Phenethylamine
| Internal ID | 697406c8-58fd-48fc-ade4-74f680549c03 |
| Taxonomy | Benzenoids > Benzene and substituted derivatives > Phenethylamines |
| IUPAC Name | 2-phenylethanamine |
| SMILES (Canonical) | C1=CC=C(C=C1)CCN |
| SMILES (Isomeric) | C1=CC=C(C=C1)CCN |
| InChI | InChI=1S/C8H11N/c9-7-6-8-4-2-1-3-5-8/h1-5H,6-7,9H2 |
| InChI Key | BHHGXPLMPWCGHP-UHFFFAOYSA-N |
| Popularity | 5,878 references in papers |
| Molecular Formula | C8H11N |
| Molecular Weight | 121.18 g/mol |
| Exact Mass | 121.089149355 g/mol |
| Topological Polar Surface Area (TPSA) | 26.00 Ų |
| XlogP | 1.40 |
| Atomic LogP (AlogP) | 1.19 |
| H-Bond Acceptor | 1 |
| H-Bond Donor | 1 |
| Rotatable Bonds | 2 |
| 2-phenylethylamine |
| 2-Phenylethanamine |
| 64-04-0 |
| Benzeneethanamine |
| 2-Phenethylamine |
| phenylethylamine |
| beta-phenylethylamine |
| beta-Phenethylamine |
| 1-Amino-2-phenylethane |
| beta-Aminoethylbenzene |
| There are more than 10 synonyms. If you wish to see them all click here. |
| Target | Value | Probability (raw) | Probability (%) |
|---|---|---|---|
| Human Intestinal Absorption | + | 0.9947 | 99.47% |
| Caco-2 | + | 0.9729 | 97.29% |
| Blood Brain Barrier | + | 0.9750 | 97.50% |
| Human oral bioavailability | + | 0.7857 | 78.57% |
| Subcellular localzation | Lysosomes | 0.9282 | 92.82% |
| OATP2B1 inhibitior | - | 1.0000 | 100.00% |
| OATP1B1 inhibitior | + | 0.9687 | 96.87% |
| OATP1B3 inhibitior | + | 0.9560 | 95.60% |
| MATE1 inhibitior | - | 1.0000 | 100.00% |
| OCT2 inhibitior | + | 0.6000 | 60.00% |
| BSEP inhibitior | - | 0.9081 | 90.81% |
| P-glycoprotein inhibitior | - | 0.9930 | 99.30% |
| P-glycoprotein substrate | - | 0.9256 | 92.56% |
| CYP3A4 substrate | - | 0.8253 | 82.53% |
| CYP2C9 substrate | - | 1.0000 | 100.00% |
| CYP2D6 substrate | + | 0.6540 | 65.40% |
| CYP3A4 inhibition | - | 0.8292 | 82.92% |
| CYP2C9 inhibition | - | 0.6381 | 63.81% |
| CYP2C19 inhibition | + | 0.5387 | 53.87% |
| CYP2D6 inhibition | + | 0.5899 | 58.99% |
| CYP1A2 inhibition | + | 0.7954 | 79.54% |
| CYP2C8 inhibition | - | 0.5973 | 59.73% |
| CYP inhibitory promiscuity | - | 0.7137 | 71.37% |
| UGT catelyzed | - | 0.0000 | 0.00% |
| Carcinogenicity (binary) | - | 0.5800 | 58.00% |
| Carcinogenicity (trinary) | Non-required | 0.7370 | 73.70% |
| Eye corrosion | + | 0.9967 | 99.67% |
| Eye irritation | + | 0.8205 | 82.05% |
| Skin irritation | + | 0.9345 | 93.45% |
| Skin corrosion | + | 0.9935 | 99.35% |
| Ames mutagenesis | - | 0.6200 | 62.00% |
| Human Ether-a-go-go-Related Gene inhibition | - | 0.7544 | 75.44% |
| Micronuclear | - | 0.6900 | 69.00% |
| Hepatotoxicity | + | 0.6557 | 65.57% |
| skin sensitisation | + | 0.6069 | 60.69% |
| Respiratory toxicity | + | 0.6667 | 66.67% |
| Reproductive toxicity | - | 0.7333 | 73.33% |
| Mitochondrial toxicity | + | 0.7875 | 78.75% |
| Nephrotoxicity | - | 0.7819 | 78.19% |
| Acute Oral Toxicity (c) | II | 0.6383 | 63.83% |
| Estrogen receptor binding | - | 0.8434 | 84.34% |
| Androgen receptor binding | - | 0.8268 | 82.68% |
| Thyroid receptor binding | - | 0.8494 | 84.94% |
| Glucocorticoid receptor binding | - | 0.8227 | 82.27% |
| Aromatase binding | - | 0.8306 | 83.06% |
| PPAR gamma | - | 0.8521 | 85.21% |
| Honey bee toxicity | - | 0.9379 | 93.79% |
| Biodegradation | - | 0.8750 | 87.50% |
| Crustacea aquatic toxicity | + | 0.6900 | 69.00% |
| Fish aquatic toxicity | - | 0.8639 | 86.39% |
Proven Targets:
| CHEMBL ID | UniProt ID | Name | Min activity | Assay type | Source |
|---|---|---|---|---|---|
| CHEMBL5282 | P11509 | Cytochrome P450 2A6 |
4410 nM |
IC50 |
PMID: 15658857
|
| CHEMBL224 | P28223 | Serotonin 2a (5-HT2a) receptor |
16800 nM 16800 nM |
Ki Ki |
PMID: 18847250
PMID: 11931619 |
| CHEMBL1293232 | Q16637 | Survival motor neuron protein |
14125.4 nM |
Potency |
via CMAUP
|
| CHEMBL5857 | Q96RJ0 | Trace amine-associated receptor 1 |
106 nM 110 nM 106 nM |
EC50 EC50 EC50 |
PMID: 22037049
DOI: 10.1039/C5MD00400D via Super-PRED |
Predicted Targets (via Super-PRED):
| CHEMBL ID | UniProt ID | Name | Probability | Model accuracy |
|---|---|---|---|---|
| CHEMBL2035 | P08912 | Muscarinic acetylcholine receptor M5 | 91.43% | 94.62% |
| CHEMBL3251 | P19838 | Nuclear factor NF-kappa-B p105 subunit | 90.49% | 96.09% |
| CHEMBL221 | P23219 | Cyclooxygenase-1 | 89.64% | 90.17% |
| CHEMBL5619 | P27695 | DNA-(apurinic or apyrimidinic site) lyase | 87.70% | 91.11% |
| CHEMBL1293249 | Q13887 | Kruppel-like factor 5 | 86.18% | 86.33% |
| CHEMBL3108638 | O15164 | Transcription intermediary factor 1-alpha | 85.64% | 95.56% |
| CHEMBL5805 | Q9NR97 | Toll-like receptor 8 | 84.72% | 96.25% |
| CHEMBL2581 | P07339 | Cathepsin D | 83.58% | 98.95% |
| CHEMBL3902 | P09211 | Glutathione S-transferase Pi | 82.91% | 93.81% |
| CHEMBL3492 | P49721 | Proteasome Macropain subunit | 82.54% | 90.24% |
| CHEMBL3091268 | Q92753 | Nuclear receptor ROR-beta | 80.34% | 95.50% |
Below are displayed all the plants proven (via scientific papers) to contain this
compound!
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