4-Octylphenol
| Internal ID | 8da6d63c-2a8a-4f7f-a12a-1af33f86c1f7 |
| Taxonomy | Benzenoids > Phenols > 1-hydroxy-2-unsubstituted benzenoids |
| IUPAC Name | 4-octylphenol |
| SMILES (Canonical) | CCCCCCCCC1=CC=C(C=C1)O |
| SMILES (Isomeric) | CCCCCCCCC1=CC=C(C=C1)O |
| InChI | InChI=1S/C14H22O/c1-2-3-4-5-6-7-8-13-9-11-14(15)12-10-13/h9-12,15H,2-8H2,1H3 |
| InChI Key | NTDQQZYCCIDJRK-UHFFFAOYSA-N |
| Popularity | 795 references in papers |
| Molecular Formula | C14H22O |
| Molecular Weight | 206.32 g/mol |
| Exact Mass | 206.167065321 g/mol |
| Topological Polar Surface Area (TPSA) | 20.20 Ų |
| XlogP | 5.30 |
| Atomic LogP (AlogP) | 4.30 |
| H-Bond Acceptor | 1 |
| H-Bond Donor | 1 |
| Rotatable Bonds | 7 |
| 4-n-Octylphenol |
| 1806-26-4 |
| Phenol, 4-octyl- |
| p-Octylphenol |
| Phenol, p-octyl- |
| 1-(p-Hydroxyphenyl)octane |
| para-Octylphenol |
| 4-Octyl-phenol |
| HSDB 5857 |
| EINECS 217-302-5 |
| There are more than 10 synonyms. If you wish to see them all click here. |
| Target | Value | Probability (raw) | Probability (%) |
|---|---|---|---|
| Human Intestinal Absorption | + | 1.0000 | 100.00% |
| Caco-2 | + | 0.9707 | 97.07% |
| Blood Brain Barrier | + | 0.6500 | 65.00% |
| Human oral bioavailability | - | 0.8714 | 87.14% |
| Subcellular localzation | Mitochondria | 0.6118 | 61.18% |
| OATP2B1 inhibitior | - | 0.8576 | 85.76% |
| OATP1B1 inhibitior | + | 0.7955 | 79.55% |
| OATP1B3 inhibitior | + | 0.9480 | 94.80% |
| MATE1 inhibitior | - | 1.0000 | 100.00% |
| OCT2 inhibitior | - | 0.9750 | 97.50% |
| BSEP inhibitior | - | 0.8227 | 82.27% |
| P-glycoprotein inhibitior | - | 0.9501 | 95.01% |
| P-glycoprotein substrate | - | 0.6476 | 64.76% |
| CYP3A4 substrate | - | 0.6226 | 62.26% |
| CYP2C9 substrate | - | 0.7842 | 78.42% |
| CYP2D6 substrate | + | 0.4159 | 41.59% |
| CYP3A4 inhibition | - | 0.8309 | 83.09% |
| CYP2C9 inhibition | - | 0.8374 | 83.74% |
| CYP2C19 inhibition | - | 0.7490 | 74.90% |
| CYP2D6 inhibition | - | 0.8981 | 89.81% |
| CYP1A2 inhibition | + | 0.6205 | 62.05% |
| CYP2C8 inhibition | + | 0.7398 | 73.98% |
| CYP inhibitory promiscuity | - | 0.6925 | 69.25% |
| UGT catelyzed | + | 0.7000 | 70.00% |
| Carcinogenicity (binary) | - | 0.7211 | 72.11% |
| Carcinogenicity (trinary) | Non-required | 0.6492 | 64.92% |
| Eye corrosion | + | 0.9827 | 98.27% |
| Eye irritation | + | 0.9839 | 98.39% |
| Skin irritation | + | 0.7967 | 79.67% |
| Skin corrosion | + | 0.9671 | 96.71% |
| Ames mutagenesis | - | 1.0000 | 100.00% |
| Human Ether-a-go-go-Related Gene inhibition | - | 0.4465 | 44.65% |
| Micronuclear | - | 0.9900 | 99.00% |
| Hepatotoxicity | - | 0.5349 | 53.49% |
| skin sensitisation | + | 0.9334 | 93.34% |
| Respiratory toxicity | - | 0.8333 | 83.33% |
| Reproductive toxicity | + | 0.5362 | 53.62% |
| Mitochondrial toxicity | - | 0.9375 | 93.75% |
| Nephrotoxicity | - | 0.5942 | 59.42% |
| Acute Oral Toxicity (c) | III | 0.9253 | 92.53% |
| Estrogen receptor binding | + | 0.8906 | 89.06% |
| Androgen receptor binding | + | 0.6290 | 62.90% |
| Thyroid receptor binding | + | 0.6630 | 66.30% |
| Glucocorticoid receptor binding | - | 0.8736 | 87.36% |
| Aromatase binding | - | 0.5263 | 52.63% |
| PPAR gamma | + | 0.8031 | 80.31% |
| Honey bee toxicity | - | 0.9881 | 98.81% |
