(2E,4E,6S)-N-[(1R,2R,5S,10R,12R,14R,15R,19R)-14-[(E,2R,5R)-5,6-dimethylhept-3-en-2-yl]-10-formyl-5,19-dihydroxy-2,15-dimethyl-8-oxo-10-pentacyclo[10.5.2.02,7.09,18.015,19]nonadeca-6,9(18)-dienyl]-4,6-dimethyldodeca-2,4-dienamide
| Internal ID | 77207ae1-3944-4663-b001-499cf0f83cf8 |
| Taxonomy | Lipids and lipid-like molecules > Steroids and steroid derivatives > Ergostane steroids |
| IUPAC Name | (2E,4E,6S)-N-[(1R,2R,5S,10R,12R,14R,15R,19R)-14-[(E,2R,5R)-5,6-dimethylhept-3-en-2-yl]-10-formyl-5,19-dihydroxy-2,15-dimethyl-8-oxo-10-pentacyclo[10.5.2.02,7.09,18.015,19]nonadeca-6,9(18)-dienyl]-4,6-dimethyldodeca-2,4-dienamide |
| SMILES (Canonical) | |
| SMILES (Isomeric) | |
| InChI | InChI=1S/C45H67NO5/c1-10-11-12-13-14-29(4)23-30(5)15-18-38(49)46-44(27-47)26-33-24-36(32(7)17-16-31(6)28(2)3)43(9)22-20-35-39(45(33,43)51)40(44)41(50)37-25-34(48)19-21-42(35,37)8/h15-18,23,25,27-29,31-36,48,51H,10-14,19-22,24,26H2,1-9H3,(H,46,49)/b17-16+,18-15+,30-23+/t29-,31-,32+,33+,34-,35-,36+,42+,43+,44-,45-/m0/s1 |
| InChI Key | TVFMBZOZGJABCW-DNZREWLKSA-N |
| Popularity | 1 reference in papers |
| Molecular Formula | C45H67NO5 |
| Molecular Weight | 702.00 g/mol |
| Exact Mass | 701.50192424 g/mol |
| Topological Polar Surface Area (TPSA) | 104.00 Ų |
| XlogP | 9.30 |
| Atomic LogP (AlogP) | 8.79 |
| H-Bond Acceptor | 5 |
| H-Bond Donor | 3 |
| Rotatable Bonds | 14 |
| CHEMBL266060 |
![2D Structure of (2E,4E,6S)-N-[(1R,2R,5S,10R,12R,14R,15R,19R)-14-[(E,2R,5R)-5,6-dimethylhept-3-en-2-yl]-10-formyl-5,19-dihydroxy-2,15-dimethyl-8-oxo-10-pentacyclo[10.5.2.02,7.09,18.015,19]nonadeca-6,9(18)-dienyl]-4,6-dimethyldodeca-2,4-dienamide](https://plantaedb.com/storage/docs/compounds/2023/11/gymnasterone-a.jpg "2D Structure of (2E,4E,6S)-N-[(1R,2R,5S,10R,12R,14R,15R,19R)-14-[(E,2R,5R)-5,6-dimethylhept-3-en-2-yl]-10-formyl-5,19-dihydroxy-2,15-dimethyl-8-oxo-10-pentacyclo[10.5.2.02,7.09,18.015,19]nonadeca-6,9(18)-dienyl]-4,6-dimethyldodeca-2,4-dienamide")
| Target | Value | Probability (raw) | Probability (%) |
|---|---|---|---|
| Human Intestinal Absorption | + | 0.9949 | 99.49% |
| Caco-2 | - | 0.8293 | 82.93% |
| Blood Brain Barrier | - | 0.5500 | 55.00% |
| Human oral bioavailability | - | 0.7857 | 78.57% |
| Subcellular localzation | Mitochondria | 0.7309 | 73.09% |
| OATP2B1 inhibitior | - | 0.5695 | 56.95% |
| OATP1B1 inhibitior | + | 0.8115 | 81.15% |
| OATP1B3 inhibitior | + | 0.9344 | 93.44% |
| MATE1 inhibitior | - | 0.9646 | 96.46% |
| OCT2 inhibitior | - | 0.5572 | 55.72% |
| BSEP inhibitior | + | 0.9966 | 99.66% |
| P-glycoprotein inhibitior | + | 0.7921 | 79.21% |
| P-glycoprotein substrate | + | 0.8016 | 80.16% |
| CYP3A4 substrate | + | 0.7412 | 74.12% |
| CYP2C9 substrate | - | 1.0000 | 100.00% |
| CYP2D6 substrate | - | 0.8971 | 89.71% |
| CYP3A4 inhibition | - | 0.7938 | 79.38% |
| CYP2C9 inhibition | - | 0.6299 | 62.99% |
| CYP2C19 inhibition | - | 0.6796 | 67.96% |
| CYP2D6 inhibition | - | 0.9063 | 90.63% |
| CYP1A2 inhibition | - | 0.8891 | 88.91% |
| CYP2C8 inhibition | + | 0.7196 | 71.96% |
| CYP inhibitory promiscuity | + | 0.7068 | 70.68% |
| UGT catelyzed | + | 0.8000 | 80.00% |
| Carcinogenicity (binary) | - | 0.9400 | 94.00% |
| Carcinogenicity (trinary) | Non-required | 0.6028 | 60.28% |
| Eye corrosion | - | 0.9900 | 99.00% |
| Eye irritation | - | 0.9206 | 92.06% |
| Skin irritation | - | 0.6879 | 68.79% |
| Skin corrosion | - | 0.9326 | 93.26% |
| Ames mutagenesis | - | 0.6874 | 68.74% |
| Human Ether-a-go-go-Related Gene inhibition | + | 0.7329 | 73.29% |
| Micronuclear | + | 0.6000 | 60.00% |
| Hepatotoxicity | - | 0.6834 | 68.34% |
| skin sensitisation | - | 0.8410 | 84.10% |
