Phenethyl isothiocyanate
| Internal ID | 9fee6b70-6b9a-47c7-8f73-c1b37d45f011 |
| Taxonomy | Benzenoids > Benzene and substituted derivatives |
| IUPAC Name | 2-isothiocyanatoethylbenzene |
| SMILES (Canonical) | C1=CC=C(C=C1)CCN=C=S |
| SMILES (Isomeric) | C1=CC=C(C=C1)CCN=C=S |
| InChI | InChI=1S/C9H9NS/c11-8-10-7-6-9-4-2-1-3-5-9/h1-5H,6-7H2 |
| InChI Key | IZJDOKYDEWTZSO-UHFFFAOYSA-N |
| Popularity | 1,379 references in papers |
| Molecular Formula | C9H9NS |
| Molecular Weight | 163.24 g/mol |
| Exact Mass | 163.04557046 g/mol |
| Topological Polar Surface Area (TPSA) | 44.40 Ų |
| XlogP | 3.50 |
| Atomic LogP (AlogP) | 2.33 |
| H-Bond Acceptor | 2 |
| H-Bond Donor | 0 |
| Rotatable Bonds | 3 |
| Phenethyl isothiocyanate |
| 2257-09-2 |
| Phenylethyl isothiocyanate |
| (2-Isothiocyanatoethyl)benzene |
| Benzene, (2-isothiocyanatoethyl)- |
| PEITC |
| Phenylaethylsenfoel |
| 2-isothiocyanatoethylbenzene |
| ISOTHIOCYANIC ACID, PHENETHYL ESTER |
| PHENETHYLISOTHIOCYANATE |
| There are more than 10 synonyms. If you wish to see them all click here. |
| Target | Value | Probability (raw) | Probability (%) |
|---|---|---|---|
| Human Intestinal Absorption | + | 0.9761 | 97.61% |
| Caco-2 | + | 0.9479 | 94.79% |
| Blood Brain Barrier | + | 0.9500 | 95.00% |
| Human oral bioavailability | + | 0.7571 | 75.71% |
| Subcellular localzation | Lysosomes | 0.5035 | 50.35% |
| OATP2B1 inhibitior | - | 1.0000 | 100.00% |
| OATP1B1 inhibitior | + | 0.9398 | 93.98% |
| OATP1B3 inhibitior | + | 0.9516 | 95.16% |
| MATE1 inhibitior | - | 1.0000 | 100.00% |
| OCT2 inhibitior | + | 0.5250 | 52.50% |
| BSEP inhibitior | - | 0.9265 | 92.65% |
| P-glycoprotein inhibitior | - | 0.9810 | 98.10% |
| P-glycoprotein substrate | - | 0.9362 | 93.62% |
| CYP3A4 substrate | - | 0.7398 | 73.98% |
| CYP2C9 substrate | - | 1.0000 | 100.00% |
| CYP2D6 substrate | + | 0.4201 | 42.01% |
| CYP3A4 inhibition | - | 0.7896 | 78.96% |
| CYP2C9 inhibition | - | 0.8521 | 85.21% |
| CYP2C19 inhibition | - | 0.5802 | 58.02% |
| CYP2D6 inhibition | - | 0.6419 | 64.19% |
| CYP1A2 inhibition | + | 0.8132 | 81.32% |
| CYP2C8 inhibition | - | 0.6108 | 61.08% |
| CYP inhibitory promiscuity | + | 0.5811 | 58.11% |
| UGT catelyzed | - | 0.0000 | 0.00% |
| Carcinogenicity (binary) | - | 0.6500 | 65.00% |
| Carcinogenicity (trinary) | Non-required | 0.7605 | 76.05% |
| Eye corrosion | + | 0.9458 | 94.58% |
| Eye irritation | + | 0.9231 | 92.31% |
| Skin irritation | + | 0.8496 | 84.96% |
| Skin corrosion | + | 0.9296 | 92.96% |
| Ames mutagenesis | + | 0.8200 | 82.00% |
| Human Ether-a-go-go-Related Gene inhibition | - | 0.7384 | 73.84% |
| Micronuclear | - | 0.6700 | 67.00% |
| Hepatotoxicity | + | 0.7126 | 71.26% |
| skin sensitisation | + | 0.5837 | 58.37% |
| Respiratory toxicity | + | 0.5333 | 53.33% |
