(8S,13aR)-1,4,11-tribromo-8-[(3-bromo-5-hydroxy-4-methoxyphenyl)methyl]-3,10-dimethoxy-6,8,13,13a-tetrahydro-5H-isoquinolino[2,1-b]isoquinoline-2,9-diol
| Internal ID | 9d9caa8b-5367-4b8a-9da0-0b8c689ecd75 |
| Taxonomy | Alkaloids and derivatives > Protoberberine alkaloids and derivatives |
| IUPAC Name | (8S,13aR)-1,4,11-tribromo-8-[(3-bromo-5-hydroxy-4-methoxyphenyl)methyl]-3,10-dimethoxy-6,8,13,13a-tetrahydro-5H-isoquinolino[2,1-b]isoquinoline-2,9-diol |
| SMILES (Canonical) | |
| SMILES (Isomeric) | |
| InChI | InChI=1S/C27H25Br4NO6/c1-36-25-14(28)6-11(8-18(25)33)7-16-19-12(9-15(29)26(37-2)23(19)34)10-17-20-13(4-5-32(16)17)21(30)27(38-3)24(35)22(20)31/h6,8-9,16-17,33-35H,4-5,7,10H2,1-3H3/t16-,17+/m0/s1 |
| InChI Key | ZHFNXTHXAMNTRG-DLBZAZTESA-N |
| Popularity | 3 references in papers |
| Molecular Formula | C27H25Br4NO6 |
| Molecular Weight | 779.10 g/mol |
| Exact Mass | 778.83744 g/mol |
| Topological Polar Surface Area (TPSA) | 91.60 Ų |
| XlogP | 7.00 |
| Atomic LogP (AlogP) | 7.32 |
| H-Bond Acceptor | 7 |
| H-Bond Donor | 3 |
| Rotatable Bonds | 5 |
| There are no found synonyms. |
![2D Structure of (8S,13aR)-1,4,11-tribromo-8-[(3-bromo-5-hydroxy-4-methoxyphenyl)methyl]-3,10-dimethoxy-6,8,13,13a-tetrahydro-5H-isoquinolino[2,1-b]isoquinoline-2,9-diol](https://plantaedb.com/storage/docs/compounds/2023/11/b9cf5fa0-868e-11ee-9b59-e7dce84ada3b.jpg "2D Structure of (8S,13aR)-1,4,11-tribromo-8-[(3-bromo-5-hydroxy-4-methoxyphenyl)methyl]-3,10-dimethoxy-6,8,13,13a-tetrahydro-5H-isoquinolino[2,1-b]isoquinoline-2,9-diol")
| Target | Value | Probability (raw) | Probability (%) |
|---|---|---|---|
| Human Intestinal Absorption | + | 0.7862 | 78.62% |
| Caco-2 | - | 0.7260 | 72.60% |
| Blood Brain Barrier | + | 0.5750 | 57.50% |
| Human oral bioavailability | - | 0.6286 | 62.86% |
| Subcellular localzation | Mitochondria | 0.7229 | 72.29% |
| OATP2B1 inhibitior | + | 0.5700 | 57.00% |
| OATP1B1 inhibitior | + | 0.8800 | 88.00% |
| OATP1B3 inhibitior | + | 0.9342 | 93.42% |
| MATE1 inhibitior | - | 0.8600 | 86.00% |
| OCT2 inhibitior | - | 0.5000 | 50.00% |
| BSEP inhibitior | + | 0.8814 | 88.14% |
| P-glycoprotein inhibitior | + | 0.6488 | 64.88% |
| P-glycoprotein substrate | + | 0.5369 | 53.69% |
| CYP3A4 substrate | + | 0.6477 | 64.77% |
| CYP2C9 substrate | + | 0.7865 | 78.65% |
| CYP2D6 substrate | + | 0.7900 | 79.00% |
| CYP3A4 inhibition | - | 0.7581 | 75.81% |
| CYP2C9 inhibition | - | 0.7055 | 70.55% |
| CYP2C19 inhibition | + | 0.5853 | 58.53% |
| CYP2D6 inhibition | + | 0.8049 | 80.49% |
| CYP1A2 inhibition | + | 0.7233 | 72.33% |
| CYP2C8 inhibition | + | 0.5574 | 55.74% |
| CYP inhibitory promiscuity | + | 0.6578 | 65.78% |
| UGT catelyzed | + | 0.9000 | 90.00% |
| Carcinogenicity (binary) | - | 0.9121 | 91.21% |
| Carcinogenicity (trinary) | Non-required | 0.5957 | 59.57% |
| Eye corrosion | - | 0.9884 | 98.84% |
| Eye irritation | - | 0.9079 | 90.79% |
