(1r,2s,3s,4s)-5-Cyano-3,7-dihydroxy-3-methyl-6,11-dioxo-2,3,4,5,6,11-hexahydro-1h-benzo[b]carbazole-1,2,4-triyl triacetate
| Internal ID | 5a9696fc-727f-46f0-9d34-de65df85b348 |
| Taxonomy | Organoheterocyclic compounds > Indoles and derivatives > Carbazoles |
| IUPAC Name | [(1R,2S,3S,4S)-2,4-diacetyloxy-5-cyano-3,7-dihydroxy-3-methyl-6,11-dioxo-2,4-dihydro-1H-benzo[b]carbazol-1-yl] acetate |
| SMILES (Canonical) | |
| SMILES (Isomeric) | |
| InChI | InChI=1S/C24H20N2O10/c1-9(27)34-21-16-15-17(20(32)14-12(19(15)31)6-5-7-13(14)30)26(8-25)18(16)22(35-10(2)28)24(4,33)23(21)36-11(3)29/h5-7,21-23,30,33H,1-4H3/t21-,22+,23+,24+/m1/s1 |
| InChI Key | BQWLWNOFIHHESO-SBFWRKJZSA-N |
| Popularity | 6 references in papers |
| Molecular Formula | C24H20N2O10 |
| Molecular Weight | 496.40 g/mol |
| Exact Mass | 496.11179484 g/mol |
| Topological Polar Surface Area (TPSA) | 182.00 Ų |
| XlogP | 1.10 |
| Atomic LogP (AlogP) | 1.20 |
| H-Bond Acceptor | 12 |
| H-Bond Donor | 2 |
| Rotatable Bonds | 3 |
| [(1R,2S,3S,4S)-2,4-diacetyloxy-5-cyano-3,7-dihydroxy-3-methyl-6,11-dioxo-2,4-dihydro-1H-benzo[b]carbazol-1-yl] acetate |
| NCI60_000866 |
![2D Structure of (1r,2s,3s,4s)-5-Cyano-3,7-dihydroxy-3-methyl-6,11-dioxo-2,3,4,5,6,11-hexahydro-1h-benzo[b]carbazole-1,2,4-triyl triacetate](https://plantaedb.com/storage/docs/compounds/2023/11/e9205c00-80ef-11ee-8843-dd2e76d9d2de.jpg "2D Structure of (1r,2s,3s,4s)-5-Cyano-3,7-dihydroxy-3-methyl-6,11-dioxo-2,3,4,5,6,11-hexahydro-1h-benzo[b]carbazole-1,2,4-triyl triacetate")
| Target | Value | Probability (raw) | Probability (%) |
|---|---|---|---|
| Human Intestinal Absorption | + | 0.8521 | 85.21% |
| Caco-2 | - | 0.7912 | 79.12% |
| Blood Brain Barrier | - | 0.6750 | 67.50% |
| Human oral bioavailability | + | 0.5429 | 54.29% |
| Subcellular localzation | Mitochondria | 0.6179 | 61.79% |
| OATP2B1 inhibitior | - | 0.8510 | 85.10% |
| OATP1B1 inhibitior | + | 0.8880 | 88.80% |
| OATP1B3 inhibitior | + | 0.9140 | 91.40% |
| MATE1 inhibitior | - | 0.8200 | 82.00% |
| OCT2 inhibitior | - | 0.9000 | 90.00% |
| BSEP inhibitior | + | 0.5780 | 57.80% |
| P-glycoprotein inhibitior | + | 0.7285 | 72.85% |
| P-glycoprotein substrate | - | 0.6000 | 60.00% |
| CYP3A4 substrate | + | 0.6744 | 67.44% |
| CYP2C9 substrate | + | 0.5998 | 59.98% |
| CYP2D6 substrate | - | 0.8832 | 88.32% |
| CYP3A4 inhibition | - | 0.7932 | 79.32% |
| CYP2C9 inhibition | - | 0.6451 | 64.51% |
| CYP2C19 inhibition | - | 0.6690 | 66.90% |
| CYP2D6 inhibition | - | 0.8575 | 85.75% |
| CYP1A2 inhibition | - | 0.5732 | 57.32% |
| CYP2C8 inhibition | + | 0.4843 | 48.43% |
| CYP inhibitory promiscuity | - | 0.5740 | 57.40% |
| UGT catelyzed | + | 0.6000 | 60.00% |
