(6aR,13aR)-6a,13a-Dihydro-13a-hydroxy-8-methoxy-1,3-dioxolo[6,7][1]benzopyrano[3,4-b]furo[3,2-g][1]benzopyran-13(6H)-one
| Internal ID | 3a7902e7-9ed0-4fdb-8050-60000e99d305 |
| Taxonomy | Phenylpropanoids and polyketides > Isoflavonoids > Rotenoids > Rotenones |
| IUPAC Name | (1R,13R)-1-hydroxy-16-methoxy-5,7,11,14,18-pentaoxahexacyclo[11.11.0.02,10.04,8.015,23.017,21]tetracosa-2,4(8),9,15(23),16,19,21-heptaen-24-one |
| SMILES (Canonical) | |
| SMILES (Isomeric) | |
| InChI | InChI=1S/C20H14O8/c1-23-18-16-9(2-3-24-16)4-10-17(18)28-15-7-25-12-6-14-13(26-8-27-14)5-11(12)20(15,22)19(10)21/h2-6,15,22H,7-8H2,1H3/t15-,20-/m1/s1 |
| InChI Key | DDGYXSWHWAQNRQ-FOIQADDNSA-N |
| Popularity | 3 references in papers |
| Molecular Formula | C20H14O8 |
| Molecular Weight | 382.30 g/mol |
| Exact Mass | 382.06886740 g/mol |
| Topological Polar Surface Area (TPSA) | 96.60 Ų |
| XlogP | 2.30 |
| Atomic LogP (AlogP) | 2.39 |
| H-Bond Acceptor | 8 |
| H-Bond Donor | 1 |
| Rotatable Bonds | 1 |
| 28768-44-7 |
| (6aR,13aR)-6a,13a-Dihydro-13a-hydroxy-8-methoxy-1,3-dioxolo[6,7][1]benzopyrano[3,4-b]furo[3,2-g][1]benzopyran-13(6H)-one |
| 1,3-Dioxolo[4,5-g]furo[3',2':6,7][1]benzopyrano[2,3-c][1]benzopyran-13(6H)-one, 6a,13a-dihydro-13a-hydroxy-8-methoxy-, (6aR,13aR)- |
![2D Structure of (6aR,13aR)-6a,13a-Dihydro-13a-hydroxy-8-methoxy-1,3-dioxolo[6,7][1]benzopyrano[3,4-b]furo[3,2-g][1]benzopyran-13(6H)-one](https://plantaedb.com/storage/docs/compounds/2023/11/b75557c0-83ce-11ee-b74e-9b60843dcec8.jpg "2D Structure of (6aR,13aR)-6a,13a-Dihydro-13a-hydroxy-8-methoxy-1,3-dioxolo[6,7][1]benzopyrano[3,4-b]furo[3,2-g][1]benzopyran-13(6H)-one")
| Target | Value | Probability (raw) | Probability (%) |
|---|---|---|---|
| Human Intestinal Absorption | + | 0.9740 | 97.40% |
| Caco-2 | - | 0.5942 | 59.42% |
| Blood Brain Barrier | - | 0.5500 | 55.00% |
| Human oral bioavailability | - | 0.6857 | 68.57% |
| Subcellular localzation | Mitochondria | 0.7760 | 77.60% |
| OATP2B1 inhibitior | - | 1.0000 | 100.00% |
| OATP1B1 inhibitior | + | 0.9430 | 94.30% |
| OATP1B3 inhibitior | + | 0.9756 | 97.56% |
| MATE1 inhibitior | - | 0.8400 | 84.00% |
| OCT2 inhibitior | - | 0.9500 | 95.00% |
| BSEP inhibitior | + | 0.5698 | 56.98% |
| P-glycoprotein inhibitior | + | 0.7775 | 77.75% |
| P-glycoprotein substrate | - | 0.7537 | 75.37% |
| CYP3A4 substrate | + | 0.5983 | 59.83% |
| CYP2C9 substrate | - | 0.8095 | 80.95% |
| CYP2D6 substrate | - | 0.7971 | 79.71% |
| CYP3A4 inhibition | + | 0.6964 | 69.64% |
| CYP2C9 inhibition | - | 0.5738 | 57.38% |
| CYP2C19 inhibition | + | 0.7195 | 71.95% |
| CYP2D6 inhibition | - | 0.6812 | 68.12% |
| CYP1A2 inhibition | - | 0.7716 | 77.16% |
| CYP2C8 inhibition | - | 0.6078 | 60.78% |
| CYP inhibitory promiscuity | - | 0.6092 | 60.92% |
| UGT catelyzed | - | 0.6000 | 60.00% |
| Carcinogenicity (binary) | - | 0.9900 | 99.00% |
