(1S,6R,7R,10R,13S,14S,19R)-10-[(6S,7aS)-6-hydroxy-2-oxo-6,7-dihydro-1-benzofuran-7a-yl]-2,12-dioxa-11,15-diazahexacyclo[12.5.1.01,5.06,13.07,11.015,19]icos-4-en-3-one
| Internal ID | 6f808a8d-e445-4627-8412-2bddcf1bd73f |
| Taxonomy | Organoheterocyclic compounds > Benzofurans |
| IUPAC Name | (1S,6R,7R,10R,13S,14S,19R)-10-[(6S,7aS)-6-hydroxy-2-oxo-6,7-dihydro-1-benzofuran-7a-yl]-2,12-dioxa-11,15-diazahexacyclo[12.5.1.01,5.06,13.07,11.015,19]icos-4-en-3-one |
| SMILES (Canonical) | |
| SMILES (Isomeric) | |
| InChI | InChI=1S/C24H26N2O6/c27-13-4-3-12-8-19(28)30-23(12,10-13)18-6-5-15-21-14-9-20(29)31-24(14)11-16(22(21)32-26(15)18)25-7-1-2-17(24)25/h3-4,8-9,13,15-18,21-22,27H,1-2,5-7,10-11H2/t13-,15-,16+,17-,18-,21-,22-,23+,24+/m1/s1 |
| InChI Key | GYWKMAFWURYJGH-PWOWZCDXSA-N |
| Popularity | 6 references in papers |
| Molecular Formula | C24H26N2O6 |
| Molecular Weight | 438.50 g/mol |
| Exact Mass | 438.17908655 g/mol |
| Topological Polar Surface Area (TPSA) | 88.50 Ų |
| XlogP | 0.30 |
| Atomic LogP (AlogP) | 0.76 |
| H-Bond Acceptor | 8 |
| H-Bond Donor | 1 |
| Rotatable Bonds | 1 |
| There are no found synonyms. |
![2D Structure of (1S,6R,7R,10R,13S,14S,19R)-10-[(6S,7aS)-6-hydroxy-2-oxo-6,7-dihydro-1-benzofuran-7a-yl]-2,12-dioxa-11,15-diazahexacyclo[12.5.1.01,5.06,13.07,11.015,19]icos-4-en-3-one](https://plantaedb.com/storage/docs/compounds/2023/07/flueggine-a.jpg "2D Structure of (1S,6R,7R,10R,13S,14S,19R)-10-[(6S,7aS)-6-hydroxy-2-oxo-6,7-dihydro-1-benzofuran-7a-yl]-2,12-dioxa-11,15-diazahexacyclo[12.5.1.01,5.06,13.07,11.015,19]icos-4-en-3-one")
| Target | Value | Probability (raw) | Probability (%) |
|---|---|---|---|
| Human Intestinal Absorption | + | 0.9835 | 98.35% |
| Caco-2 | - | 0.7038 | 70.38% |
| Blood Brain Barrier | + | 0.6500 | 65.00% |
| Human oral bioavailability | + | 0.5571 | 55.71% |
| Subcellular localzation | Mitochondria | 0.6095 | 60.95% |
| OATP2B1 inhibitior | - | 1.0000 | 100.00% |
| OATP1B1 inhibitior | + | 0.8710 | 87.10% |
| OATP1B3 inhibitior | + | 0.9407 | 94.07% |
| MATE1 inhibitior | - | 0.9600 | 96.00% |
| OCT2 inhibitior | - | 0.5500 | 55.00% |
| BSEP inhibitior | + | 0.7621 | 76.21% |
| P-glycoprotein inhibitior | - | 0.4334 | 43.34% |
| P-glycoprotein substrate | + | 0.6000 | 60.00% |
| CYP3A4 substrate | + | 0.6513 | 65.13% |
| CYP2C9 substrate | - | 1.0000 | 100.00% |
| CYP2D6 substrate | - | 0.7842 | 78.42% |
| CYP3A4 inhibition | - | 0.7423 | 74.23% |
| CYP2C9 inhibition | - | 0.7845 | 78.45% |
| CYP2C19 inhibition | - | 0.7555 | 75.55% |
| CYP2D6 inhibition | - | 0.8841 | 88.41% |
| CYP1A2 inhibition | - | 0.7389 | 73.89% |
| CYP2C8 inhibition | + | 0.4515 | 45.15% |
| CYP inhibitory promiscuity | - | 0.8554 | 85.54% |
| UGT catelyzed | + | 0.7000 | 70.00% |
| Carcinogenicity (binary) | - | 0.8000 | 80.00% |
