(1R,3aR,6R)-1-[(3aS,6S,6aR)-6-[(E,2S,5R)-2,5-dihydroxyhex-3-en-2-yl]-6a-methyl-3a,4,5,6-tetrahydro-1H-pentalen-2-yl]-6-hydroxy-2,3,3a,5,6,7-hexahydro-1H-azulen-4-one
| Internal ID | c33519ec-551a-4055-8c08-8be88e217f36 |
| Taxonomy | Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids |
| IUPAC Name | (1R,3aR,6R)-1-[(3aS,6S,6aR)-6-[(E,2S,5R)-2,5-dihydroxyhex-3-en-2-yl]-6a-methyl-3a,4,5,6-tetrahydro-1H-pentalen-2-yl]-6-hydroxy-2,3,3a,5,6,7-hexahydro-1H-azulen-4-one |
| SMILES (Canonical) | |
| SMILES (Isomeric) | |
| InChI | InChI=1S/C25H36O4/c1-15(26)10-11-25(3,29)23-9-4-17-12-16(14-24(17,23)2)19-7-8-21-20(19)6-5-18(27)13-22(21)28/h6,10-12,15,17-19,21,23,26-27,29H,4-5,7-9,13-14H2,1-3H3/b11-10+/t15-,17+,18-,19-,21-,23+,24-,25+/m1/s1 |
| InChI Key | MCYUJBHXAJEPHI-OXQFZJGKSA-N |
| Popularity | 2 references in papers |
| Molecular Formula | C25H36O4 |
| Molecular Weight | 400.50 g/mol |
| Exact Mass | 400.26135963 g/mol |
| Topological Polar Surface Area (TPSA) | 77.80 Ų |
| XlogP | 2.10 |
| Atomic LogP (AlogP) | 3.71 |
| H-Bond Acceptor | 4 |
| H-Bond Donor | 3 |
| Rotatable Bonds | 4 |
| There are no found synonyms. |
![2D Structure of (1R,3aR,6R)-1-[(3aS,6S,6aR)-6-[(E,2S,5R)-2,5-dihydroxyhex-3-en-2-yl]-6a-methyl-3a,4,5,6-tetrahydro-1H-pentalen-2-yl]-6-hydroxy-2,3,3a,5,6,7-hexahydro-1H-azulen-4-one](https://plantaedb.com/storage/docs/compounds/2023/11/95cedc70-860a-11ee-876f-9dbd62b77388.jpg "2D Structure of (1R,3aR,6R)-1-[(3aS,6S,6aR)-6-[(E,2S,5R)-2,5-dihydroxyhex-3-en-2-yl]-6a-methyl-3a,4,5,6-tetrahydro-1H-pentalen-2-yl]-6-hydroxy-2,3,3a,5,6,7-hexahydro-1H-azulen-4-one")
| Target | Value | Probability (raw) | Probability (%) |
|---|---|---|---|
| Human Intestinal Absorption | + | 0.9948 | 99.48% |
| Caco-2 | - | 0.6006 | 60.06% |
| Blood Brain Barrier | + | 0.6250 | 62.50% |
| Human oral bioavailability | - | 0.6143 | 61.43% |
| Subcellular localzation | Mitochondria | 0.6983 | 69.83% |
| OATP2B1 inhibitior | - | 1.0000 | 100.00% |
| OATP1B1 inhibitior | + | 0.8794 | 87.94% |
| OATP1B3 inhibitior | + | 0.9481 | 94.81% |
| MATE1 inhibitior | - | 1.0000 | 100.00% |
| OCT2 inhibitior | - | 0.6571 | 65.71% |
| BSEP inhibitior | + | 0.8127 | 81.27% |
| P-glycoprotein inhibitior | - | 0.6625 | 66.25% |
| P-glycoprotein substrate | - | 0.5432 | 54.32% |
| CYP3A4 substrate | + | 0.6585 | 65.85% |
| CYP2C9 substrate | - | 1.0000 | 100.00% |
| CYP2D6 substrate | - | 0.8260 | 82.60% |
| CYP3A4 inhibition | - | 0.8769 | 87.69% |
| CYP2C9 inhibition | - | 0.7307 | 73.07% |
| CYP2C19 inhibition | - | 0.7747 | 77.47% |
| CYP2D6 inhibition | - | 0.9495 | 94.95% |
| CYP1A2 inhibition | - | 0.5963 | 59.63% |
| CYP2C8 inhibition | - | 0.6187 | 61.87% |
| CYP inhibitory promiscuity | - | 0.9325 | 93.25% |
| UGT catelyzed | + | 0.6000 | 60.00% |
| Carcinogenicity (binary) | - | 0.9400 | 94.00% |
| Carcinogenicity (trinary) | Non-required | 0.5309 | 53.09% |
