[(2R,3S,4R,5R,6S)-6-[[(6S,7R,8S,16S,17R,18S)-7,17-bis(ethenyl)-2,12-dioxo-18-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,9,13,19-tetraoxatricyclo[14.4.0.06,11]icosa-1(20),10-dien-8-yl]oxy]-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl] (Z)-3-(4-hydroxyphenyl)prop-2-enoate
| Internal ID | fe3fcf8f-000d-4777-8f9d-9b02d7664cd2 |
| Taxonomy | Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Hydroxycinnamic acid esters > Coumaric acid esters |
| IUPAC Name | [(2R,3S,4R,5R,6S)-6-[[(6S,7R,8S,16S,17R,18S)-7,17-bis(ethenyl)-2,12-dioxo-18-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,9,13,19-tetraoxatricyclo[14.4.0.06,11]icosa-1(20),10-dien-8-yl]oxy]-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl] (Z)-3-(4-hydroxyphenyl)prop-2-enoate |
| SMILES (Canonical) | C=CC1C2CCOC(=O)C3=COC(C(C3CCOC(=O)C2=COC1OC4C(C(C(C(O4)CO)O)O)O)C=C)OC5C(C(C(C(O5)CO)OC(=O)C=CC6=CC=C(C=C6)O)O)O |
| SMILES (Isomeric) | C=C[C@@H]1[C@@H]2CCOC(=O)C3=CO[C@H]([C@@H]([C@@H]3CCOC(=O)C2=CO[C@H]1O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)C=C)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)OC(=O)/C=C\C6=CC=C(C=C6)O)O)O |
| InChI | InChI=1S/C41H50O20/c1-3-21-23-11-13-53-37(52)26-18-56-39(61-41-34(50)32(48)35(28(16-43)58-41)59-29(45)10-7-19-5-8-20(44)9-6-19)22(4-2)24(26)12-14-54-36(51)25(23)17-55-38(21)60-40-33(49)31(47)30(46)27(15-42)57-40/h3-10,17-18,21-24,27-28,30-35,38-44,46-50H,1-2,11-16H2/b10-7-/t21-,22-,23+,24+,27-,28-,30-,31+,32-,33-,34-,35-,38+,39+,40+,41+/m1/s1 |
| InChI Key | XTIVTHSZNXQVTN-XHBHMFLYSA-N |
| Popularity | 0 references in papers |
| Molecular Formula | C41H50O20 |
| Molecular Weight | 862.80 g/mol |
| Exact Mass | 862.28954398 g/mol |
| Topological Polar Surface Area (TPSA) | 296.00 Ų |
| XlogP | -0.10 |
| Atomic LogP (AlogP) | -1.21 |
| H-Bond Acceptor | 20 |
| H-Bond Donor | 8 |
| Rotatable Bonds | 11 |
| There are no found synonyms. |
![2D Structure of [(2R,3S,4R,5R,6S)-6-[[(6S,7R,8S,16S,17R,18S)-7,17-bis(ethenyl)-2,12-dioxo-18-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,9,13,19-tetraoxatricyclo[14.4.0.06,11]icosa-1(20),10-dien-8-yl]oxy]-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl] (Z)-3-(4-hydroxyphenyl)prop-2-enoate](https://plantaedb.com/storage/docs/compounds/2023/11/041d1b80-8633-11ee-8167-4586150397a3.jpg "2D Structure of [(2R,3S,4R,5R,6S)-6-[[(6S,7R,8S,16S,17R,18S)-7,17-bis(ethenyl)-2,12-dioxo-18-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,9,13,19-tetraoxatricyclo[14.4.0.06,11]icosa-1(20),10-dien-8-yl]oxy]-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl] (Z)-3-(4-hydroxyphenyl)prop-2-enoate")
| Target | Value | Probability (raw) | Probability (%) |
|---|---|---|---|
| Human Intestinal Absorption | - | 0.5394 | 53.94% |
| Caco-2 | - | 0.8700 | 87.00% |
| Blood Brain Barrier | - | 0.6500 | 65.00% |
| Human oral bioavailability | - | 0.9143 | 91.43% |
| Subcellular localzation | Mitochondria | 0.7154 | 71.54% |
| OATP2B1 inhibitior | - | 0.8617 | 86.17% |
| OATP1B1 inhibitior | + | 0.8260 | 82.60% |
| OATP1B3 inhibitior | + | 0.9432 | 94.32% |
| MATE1 inhibitior | - | 0.9200 | 92.00% |
| OCT2 inhibitior | - | 0.8250 | 82.50% |
| BSEP inhibitior | + | 0.7379 | 73.79% |
| P-glycoprotein inhibitior | + | 0.7298 | 72.98% |
| P-glycoprotein substrate | - | 0.6306 | 63.06% |
