Topopyrone C
| Internal ID | 5dcbc692-83dc-4724-8bcd-8866b4f93782 |
| Taxonomy | Benzenoids > Anthracenes > Anthraquinones > Hydroxyanthraquinones |
| IUPAC Name | 5,9,11-trihydroxy-2-methylnaphtho[3,2-h]chromene-4,7,12-trione |
| SMILES (Canonical) | CC1=CC(=O)C2=C(C=C3C(=C2O1)C(=O)C4=C(C3=O)C=C(C=C4O)O)O |
| SMILES (Isomeric) | CC1=CC(=O)C2=C(C=C3C(=C2O1)C(=O)C4=C(C3=O)C=C(C=C4O)O)O |
| InChI | InChI=1S/C18H10O7/c1-6-2-10(20)15-12(22)5-9-14(18(15)25-6)17(24)13-8(16(9)23)3-7(19)4-11(13)21/h2-5,19,21-22H,1H3 |
| InChI Key | AWDAPFGGFWZKGB-UHFFFAOYSA-N |
| Popularity | 6 references in papers |
| Molecular Formula | C18H10O7 |
| Molecular Weight | 338.30 g/mol |
| Exact Mass | 338.04265265 g/mol |
| Topological Polar Surface Area (TPSA) | 121.00 Ų |
| XlogP | 2.90 |
| Atomic LogP (AlogP) | 1.99 |
| H-Bond Acceptor | 7 |
| H-Bond Donor | 3 |
| Rotatable Bonds | 0 |
| CHEBI:66254 |
| DTXSID701045476 |
| 5,9,11-trihydroxy-2-methyl-4H-naphtho[2,3-h]chromene-4,7,12-trione |
| 5,9,11-trihydroxy-2-methylnaphtho(3,2-h)chromene-4,7,12-trione |
| 5,9,11-trihydroxy-2-methylnaphtho[3,2-h]chromene-4,7,12-trione |
| 5,9,11-trihydroxy-2-methyl-4H-naphtho(2,3-h)chromene-4,7,12-trione |
| RefChem:190416 |
| DTXCID101527410 |
| 308368-85-6 |
| CHEMBL400146 |
| There are more than 10 synonyms. If you wish to see them all click here. |
| Target | Value | Probability (raw) | Probability (%) |
|---|---|---|---|
| Human Intestinal Absorption | + | 0.9498 | 94.98% |
| Caco-2 | - | 0.5395 | 53.95% |
| Blood Brain Barrier | - | 0.7750 | 77.50% |
| Human oral bioavailability | - | 0.5429 | 54.29% |
| Subcellular localzation | Mitochondria | 0.7195 | 71.95% |
| OATP2B1 inhibitior | - | 0.5457 | 54.57% |
| OATP1B1 inhibitior | + | 0.9070 | 90.70% |
| OATP1B3 inhibitior | + | 0.9783 | 97.83% |
| MATE1 inhibitior | - | 0.6800 | 68.00% |
| OCT2 inhibitior | - | 0.9500 | 95.00% |
| BSEP inhibitior | - | 0.8263 | 82.63% |
| P-glycoprotein inhibitior | - | 0.8309 | 83.09% |
| P-glycoprotein substrate | - | 0.8797 | 87.97% |
| CYP3A4 substrate | + | 0.5252 | 52.52% |
| CYP2C9 substrate | - | 0.6241 | 62.41% |
| CYP2D6 substrate | - | 0.8576 | 85.76% |
| CYP3A4 inhibition | + | 0.6087 | 60.87% |
| CYP2C9 inhibition | + | 0.7237 | 72.37% |
| CYP2C19 inhibition | - | 0.5650 | 56.50% |
| CYP2D6 inhibition | - | 0.8239 | 82.39% |
| CYP1A2 inhibition | + | 0.9312 | 93.12% |
| CYP2C8 inhibition | - | 0.6452 | 64.52% |
| CYP inhibitory promiscuity | - | 0.5595 | 55.95% |
| UGT catelyzed | + | 0.8000 | 80.00% |
| Carcinogenicity (binary) | - | 0.9500 | 95.00% |
| Carcinogenicity (trinary) | Non-required | 0.6995 | 69.95% |
| Eye corrosion | - | 0.9833 | 98.33% |
| Eye irritation | + | 0.7829 | 78.29% |
| Skin irritation | + | 0.4921 | 49.21% |
| Skin corrosion | - | 0.9121 | 91.21% |
| Ames mutagenesis | + | 0.7100 | 71.00% |
| Human Ether-a-go-go-Related Gene inhibition | - | 0.8188 | 81.88% |
| Micronuclear | + | 0.8700 | 87.00% |
| Hepatotoxicity | + | 0.6375 | 63.75% |
| skin sensitisation | - | 0.9041 | 90.41% |
| Respiratory toxicity | + | 0.5556 | 55.56% |
| Reproductive toxicity | + | 0.7000 | 70.00% |
| Mitochondrial toxicity | + | 0.5250 | 52.50% |
| Nephrotoxicity | + | 0.6869 | 68.69% |
| Acute Oral Toxicity (c) | III | 0.7344 | 73.44% |
| Estrogen receptor binding | + | 0.8180 | 81.80% |
| Androgen receptor binding | + | 0.7273 | 72.73% |
| Thyroid receptor binding | - | 0.6924 | 69.24% |
| Glucocorticoid receptor binding | + | 0.9031 | 90.31% |
| Aromatase binding | + | 0.6346 | 63.46% |
| PPAR gamma | + | 0.7355 | 73.55% |
| Honey bee toxicity | - | 0.8909 | 89.09% |
| Biodegradation | - | 0.9250 | 92.50% |
| Crustacea aquatic toxicity | - | 0.6400 | 64.00% |
| Fish aquatic toxicity | + | 0.8826 | 88.26% |
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 |
|---|---|---|---|---|
| CHEMBL1951 | P21397 | Monoamine oxidase A | 97.26% | 91.49% |
| CHEMBL1806 | P11388 | DNA topoisomerase II alpha | 95.63% | 89.00% |
| CHEMBL3401 | O75469 | Pregnane X receptor | 95.13% | 94.73% |
| CHEMBL2581 | P07339 | Cathepsin D | 95.09% | 98.95% |
| CHEMBL3108638 | O15164 | Transcription intermediary factor 1-alpha | 94.34% | 95.56% |
| CHEMBL3038477 | P67870 | Casein kinase II alpha/beta | 94.13% | 99.23% |
| CHEMBL5619 | P27695 | DNA-(apurinic or apyrimidinic site) lyase | 93.64% | 91.11% |
| CHEMBL2635 | P51452 | Dual specificity protein phosphatase 3 | 89.12% | 94.00% |
| CHEMBL4208 | P20618 | Proteasome component C5 | 86.25% | 90.00% |
| CHEMBL1860 | P10827 | Thyroid hormone receptor alpha | 84.93% | 99.15% |
| CHEMBL5409 | Q8TDU6 | G-protein coupled bile acid receptor 1 | 83.34% | 93.65% |
| CHEMBL3194 | P02766 | Transthyretin | 83.17% | 90.71% |
| CHEMBL3880 | P07900 | Heat shock protein HSP 90-alpha | 82.50% | 96.21% |
| CHEMBL5845 | P23415 | Glycine receptor subunit alpha-1 | 81.32% | 90.71% |
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 | 9884262 |
| LOTUS | LTS0013651 |
| wikiData | Q15427875 |