| Carcinogenicity (trinary) | Warning | 0.3731 | 37.31% |
| Eye corrosion | - | 0.9857 | 98.57% |
| Eye irritation | - | 0.6779 | 67.79% |
| Skin irritation | - | 0.7920 | 79.20% |
| Skin corrosion | - | 0.9495 | 94.95% |
| Ames mutagenesis | + | 0.5246 | 52.46% |
| Human Ether-a-go-go-Related Gene inhibition | - | 0.5948 | 59.48% |
| Micronuclear | + | 0.8333 | 83.33% |
| Hepatotoxicity | + | 0.5399 | 53.99% |
| skin sensitisation | - | 0.7396 | 73.96% |
| Respiratory toxicity | + | 0.7000 | 70.00% |
| Reproductive toxicity | + | 0.8222 | 82.22% |
| Mitochondrial toxicity | + | 0.6000 | 60.00% |
| Nephrotoxicity | + | 0.4821 | 48.21% |
| Acute Oral Toxicity (c) | III | 0.6471 | 64.71% |
| Estrogen receptor binding | + | 0.8869 | 88.69% |
| Androgen receptor binding | + | 0.6264 | 62.64% |
| Thyroid receptor binding | + | 0.5658 | 56.58% |
| Glucocorticoid receptor binding | + | 0.8432 | 84.32% |
| Aromatase binding | - | 0.5057 | 50.57% |
| PPAR gamma | + | 0.8454 | 84.54% |
| Honey bee toxicity | - | 0.8105 | 81.05% |
| Biodegradation | - | 0.8250 | 82.50% |
| Crustacea aquatic toxicity | + | 0.5200 | 52.00% |
| Fish aquatic toxicity | + | 0.7799 | 77.99% |
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 |
|---|---|---|---|---|
| CHEMBL4303 | P08238 | Heat shock protein HSP 90-beta | 98.04% | 96.77% |
| CHEMBL5619 | P27695 | DNA-(apurinic or apyrimidinic site) lyase | 96.84% | 91.11% |
| CHEMBL2373 | P21730 | C5a anaphylatoxin chemotactic receptor | 93.57% | 92.62% |
| CHEMBL3038477 | P67870 | Casein kinase II alpha/beta | 92.44% | 99.23% |
| CHEMBL4203 | Q9HAZ1 | Dual specificity protein kinase CLK4 | 91.15% | 94.45% |
| CHEMBL2581 | P07339 | Cathepsin D | 90.94% | 98.95% |
| CHEMBL4481 | P35228 | Nitric oxide synthase, inducible | 90.02% | 94.80% |
| CHEMBL3108638 | O15164 | Transcription intermediary factor 1-alpha | 89.85% | 95.56% |
| CHEMBL2635 | P51452 | Dual specificity protein phosphatase 3 | 89.83% | 94.00% |
| CHEMBL1293249 | Q13887 | Kruppel-like factor 5 | 89.08% | 86.33% |
| CHEMBL4208 | P20618 | Proteasome component C5 | 86.05% | 90.00% |
| CHEMBL3137262 | O60341 | LSD1/CoREST complex | 86.03% | 97.09% |
| CHEMBL1937 | Q92769 | Histone deacetylase 2 | 85.98% | 94.75% |
| CHEMBL1966 | Q02127 | Dihydroorotate dehydrogenase | 85.29% | 96.09% |
| CHEMBL1806 | P11388 | DNA topoisomerase II alpha | 85.28% | 89.00% |
| CHEMBL5311 | P37023 | Serine/threonine-protein kinase receptor R3 | 84.18% | 82.67% |
| CHEMBL3192 | Q9BY41 | Histone deacetylase 8 | 83.53% | 93.99% |
| CHEMBL3251 | P19838 | Nuclear factor NF-kappa-B p105 subunit | 83.34% | 96.09% |
| CHEMBL340 | P08684 | Cytochrome P450 3A4 | 83.25% | 91.19% |
| CHEMBL1994 | P08235 | Mineralocorticoid receptor | 80.34% | 100.00% |
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 | 497189 |
| LOTUS | LTS0000735 |
| wikiData | Q104976326 |