(3beta,4alpha-Diphenylcyclobutane-1beta,2alpha-diyl)bis[(2,4-dihydroxyphenyl)methanone]
| Internal ID | a8409311-d0dc-458f-bfc4-ea176e8a3047 |
| Taxonomy | Lignans, neolignans and related compounds > Cyclobutane lignans |
| IUPAC Name | [(1R,2R,3S,4S)-2-(2,4-dihydroxybenzoyl)-3,4-diphenylcyclobutyl]-(2,4-dihydroxyphenyl)methanone |
| SMILES (Canonical) | C1=CC=C(C=C1)C2C(C(C2C(=O)C3=C(C=C(C=C3)O)O)C(=O)C4=C(C=C(C=C4)O)O)C5=CC=CC=C5 |
| SMILES (Isomeric) | C1=CC=C(C=C1)[C@H]2[C@@H]([C@H]([C@@H]2C(=O)C3=C(C=C(C=C3)O)O)C(=O)C4=C(C=C(C=C4)O)O)C5=CC=CC=C5 |
| InChI | InChI=1S/C30H24O6/c31-19-11-13-21(23(33)15-19)29(35)27-25(17-7-3-1-4-8-17)26(18-9-5-2-6-10-18)28(27)30(36)22-14-12-20(32)16-24(22)34/h1-16,25-28,31-34H/t25-,26-,27+,28+/m0/s1 |
| InChI Key | HQEMMMJDJZBZRJ-YVHASNINSA-N |
| Popularity | 1 reference in papers |
| Molecular Formula | C30H24O6 |
| Molecular Weight | 480.50 g/mol |
| Exact Mass | 480.15728848 g/mol |
| Topological Polar Surface Area (TPSA) | 115.00 Ų |
| XlogP | 5.90 |
| Atomic LogP (AlogP) | 5.39 |
| H-Bond Acceptor | 6 |
| H-Bond Donor | 4 |
| Rotatable Bonds | 6 |
| (3beta,4alpha-Diphenylcyclobutane-1beta,2alpha-diyl)bis[(2,4-dihydroxyphenyl)methanone] |
![2D Structure of (3beta,4alpha-Diphenylcyclobutane-1beta,2alpha-diyl)bis[(2,4-dihydroxyphenyl)methanone]](https://plantaedb.com/storage/docs/compounds/2023/07/3beta4alpha-diphenylcyclobutane-1beta2alpha-diylbis24-dihydroxyphenylmethanone.jpg "2D Structure of (3beta,4alpha-Diphenylcyclobutane-1beta,2alpha-diyl)bis[(2,4-dihydroxyphenyl)methanone]")
| Target | Value | Probability (raw) | Probability (%) |
|---|---|---|---|
| Human Intestinal Absorption | + | 0.9656 | 96.56% |
| Caco-2 | - | 0.8216 | 82.16% |
| Blood Brain Barrier | - | 0.7750 | 77.50% |
| Human oral bioavailability | - | 0.6286 | 62.86% |
| Subcellular localzation | Mitochondria | 0.8838 | 88.38% |
| OATP2B1 inhibitior | - | 0.5715 | 57.15% |
| OATP1B1 inhibitior | + | 0.9253 | 92.53% |
| OATP1B3 inhibitior | + | 0.7931 | 79.31% |
| MATE1 inhibitior | - | 0.8400 | 84.00% |
| OCT2 inhibitior | - | 0.9750 | 97.50% |
| BSEP inhibitior | - | 0.5684 | 56.84% |
| P-glycoprotein inhibitior | - | 0.7319 | 73.19% |
| P-glycoprotein substrate | - | 0.9114 | 91.14% |
| CYP3A4 substrate | - | 0.6472 | 64.72% |
| CYP2C9 substrate | - | 1.0000 | 100.00% |
| CYP2D6 substrate | - | 0.8249 | 82.49% |
| CYP3A4 inhibition | - | 0.5612 | 56.12% |
| CYP2C9 inhibition | + | 0.7556 | 75.56% |
| CYP2C19 inhibition | + | 0.6017 | 60.17% |
| CYP2D6 inhibition | - | 0.8865 | 88.65% |
| CYP1A2 inhibition | + | 0.5902 | 59.02% |
| CYP2C8 inhibition | + | 0.6234 | 62.34% |
| CYP inhibitory promiscuity | + | 0.5109 | 51.09% |
| UGT catelyzed | + | 0.9000 | 90.00% |
| Carcinogenicity (binary) | - | 0.7219 | 72.19% |
| Carcinogenicity (trinary) | Non-required | 0.6848 | 68.48% |
| Eye corrosion | - | 0.9916 | 99.16% |
| Eye irritation | + | 0.5815 | 58.15% |
| Skin irritation | + | 0.5751 | 57.51% |
| Skin corrosion | - | 0.8183 | 81.83% |
| Ames mutagenesis | - | 0.7200 | 72.00% |
| Human Ether-a-go-go-Related Gene inhibition | - | 0.4846 | 48.46% |
| Micronuclear | + | 0.7700 | 77.00% |
| Hepatotoxicity | + | 0.5750 | 57.50% |
| skin sensitisation | - | 0.6423 | 64.23% |
| Respiratory toxicity | - | 0.5333 | 53.33% |
| Reproductive toxicity | - | 0.5000 | 50.00% |
| Mitochondrial toxicity | - | 0.5000 | 50.00% |
| Nephrotoxicity | + | 0.5118 | 51.18% |
| Acute Oral Toxicity (c) | III | 0.7339 | 73.39% |
| Estrogen receptor binding | + | 0.8105 | 81.05% |
| Androgen receptor binding | + | 0.8501 | 85.01% |
| Thyroid receptor binding | + | 0.5657 | 56.57% |
| Glucocorticoid receptor binding | + | 0.7923 | 79.23% |
| Aromatase binding | + | 0.5347 | 53.47% |
| PPAR gamma | + | 0.8024 | 80.24% |
| Honey bee toxicity | - | 0.9116 | 91.16% |
| Biodegradation | - | 0.9250 | 92.50% |
| Crustacea aquatic toxicity | - | 0.7100 | 71.00% |
| Fish aquatic toxicity | + | 0.9870 | 98.70% |
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 | 96.76% | 91.11% |
| CHEMBL3108638 | O15164 | Transcription intermediary factor 1-alpha | 90.85% | 95.56% |
| CHEMBL2581 | P07339 | Cathepsin D | 88.43% | 98.95% |
| CHEMBL3251 | P19838 | Nuclear factor NF-kappa-B p105 subunit | 88.25% | 96.09% |
| CHEMBL2035 | P08912 | Muscarinic acetylcholine receptor M5 | 86.93% | 94.62% |
| CHEMBL2535 | P11166 | Glucose transporter | 85.89% | 98.75% |
| CHEMBL1293249 | Q13887 | Kruppel-like factor 5 | 82.32% | 86.33% |
| CHEMBL1860 | P10827 | Thyroid hormone receptor alpha | 80.78% | 99.15% |
| CHEMBL3091268 | Q92753 | Nuclear receptor ROR-beta | 80.47% | 95.50% |
Below are displayed all the plants proven (via scientific papers) to contain this
compound!
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