3-Hexadecyl-2-hydroxy-5-methoxycyclohexa-2,5-diene-1,4-dione
| Internal ID | 946ddaa5-8774-4774-a5e8-096e3e5642c6 |
| Taxonomy | Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Benzoquinones > P-benzoquinones |
| IUPAC Name | 3-hexadecyl-2-hydroxy-5-methoxycyclohexa-2,5-diene-1,4-dione |
| SMILES (Canonical) | CCCCCCCCCCCCCCCCC1=C(C(=O)C=C(C1=O)OC)O |
| SMILES (Isomeric) | CCCCCCCCCCCCCCCCC1=C(C(=O)C=C(C1=O)OC)O |
| InChI | InChI=1S/C23H38O4/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-19-22(25)20(24)18-21(27-2)23(19)26/h18,25H,3-17H2,1-2H3 |
| InChI Key | WQIANGZKDMBPFV-UHFFFAOYSA-N |
| Popularity | 1 reference in papers |
| Molecular Formula | C23H38O4 |
| Molecular Weight | 378.50 g/mol |
| Exact Mass | 378.27700969 g/mol |
| Topological Polar Surface Area (TPSA) | 63.60 Ų |
| XlogP | 8.50 |
| Atomic LogP (AlogP) | 6.35 |
| H-Bond Acceptor | 4 |
| H-Bond Donor | 1 |
| Rotatable Bonds | 16 |
| Irisoquin-A |
| DTXSID101186824 |
| BDBM50078858 |
| 3-Hexadecyl-2-hydroxy-5-methoxy-2,5-cyclohexadiene-1,4-dione |
| 502482-39-5 |
| Target | Value | Probability (raw) | Probability (%) |
|---|---|---|---|
| Human Intestinal Absorption | + | 0.9838 | 98.38% |
| Caco-2 | + | 0.5471 | 54.71% |
| Blood Brain Barrier | + | 0.5750 | 57.50% |
| Human oral bioavailability | - | 0.5714 | 57.14% |
| Subcellular localzation | Mitochondria | 0.8834 | 88.34% |
| OATP2B1 inhibitior | - | 0.8520 | 85.20% |
| OATP1B1 inhibitior | + | 0.9277 | 92.77% |
| OATP1B3 inhibitior | + | 0.9511 | 95.11% |
| MATE1 inhibitior | - | 0.7200 | 72.00% |
| OCT2 inhibitior | - | 0.6314 | 63.14% |
| BSEP inhibitior | - | 0.5356 | 53.56% |
| P-glycoprotein inhibitior | - | 0.5771 | 57.71% |
| P-glycoprotein substrate | - | 0.7750 | 77.50% |
| CYP3A4 substrate | - | 0.5410 | 54.10% |
| CYP2C9 substrate | - | 0.8028 | 80.28% |
| CYP2D6 substrate | - | 0.8660 | 86.60% |
| CYP3A4 inhibition | - | 0.8195 | 81.95% |
| CYP2C9 inhibition | - | 0.8851 | 88.51% |
| CYP2C19 inhibition | - | 0.7525 | 75.25% |
| CYP2D6 inhibition | - | 0.5652 | 56.52% |
| CYP1A2 inhibition | - | 0.8378 | 83.78% |
| CYP2C8 inhibition | - | 0.7092 | 70.92% |
| CYP inhibitory promiscuity | - | 0.8330 | 83.30% |
| UGT catelyzed | - | 0.5000 | 50.00% |
| Carcinogenicity (binary) | - | 0.8586 | 85.86% |
| Carcinogenicity (trinary) | Non-required | 0.6761 | 67.61% |
| Eye corrosion | - | 0.9731 | 97.31% |
| Eye irritation | + | 0.6591 | 65.91% |
| Skin irritation | - | 0.6607 | 66.07% |
| Skin corrosion | - | 0.9603 | 96.03% |
| Ames mutagenesis | - | 0.6000 | 60.00% |
| Human Ether-a-go-go-Related Gene inhibition | - | 0.4863 | 48.63% |
| Micronuclear | - | 0.9100 | 91.00% |