| Eye corrosion | - | 0.9895 | 98.95% |
| Eye irritation | - | 0.9774 | 97.74% |
| Skin irritation | + | 0.5923 | 59.23% |
| Skin corrosion | - | 0.9406 | 94.06% |
| Ames mutagenesis | - | 0.6700 | 67.00% |
| Human Ether-a-go-go-Related Gene inhibition | - | 0.4358 | 43.58% |
| Micronuclear | - | 0.9100 | 91.00% |
| Hepatotoxicity | - | 0.5765 | 57.65% |
| skin sensitisation | - | 0.7674 | 76.74% |
| Respiratory toxicity | + | 0.6111 | 61.11% |
| Reproductive toxicity | + | 0.8778 | 87.78% |
| Mitochondrial toxicity | + | 0.9000 | 90.00% |
| Nephrotoxicity | + | 0.5442 | 54.42% |
| Acute Oral Toxicity (c) | II | 0.3554 | 35.54% |
| Estrogen receptor binding | + | 0.8360 | 83.60% |
| Androgen receptor binding | + | 0.5702 | 57.02% |
| Thyroid receptor binding | + | 0.6658 | 66.58% |
| Glucocorticoid receptor binding | + | 0.8358 | 83.58% |
| Aromatase binding | - | 0.5158 | 51.58% |
| PPAR gamma | + | 0.5886 | 58.86% |
| Honey bee toxicity | - | 0.7930 | 79.30% |
| Biodegradation | - | 0.8000 | 80.00% |
| Crustacea aquatic toxicity | - | 0.6300 | 63.00% |
| Fish aquatic toxicity | + | 0.9794 | 97.94% |
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 |
|---|---|---|---|---|
| CHEMBL253 | P34972 | Cannabinoid CB2 receptor | 98.58% | 97.25% |
| CHEMBL5619 | P27695 | DNA-(apurinic or apyrimidinic site) lyase | 97.76% | 91.11% |
| CHEMBL2581 | P07339 | Cathepsin D | 97.59% | 98.95% |
| CHEMBL3251 | P19838 | Nuclear factor NF-kappa-B p105 subunit | 91.48% | 96.09% |
| CHEMBL3108638 | O15164 | Transcription intermediary factor 1-alpha | 90.13% | 95.56% |
| CHEMBL3359 | P21462 | Formyl peptide receptor 1 | 88.56% | 93.56% |
| CHEMBL1293267 | Q9HC97 | G-protein coupled receptor 35 | 88.09% | 89.34% |
| CHEMBL1902 | P62942 | FK506-binding protein 1A | 87.96% | 97.05% |
| CHEMBL5608 | Q16288 | NT-3 growth factor receptor | 87.93% | 95.89% |
| CHEMBL3137262 | O60341 | LSD1/CoREST complex | 86.17% | 97.09% |
| CHEMBL4478 | Q00975 | Voltage-gated N-type calcium channel alpha-1B subunit | 85.02% | 97.14% |
| CHEMBL1907600 | Q00535 | Cyclin-dependent kinase 5/CDK5 activator 1 | 84.81% | 93.03% |
| CHEMBL1806 | P11388 | DNA topoisomerase II alpha | 84.81% | 89.00% |
| CHEMBL4203 | Q9HAZ1 | Dual specificity protein kinase CLK4 | 84.42% | 94.45% |
| CHEMBL4303 | P08238 | Heat shock protein HSP 90-beta | 84.30% | 96.77% |
| CHEMBL1994 | P08235 | Mineralocorticoid receptor | 83.63% | 100.00% |
| CHEMBL1907605 | P24864 | Cyclin-dependent kinase 2/cyclin E1 | 83.12% | 92.88% |
| CHEMBL4261 | Q16665 | Hypoxia-inducible factor 1 alpha | 83.03% | 85.14% |
| CHEMBL1937 | Q92769 | Histone deacetylase 2 | 82.71% | 94.75% |
| CHEMBL2964 | P36507 | Dual specificity mitogen-activated protein kinase kinase 2 | 80.66% | 80.00% |
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 | 163066956 |
| LOTUS | LTS0210870 |
| wikiData | Q105161534 |