(4R)-Epicatechin benzylthioether
| Internal ID | c560080c-93f4-418b-ad80-cbd22628b198 |
| Taxonomy | Phenylpropanoids and polyketides > Flavonoids > Flavans > Catechins |
| IUPAC Name | (2R,3S,4R)-4-benzylsulfanyl-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol |
| SMILES (Canonical) | C1=CC=C(C=C1)CSC2C(C(OC3=CC(=CC(=C23)O)O)C4=CC(=C(C=C4)O)O)O |
| SMILES (Isomeric) | C1=CC=C(C=C1)CS[C@H]2[C@H]([C@H](OC3=CC(=CC(=C23)O)O)C4=CC(=C(C=C4)O)O)O |
| InChI | InChI=1S/C22H20O6S/c23-14-9-17(26)19-18(10-14)28-21(13-6-7-15(24)16(25)8-13)20(27)22(19)29-11-12-4-2-1-3-5-12/h1-10,20-27H,11H2/t20-,21+,22+/m0/s1 |
| InChI Key | YYEFTOIQHQHUQZ-BHDDXSALSA-N |
| Popularity | 0 references in papers |
| Molecular Formula | C22H20O6S |
| Molecular Weight | 412.50 g/mol |
| Exact Mass | 412.09805953 g/mol |
| Topological Polar Surface Area (TPSA) | 136.00 Ų |
| XlogP | 3.10 |
| Atomic LogP (AlogP) | 3.98 |
| H-Bond Acceptor | 7 |
| H-Bond Donor | 5 |
| Rotatable Bonds | 4 |
| There are no found synonyms. |
| Target | Value | Probability (raw) | Probability (%) |
|---|---|---|---|
| Human Intestinal Absorption | + | 0.6242 | 62.42% |
| Caco-2 | - | 0.8883 | 88.83% |
| Blood Brain Barrier | - | 0.5250 | 52.50% |
| Human oral bioavailability | - | 0.6857 | 68.57% |
| Subcellular localzation | Mitochondria | 0.4878 | 48.78% |
| OATP2B1 inhibitior | + | 0.5672 | 56.72% |
| OATP1B1 inhibitior | + | 0.9281 | 92.81% |
| OATP1B3 inhibitior | + | 0.9449 | 94.49% |
| MATE1 inhibitior | - | 0.8600 | 86.00% |
| OCT2 inhibitior | - | 0.8500 | 85.00% |
| BSEP inhibitior | - | 0.4763 | 47.63% |
| P-glycoprotein inhibitior | - | 0.6861 | 68.61% |
| P-glycoprotein substrate | - | 0.8963 | 89.63% |
| CYP3A4 substrate | - | 0.5000 | 50.00% |
| CYP2C9 substrate | - | 0.8024 | 80.24% |
| CYP2D6 substrate | + | 0.3632 | 36.32% |
| CYP3A4 inhibition | + | 0.6415 | 64.15% |
| CYP2C9 inhibition | + | 0.5779 | 57.79% |
| CYP2C19 inhibition | - | 0.6384 | 63.84% |
| CYP2D6 inhibition | - | 0.7912 | 79.12% |
| CYP1A2 inhibition | + | 0.7100 | 71.00% |
| CYP2C8 inhibition | + | 0.8039 | 80.39% |
| CYP inhibitory promiscuity | + | 0.8231 | 82.31% |
| UGT catelyzed | + | 0.8000 | 80.00% |
| Carcinogenicity (binary) | - | 0.9706 | 97.06% |
| Carcinogenicity (trinary) | Non-required | 0.6393 | 63.93% |
| Eye corrosion | - | 0.9841 | 98.41% |
| Eye irritation | + | 0.5519 | 55.19% |
| Skin irritation | - | 0.6513 | 65.13% |
| Skin corrosion | - | 0.9082 | 90.82% |
| Ames mutagenesis | + | 0.6200 | 62.00% |
| Human Ether-a-go-go-Related Gene inhibition | + | 0.8676 | 86.76% |
| Micronuclear | + | 0.7759 | 77.59% |
| Hepatotoxicity | - | 0.7125 | 71.25% |
| skin sensitisation | - | 0.7859 | 78.59% |
| Respiratory toxicity | + | 0.6222 | 62.22% |
| Reproductive toxicity | + | 0.7000 | 70.00% |
| Mitochondrial toxicity | + | 0.6000 | 60.00% |
| Nephrotoxicity | - | 0.8775 | 87.75% |
| Acute Oral Toxicity (c) | II | 0.3940 | 39.40% |
| Estrogen receptor binding | + | 0.7191 | 71.91% |
| Androgen receptor binding | + | 0.7045 | 70.45% |
| Thyroid receptor binding | + | 0.6841 | 68.41% |
| Glucocorticoid receptor binding | + | 0.6686 | 66.86% |
| Aromatase binding | + | 0.7115 | 71.15% |
| PPAR gamma | + | 0.8317 | 83.17% |
| Honey bee toxicity | - | 0.7616 | 76.16% |
| Biodegradation | - | 0.8750 | 87.50% |
| Crustacea aquatic toxicity | + | 0.5700 | 57.00% |
| Fish aquatic toxicity | + | 0.9551 | 95.51% |
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 | 96.57% | 91.11% |
| CHEMBL4040 | P28482 | MAP kinase ERK2 | 94.30% | 83.82% |
| CHEMBL1951 | P21397 | Monoamine oxidase A | 93.59% | 91.49% |
| CHEMBL3251 | P19838 | Nuclear factor NF-kappa-B p105 subunit | 93.09% | 96.09% |
| CHEMBL2581 | P07339 | Cathepsin D | 90.92% | 98.95% |
| CHEMBL1860 | P10827 | Thyroid hormone receptor alpha | 88.37% | 99.15% |
| CHEMBL3108638 | O15164 | Transcription intermediary factor 1-alpha | 85.94% | 95.56% |
| CHEMBL3060 | Q9Y345 | Glycine transporter 2 | 85.63% | 99.17% |
| CHEMBL3401 | O75469 | Pregnane X receptor | 85.37% | 94.73% |
| CHEMBL226 | P30542 | Adenosine A1 receptor | 83.77% | 95.93% |
| CHEMBL2035 | P08912 | Muscarinic acetylcholine receptor M5 | 83.69% | 94.62% |
| CHEMBL3004 | P33527 | Multidrug resistance-associated protein 1 | 82.50% | 96.37% |
| CHEMBL2535 | P11166 | Glucose transporter | 81.84% | 98.75% |
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