3,4-bis(6-hydroxy-1H-indol-3-yl)pyrrole-2,5-dione
| Internal ID | 988e0109-8a41-4593-98c5-2098d964801d |
| Taxonomy | Organoheterocyclic compounds > Indoles and derivatives > Hydroxyindoles |
| IUPAC Name | 3,4-bis(6-hydroxy-1H-indol-3-yl)pyrrole-2,5-dione |
| SMILES (Canonical) | |
| SMILES (Isomeric) | |
| InChI | InChI=1S/C20H13N3O4/c24-9-1-3-11-13(7-21-15(11)5-9)17-18(20(27)23-19(17)26)14-8-22-16-6-10(25)2-4-12(14)16/h1-8,21-22,24-25H,(H,23,26,27) |
| InChI Key | UDSNXTIQGIGPLE-UHFFFAOYSA-N |
| Popularity | 7 references in papers |
| Molecular Formula | C20H13N3O4 |
| Molecular Weight | 359.30 g/mol |
| Exact Mass | 359.09060590 g/mol |
| Topological Polar Surface Area (TPSA) | 118.00 Ų |
| XlogP | 2.10 |
| Atomic LogP (AlogP) | 2.63 |
| H-Bond Acceptor | 4 |
| H-Bond Donor | 5 |
| Rotatable Bonds | 2 |
| There are no found synonyms. |
| Target | Value | Probability (raw) | Probability (%) |
|---|---|---|---|
| Human Intestinal Absorption | + | 0.9936 | 99.36% |
| Caco-2 | - | 0.7876 | 78.76% |
| Blood Brain Barrier | + | 0.5621 | 56.21% |
| Human oral bioavailability | + | 0.5714 | 57.14% |
| Subcellular localzation | Plasma membrane | 0.5732 | 57.32% |
| OATP2B1 inhibitior | - | 0.7096 | 70.96% |
| OATP1B1 inhibitior | + | 0.8803 | 88.03% |
| OATP1B3 inhibitior | + | 0.9287 | 92.87% |
| MATE1 inhibitior | - | 0.9000 | 90.00% |
| OCT2 inhibitior | - | 1.0000 | 100.00% |
| BSEP inhibitior | + | 0.6508 | 65.08% |
| P-glycoprotein inhibitior | - | 0.8351 | 83.51% |
| P-glycoprotein substrate | - | 0.7943 | 79.43% |
| CYP3A4 substrate | - | 0.5386 | 53.86% |
| CYP2C9 substrate | - | 1.0000 | 100.00% |
| CYP2D6 substrate | - | 0.8739 | 87.39% |
| CYP3A4 inhibition | - | 0.5593 | 55.93% |
| CYP2C9 inhibition | - | 0.5322 | 53.22% |
| CYP2C19 inhibition | - | 0.7461 | 74.61% |
| CYP2D6 inhibition | - | 0.7738 | 77.38% |
| CYP1A2 inhibition | + | 0.7177 | 71.77% |
| CYP2C8 inhibition | - | 0.7274 | 72.74% |
| CYP inhibitory promiscuity | + | 0.5557 | 55.57% |
| UGT catelyzed | + | 0.6000 | 60.00% |
| Carcinogenicity (binary) | - | 0.8666 | 86.66% |
| Carcinogenicity (trinary) | Non-required | 0.4805 | 48.05% |
| Eye corrosion | - | 0.9919 | 99.19% |
| Eye irritation | - | 0.8286 | 82.86% |
| Skin irritation | - | 0.8686 | 86.86% |
| Skin corrosion | - | 0.9655 | 96.55% |
| Ames mutagenesis | - | 0.5900 | 59.00% |
| Human Ether-a-go-go-Related Gene inhibition | - | 0.6122 | 61.22% |
| Micronuclear | + | 0.8800 | 88.00% |
| Hepatotoxicity | + | 0.5875 | 58.75% |
| skin sensitisation | - | 0.9190 | 91.90% |
| Respiratory toxicity | + | 0.6000 | 60.00% |
| Reproductive toxicity | - | 0.5111 | 51.11% |
| Mitochondrial toxicity | - | 0.5250 | 52.50% |
| Nephrotoxicity | - | 0.5553 | 55.53% |
| Acute Oral Toxicity (c) | III | 0.3966 | 39.66% |
| Estrogen receptor binding | + | 0.8170 | 81.70% |
| Androgen receptor binding | + | 0.8529 | 85.29% |
| Thyroid receptor binding | - | 0.5440 | 54.40% |
| Glucocorticoid receptor binding | + | 0.8139 | 81.39% |
| Aromatase binding | + | 0.5910 | 59.10% |
| PPAR gamma | + | 0.8338 | 83.38% |
| Honey bee toxicity | - | 0.9087 | 90.87% |
| Biodegradation | - | 0.9500 | 95.00% |
| Crustacea aquatic toxicity | + | 0.5200 | 52.00% |
| Fish aquatic toxicity | + | 0.8926 | 89.26% |
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 | 98.60% | 91.11% |
| CHEMBL1951 | P21397 | Monoamine oxidase A | 97.87% | 91.49% |
| CHEMBL2996 | Q05655 | Protein kinase C delta | 96.39% | 97.79% |
| CHEMBL4203 | Q9HAZ1 | Dual specificity protein kinase CLK4 | 95.28% | 94.45% |
| CHEMBL299 | P17252 | Protein kinase C alpha | 93.52% | 98.03% |
| CHEMBL2581 | P07339 | Cathepsin D | 92.41% | 98.95% |
| CHEMBL3108638 | O15164 | Transcription intermediary factor 1-alpha | 91.48% | 95.56% |
| CHEMBL3045 | P05771 | Protein kinase C beta | 91.16% | 97.63% |
| CHEMBL242 | Q92731 | Estrogen receptor beta | 90.93% | 98.35% |
| CHEMBL1806 | P11388 | DNA topoisomerase II alpha | 89.34% | 89.00% |
| CHEMBL2535 | P11166 | Glucose transporter | 89.10% | 98.75% |
| CHEMBL213 | P08588 | Beta-1 adrenergic receptor | 89.08% | 95.56% |
| CHEMBL5697 | Q9GZT9 | Egl nine homolog 1 | 88.06% | 93.40% |
| CHEMBL2292 | Q13627 | Dual-specificity tyrosine-phosphorylation regulated kinase 1A | 86.26% | 93.24% |
| CHEMBL2035 | P08912 | Muscarinic acetylcholine receptor M5 | 85.97% | 94.62% |
| CHEMBL2288 | Q13526 | Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 | 84.75% | 91.71% |
| CHEMBL1937 | Q92769 | Histone deacetylase 2 | 83.09% | 94.75% |
| CHEMBL2635 | P51452 | Dual specificity protein phosphatase 3 | 82.58% | 94.00% |
| CHEMBL262 | P49841 | Glycogen synthase kinase-3 beta | 82.51% | 95.72% |
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 | 10428522 |
| LOTUS | LTS0145224 |
| wikiData | Q77624838 |