| Biodegradation | - | 0.8000 | 80.00% |
| Crustacea aquatic toxicity | + | 0.8411 | 84.11% |
| Fish aquatic toxicity | + | 0.9844 | 98.44% |
Proven Targets:
| CHEMBL ID | UniProt ID | Name | Min activity | Assay type | Source |
|---|---|---|---|---|---|
| CHEMBL220 | P22303 | Acetylcholinesterase |
11471 nM |
IC50 |
via CMAUP
|
| CHEMBL251 | P29274 | Adenosine A2a receptor |
22432 nM |
IC50 |
via CMAUP
|
| CHEMBL256 | P0DMS8 | Adenosine A3 receptor |
6014 nM |
IC50 |
via CMAUP
|
| CHEMBL1867 | P08913 | Alpha-2a adrenergic receptor |
14288 nM |
IC50 |
via CMAUP
|
| CHEMBL1942 | P18089 | Alpha-2b adrenergic receptor |
12496 nM |
IC50 |
via CMAUP
|
| CHEMBL1916 | P18825 | Alpha-2c adrenergic receptor |
14234 nM |
IC50 |
via CMAUP
|
| CHEMBL221 | P23219 | Cyclooxygenase-1 |
10319 nM |
IC50 |
via CMAUP
|
| CHEMBL230 | P35354 | Cyclooxygenase-2 |
2862 nM |
IC50 |
via CMAUP
|
| CHEMBL238 | Q01959 | Dopamine transporter |
8491 nM |
IC50 |
via CMAUP
|
| CHEMBL203 | P00533 | Epidermal growth factor receptor erbB1 |
16219 nM |
IC50 |
via CMAUP
|
| CHEMBL206 | P03372 | Estrogen receptor alpha |
27674 nM |
IC50 |
via CMAUP
|
| CHEMBL260 | Q16539 | MAP kinase p38 alpha |
15016 nM |
IC50 |
via CMAUP
|
| CHEMBL216 | P11229 | Muscarinic acetylcholine receptor M1 |
18013 nM |
IC50 |
via CMAUP
|
| CHEMBL211 | P08172 | Muscarinic acetylcholine receptor M2 |
12466 nM |
IC50 |
via CMAUP
|
| CHEMBL245 | P20309 | Muscarinic acetylcholine receptor M3 |
19004 nM |
IC50 |
via CMAUP
|
| CHEMBL2035 | P08912 | Muscarinic acetylcholine receptor M5 |
30764 nM |
IC50 |
via CMAUP
|
| CHEMBL2327 | P21452 | Neurokinin 2 receptor |
17430 nM |
IC50 |
via CMAUP
|
| CHEMBL228 | P31645 | Serotonin transporter |
6973 nM |
IC50 |
via CMAUP
|
| CHEMBL258 | P06239 | Tyrosine-protein kinase LCK |
22054 nM |
IC50 |
via CMAUP
|
Predicted Targets (via Super-PRED):
| CHEMBL ID | UniProt ID | Name | Probability | Model accuracy |
|---|---|---|---|---|
| CHEMBL2581 | P07339 | Cathepsin D | 97.68% | 98.95% |
| CHEMBL4769 | O95749 | Geranylgeranyl pyrophosphate synthetase | 95.97% | 92.08% |
| CHEMBL242 | Q92731 | Estrogen receptor beta | 93.85% | 98.35% |
| CHEMBL3251 | P19838 | Nuclear factor NF-kappa-B p105 subunit | 93.62% | 96.09% |
| CHEMBL2274 | Q9H228 | Sphingosine 1-phosphate receptor Edg-8 | 91.44% | 100.00% |
| CHEMBL3060 | Q9Y345 | Glycine transporter 2 | 91.05% | 99.17% |
| CHEMBL2955 | O95136 | Sphingosine 1-phosphate receptor Edg-5 | 90.89% | 92.86% |
| CHEMBL3892 | Q99500 | Sphingosine 1-phosphate receptor Edg-3 | 87.30% | 97.29% |
| CHEMBL2996 | Q05655 | Protein kinase C delta | 86.33% | 97.79% |
| CHEMBL5619 | P27695 | DNA-(apurinic or apyrimidinic site) lyase | 85.77% | 91.11% |
| CHEMBL1293249 | Q13887 | Kruppel-like factor 5 | 84.55% | 86.33% |
| CHEMBL3230 | O95977 | Sphingosine 1-phosphate receptor Edg-6 | 84.54% | 94.01% |
| CHEMBL2288 | Q13526 | Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 | 83.33% | 91.71% |
| CHEMBL4203 | Q9HAZ1 | Dual specificity protein kinase CLK4 | 82.65% | 94.45% |
| CHEMBL3401 | O75469 | Pregnane X receptor | 82.61% | 94.73% |
| CHEMBL4793 | Q86TI2 | Dipeptidyl peptidase IX | 82.00% | 96.95% |
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.
| Vitis vinifera |
| PubChem | 15730 |
| NPASS | NPC318325 |
| ChEMBL | CHEMBL195437 |