(2S,3R)-3-(4-Hydroxy-3,5-dimethoxyphenyl)-2-[[4-[3-(alpha-L-rhamnopyranosyloxy)propyl]-2-methoxyphenyl]oxy]propane-1,3-diol
| Internal ID | e7ac21c9-16a0-4b35-8653-df6c8d592617 |
| Taxonomy | Lignans, neolignans and related compounds > Lignan glycosides |
| IUPAC Name | (2R,3R,4R,5R,6S)-2-[3-[4-[(1R,2S)-1,3-dihydroxy-1-(4-hydroxy-3,5-dimethoxyphenyl)propan-2-yl]oxy-3-methoxyphenyl]propoxy]-6-methyloxane-3,4,5-triol |
| SMILES (Canonical) | CC1C(C(C(C(O1)OCCCC2=CC(=C(C=C2)OC(CO)C(C3=CC(=C(C(=C3)OC)O)OC)O)OC)O)O)O |
| SMILES (Isomeric) | C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OCCCC2=CC(=C(C=C2)O[C@@H](CO)[C@@H](C3=CC(=C(C(=C3)OC)O)OC)O)OC)O)O)O |
| InChI | InChI=1S/C27H38O12/c1-14-22(29)25(32)26(33)27(38-14)37-9-5-6-15-7-8-17(18(10-15)34-2)39-21(13-28)23(30)16-11-19(35-3)24(31)20(12-16)36-4/h7-8,10-12,14,21-23,25-33H,5-6,9,13H2,1-4H3/t14-,21-,22-,23+,25+,26+,27+/m0/s1 |
| InChI Key | RDQCMSSPFVKWMK-FMBJGOALSA-N |
| Popularity | 0 references in papers |
| Molecular Formula | C27H38O12 |
| Molecular Weight | 554.60 g/mol |
| Exact Mass | 554.23632664 g/mol |
| Topological Polar Surface Area (TPSA) | 177.00 Ų |
| XlogP | 0.50 |
| Atomic LogP (AlogP) | 0.67 |
| H-Bond Acceptor | 12 |
| H-Bond Donor | 6 |
| Rotatable Bonds | 13 |
| There are no found synonyms. |
![2D Structure of (2S,3R)-3-(4-Hydroxy-3,5-dimethoxyphenyl)-2-[[4-[3-(alpha-L-rhamnopyranosyloxy)propyl]-2-methoxyphenyl]oxy]propane-1,3-diol](https://plantaedb.com/storage/docs/compounds/2023/07/69d5a8c0-2479-11ee-8097-35709f447e03.jpg "2D Structure of (2S,3R)-3-(4-Hydroxy-3,5-dimethoxyphenyl)-2-[[4-[3-(alpha-L-rhamnopyranosyloxy)propyl]-2-methoxyphenyl]oxy]propane-1,3-diol")
| Target | Value | Probability (raw) | Probability (%) |
|---|---|---|---|
| Human Intestinal Absorption | - | 0.8341 | 83.41% |
| Caco-2 | - | 0.8399 | 83.99% |
| Blood Brain Barrier | - | 0.6000 | 60.00% |
| Human oral bioavailability | - | 0.6571 | 65.71% |
| Subcellular localzation | Mitochondria | 0.7281 | 72.81% |
| OATP2B1 inhibitior | - | 1.0000 | 100.00% |
| OATP1B1 inhibitior | + | 0.8113 | 81.13% |
| OATP1B3 inhibitior | + | 0.9457 | 94.57% |
| MATE1 inhibitior | - | 0.9600 | 96.00% |
| OCT2 inhibitior | - | 0.7500 | 75.00% |
| BSEP inhibitior | - | 0.5415 | 54.15% |
| P-glycoprotein inhibitior | - | 0.4311 | 43.11% |
| P-glycoprotein substrate | + | 0.7245 | 72.45% |
| CYP3A4 substrate | + | 0.6520 | 65.20% |
| CYP2C9 substrate | - | 1.0000 | 100.00% |
| CYP2D6 substrate | - | 0.7853 | 78.53% |
| CYP3A4 inhibition | - | 0.9232 | 92.32% |
| CYP2C9 inhibition | - | 0.7105 | 71.05% |
| CYP2C19 inhibition | - | 0.8503 | 85.03% |
| CYP2D6 inhibition | - | 0.9240 | 92.40% |
| CYP1A2 inhibition | - | 0.8435 | 84.35% |
| CYP2C8 inhibition | + | 0.7861 | 78.61% |
| CYP inhibitory promiscuity | - | 0.7609 | 76.09% |
| UGT catelyzed | - | 0.5000 | 50.00% |