| CYP3A4 substrate | + | 0.6782 | 67.82% |
| CYP2C9 substrate | - | 1.0000 | 100.00% |
| CYP2D6 substrate | - | 0.8689 | 86.89% |
| CYP3A4 inhibition | - | 0.8740 | 87.40% |
| CYP2C9 inhibition | - | 0.7716 | 77.16% |
| CYP2C19 inhibition | - | 0.7513 | 75.13% |
| CYP2D6 inhibition | - | 0.8691 | 86.91% |
| CYP1A2 inhibition | - | 0.8148 | 81.48% |
| CYP2C8 inhibition | + | 0.7535 | 75.35% |
| CYP inhibitory promiscuity | - | 0.8348 | 83.48% |
| UGT catelyzed | - | 0.5000 | 50.00% |
| Carcinogenicity (binary) | - | 1.0000 | 100.00% |
| Carcinogenicity (trinary) | Non-required | 0.6339 | 63.39% |
| Eye corrosion | - | 0.9839 | 98.39% |
| Eye irritation | - | 0.9014 | 90.14% |
| Skin irritation | - | 0.7813 | 78.13% |
| Skin corrosion | - | 0.9435 | 94.35% |
| Ames mutagenesis | - | 0.6270 | 62.70% |
| Human Ether-a-go-go-Related Gene inhibition | + | 0.7632 | 76.32% |
| Micronuclear | - | 0.6267 | 62.67% |
| Hepatotoxicity | - | 0.7625 | 76.25% |
| skin sensitisation | - | 0.8027 | 80.27% |
| Respiratory toxicity | + | 0.6667 | 66.67% |
| Reproductive toxicity | + | 0.7667 | 76.67% |
| Mitochondrial toxicity | + | 0.6000 | 60.00% |
| Nephrotoxicity | - | 0.6947 | 69.47% |
| Acute Oral Toxicity (c) | III | 0.4837 | 48.37% |
| Estrogen receptor binding | + | 0.7895 | 78.95% |
| Androgen receptor binding | + | 0.7338 | 73.38% |
| Thyroid receptor binding | + | 0.5394 | 53.94% |
| Glucocorticoid receptor binding | + | 0.6409 | 64.09% |
| Aromatase binding | + | 0.5292 | 52.92% |
| PPAR gamma | + | 0.7363 | 73.63% |
| Honey bee toxicity | - | 0.7377 | 73.77% |
| Biodegradation | - | 0.7500 | 75.00% |
| Crustacea aquatic toxicity | - | 0.5700 | 57.00% |
| Fish aquatic toxicity | + | 0.8904 | 89.04% |
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 | 97.98% | 91.11% |
| CHEMBL3137262 | O60341 | LSD1/CoREST complex | 97.56% | 97.09% |
| CHEMBL3108638 | O15164 | Transcription intermediary factor 1-alpha | 95.81% | 95.56% |
| CHEMBL1293249 | Q13887 | Kruppel-like factor 5 | 93.65% | 86.33% |
| CHEMBL1806 | P11388 | DNA topoisomerase II alpha | 92.72% | 89.00% |
| CHEMBL2563 | Q9UQL6 | Histone deacetylase 5 | 90.85% | 89.67% |
| CHEMBL3251 | P19838 | Nuclear factor NF-kappa-B p105 subunit | 89.79% | 96.09% |
| CHEMBL1075094 | Q16236 | Nuclear factor erythroid 2-related factor 2 | 88.31% | 96.00% |
| CHEMBL2581 | P07339 | Cathepsin D | 87.80% | 98.95% |
| CHEMBL1907603 | Q05586 | Glutamate NMDA receptor; GRIN1/GRIN2B | 85.87% | 95.89% |
| CHEMBL226 | P30542 | Adenosine A1 receptor | 85.69% | 95.93% |
| CHEMBL3713062 | P10646 | Tissue factor pathway inhibitor | 85.36% | 97.33% |
| CHEMBL4203 | Q9HAZ1 | Dual specificity protein kinase CLK4 | 84.46% | 94.45% |
| CHEMBL5608 | Q16288 | NT-3 growth factor receptor | 83.59% | 95.89% |
| CHEMBL3060 | Q9Y345 | Glycine transporter 2 | 83.54% | 99.17% |
| CHEMBL4016 | P42262 | Glutamate receptor ionotropic, AMPA 2 | 82.56% | 86.92% |
| CHEMBL1994 | P08235 | Mineralocorticoid receptor | 81.89% | 100.00% |
| CHEMBL216 | P11229 | Muscarinic acetylcholine receptor M1 | 81.07% | 94.23% |
| CHEMBL3476 | O15111 | Inhibitor of nuclear factor kappa B kinase alpha subunit | 80.00% | 95.83% |
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 | 102123707 |
| LOTUS | LTS0016192 |
| wikiData | Q104392822 |