| Carcinogenicity (trinary) | Non-required | 0.4199 | 41.99% |
| Eye corrosion | - | 0.9754 | 97.54% |
| Eye irritation | - | 0.9763 | 97.63% |
| Skin irritation | - | 0.7504 | 75.04% |
| Skin corrosion | - | 0.9130 | 91.30% |
| Ames mutagenesis | - | 0.5237 | 52.37% |
| Human Ether-a-go-go-Related Gene inhibition | + | 0.7140 | 71.40% |
| Micronuclear | + | 0.7400 | 74.00% |
| Hepatotoxicity | + | 0.6806 | 68.06% |
| skin sensitisation | - | 0.8291 | 82.91% |
| Respiratory toxicity | + | 0.8000 | 80.00% |
| Reproductive toxicity | + | 0.8556 | 85.56% |
| Mitochondrial toxicity | + | 0.9125 | 91.25% |
| Nephrotoxicity | + | 0.7396 | 73.96% |
| Acute Oral Toxicity (c) | III | 0.6159 | 61.59% |
| Estrogen receptor binding | + | 0.7595 | 75.95% |
| Androgen receptor binding | + | 0.7944 | 79.44% |
| Thyroid receptor binding | - | 0.5367 | 53.67% |
| Glucocorticoid receptor binding | + | 0.7483 | 74.83% |
| Aromatase binding | + | 0.6785 | 67.85% |
| PPAR gamma | + | 0.5985 | 59.85% |
| Honey bee toxicity | - | 0.8165 | 81.65% |
| Biodegradation | - | 0.7250 | 72.50% |
| Crustacea aquatic toxicity | + | 0.6000 | 60.00% |
| Fish aquatic toxicity | + | 0.8604 | 86.04% |
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 |
|---|---|---|---|---|
| CHEMBL4261 | Q16665 | Hypoxia-inducible factor 1 alpha | 97.36% | 85.14% |
| CHEMBL5619 | P27695 | DNA-(apurinic or apyrimidinic site) lyase | 97.14% | 91.11% |
| CHEMBL253 | P34972 | Cannabinoid CB2 receptor | 92.55% | 97.25% |
| CHEMBL1871 | P10275 | Androgen Receptor | 90.19% | 96.43% |
| CHEMBL3251 | P19838 | Nuclear factor NF-kappa-B p105 subunit | 89.69% | 96.09% |
| CHEMBL2581 | P07339 | Cathepsin D | 89.57% | 98.95% |
| CHEMBL3108638 | O15164 | Transcription intermediary factor 1-alpha | 89.36% | 95.56% |
| CHEMBL5608 | Q16288 | NT-3 growth factor receptor | 88.17% | 95.89% |
| CHEMBL1806 | P11388 | DNA topoisomerase II alpha | 87.63% | 89.00% |
| CHEMBL4203 | Q9HAZ1 | Dual specificity protein kinase CLK4 | 86.93% | 94.45% |
| CHEMBL3038477 | P67870 | Casein kinase II alpha/beta | 86.81% | 99.23% |
| CHEMBL3137262 | O60341 | LSD1/CoREST complex | 86.13% | 97.09% |
| CHEMBL2140 | P48775 | Tryptophan 2,3-dioxygenase | 85.04% | 98.46% |
| CHEMBL241 | Q14432 | Phosphodiesterase 3A | 84.70% | 92.94% |
| CHEMBL5845 | P23415 | Glycine receptor subunit alpha-1 | 83.76% | 90.71% |
| CHEMBL3351 | Q13085 | Acetyl-CoA carboxylase 1 | 82.17% | 93.04% |
| CHEMBL1994 | P08235 | Mineralocorticoid receptor | 82.05% | 100.00% |
| CHEMBL2781 | P19634 | Sodium/hydrogen exchanger 1 | 80.69% | 90.24% |
| CHEMBL3012 | Q13946 | Phosphodiesterase 7A | 80.68% | 99.29% |
| CHEMBL5697 | Q9GZT9 | Egl nine homolog 1 | 80.20% | 93.40% |
Below are displayed all the plants proven (via scientific papers) to contain this
compound!
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