3-(4-Hydroxyphenyl)propenoic acid 3-phenyl-2-propenyl ester
| Internal ID | bb8f2270-d459-4497-8784-551ba2709049 |
| Taxonomy | Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Hydroxycinnamic acid esters > Coumaric acid esters |
| IUPAC Name | [(E)-3-phenylprop-2-enyl] (E)-3-(4-hydroxyphenyl)prop-2-enoate |
| SMILES (Canonical) | C1=CC=C(C=C1)C=CCOC(=O)C=CC2=CC=C(C=C2)O |
| SMILES (Isomeric) | C1=CC=C(C=C1)/C=C/COC(=O)/C=C/C2=CC=C(C=C2)O |
| InChI | InChI=1S/C18H16O3/c19-17-11-8-16(9-12-17)10-13-18(20)21-14-4-7-15-5-2-1-3-6-15/h1-13,19H,14H2/b7-4+,13-10+ |
| InChI Key | JDBSEUVQZVQSCN-NJPWYCGFSA-N |
| Popularity | 3 references in papers |
| Molecular Formula | C18H16O3 |
| Molecular Weight | 280.30 g/mol |
| Exact Mass | 280.109944368 g/mol |
| Topological Polar Surface Area (TPSA) | 46.50 Ų |
| XlogP | 4.10 |
| Atomic LogP (AlogP) | 3.66 |
| H-Bond Acceptor | 3 |
| H-Bond Donor | 1 |
| Rotatable Bonds | 5 |
| 115610-30-5 |
| 3-(4-Hydroxyphenyl)propenoic acid 3-phenyl-2-propenyl ester |
| Cinnamyl (E)-3-(4-hydroxyphenyl)acrylate |
| [(E)-3-phenylprop-2-enyl] (E)-3-(4-hydroxyphenyl)prop-2-enoate |
| (e)-cinnamyl-(e)-p-coumarate |
| CHEMBL452208 |
| SCHEMBL13837702 |
| AKOS040761506 |
| (E)-beta-(4-Hydroxyphenyl)acrylic acid 3-phenyl-2-propenyl ester |
| Target | Value | Probability (raw) | Probability (%) |
|---|---|---|---|
| Human Intestinal Absorption | + | 0.9973 | 99.73% |
| Caco-2 | + | 0.5757 | 57.57% |
| Blood Brain Barrier | - | 0.5000 | 50.00% |
| Human oral bioavailability | - | 0.7714 | 77.14% |
| Subcellular localzation | Mitochondria | 0.8869 | 88.69% |
| OATP2B1 inhibitior | - | 1.0000 | 100.00% |
| OATP1B1 inhibitior | + | 0.8707 | 87.07% |
| OATP1B3 inhibitior | + | 0.9195 | 91.95% |
| MATE1 inhibitior | - | 0.6000 | 60.00% |
| OCT2 inhibitior | - | 0.8750 | 87.50% |
| BSEP inhibitior | + | 0.8450 | 84.50% |
| P-glycoprotein inhibitior | - | 0.9357 | 93.57% |
| P-glycoprotein substrate | - | 0.9723 | 97.23% |
| CYP3A4 substrate | - | 0.5903 | 59.03% |
| CYP2C9 substrate | - | 0.6000 | 60.00% |
| CYP2D6 substrate | - | 0.8578 | 85.78% |
| CYP3A4 inhibition | - | 0.9200 | 92.00% |
| CYP2C9 inhibition | - | 0.8943 | 89.43% |
| CYP2C19 inhibition | + | 0.5225 | 52.25% |
| CYP2D6 inhibition | - | 0.9392 | 93.92% |
| CYP1A2 inhibition | + | 0.6006 | 60.06% |
| CYP2C8 inhibition | + | 0.7568 | 75.68% |
| CYP inhibitory promiscuity | + | 0.5411 | 54.11% |
| UGT catelyzed | - | 0.6000 | 60.00% |
| Carcinogenicity (binary) | - | 0.6719 | 67.19% |
| Carcinogenicity (trinary) | Non-required | 0.6071 | 60.71% |
| Eye corrosion | - | 0.9905 | 99.05% |
| Eye irritation | + | 0.9592 | 95.92% |
| Skin irritation | - | 0.6461 | 64.61% |
| Skin corrosion | - | 0.9927 | 99.27% |
| Ames mutagenesis | + | 0.5700 | 57.00% |
| Human Ether-a-go-go-Related Gene inhibition | - | 0.5804 | 58.04% |
| Micronuclear | - | 0.5493 | 54.93% |
| Hepatotoxicity | - | 0.5198 | 51.98% |
| skin sensitisation | + | 0.5000 | 50.00% |
| Respiratory toxicity | - | 0.9333 | 93.33% |
| Reproductive toxicity | - | 0.8222 | 82.22% |
| Mitochondrial toxicity | - | 0.8375 | 83.75% |
| Nephrotoxicity | - | 0.5589 | 55.89% |
| Acute Oral Toxicity (c) | III | 0.7839 | 78.39% |
| Estrogen receptor binding | + | 0.8998 | 89.98% |
| Androgen receptor binding | + | 0.8952 | 89.52% |
| Thyroid receptor binding | - | 0.6708 | 67.08% |
| Glucocorticoid receptor binding | - | 0.5807 | 58.07% |
| Aromatase binding | + | 0.8714 | 87.14% |
| PPAR gamma | + | 0.5730 | 57.30% |
| Honey bee toxicity | - | 0.8940 | 89.40% |
| Biodegradation | - | 0.6750 | 67.50% |
| Crustacea aquatic toxicity | - | 0.5855 | 58.55% |
| Fish aquatic toxicity | + | 0.9885 | 98.85% |
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 |
|---|---|---|---|---|
| CHEMBL1293249 | Q13887 | Kruppel-like factor 5 | 96.27% | 86.33% |
| CHEMBL5619 | P27695 | DNA-(apurinic or apyrimidinic site) lyase | 95.34% | 91.11% |
| CHEMBL2288 | Q13526 | Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 | 94.91% | 91.71% |
| CHEMBL2035 | P08912 | Muscarinic acetylcholine receptor M5 | 94.29% | 94.62% |
| CHEMBL3108638 | O15164 | Transcription intermediary factor 1-alpha | 92.44% | 95.56% |
| CHEMBL1075094 | Q16236 | Nuclear factor erythroid 2-related factor 2 | 91.78% | 96.00% |
| CHEMBL3060 | Q9Y345 | Glycine transporter 2 | 88.63% | 99.17% |
| CHEMBL3251 | P19838 | Nuclear factor NF-kappa-B p105 subunit | 85.45% | 96.09% |
| CHEMBL2563 | Q9UQL6 | Histone deacetylase 5 | 85.19% | 89.67% |
| CHEMBL216 | P11229 | Muscarinic acetylcholine receptor M1 | 84.84% | 94.23% |
| CHEMBL3194 | P02766 | Transthyretin | 84.22% | 90.71% |
| CHEMBL1821 | P08173 | Muscarinic acetylcholine receptor M4 | 81.98% | 94.08% |
| CHEMBL2581 | P07339 | Cathepsin D | 81.91% | 98.95% |
| CHEMBL3091268 | Q92753 | Nuclear receptor ROR-beta | 80.35% | 95.50% |
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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| PubChem | 11288990 |
| NPASS | NPC260952 |
| LOTUS | LTS0268371 |
| wikiData | Q105125333 |