(1S,4R,5R)-4-[(E,4S,6S)-11-(furan-3-yl)-6-hydroxy-4,8-dimethylundec-8-enyl]-2,6-dioxabicyclo[3.1.0]hexan-3-one
| Internal ID | 2d8ab558-0db4-44b3-b5aa-6facdf4de5c8 |
| Taxonomy | Lipids and lipid-like molecules > Prenol lipids > Terpene lactones |
| IUPAC Name | (1S,4R,5R)-4-[(E,4S,6S)-11-(furan-3-yl)-6-hydroxy-4,8-dimethylundec-8-enyl]-2,6-dioxabicyclo[3.1.0]hexan-3-one |
| SMILES (Canonical) | CC(CCCC1C2C(O2)OC1=O)CC(CC(=CCCC3=COC=C3)C)O |
| SMILES (Isomeric) | C[C@@H](CCC[C@@H]1[C@@H]2[C@@H](O2)OC1=O)C[C@@H](C/C(=C/CCC3=COC=C3)/C)O |
| InChI | InChI=1S/C21H30O5/c1-14(5-3-7-16-9-10-24-13-16)11-17(22)12-15(2)6-4-8-18-19-21(25-19)26-20(18)23/h5,9-10,13,15,17-19,21-22H,3-4,6-8,11-12H2,1-2H3/b14-5+/t15-,17+,18+,19+,21-/m0/s1 |
| InChI Key | IZGQKEXZEINMCN-UYHBAMRVSA-N |
| Popularity | 1 reference in papers |
| Molecular Formula | C21H30O5 |
| Molecular Weight | 362.50 g/mol |
| Exact Mass | 362.20932405 g/mol |
| Topological Polar Surface Area (TPSA) | 72.20 Ų |
| XlogP | 4.60 |
| Atomic LogP (AlogP) | 4.00 |
| H-Bond Acceptor | 5 |
| H-Bond Donor | 1 |
| Rotatable Bonds | 11 |
| There are no found synonyms. |
![2D Structure of (1S,4R,5R)-4-[(E,4S,6S)-11-(furan-3-yl)-6-hydroxy-4,8-dimethylundec-8-enyl]-2,6-dioxabicyclo[3.1.0]hexan-3-one](https://plantaedb.com/storage/docs/compounds/2023/11/961caa60-845e-11ee-8d89-4d4eca0ddff5.jpg "2D Structure of (1S,4R,5R)-4-[(E,4S,6S)-11-(furan-3-yl)-6-hydroxy-4,8-dimethylundec-8-enyl]-2,6-dioxabicyclo[3.1.0]hexan-3-one")
| Target | Value | Probability (raw) | Probability (%) |
|---|---|---|---|
| Human Intestinal Absorption | + | 0.9553 | 95.53% |
| Caco-2 | + | 0.5000 | 50.00% |
| Blood Brain Barrier | + | 0.7500 | 75.00% |
| Human oral bioavailability | - | 0.6571 | 65.71% |
| Subcellular localzation | Mitochondria | 0.7296 | 72.96% |
| OATP2B1 inhibitior | - | 1.0000 | 100.00% |
| OATP1B1 inhibitior | + | 0.7859 | 78.59% |
| OATP1B3 inhibitior | + | 0.9309 | 93.09% |
| MATE1 inhibitior | - | 0.8200 | 82.00% |
| OCT2 inhibitior | - | 0.7250 | 72.50% |
| BSEP inhibitior | + | 0.8705 | 87.05% |
| P-glycoprotein inhibitior | - | 0.5000 | 50.00% |
| P-glycoprotein substrate | + | 0.6377 | 63.77% |
| CYP3A4 substrate | + | 0.6578 | 65.78% |
| CYP2C9 substrate | - | 1.0000 | 100.00% |
| CYP2D6 substrate | - | 0.8286 | 82.86% |
| CYP3A4 inhibition | - | 0.5228 | 52.28% |
| CYP2C9 inhibition | - | 0.8768 | 87.68% |
| CYP2C19 inhibition | - | 0.7761 | 77.61% |
| CYP2D6 inhibition | - | 0.8893 | 88.93% |
| CYP1A2 inhibition | - | 0.6318 | 63.18% |
| CYP2C8 inhibition | - | 0.6378 | 63.78% |
| CYP inhibitory promiscuity | - | 0.9152 | 91.52% |
| UGT catelyzed | + | 0.6000 | 60.00% |