| Respiratory toxicity | + | 0.8667 | 86.67% |
| Reproductive toxicity | + | 1.0000 | 100.00% |
| Mitochondrial toxicity | + | 0.8875 | 88.75% |
| Nephrotoxicity | - | 0.6382 | 63.82% |
| Acute Oral Toxicity (c) | III | 0.5546 | 55.46% |
| Estrogen receptor binding | + | 0.8248 | 82.48% |
| Androgen receptor binding | + | 0.7365 | 73.65% |
| Thyroid receptor binding | + | 0.5880 | 58.80% |
| Glucocorticoid receptor binding | + | 0.7892 | 78.92% |
| Aromatase binding | + | 0.6543 | 65.43% |
| PPAR gamma | + | 0.7575 | 75.75% |
| Honey bee toxicity | - | 0.7505 | 75.05% |
| Biodegradation | - | 0.9250 | 92.50% |
| Crustacea aquatic toxicity | + | 0.7215 | 72.15% |
| Fish aquatic toxicity | + | 0.9907 | 99.07% |
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 | 98.47% | 98.95% |
| CHEMBL3251 | P19838 | Nuclear factor NF-kappa-B p105 subunit | 98.30% | 96.09% |
| CHEMBL5619 | P27695 | DNA-(apurinic or apyrimidinic site) lyase | 98.06% | 91.11% |
| CHEMBL4026 | P40763 | Signal transducer and activator of transcription 3 | 97.25% | 82.69% |
| CHEMBL299 | P17252 | Protein kinase C alpha | 95.97% | 98.03% |
| CHEMBL4072 | P07858 | Cathepsin B | 95.22% | 93.67% |
| CHEMBL3108638 | O15164 | Transcription intermediary factor 1-alpha | 94.37% | 95.56% |
| CHEMBL221 | P23219 | Cyclooxygenase-1 | 94.04% | 90.17% |
| CHEMBL2955 | O95136 | Sphingosine 1-phosphate receptor Edg-5 | 93.83% | 92.86% |
| CHEMBL3359 | P21462 | Formyl peptide receptor 1 | 93.22% | 93.56% |
| CHEMBL253 | P34972 | Cannabinoid CB2 receptor | 92.35% | 97.25% |
| CHEMBL3137262 | O60341 | LSD1/CoREST complex | 92.03% | 97.09% |
| CHEMBL2179 | P04062 | Beta-glucocerebrosidase | 91.50% | 85.31% |
| CHEMBL4478 | Q00975 | Voltage-gated N-type calcium channel alpha-1B subunit | 91.36% | 97.14% |
| CHEMBL4203 | Q9HAZ1 | Dual specificity protein kinase CLK4 | 90.32% | 94.45% |
| CHEMBL226 | P30542 | Adenosine A1 receptor | 90.13% | 95.93% |
| CHEMBL4227 | P25090 | Lipoxin A4 receptor | 90.05% | 100.00% |
| CHEMBL3060 | Q9Y345 | Glycine transporter 2 | 88.87% | 99.17% |
| CHEMBL268 | P43235 | Cathepsin K | 88.86% | 96.85% |
| CHEMBL4187 | Q99250 | Sodium channel protein type II alpha subunit | 87.94% | 95.50% |
| CHEMBL1994 | P08235 | Mineralocorticoid receptor | 87.77% | 100.00% |
| CHEMBL1907603 | Q05586 | Glutamate NMDA receptor; GRIN1/GRIN2B | 87.61% | 95.89% |
| CHEMBL255 | P29275 | Adenosine A2b receptor | 86.72% | 98.59% |
| CHEMBL4588 | P22894 | Matrix metalloproteinase 8 | 86.43% | 94.66% |
| CHEMBL2001 | Q9H244 | Purinergic receptor P2Y12 | 86.23% | 96.00% |
| CHEMBL3807 | P17706 | T-cell protein-tyrosine phosphatase | 86.15% | 93.00% |
| CHEMBL3892 | Q99500 | Sphingosine 1-phosphate receptor Edg-3 | 85.93% | 97.29% |
| CHEMBL3038477 | P67870 | Casein kinase II alpha/beta | 85.35% | 99.23% |
| CHEMBL2514 | O95665 | Neurotensin receptor 2 | 85.13% | 100.00% |
| CHEMBL2274 | Q9H228 | Sphingosine 1-phosphate receptor Edg-8 | 85.12% | 100.00% |
| CHEMBL5608 | Q16288 | NT-3 growth factor receptor | 82.92% | 95.89% |
| CHEMBL5103 | Q969S8 | Histone deacetylase 10 | 82.37% | 90.08% |
| CHEMBL1806 | P11388 | DNA topoisomerase II alpha | 81.98% | 89.00% |
| CHEMBL2996 | Q05655 | Protein kinase C delta | 81.41% | 97.79% |
| CHEMBL2111367 | P27986 | PI3-kinase p110-alpha/p85-alpha | 81.22% | 94.33% |
| CHEMBL1907600 | Q00535 | Cyclin-dependent kinase 5/CDK5 activator 1 | 81.00% | 93.03% |
| CHEMBL5255 | O00206 | Toll-like receptor 4 | 80.55% | 92.50% |
| CHEMBL1293249 | Q13887 | Kruppel-like factor 5 | 80.00% | 86.33% |
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 | 44445555 |
| LOTUS | LTS0219598 |
| wikiData | Q105265241 |