(3S,4R)-4-[(S)-1,3-dihydro-2-benzofuran-5-yl(hydroxy)methyl]-3-[(S)-(3,4-dimethoxyphenyl)-hydroxymethyl]oxolan-2-one
| Internal ID | 2bdd0a5f-7cab-44e1-8ea2-ebfc55ef57e5 |
| Taxonomy | Lignans, neolignans and related compounds > Furanoid lignans > Tetrahydrofuran lignans > 9,9-epoxylignans > Dibenzylbutyrolactone lignans |
| IUPAC Name | (3S,4R)-4-[(S)-1,3-dihydro-2-benzofuran-5-yl(hydroxy)methyl]-3-[(S)-(3,4-dimethoxyphenyl)-hydroxymethyl]oxolan-2-one |
| SMILES (Canonical) | |
| SMILES (Isomeric) | |
| InChI | InChI=1S/C22H24O7/c1-26-17-6-5-13(8-18(17)27-2)21(24)19-16(11-29-22(19)25)20(23)12-3-4-14-9-28-10-15(14)7-12/h3-8,16,19-21,23-24H,9-11H2,1-2H3/t16-,19-,20+,21+/m0/s1 |
| InChI Key | UHALWYKPVRNOFA-VRXWPRPYSA-N |
| Popularity | 2 references in papers |
| Molecular Formula | C22H24O7 |
| Molecular Weight | 400.40 g/mol |
| Exact Mass | 400.15220310 g/mol |
| Topological Polar Surface Area (TPSA) | 94.50 Ų |
| XlogP | 1.50 |
| Atomic LogP (AlogP) | 2.29 |
| H-Bond Acceptor | 7 |
| H-Bond Donor | 2 |
| Rotatable Bonds | 6 |
| There are no found synonyms. |
![2D Structure of (3S,4R)-4-[(S)-1,3-dihydro-2-benzofuran-5-yl(hydroxy)methyl]-3-[(S)-(3,4-dimethoxyphenyl)-hydroxymethyl]oxolan-2-one](https://plantaedb.com/storage/docs/compounds/2023/11/761f9e60-864d-11ee-b980-e58ad5ce7285.jpg "2D Structure of (3S,4R)-4-[(S)-1,3-dihydro-2-benzofuran-5-yl(hydroxy)methyl]-3-[(S)-(3,4-dimethoxyphenyl)-hydroxymethyl]oxolan-2-one")
| Target | Value | Probability (raw) | Probability (%) |
|---|---|---|---|
| Human Intestinal Absorption | + | 0.9597 | 95.97% |
| Caco-2 | - | 0.6668 | 66.68% |
| Blood Brain Barrier | - | 0.6500 | 65.00% |
| Human oral bioavailability | + | 0.6571 | 65.71% |
| Subcellular localzation | Mitochondria | 0.7795 | 77.95% |
| OATP2B1 inhibitior | - | 1.0000 | 100.00% |
| OATP1B1 inhibitior | + | 0.9235 | 92.35% |
| OATP1B3 inhibitior | + | 0.9402 | 94.02% |
| MATE1 inhibitior | - | 0.6400 | 64.00% |
| OCT2 inhibitior | - | 0.8750 | 87.50% |
| BSEP inhibitior | + | 0.8888 | 88.88% |
| P-glycoprotein inhibitior | + | 0.6379 | 63.79% |
| P-glycoprotein substrate | - | 0.5301 | 53.01% |
| CYP3A4 substrate | + | 0.5594 | 55.94% |
| CYP2C9 substrate | - | 0.6048 | 60.48% |
| CYP2D6 substrate | - | 0.7422 | 74.22% |
| CYP3A4 inhibition | + | 0.6424 | 64.24% |
| CYP2C9 inhibition | + | 0.7393 | 73.93% |
| CYP2C19 inhibition | + | 0.7796 | 77.96% |
| CYP2D6 inhibition | - | 0.7436 | 74.36% |
| CYP1A2 inhibition | - | 0.6594 | 65.94% |
| CYP2C8 inhibition | - | 0.8034 | 80.34% |
| CYP inhibitory promiscuity | + | 0.6199 | 61.99% |
| UGT catelyzed | - | 0.6000 | 60.00% |
| Carcinogenicity (binary) | - | 0.9600 | 96.00% |
| Carcinogenicity (trinary) | Non-required | 0.4908 | 49.08% |
