| SMILES (Canonical) | CC12CCC3C(C1(CCC2C4=COC(=O)C=C4)O)CCC5C3(CCC(C5)OC(=O)CCCCCCC(=O)NC(CC6=CN=CN6)C(=O)O)CO |
| SMILES (Isomeric) | C[C@]12CC[C@H]3[C@H]([C@]1(CC[C@@H]2C4=COC(=O)C=C4)O)CC[C@H]5[C@@]3(CC[C@@H](C5)OC(=O)CCCCCCC(=O)N[C@@H](CC6=CN=CN6)C(=O)O)CO |
| InChI | InChI=1S/C38H53N3O9/c1-36-15-13-29-30(38(36,48)17-14-28(36)24-8-11-33(44)49-21-24)10-9-25-18-27(12-16-37(25,29)22-42)50-34(45)7-5-3-2-4-6-32(43)41-31(35(46)47)19-26-20-39-23-40-26/h8,11,20-21,23,25,27-31,42,48H,2-7,9-10,12-19,22H2,1H3,(H,39,40)(H,41,43)(H,46,47)/t25-,27+,28-,29+,30-,31+,36-,37-,38+/m1/s1 |
| InChI Key | FQESENYVLFKLTD-ZDEBUECHSA-N |
| Popularity | 0 references in papers |
| Molecular Formula | C38H53N3O9 |
| Molecular Weight | 695.80 g/mol |
| Exact Mass | 695.37818028 g/mol |
| Topological Polar Surface Area (TPSA) | 188.00 Ų |
| XlogP | 3.80 |
| Atomic LogP (AlogP) | 4.64 |
| H-Bond Acceptor | 9 |
| H-Bond Donor | 5 |
| Rotatable Bonds | 14 |
| There are no found synonyms. |
![2D Structure of (2S)-2-[[8-[[(3S,5R,8R,9S,10R,13R,14S,17R)-14-hydroxy-10-(hydroxymethyl)-13-methyl-17-(6-oxopyran-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-yl]oxy]-8-oxooctanoyl]amino]-3-(1H-imidazol-5-yl)propanoic acid](https://plantaedb.com/storage/docs/compounds/2023/11/94a16b30-85f2-11ee-bf81-57c2dabdd886.jpg "2D Structure of (2S)-2-[[8-[[(3S,5R,8R,9S,10R,13R,14S,17R)-14-hydroxy-10-(hydroxymethyl)-13-methyl-17-(6-oxopyran-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-yl]oxy]-8-oxooctanoyl]amino]-3-(1H-imidazol-5-yl)propanoic acid")
| Target | Value | Probability (raw) | Probability (%) |
|---|---|---|---|
| Human Intestinal Absorption | + | 0.9076 | 90.76% |
| Caco-2 | - | 0.8601 | 86.01% |
| Blood Brain Barrier | - | 0.6750 | 67.50% |
| Human oral bioavailability | - | 0.6714 | 67.14% |
| Subcellular localzation | Mitochondria | 0.6461 | 64.61% |
| OATP2B1 inhibitior | - | 0.5676 | 56.76% |
| OATP1B1 inhibitior | + | 0.7491 | 74.91% |
| OATP1B3 inhibitior | + | 0.9393 | 93.93% |
| MATE1 inhibitior | - | 0.8474 | 84.74% |
| OCT2 inhibitior | - | 0.7599 | 75.99% |
| BSEP inhibitior | + | 0.8767 | 87.67% |
| P-glycoprotein inhibitior | + | 0.7381 | 73.81% |
| P-glycoprotein substrate | + | 0.6546 | 65.46% |
| CYP3A4 substrate | + | 0.7370 | 73.70% |
| CYP2C9 substrate | - | 1.0000 | 100.00% |
| CYP2D6 substrate | - | 0.8811 | 88.11% |
| CYP3A4 inhibition | + | 0.5142 | 51.42% |
| CYP2C9 inhibition | - | 0.7280 | 72.80% |
| CYP2C19 inhibition | - | 0.6903 | 69.03% |
| CYP2D6 inhibition | - | 0.8144 | 81.44% |
| CYP1A2 inhibition | - | 0.8055 | 80.55% |
| CYP2C8 inhibition | + | 0.7997 | 79.97% |
| CYP inhibitory promiscuity | - | 0.5125 | 51.25% |
| UGT catelyzed | + | 0.7000 | 70.00% |
| Carcinogenicity (binary) | - | 0.9300 | 93.00% |
| Carcinogenicity (trinary) | Non-required | 0.6593 | 65.93% |
| Eye corrosion | - | 0.9888 | 98.88% |
| Eye irritation | - | 0.9169 | 91.69% |
| Skin irritation | - | 0.7828 | 78.28% |
| Skin corrosion | - | 0.9362 | 93.62% |
| Ames mutagenesis | - | 0.6670 | 66.70% |
| Human Ether-a-go-go-Related Gene inhibition | - | 0.5135 | 51.35% |
| Micronuclear | + | 0.7600 | 76.00% |
| Hepatotoxicity | - | 0.5967 | 59.67% |
| skin sensitisation | - | 0.8741 | 87.41% |
| Respiratory toxicity | + | 0.8667 | 86.67% |
| Reproductive toxicity | + | 0.9444 | 94.44% |
