(3R,4S,7R,10R)-3-[(1R,2S,4aS,8aR)-2-methyl-1,2,4a,5,6,7,8,8a-octahydronaphthalene-1-carbonyl]-3,10-dihydroxy-5-oxa-1-azatricyclo[5.2.1.04,10]decane-2,6-dione
| Internal ID | 10e26ec5-2b49-43f3-a8a5-821200756c0d |
| Taxonomy | Organoheterocyclic compounds > Pyrrolizidines > Pyrrolizidinones |
| IUPAC Name | (3R,4S,7R,10R)-3-[(1R,2S,4aS,8aR)-2-methyl-1,2,4a,5,6,7,8,8a-octahydronaphthalene-1-carbonyl]-3,10-dihydroxy-5-oxa-1-azatricyclo[5.2.1.04,10]decane-2,6-dione |
| SMILES (Canonical) | |
| SMILES (Isomeric) | |
| InChI | InChI=1S/C20H25NO6/c1-10-6-7-11-4-2-3-5-12(11)14(10)15(22)19(25)17-20(26)13(16(23)27-17)8-9-21(20)18(19)24/h6-7,10-14,17,25-26H,2-5,8-9H2,1H3/t10-,11-,12+,13-,14+,17-,19-,20+/m0/s1 |
| InChI Key | KLMKJHCIYAUNNL-BBCQPRCUSA-N |
| Popularity | 2 references in papers |
| Molecular Formula | C20H25NO6 |
| Molecular Weight | 375.40 g/mol |
| Exact Mass | 375.16818752 g/mol |
| Topological Polar Surface Area (TPSA) | 104.00 Ų |
| XlogP | 1.20 |
| Atomic LogP (AlogP) | 0.39 |
| H-Bond Acceptor | 6 |
| H-Bond Donor | 2 |
| Rotatable Bonds | 2 |
| There are no found synonyms. |
![2D Structure of (3R,4S,7R,10R)-3-[(1R,2S,4aS,8aR)-2-methyl-1,2,4a,5,6,7,8,8a-octahydronaphthalene-1-carbonyl]-3,10-dihydroxy-5-oxa-1-azatricyclo[5.2.1.04,10]decane-2,6-dione](https://plantaedb.com/storage/docs/compounds/2023/11/5b991f80-853d-11ee-baf2-15b5f9e2e04e.jpg "2D Structure of (3R,4S,7R,10R)-3-[(1R,2S,4aS,8aR)-2-methyl-1,2,4a,5,6,7,8,8a-octahydronaphthalene-1-carbonyl]-3,10-dihydroxy-5-oxa-1-azatricyclo[5.2.1.04,10]decane-2,6-dione")
| Target | Value | Probability (raw) | Probability (%) |
|---|---|---|---|
| Human Intestinal Absorption | + | 0.6821 | 68.21% |
| Caco-2 | - | 0.6520 | 65.20% |
| Blood Brain Barrier | + | 0.5250 | 52.50% |
| Human oral bioavailability | + | 0.5714 | 57.14% |
| Subcellular localzation | Mitochondria | 0.7245 | 72.45% |
| OATP2B1 inhibitior | - | 1.0000 | 100.00% |
| OATP1B1 inhibitior | + | 0.8947 | 89.47% |
| OATP1B3 inhibitior | + | 0.9386 | 93.86% |
| MATE1 inhibitior | - | 0.9400 | 94.00% |
| OCT2 inhibitior | - | 0.8750 | 87.50% |
| BSEP inhibitior | - | 0.9077 | 90.77% |
| P-glycoprotein inhibitior | - | 0.7660 | 76.60% |
| P-glycoprotein substrate | - | 0.6919 | 69.19% |
| CYP3A4 substrate | + | 0.6307 | 63.07% |
| CYP2C9 substrate | - | 1.0000 | 100.00% |
| CYP2D6 substrate | - | 0.8706 | 87.06% |
| CYP3A4 inhibition | - | 0.9620 | 96.20% |
| CYP2C9 inhibition | - | 0.8230 | 82.30% |
| CYP2C19 inhibition | - | 0.8504 | 85.04% |
| CYP2D6 inhibition | - | 0.9344 | 93.44% |
| CYP1A2 inhibition | - | 0.8909 | 89.09% |
| CYP2C8 inhibition | - | 0.8433 | 84.33% |
| CYP inhibitory promiscuity | - | 0.8466 | 84.66% |
| UGT catelyzed | + | 0.8000 | 80.00% |
| Carcinogenicity (binary) | - | 0.9800 | 98.00% |
| Carcinogenicity (trinary) | Non-required | 0.4730 | 47.30% |