| Eye corrosion | - | 0.9875 | 98.75% |
| Eye irritation | - | 0.9294 | 92.94% |
| Skin irritation | - | 0.8122 | 81.22% |
| Skin corrosion | - | 0.9635 | 96.35% |
| Ames mutagenesis | - | 0.5354 | 53.54% |
| Human Ether-a-go-go-Related Gene inhibition | + | 0.6540 | 65.40% |
| Micronuclear | + | 0.7300 | 73.00% |
| Hepatotoxicity | + | 0.5555 | 55.55% |
| skin sensitisation | - | 0.7846 | 78.46% |
| Respiratory toxicity | + | 0.6333 | 63.33% |
| Reproductive toxicity | + | 0.7889 | 78.89% |
| Mitochondrial toxicity | + | 0.7375 | 73.75% |
| Nephrotoxicity | - | 0.7738 | 77.38% |
| Acute Oral Toxicity (c) | III | 0.5279 | 52.79% |
| Estrogen receptor binding | + | 0.7842 | 78.42% |
| Androgen receptor binding | + | 0.7244 | 72.44% |
| Thyroid receptor binding | + | 0.6411 | 64.11% |
| Glucocorticoid receptor binding | + | 0.6810 | 68.10% |
| Aromatase binding | - | 0.6767 | 67.67% |
| PPAR gamma | + | 0.5735 | 57.35% |
| Honey bee toxicity | - | 0.8282 | 82.82% |
| Biodegradation | - | 0.7250 | 72.50% |
| Crustacea aquatic toxicity | - | 0.7000 | 70.00% |
| Fish aquatic toxicity | + | 0.9719 | 97.19% |
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 | 98.72% | 85.14% |
| CHEMBL3251 | P19838 | Nuclear factor NF-kappa-B p105 subunit | 96.01% | 96.09% |
| CHEMBL5619 | P27695 | DNA-(apurinic or apyrimidinic site) lyase | 94.83% | 91.11% |
| CHEMBL4040 | P28482 | MAP kinase ERK2 | 92.08% | 83.82% |
| CHEMBL3108638 | O15164 | Transcription intermediary factor 1-alpha | 91.23% | 95.56% |
| CHEMBL2581 | P07339 | Cathepsin D | 91.03% | 98.95% |
| CHEMBL2535 | P11166 | Glucose transporter | 88.53% | 98.75% |
| CHEMBL3880 | P07900 | Heat shock protein HSP 90-alpha | 87.95% | 96.21% |
| CHEMBL5608 | Q16288 | NT-3 growth factor receptor | 87.75% | 95.89% |
| CHEMBL1293249 | Q13887 | Kruppel-like factor 5 | 86.07% | 86.33% |
| CHEMBL4208 | P20618 | Proteasome component C5 | 86.04% | 90.00% |
| CHEMBL3060 | Q9Y345 | Glycine transporter 2 | 83.50% | 99.17% |
| CHEMBL340 | P08684 | Cytochrome P450 3A4 | 82.96% | 91.19% |
| CHEMBL1907603 | Q05586 | Glutamate NMDA receptor; GRIN1/GRIN2B | 82.80% | 95.89% |
| CHEMBL1075094 | Q16236 | Nuclear factor erythroid 2-related factor 2 | 82.59% | 96.00% |
| CHEMBL3137262 | O60341 | LSD1/CoREST complex | 81.74% | 97.09% |
| CHEMBL4203 | Q9HAZ1 | Dual specificity protein kinase CLK4 | 81.69% | 94.45% |
| CHEMBL2413 | P32246 | C-C chemokine receptor type 1 | 81.23% | 89.50% |
| CHEMBL241 | Q14432 | Phosphodiesterase 3A | 80.81% | 92.94% |
| CHEMBL3192 | Q9BY41 | Histone deacetylase 8 | 80.64% | 93.99% |
| CHEMBL2335 | P42785 | Lysosomal Pro-X carboxypeptidase | 80.18% | 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 | 163193725 |
| LOTUS | LTS0258769 |
| wikiData | Q105272683 |