| Carcinogenicity (binary) | - | 0.9400 | 94.00% |
| Carcinogenicity (trinary) | Non-required | 0.6965 | 69.65% |
| Eye corrosion | - | 0.9895 | 98.95% |
| Eye irritation | - | 0.9310 | 93.10% |
| Skin irritation | - | 0.8586 | 85.86% |
| Skin corrosion | - | 0.9588 | 95.88% |
| Ames mutagenesis | - | 0.6200 | 62.00% |
| Human Ether-a-go-go-Related Gene inhibition | + | 0.6472 | 64.72% |
| Micronuclear | - | 0.6741 | 67.41% |
| Hepatotoxicity | - | 0.8196 | 81.96% |
| skin sensitisation | - | 0.8984 | 89.84% |
| Respiratory toxicity | + | 0.5778 | 57.78% |
| Reproductive toxicity | + | 0.5222 | 52.22% |
| Mitochondrial toxicity | - | 0.6625 | 66.25% |
| Nephrotoxicity | - | 0.9701 | 97.01% |
| Acute Oral Toxicity (c) | III | 0.7793 | 77.93% |
| Estrogen receptor binding | + | 0.7622 | 76.22% |
| Androgen receptor binding | - | 0.5729 | 57.29% |
| Thyroid receptor binding | + | 0.6139 | 61.39% |
| Glucocorticoid receptor binding | + | 0.6656 | 66.56% |
| Aromatase binding | + | 0.5241 | 52.41% |
| PPAR gamma | + | 0.5870 | 58.70% |
| Honey bee toxicity | - | 0.8513 | 85.13% |
| Biodegradation | - | 0.8000 | 80.00% |
| Crustacea aquatic toxicity | - | 0.6700 | 67.00% |
| Fish aquatic toxicity | - | 0.5356 | 53.56% |
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 |
|---|---|---|---|---|
| CHEMBL3251 | P19838 | Nuclear factor NF-kappa-B p105 subunit | 99.30% | 96.09% |
| CHEMBL2581 | P07339 | Cathepsin D | 98.38% | 98.95% |
| CHEMBL1293249 | Q13887 | Kruppel-like factor 5 | 95.21% | 86.33% |
| CHEMBL5619 | P27695 | DNA-(apurinic or apyrimidinic site) lyase | 94.51% | 91.11% |
| CHEMBL3060 | Q9Y345 | Glycine transporter 2 | 93.63% | 99.17% |
| CHEMBL1907603 | Q05586 | Glutamate NMDA receptor; GRIN1/GRIN2B | 91.71% | 95.89% |
| CHEMBL1255126 | O15151 | Protein Mdm4 | 89.98% | 90.20% |
| CHEMBL5608 | Q16288 | NT-3 growth factor receptor | 88.36% | 95.89% |
| CHEMBL1806 | P11388 | DNA topoisomerase II alpha | 88.15% | 89.00% |
| CHEMBL5845 | P23415 | Glycine receptor subunit alpha-1 | 87.87% | 90.71% |
| CHEMBL4016 | P42262 | Glutamate receptor ionotropic, AMPA 2 | 87.29% | 86.92% |
| CHEMBL4261 | Q16665 | Hypoxia-inducible factor 1 alpha | 87.14% | 85.14% |
| CHEMBL1075094 | Q16236 | Nuclear factor erythroid 2-related factor 2 | 85.67% | 96.00% |
| CHEMBL225 | P28335 | Serotonin 2c (5-HT2c) receptor | 85.56% | 89.62% |
| CHEMBL4203 | Q9HAZ1 | Dual specificity protein kinase CLK4 | 85.54% | 94.45% |
| CHEMBL2635 | P51452 | Dual specificity protein phosphatase 3 | 85.30% | 94.00% |
| CHEMBL3401 | O75469 | Pregnane X receptor | 83.87% | 94.73% |
| CHEMBL3714130 | P46095 | G-protein coupled receptor 6 | 83.70% | 97.36% |
| CHEMBL1163125 | O60885 | Bromodomain-containing protein 4 | 82.29% | 97.31% |
Below are displayed all the plants proven (via scientific papers) to contain this
compound!
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