[(4aS)-3,4abeta,5beta-Trimethyl-9abeta-hydroxy-4a,7,8,8abeta,9,9a-hexahydronaphtho[2,3-b]furan]-2,6(4H,5H)-dione
| Internal ID | e58e2c1e-9ea7-4381-b7aa-0ba1764283bc |
| Taxonomy | Lipids and lipid-like molecules > Prenol lipids > Terpene lactones |
| IUPAC Name | (4aS,5R,8aR,9aS)-9a-hydroxy-3,4a,5-trimethyl-4,5,7,8,8a,9-hexahydrobenzo[f][1]benzofuran-2,6-dione |
| SMILES (Canonical) | CC1C(=O)CCC2C1(CC3=C(C(=O)OC3(C2)O)C)C |
| SMILES (Isomeric) | C[C@H]1C(=O)CC[C@H]2[C@@]1(CC3=C(C(=O)O[C@]3(C2)O)C)C |
| InChI | InChI=1S/C15H20O4/c1-8-11-7-14(3)9(2)12(16)5-4-10(14)6-15(11,18)19-13(8)17/h9-10,18H,4-7H2,1-3H3/t9-,10+,14+,15-/m0/s1 |
| InChI Key | AQAVKEZEFHFROC-RZCHIYRCSA-N |
| Popularity | 0 references in papers |
| Molecular Formula | C15H20O4 |
| Molecular Weight | 264.32 g/mol |
| Exact Mass | 264.13615911 g/mol |
| Topological Polar Surface Area (TPSA) | 63.60 Ų |
| XlogP | 1.10 |
| Atomic LogP (AlogP) | 1.96 |
| H-Bond Acceptor | 4 |
| H-Bond Donor | 1 |
| Rotatable Bonds | 0 |
| [(4aS)-3,4abeta,5beta-Trimethyl-9abeta-hydroxy-4a,7,8,8abeta,9,9a-hexahydronaphtho[2,3-b]furan]-2,6(4H,5H)-dione |
| 171422-92-7 |
| Naphtho[2,3-b]furan-2,6(4H,5H)-dione, 4a,7,8,8a,9,9a-hexahydro-9a-hydroxy-3,4a,5-trimethyl-, [4aS-(4aalpha,5alpha,8aalpha,9aalpha)]- |
![2D Structure of [(4aS)-3,4abeta,5beta-Trimethyl-9abeta-hydroxy-4a,7,8,8abeta,9,9a-hexahydronaphtho[2,3-b]furan]-2,6(4H,5H)-dione](https://plantaedb.com/storage/docs/compounds/2023/07/6f787ae0-2588-11ee-ad0a-3d923a224b22.jpg "2D Structure of [(4aS)-3,4abeta,5beta-Trimethyl-9abeta-hydroxy-4a,7,8,8abeta,9,9a-hexahydronaphtho[2,3-b]furan]-2,6(4H,5H)-dione")
| Target | Value | Probability (raw) | Probability (%) |
|---|---|---|---|
| Human Intestinal Absorption | + | 0.9938 | 99.38% |
| Caco-2 | + | 0.8379 | 83.79% |
| Blood Brain Barrier | + | 0.7500 | 75.00% |
| Human oral bioavailability | + | 0.6857 | 68.57% |
| Subcellular localzation | Mitochondria | 0.7983 | 79.83% |
| OATP2B1 inhibitior | - | 0.8534 | 85.34% |
| OATP1B1 inhibitior | + | 0.9216 | 92.16% |
| OATP1B3 inhibitior | + | 0.8997 | 89.97% |
| MATE1 inhibitior | - | 0.7800 | 78.00% |
| OCT2 inhibitior | + | 0.5126 | 51.26% |
| BSEP inhibitior | - | 0.8173 | 81.73% |
| P-glycoprotein inhibitior | - | 0.9377 | 93.77% |
| P-glycoprotein substrate | - | 0.8430 | 84.30% |
| CYP3A4 substrate | + | 0.6432 | 64.32% |
| CYP2C9 substrate | - | 1.0000 | 100.00% |
| CYP2D6 substrate | - | 0.8883 | 88.83% |
| CYP3A4 inhibition | - | 0.6658 | 66.58% |
| CYP2C9 inhibition | - | 0.8876 | 88.76% |
| CYP2C19 inhibition | - | 0.9057 | 90.57% |