| Hepatotoxicity | + | 0.5359 | 53.59% |
| skin sensitisation | - | 0.7038 | 70.38% |
| Respiratory toxicity | - | 0.5667 | 56.67% |
| Reproductive toxicity | + | 0.5667 | 56.67% |
| Mitochondrial toxicity | - | 0.7000 | 70.00% |
| Nephrotoxicity | + | 0.7655 | 76.55% |
| Acute Oral Toxicity (c) | III | 0.5326 | 53.26% |
| Estrogen receptor binding | + | 0.7017 | 70.17% |
| Androgen receptor binding | + | 0.7269 | 72.69% |
| Thyroid receptor binding | - | 0.5057 | 50.57% |
| Glucocorticoid receptor binding | - | 0.4925 | 49.25% |
| Aromatase binding | - | 0.6534 | 65.34% |
| PPAR gamma | + | 0.8333 | 83.33% |
| Honey bee toxicity | - | 0.9703 | 97.03% |
| Biodegradation | + | 0.5500 | 55.00% |
| Crustacea aquatic toxicity | + | 0.7537 | 75.37% |
| Fish aquatic toxicity | + | 0.9926 | 99.26% |
Proven Targets:
| CHEMBL ID | UniProt ID | Name | Min activity | Assay type | Source |
|---|---|---|---|---|---|
| CHEMBL215 | P09917 | Arachidonate 5-lipoxygenase |
1100 nM 590 nM 270 nM 770 nM 1000 nM 680 nM 270 nM 560 nM |
IC50 IC50 IC50 IC50 IC50 IC50 IC50 IC50 |
PMID: 25765759
via Super-PRED via Super-PRED via Super-PRED PMID: 25765759 via Super-PRED via Super-PRED via Super-PRED |
Predicted Targets (via Super-PRED):
| CHEMBL ID | UniProt ID | Name | Probability | Model accuracy |
|---|---|---|---|---|
| CHEMBL2581 | P07339 | Cathepsin D | 97.19% | 98.95% |
| CHEMBL5619 | P27695 | DNA-(apurinic or apyrimidinic site) lyase | 93.33% | 91.11% |
| CHEMBL4769 | O95749 | Geranylgeranyl pyrophosphate synthetase | 91.54% | 92.08% |
| CHEMBL3251 | P19838 | Nuclear factor NF-kappa-B p105 subunit | 91.37% | 96.09% |
| CHEMBL1293249 | Q13887 | Kruppel-like factor 5 | 90.60% | 86.33% |
| CHEMBL3060 | Q9Y345 | Glycine transporter 2 | 89.24% | 99.17% |
| CHEMBL2265 | P23141 | Acyl coenzyme A:cholesterol acyltransferase | 89.12% | 85.94% |
| CHEMBL230 | P35354 | Cyclooxygenase-2 | 88.72% | 89.63% |
| CHEMBL2274 | Q9H228 | Sphingosine 1-phosphate receptor Edg-8 | 87.45% | 100.00% |
| CHEMBL3108638 | O15164 | Transcription intermediary factor 1-alpha | 85.90% | 95.56% |
| CHEMBL3038477 | P67870 | Casein kinase II alpha/beta | 83.23% | 99.23% |
| CHEMBL2885 | P07451 | Carbonic anhydrase III | 81.78% | 87.45% |
| CHEMBL1075094 | Q16236 | Nuclear factor erythroid 2-related factor 2 | 81.05% | 96.00% |
| CHEMBL1907 | P15144 | Aminopeptidase N | 80.06% | 93.31% |
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.
To see more specific details click the taxa you are interested in.
| Iris kemaonensis |
| Lantana camara |
| PubChem | 5318477 |
| NPASS | NPC125578 |
| ChEMBL | CHEMBL3416175 |
| LOTUS | LTS0162020 |
| wikiData | Q105310737 |