| Mitochondrial toxicity | + | 0.8625 | 86.25% |
| Nephrotoxicity | - | 0.8480 | 84.80% |
| Acute Oral Toxicity (c) | III | 0.6279 | 62.79% |
| Estrogen receptor binding | + | 0.8007 | 80.07% |
| Androgen receptor binding | + | 0.7579 | 75.79% |
| Thyroid receptor binding | + | 0.5232 | 52.32% |
| Glucocorticoid receptor binding | + | 0.6300 | 63.00% |
| Aromatase binding | + | 0.6109 | 61.09% |
| PPAR gamma | + | 0.6349 | 63.49% |
| Honey bee toxicity | - | 0.7168 | 71.68% |
| Biodegradation | - | 0.7500 | 75.00% |
| Crustacea aquatic toxicity | + | 0.5581 | 55.81% |
| Fish aquatic toxicity | + | 0.9035 | 90.35% |
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 |
|---|---|---|---|---|
| CHEMBL4203 | Q9HAZ1 | Dual specificity protein kinase CLK4 | 99.38% | 94.45% |
| CHEMBL3251 | P19838 | Nuclear factor NF-kappa-B p105 subunit | 98.93% | 96.09% |
| CHEMBL5619 | P27695 | DNA-(apurinic or apyrimidinic site) lyase | 97.88% | 91.11% |
| CHEMBL3137262 | O60341 | LSD1/CoREST complex | 97.37% | 97.09% |
| CHEMBL2581 | P07339 | Cathepsin D | 95.95% | 98.95% |
| CHEMBL3060 | Q9Y345 | Glycine transporter 2 | 95.61% | 99.17% |
| CHEMBL2492 | P36544 | Neuronal acetylcholine receptor protein alpha-7 subunit | 92.80% | 88.42% |
| CHEMBL3038477 | P67870 | Casein kinase II alpha/beta | 92.69% | 99.23% |
| CHEMBL1966 | Q02127 | Dihydroorotate dehydrogenase | 91.99% | 96.09% |
| CHEMBL5255 | O00206 | Toll-like receptor 4 | 91.41% | 92.50% |
| CHEMBL4145 | Q9UKV0 | Histone deacetylase 9 | 90.51% | 85.49% |
| CHEMBL3713062 | P10646 | Tissue factor pathway inhibitor | 90.05% | 97.33% |
| CHEMBL1293249 | Q13887 | Kruppel-like factor 5 | 89.19% | 86.33% |
| CHEMBL1937 | Q92769 | Histone deacetylase 2 | 88.94% | 94.75% |
| CHEMBL4026 | P40763 | Signal transducer and activator of transcription 3 | 88.79% | 82.69% |
| CHEMBL3524 | P56524 | Histone deacetylase 4 | 88.05% | 92.97% |
| CHEMBL2035 | P08912 | Muscarinic acetylcholine receptor M5 | 87.76% | 94.62% |
| CHEMBL3108638 | O15164 | Transcription intermediary factor 1-alpha | 86.91% | 95.56% |
| CHEMBL4685 | P14902 | Indoleamine 2,3-dioxygenase | 86.72% | 96.38% |
| CHEMBL5608 | Q16288 | NT-3 growth factor receptor | 86.56% | 95.89% |
| CHEMBL4302 | P08183 | P-glycoprotein 1 | 86.55% | 92.98% |
| CHEMBL2716 | Q8WUI4 | Histone deacetylase 7 | 86.39% | 89.44% |
| CHEMBL1907603 | Q05586 | Glutamate NMDA receptor; GRIN1/GRIN2B | 85.04% | 95.89% |
| CHEMBL5028 | O14672 | ADAM10 | 83.24% | 97.50% |
| CHEMBL2243 | O00519 | Anandamide amidohydrolase | 83.21% | 97.53% |
| CHEMBL1907605 | P24864 | Cyclin-dependent kinase 2/cyclin E1 | 82.50% | 92.88% |
| CHEMBL2959 | Q08881 | Tyrosine-protein kinase ITK/TSK | 81.97% | 95.00% |
| CHEMBL5845 | P23415 | Glycine receptor subunit alpha-1 | 81.83% | 90.71% |
| CHEMBL4227 | P25090 | Lipoxin A4 receptor | 81.54% | 100.00% |
| CHEMBL1795139 | Q8IU80 | Transmembrane protease serine 6 | 81.28% | 98.33% |
| CHEMBL5103 | Q969S8 | Histone deacetylase 10 | 80.79% | 90.08% |
| CHEMBL1907600 | Q00535 | Cyclin-dependent kinase 5/CDK5 activator 1 | 80.24% | 93.03% |
| CHEMBL3492 | P49721 | Proteasome Macropain subunit | 80.18% | 90.24% |
| CHEMBL3392948 | Q9NP59 | Solute carrier family 40 member 1 | 80.07% | 95.00% |
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 | 163187894 |
| LOTUS | LTS0194147 |
| wikiData | Q104999600 |