| Eye corrosion | - | 0.9880 | 98.80% |
| Eye irritation | - | 0.9790 | 97.90% |
| Skin irritation | - | 0.7548 | 75.48% |
| Skin corrosion | - | 0.9239 | 92.39% |
| Ames mutagenesis | - | 0.6970 | 69.70% |
| Human Ether-a-go-go-Related Gene inhibition | - | 0.6269 | 62.69% |
| Micronuclear | + | 0.6500 | 65.00% |
| Hepatotoxicity | + | 0.5523 | 55.23% |
| skin sensitisation | - | 0.8507 | 85.07% |
| Respiratory toxicity | + | 0.8333 | 83.33% |
| Reproductive toxicity | + | 0.8111 | 81.11% |
| Mitochondrial toxicity | + | 0.8500 | 85.00% |
| Nephrotoxicity | - | 0.7599 | 75.99% |
| Acute Oral Toxicity (c) | III | 0.6004 | 60.04% |
| Estrogen receptor binding | + | 0.8564 | 85.64% |
| Androgen receptor binding | + | 0.7247 | 72.47% |
| Thyroid receptor binding | - | 0.6395 | 63.95% |
| Glucocorticoid receptor binding | + | 0.7792 | 77.92% |
| Aromatase binding | + | 0.5725 | 57.25% |
| PPAR gamma | - | 0.5065 | 50.65% |
| Honey bee toxicity | - | 0.9104 | 91.04% |
| Biodegradation | - | 0.8000 | 80.00% |
| Crustacea aquatic toxicity | + | 0.5150 | 51.50% |
| Fish aquatic toxicity | + | 0.8249 | 82.49% |
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 |
|---|---|---|---|---|
| CHEMBL5619 | P27695 | DNA-(apurinic or apyrimidinic site) lyase | 96.60% | 91.11% |
| CHEMBL3351 | Q13085 | Acetyl-CoA carboxylase 1 | 95.20% | 93.04% |
| CHEMBL3251 | P19838 | Nuclear factor NF-kappa-B p105 subunit | 93.93% | 96.09% |
| CHEMBL2581 | P07339 | Cathepsin D | 93.24% | 98.95% |
| CHEMBL1293255 | P15428 | 15-hydroxyprostaglandin dehydrogenase [NAD+] | 92.23% | 83.57% |
| CHEMBL3137262 | O60341 | LSD1/CoREST complex | 90.88% | 97.09% |
| CHEMBL4040 | P28482 | MAP kinase ERK2 | 87.74% | 83.82% |
| CHEMBL5255 | O00206 | Toll-like receptor 4 | 87.52% | 92.50% |
| CHEMBL3038477 | P67870 | Casein kinase II alpha/beta | 87.04% | 99.23% |
| CHEMBL3746 | P80365 | 11-beta-hydroxysteroid dehydrogenase 2 | 86.37% | 94.78% |
| CHEMBL340 | P08684 | Cytochrome P450 3A4 | 85.27% | 91.19% |
| CHEMBL1871 | P10275 | Androgen Receptor | 84.46% | 96.43% |
| CHEMBL1806 | P11388 | DNA topoisomerase II alpha | 83.55% | 89.00% |
| CHEMBL3864 | Q06124 | Protein-tyrosine phosphatase 2C | 83.06% | 94.42% |
| CHEMBL1293249 | Q13887 | Kruppel-like factor 5 | 82.52% | 86.33% |
| CHEMBL2635 | P51452 | Dual specificity protein phosphatase 3 | 82.21% | 94.00% |
| CHEMBL3108638 | O15164 | Transcription intermediary factor 1-alpha | 81.92% | 95.56% |
| CHEMBL5608 | Q16288 | NT-3 growth factor receptor | 81.59% | 95.89% |
| CHEMBL241 | Q14432 | Phosphodiesterase 3A | 80.84% | 92.94% |
| CHEMBL3807 | P17706 | T-cell protein-tyrosine phosphatase | 80.25% | 93.00% |
| CHEMBL2781 | P19634 | Sodium/hydrogen exchanger 1 | 80.13% | 90.24% |
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 | 163033815 |
| LOTUS | LTS0191622 |
| wikiData | Q105142696 |