| Skin irritation | - | 0.7839 | 78.39% |
| Skin corrosion | - | 0.9429 | 94.29% |
| Ames mutagenesis | - | 0.5100 | 51.00% |
| Human Ether-a-go-go-Related Gene inhibition | + | 0.8466 | 84.66% |
| Micronuclear | + | 0.6459 | 64.59% |
| Hepatotoxicity | - | 0.5285 | 52.85% |
| skin sensitisation | - | 0.8844 | 88.44% |
| Respiratory toxicity | + | 0.7556 | 75.56% |
| Reproductive toxicity | + | 0.8556 | 85.56% |
| Mitochondrial toxicity | + | 0.8000 | 80.00% |
| Nephrotoxicity | - | 0.9526 | 95.26% |
| Acute Oral Toxicity (c) | III | 0.5852 | 58.52% |
| Estrogen receptor binding | + | 0.7143 | 71.43% |
| Androgen receptor binding | + | 0.6253 | 62.53% |
| Thyroid receptor binding | + | 0.5855 | 58.55% |
| Glucocorticoid receptor binding | + | 0.6624 | 66.24% |
| Aromatase binding | - | 0.5091 | 50.91% |
| PPAR gamma | - | 0.4885 | 48.85% |
| Honey bee toxicity | - | 0.7605 | 76.05% |
| Biodegradation | - | 0.9000 | 90.00% |
| Crustacea aquatic toxicity | + | 0.5300 | 53.00% |
| Fish aquatic toxicity | + | 0.8881 | 88.81% |
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 | 99.22% | 91.11% |
| CHEMBL3251 | P19838 | Nuclear factor NF-kappa-B p105 subunit | 97.77% | 96.09% |
| CHEMBL2581 | P07339 | Cathepsin D | 96.98% | 98.95% |
| CHEMBL4203 | Q9HAZ1 | Dual specificity protein kinase CLK4 | 96.16% | 94.45% |
| CHEMBL5697 | Q9GZT9 | Egl nine homolog 1 | 93.80% | 93.40% |
| CHEMBL217 | P14416 | Dopamine D2 receptor | 91.11% | 95.62% |
| CHEMBL4261 | Q16665 | Hypoxia-inducible factor 1 alpha | 91.06% | 85.14% |
| CHEMBL5608 | Q16288 | NT-3 growth factor receptor | 90.99% | 95.89% |
| CHEMBL4835 | P00338 | L-lactate dehydrogenase A chain | 88.72% | 95.34% |
| CHEMBL1907603 | Q05586 | Glutamate NMDA receptor; GRIN1/GRIN2B | 87.63% | 95.89% |
| CHEMBL1293249 | Q13887 | Kruppel-like factor 5 | 87.61% | 86.33% |
| CHEMBL5469 | Q14289 | Protein tyrosine kinase 2 beta | 86.76% | 91.03% |
| CHEMBL2635 | P51452 | Dual specificity protein phosphatase 3 | 86.60% | 94.00% |
| CHEMBL241 | Q14432 | Phosphodiesterase 3A | 86.50% | 92.94% |
| CHEMBL2069156 | Q14145 | Kelch-like ECH-associated protein 1 | 86.08% | 82.38% |
| CHEMBL3108638 | O15164 | Transcription intermediary factor 1-alpha | 85.94% | 95.56% |
| CHEMBL261 | P00915 | Carbonic anhydrase I | 85.34% | 96.76% |
| CHEMBL205 | P00918 | Carbonic anhydrase II | 84.94% | 98.44% |
| CHEMBL1951 | P21397 | Monoamine oxidase A | 84.53% | 91.49% |
| CHEMBL1860 | P10827 | Thyroid hormone receptor alpha | 83.00% | 99.15% |
| CHEMBL3060 | Q9Y345 | Glycine transporter 2 | 82.04% | 99.17% |
| CHEMBL4208 | P20618 | Proteasome component C5 | 81.62% | 90.00% |
| CHEMBL2056 | P21728 | Dopamine D1 receptor | 80.72% | 91.00% |
| CHEMBL3137262 | O60341 | LSD1/CoREST complex | 80.07% | 97.09% |
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 | 15932481 |
| LOTUS | LTS0056737 |
| wikiData | Q105375702 |