| Carcinogenicity (binary) | - | 0.9300 | 93.00% |
| Carcinogenicity (trinary) | Non-required | 0.5729 | 57.29% |
| Eye corrosion | - | 0.9869 | 98.69% |
| Eye irritation | - | 0.9341 | 93.41% |
| Skin irritation | - | 0.5421 | 54.21% |
| Skin corrosion | - | 0.9246 | 92.46% |
| Ames mutagenesis | - | 0.6600 | 66.00% |
| Human Ether-a-go-go-Related Gene inhibition | - | 0.3763 | 37.63% |
| Micronuclear | - | 0.7200 | 72.00% |
| Hepatotoxicity | + | 0.6000 | 60.00% |
| skin sensitisation | - | 0.7884 | 78.84% |
| Respiratory toxicity | + | 0.6333 | 63.33% |
| Reproductive toxicity | + | 0.7556 | 75.56% |
| Mitochondrial toxicity | + | 0.7625 | 76.25% |
| Nephrotoxicity | - | 0.6433 | 64.33% |
| Acute Oral Toxicity (c) | III | 0.3655 | 36.55% |
| Estrogen receptor binding | + | 0.6497 | 64.97% |
| Androgen receptor binding | + | 0.6660 | 66.60% |
| Thyroid receptor binding | + | 0.5620 | 56.20% |
| Glucocorticoid receptor binding | + | 0.5611 | 56.11% |
| Aromatase binding | - | 0.6207 | 62.07% |
| PPAR gamma | + | 0.5342 | 53.42% |
| Honey bee toxicity | - | 0.8378 | 83.78% |
| Biodegradation | - | 0.6750 | 67.50% |
| Crustacea aquatic toxicity | - | 0.6600 | 66.00% |
| Fish aquatic toxicity | + | 0.9737 | 97.37% |
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 | 98.24% | 91.11% |
| CHEMBL2581 | P07339 | Cathepsin D | 97.80% | 98.95% |
| CHEMBL2039 | P27338 | Monoamine oxidase B | 94.41% | 92.51% |
| CHEMBL4203 | Q9HAZ1 | Dual specificity protein kinase CLK4 | 94.18% | 94.45% |
| CHEMBL3401 | O75469 | Pregnane X receptor | 93.78% | 94.73% |
| CHEMBL5845 | P23415 | Glycine receptor subunit alpha-1 | 93.36% | 90.71% |
| CHEMBL3251 | P19838 | Nuclear factor NF-kappa-B p105 subunit | 89.80% | 96.09% |
| CHEMBL1293267 | Q9HC97 | G-protein coupled receptor 35 | 89.71% | 89.34% |
| CHEMBL3060 | Q9Y345 | Glycine transporter 2 | 89.30% | 99.17% |
| CHEMBL1806 | P11388 | DNA topoisomerase II alpha | 87.58% | 89.00% |
| CHEMBL4261 | Q16665 | Hypoxia-inducible factor 1 alpha | 87.20% | 85.14% |
| CHEMBL4040 | P28482 | MAP kinase ERK2 | 87.00% | 83.82% |
| CHEMBL3004 | P33527 | Multidrug resistance-associated protein 1 | 84.97% | 96.37% |
| CHEMBL3108638 | O15164 | Transcription intermediary factor 1-alpha | 84.34% | 95.56% |
| CHEMBL2274 | Q9H228 | Sphingosine 1-phosphate receptor Edg-8 | 83.84% | 100.00% |
| CHEMBL1293249 | Q13887 | Kruppel-like factor 5 | 82.51% | 86.33% |
| CHEMBL2996 | Q05655 | Protein kinase C delta | 81.15% | 97.79% |
| CHEMBL3807 | P17706 | T-cell protein-tyrosine phosphatase | 81.13% | 93.00% |
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 | 163192963 |
| LOTUS | LTS0098063 |
| wikiData | Q105123200 |