| CYP2D6 inhibition | - | 0.9655 | 96.55% |
| CYP1A2 inhibition | - | 0.6799 | 67.99% |
| CYP2C8 inhibition | - | 0.8932 | 89.32% |
| CYP inhibitory promiscuity | - | 0.9581 | 95.81% |
| UGT catelyzed | - | 0.5638 | 56.38% |
| Carcinogenicity (binary) | - | 1.0000 | 100.00% |
| Carcinogenicity (trinary) | Non-required | 0.4926 | 49.26% |
| Eye corrosion | - | 0.9917 | 99.17% |
| Eye irritation | - | 0.8354 | 83.54% |
| Skin irritation | + | 0.7147 | 71.47% |
| Skin corrosion | - | 0.8872 | 88.72% |
| Ames mutagenesis | - | 0.7170 | 71.70% |
| Human Ether-a-go-go-Related Gene inhibition | - | 0.5166 | 51.66% |
| Micronuclear | - | 0.7600 | 76.00% |
| Hepatotoxicity | + | 0.5375 | 53.75% |
| skin sensitisation | - | 0.8237 | 82.37% |
| Respiratory toxicity | + | 0.7000 | 70.00% |
| Reproductive toxicity | + | 0.9778 | 97.78% |
| Mitochondrial toxicity | + | 0.9750 | 97.50% |
| Nephrotoxicity | + | 0.5000 | 50.00% |
| Acute Oral Toxicity (c) | I | 0.3214 | 32.14% |
| Estrogen receptor binding | - | 0.5484 | 54.84% |
| Androgen receptor binding | - | 0.5000 | 50.00% |
| Thyroid receptor binding | + | 0.5258 | 52.58% |
| Glucocorticoid receptor binding | - | 0.5566 | 55.66% |
| Aromatase binding | - | 0.6994 | 69.94% |
| PPAR gamma | - | 0.6325 | 63.25% |
| Honey bee toxicity | - | 0.8992 | 89.92% |
| Biodegradation | - | 0.6000 | 60.00% |
| Crustacea aquatic toxicity | + | 0.5200 | 52.00% |
| Fish aquatic toxicity | + | 0.9934 | 99.34% |
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 | 95.18% | 91.11% |
| CHEMBL3108638 | O15164 | Transcription intermediary factor 1-alpha | 93.45% | 95.56% |
| CHEMBL253 | P34972 | Cannabinoid CB2 receptor | 91.01% | 97.25% |
| CHEMBL3137262 | O60341 | LSD1/CoREST complex | 88.60% | 97.09% |
| CHEMBL3251 | P19838 | Nuclear factor NF-kappa-B p105 subunit | 87.94% | 96.09% |
| CHEMBL3038477 | P67870 | Casein kinase II alpha/beta | 86.68% | 99.23% |
| CHEMBL1806 | P11388 | DNA topoisomerase II alpha | 86.09% | 89.00% |
| CHEMBL2581 | P07339 | Cathepsin D | 85.94% | 98.95% |
| CHEMBL1871 | P10275 | Androgen Receptor | 84.66% | 96.43% |
| CHEMBL1994 | P08235 | Mineralocorticoid receptor | 84.18% | 100.00% |
| CHEMBL241 | Q14432 | Phosphodiesterase 3A | 82.09% | 92.94% |
| CHEMBL4478 | Q00975 | Voltage-gated N-type calcium channel alpha-1B subunit | 80.43% | 97.14% |
Below are displayed all the plants proven (via scientific papers) to contain this
compound!
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| PubChem | 10683027 |
| NPASS | NPC59217 |
| LOTUS | LTS0171639 |
| wikiData | Q104916688 |