| Reproductive toxicity | - | 0.7667 | 76.67% |
| Mitochondrial toxicity | + | 0.7875 | 78.75% |
| Nephrotoxicity | - | 0.7114 | 71.14% |
| Acute Oral Toxicity (c) | II | 0.6776 | 67.76% |
| Estrogen receptor binding | + | 0.5882 | 58.82% |
| Androgen receptor binding | - | 0.7846 | 78.46% |
| Thyroid receptor binding | - | 0.7784 | 77.84% |
| Glucocorticoid receptor binding | - | 0.8468 | 84.68% |
| Aromatase binding | - | 0.5982 | 59.82% |
| PPAR gamma | - | 0.6979 | 69.79% |
| Honey bee toxicity | - | 0.7716 | 77.16% |
| Biodegradation | - | 0.6500 | 65.00% |
| Crustacea aquatic toxicity | + | 0.7800 | 78.00% |
| Fish aquatic toxicity | - | 0.4482 | 44.82% |
Proven Targets:
| CHEMBL ID | UniProt ID | Name | Min activity | Assay type | Source |
|---|---|---|---|---|---|
| CHEMBL3542436 | Q16696 | Cytochrome P450 2A13 |
3800 nM |
Ki |
PMID: 22696418
|
| CHEMBL5282 | P11509 | Cytochrome P450 2A6 |
1700 nM |
Ki |
PMID: 22696418
|
| CHEMBL2085 | P14174 | Macrophage migration inhibitory factor |
16000 nM 1600 nM |
IC50 IC50 |
PMID: 25743213
PMID: 25743213 |
| CHEMBL6007 | O75762 | Transient receptor potential cation channel subfamily A member 1 |
370 nM 10000 nM 370 nM |
EC50 EC50 EC50 |
via Super-PRED
PMID: 20356305 PMID: 26263397 |
Predicted Targets (via Super-PRED):
| CHEMBL ID | UniProt ID | Name | Probability | Model accuracy |
|---|---|---|---|---|
| CHEMBL2035 | P08912 | Muscarinic acetylcholine receptor M5 | 95.85% | 94.62% |
| CHEMBL2581 | P07339 | Cathepsin D | 91.18% | 98.95% |
| CHEMBL1293249 | Q13887 | Kruppel-like factor 5 | 88.87% | 86.33% |
| CHEMBL3902 | P09211 | Glutathione S-transferase Pi | 86.68% | 93.81% |
| CHEMBL5619 | P27695 | DNA-(apurinic or apyrimidinic site) lyase | 85.85% | 91.11% |
| CHEMBL3251 | P19838 | Nuclear factor NF-kappa-B p105 subunit | 84.45% | 96.09% |
| CHEMBL1293255 | P15428 | 15-hydroxyprostaglandin dehydrogenase [NAD+] | 83.14% | 83.57% |
| CHEMBL3227 | P41594 | Metabotropic glutamate receptor 5 | 83.13% | 96.42% |
| CHEMBL2095172 | P14867 | GABA-A receptor; alpha-1/beta-2/gamma-2 | 81.41% | 92.67% |
| CHEMBL3401 | O75469 | Pregnane X receptor | 80.99% | 94.73% |
| CHEMBL3108638 | O15164 | Transcription intermediary factor 1-alpha | 80.92% | 95.56% |
| CHEMBL1075094 | Q16236 | Nuclear factor erythroid 2-related factor 2 | 80.58% | 96.00% |
| CHEMBL1821 | P08173 | Muscarinic acetylcholine receptor M4 | 80.35% | 94.08% |
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.
| Barbarea verna |
| Brassica juncea |
| Brassica napus |
| Brassica oleracea |
| Brassica rapa |
| Camellia sinensis |
| Descurainia sophia |
| Eutrema japonicum |
| Nasturtium officinale |
| Sinapis alba |
| PubChem | 16741 |
| NPASS | NPC244738 |
| ChEMBL | CHEMBL151649 |
| LOTUS | LTS0215765 |
| wikiData | Q7181339 |