(3S)-3-[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy-4-methoxy-4-oxobutanoic acid
| Internal ID | acab8a99-4f4b-45a3-8f75-948d2f7c03a7 |
| Taxonomy | Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives |
| IUPAC Name | (3S)-3-[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy-4-methoxy-4-oxobutanoic acid |
| SMILES (Canonical) | COC1=C(C=CC(=C1)C=CC(=O)OC(CC(=O)O)C(=O)OC)O |
| SMILES (Isomeric) | COC1=C(C=CC(=C1)/C=C/C(=O)O[C@@H](CC(=O)O)C(=O)OC)O |
| InChI | InChI=1S/C15H16O8/c1-21-11-7-9(3-5-10(11)16)4-6-14(19)23-12(8-13(17)18)15(20)22-2/h3-7,12,16H,8H2,1-2H3,(H,17,18)/b6-4+/t12-/m0/s1 |
| InChI Key | FQPIJXGAKOKCQL-FUEXJSSKSA-N |
| Popularity | 1 reference in papers |
| Molecular Formula | C15H16O8 |
| Molecular Weight | 324.28 g/mol |
| Exact Mass | 324.08451746 g/mol |
| Topological Polar Surface Area (TPSA) | 119.00 Ų |
| XlogP | 1.30 |
| Atomic LogP (AlogP) | 0.97 |
| H-Bond Acceptor | 7 |
| H-Bond Donor | 2 |
| Rotatable Bonds | 7 |
| There are no found synonyms. |
![2D Structure of (3S)-3-[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy-4-methoxy-4-oxobutanoic acid](https://plantaedb.com/storage/docs/compounds/2023/11/3s-3-e-3-4-hydroxy-3-methoxyphenylprop-2-enoyloxy-4-methoxy-4-oxobutanoic-acid.jpg "2D Structure of (3S)-3-[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy-4-methoxy-4-oxobutanoic acid")
| Target | Value | Probability (raw) | Probability (%) |
|---|---|---|---|
| Human Intestinal Absorption | + | 0.9658 | 96.58% |
| Caco-2 | + | 0.5131 | 51.31% |
| Blood Brain Barrier | - | 0.5250 | 52.50% |
| Human oral bioavailability | - | 0.7286 | 72.86% |
| Subcellular localzation | Mitochondria | 0.7676 | 76.76% |
| OATP2B1 inhibitior | - | 0.8586 | 85.86% |
| OATP1B1 inhibitior | + | 0.9282 | 92.82% |
| OATP1B3 inhibitior | + | 0.9370 | 93.70% |
| MATE1 inhibitior | - | 0.7600 | 76.00% |
| OCT2 inhibitior | - | 0.9250 | 92.50% |
| BSEP inhibitior | - | 0.5585 | 55.85% |
| P-glycoprotein inhibitior | - | 0.8472 | 84.72% |
| P-glycoprotein substrate | - | 0.8123 | 81.23% |
| CYP3A4 substrate | + | 0.5076 | 50.76% |
| CYP2C9 substrate | - | 0.5979 | 59.79% |
| CYP2D6 substrate | - | 0.8436 | 84.36% |
| CYP3A4 inhibition | - | 0.8703 | 87.03% |
| CYP2C9 inhibition | - | 0.8209 | 82.09% |
| CYP2C19 inhibition | - | 0.8106 | 81.06% |
| CYP2D6 inhibition | - | 0.8381 | 83.81% |
| CYP1A2 inhibition | - | 0.8469 | 84.69% |
| CYP2C8 inhibition | + | 0.6915 | 69.15% |
| CYP inhibitory promiscuity | - | 0.9144 | 91.44% |
| UGT catelyzed | + | 0.9000 | 90.00% |
| Carcinogenicity (binary) | - | 0.7697 | 76.97% |
| Carcinogenicity (trinary) | Non-required | 0.7269 | 72.69% |
| Eye corrosion | - | 0.9439 | 94.39% |
| Eye irritation | - | 0.7453 | 74.53% |
| Skin irritation | - | 0.6807 | 68.07% |
| Skin corrosion | - | 0.9405 | 94.05% |
| Ames mutagenesis | - | 0.7200 | 72.00% |
| Human Ether-a-go-go-Related Gene inhibition | - | 0.6449 | 64.49% |
| Micronuclear | + | 0.6235 | 62.35% |
| Hepatotoxicity | - | 0.7198 | 71.98% |
| skin sensitisation | - | 0.6295 | 62.95% |
| Respiratory toxicity | - | 0.5778 | 57.78% |
| Reproductive toxicity | + | 0.7000 | 70.00% |
| Mitochondrial toxicity | - | 0.7000 | 70.00% |
| Nephrotoxicity | - | 0.8535 | 85.35% |
| Acute Oral Toxicity (c) | III | 0.6022 | 60.22% |
| Estrogen receptor binding | + | 0.8298 | 82.98% |
| Androgen receptor binding | + | 0.7887 | 78.87% |
| Thyroid receptor binding | - | 0.6516 | 65.16% |
| Glucocorticoid receptor binding | + | 0.5695 | 56.95% |
| Aromatase binding | - | 0.6816 | 68.16% |
| PPAR gamma | - | 0.7676 | 76.76% |
| Honey bee toxicity | - | 0.9041 | 90.41% |
| Biodegradation | - | 0.8250 | 82.50% |
| Crustacea aquatic toxicity | + | 0.5200 | 52.00% |
| Fish aquatic toxicity | + | 0.9269 | 92.69% |
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 | 98.91% | 91.11% |
| CHEMBL1075094 | Q16236 | Nuclear factor erythroid 2-related factor 2 | 97.94% | 96.00% |
| CHEMBL3251 | P19838 | Nuclear factor NF-kappa-B p105 subunit | 95.98% | 96.09% |
| CHEMBL1293249 | Q13887 | Kruppel-like factor 5 | 94.38% | 86.33% |
| CHEMBL3060 | Q9Y345 | Glycine transporter 2 | 94.19% | 99.17% |
| CHEMBL3108638 | O15164 | Transcription intermediary factor 1-alpha | 92.93% | 95.56% |
| CHEMBL225 | P28335 | Serotonin 2c (5-HT2c) receptor | 90.32% | 89.62% |
| CHEMBL2581 | P07339 | Cathepsin D | 88.13% | 98.95% |
| CHEMBL3194 | P02766 | Transthyretin | 88.10% | 90.71% |
| CHEMBL1860 | P10827 | Thyroid hormone receptor alpha | 87.86% | 99.15% |
| CHEMBL4203 | Q9HAZ1 | Dual specificity protein kinase CLK4 | 85.41% | 94.45% |
| CHEMBL1255126 | O15151 | Protein Mdm4 | 84.50% | 90.20% |
| CHEMBL1806 | P11388 | DNA topoisomerase II alpha | 83.13% | 89.00% |
| CHEMBL2535 | P11166 | Glucose transporter | 81.55% | 98.75% |
| CHEMBL1907591 | P30926 | Neuronal acetylcholine receptor; alpha4/beta4 | 81.41% | 100.00% |
Below are displayed all the plants proven (via scientific papers) to contain this
compound!
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| There are no matching plants. |
| PubChem | 163188032 |
| LOTUS | LTS0237865 |
| wikiData | Q104999769 |