| Carcinogenicity (binary) | - | 0.9230 | 92.30% |
| Carcinogenicity (trinary) | Non-required | 0.3974 | 39.74% |
| Eye corrosion | - | 0.9907 | 99.07% |
| Eye irritation | - | 0.8699 | 86.99% |
| Skin irritation | - | 0.8338 | 83.38% |
| Skin corrosion | - | 0.9549 | 95.49% |
| Ames mutagenesis | + | 0.7200 | 72.00% |
| Human Ether-a-go-go-Related Gene inhibition | - | 0.7203 | 72.03% |
| Micronuclear | + | 0.7900 | 79.00% |
| Hepatotoxicity | + | 0.5875 | 58.75% |
| skin sensitisation | - | 0.9080 | 90.80% |
| Respiratory toxicity | + | 0.7222 | 72.22% |
| Reproductive toxicity | + | 0.5667 | 56.67% |
| Mitochondrial toxicity | + | 0.7500 | 75.00% |
| Nephrotoxicity | + | 0.7938 | 79.38% |
| Acute Oral Toxicity (c) | III | 0.5395 | 53.95% |
| Estrogen receptor binding | + | 0.7819 | 78.19% |
| Androgen receptor binding | + | 0.6948 | 69.48% |
| Thyroid receptor binding | + | 0.5841 | 58.41% |
| Glucocorticoid receptor binding | + | 0.7060 | 70.60% |
| Aromatase binding | - | 0.5288 | 52.88% |
| PPAR gamma | + | 0.7935 | 79.35% |
| Honey bee toxicity | - | 0.6443 | 64.43% |
| Biodegradation | - | 0.7000 | 70.00% |
| Crustacea aquatic toxicity | - | 0.5900 | 59.00% |
| Fish aquatic toxicity | + | 0.9213 | 92.13% |
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 | 98.54% | 98.95% |
| CHEMBL3251 | P19838 | Nuclear factor NF-kappa-B p105 subunit | 97.46% | 96.09% |
| CHEMBL4685 | P14902 | Indoleamine 2,3-dioxygenase | 97.27% | 96.38% |
| CHEMBL5619 | P27695 | DNA-(apurinic or apyrimidinic site) lyase | 94.98% | 91.11% |
| CHEMBL3108638 | O15164 | Transcription intermediary factor 1-alpha | 93.72% | 95.56% |
| CHEMBL1806 | P11388 | DNA topoisomerase II alpha | 93.03% | 89.00% |
| CHEMBL3038477 | P67870 | Casein kinase II alpha/beta | 92.81% | 99.23% |
| CHEMBL4026 | P40763 | Signal transducer and activator of transcription 3 | 91.38% | 82.69% |
| CHEMBL1293249 | Q13887 | Kruppel-like factor 5 | 91.20% | 86.33% |
| CHEMBL340 | P08684 | Cytochrome P450 3A4 | 89.89% | 91.19% |
| CHEMBL241 | Q14432 | Phosphodiesterase 3A | 84.88% | 92.94% |
| CHEMBL2378 | P30307 | Dual specificity phosphatase Cdc25C | 84.80% | 96.67% |
| CHEMBL1860 | P10827 | Thyroid hormone receptor alpha | 84.54% | 99.15% |
| CHEMBL2535 | P11166 | Glucose transporter | 83.97% | 98.75% |
| CHEMBL1937 | Q92769 | Histone deacetylase 2 | 83.59% | 94.75% |
| CHEMBL4261 | Q16665 | Hypoxia-inducible factor 1 alpha | 81.43% | 85.14% |
| CHEMBL4203 | Q9HAZ1 | Dual specificity protein kinase CLK4 | 80.55% | 94.45% |
Below are displayed all the plants proven (via scientific papers) to contain this
compound!
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| PubChem | 72524 |
| LOTUS | LTS0032734 |
| wikiData | Q104944613 |