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1-Isothiocyanato-2-phenylethane

AlkaPlorer ID: AK003455

Synonym: (2-Isothiocyanatoethyl)benzene, 2-Phenylethyl isothiocyanate, Phenethyl isothiocyanate

IUPAC Name: 2-isothiocyanatoethylbenzene

Structure

SMILES: S=C=NCCC1=CC=CC=C1

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InChI: InChI=1S/C9H9NS/c11-8-10-7-6-9-4-2-1-3-5-9/h1-5H,6-7H2

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InChIKey: IZJDOKYDEWTZSO-UHFFFAOYSA-N

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Properties Information

Molecule Weight: 163.245

TPSA？: 12.36

MolLogP？: 2.3319

Number of H-Donors: 0

Number of H-Acceptors: 2

RingCount: 1

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Homo sapiens 786-0 GI50 187.5 nM None
Homo sapiens A498 GI50 430.53 nM None
Homo sapiens A549 Activity 4.5 % 10.1016/j.bmcl.2011.05.113
Homo sapiens A549 Activity 7.5 % 10.1016/j.bmcl.2011.05.113
Homo sapiens A549 Activity 8.0 % 10.1016/j.bmcl.2011.05.113
Homo sapiens A549 Activity 10.5 % 10.1016/j.bmcl.2011.05.113
Homo sapiens A549 Activity 11.0 % 10.1016/j.bmcl.2011.05.113
Homo sapiens A549 Activity 14.5 % 10.1016/j.bmcl.2011.05.113
Homo sapiens A549 Activity 22.5 % 10.1016/j.bmcl.2011.05.113
Homo sapiens A549 Activity 29.0 % 10.1016/j.bmcl.2011.05.113
Homo sapiens A549 Activity 39.0 % 10.1016/j.bmcl.2011.05.113
Homo sapiens A549 Activity 40.5 % 10.1016/j.bmcl.2011.05.113
Homo sapiens A549 Activity 51.0 % 10.1016/j.bmcl.2011.05.113
Homo sapiens A549 Activity 54.0 % 10.1016/j.bmcl.2011.05.113
Homo sapiens A549 Activity 75.0 % 10.1016/j.bmcl.2011.05.113
Homo sapiens A549 Activity nan None 10.1021/jm101199t
Homo sapiens A549 GI50 2393.32 nM None
Homo sapiens A549 IC50 16800.0 nM 10.1016/j.bmcl.2011.05.113
Homo sapiens A549 Ratio 3.5 None 10.1016/j.bmcl.2011.05.113
Homo sapiens A549 Ratio 3.8 None 10.1016/j.bmcl.2011.05.113
Homo sapiens A549 Ratio 7.1 None 10.1016/j.bmcl.2011.05.113
Homo sapiens ACHN GI50 1559.55 nM None
Homo sapiens AMP-activated protein kinase, AMPK Activity nan None 10.1021/np300049b
Homo sapiens Caco-2 IC50 14000.0 nM 10.1021/jm800993r
Homo sapiens Canalicular multispecific organic anion transporter 1 Activity 94.0 % 10.1021/jm7015683
Homo sapiens CCRF-CEM GI50 185.78 nM None
Homo sapiens Cellular tumor antigen p53 Activity nan None 10.1021/jm101199t
Homo sapiens COLO 205 GI50 762.08 nM None
Homo sapiens Cytochrome P450 2A13 Kd 430.0 nM 10.1124/dmd.112.045161
Homo sapiens Cytochrome P450 2A13 Ki 3800.0 nM 10.1124/dmd.112.045161
Homo sapiens Cytochrome P450 2A6 Kd 6200.0 nM 10.1124/dmd.112.045161
Homo sapiens Cytochrome P450 2A6 Ki 1700.0 nM 10.1124/dmd.112.045161
Homo sapiens Cytochrome P450 2E1 Activity 26.0 % 10.1124/dmd.112.050609
Homo sapiens Cytochrome P450 2E1 Activity 27.0 % 10.1124/dmd.112.050609
Homo sapiens Cytochrome P450 2E1 Activity 42.0 % 10.1124/dmd.112.050609
Homo sapiens Cytochrome P450 2E1 Activity 64.0 % 10.1124/dmd.112.050609
Homo sapiens Cytochrome P450 2E1 Activity 82.0 % 10.1124/dmd.112.050609
Homo sapiens Cytochrome P450 2E1 Activity 85.0 % 10.1124/dmd.112.050609
Homo sapiens Cytochrome P450 2E1 Activity 93.0 % 10.1124/dmd.112.050609
Homo sapiens Cytochrome P450 2E1 Activity 100.0 % 10.1124/dmd.112.050609
Homo sapiens Cytochrome P450 2E1 Activity nan None 10.1124/dmd.112.050609
Homo sapiens Cytochrome P450 2E1 Drug metabolism nan None 10.1124/dmd.112.050609
Homo sapiens Cytochrome P450 2E1 Inhibition nan % 10.1124/dmd.112.050609
Homo sapiens Cytochrome P450 2E1 Ki 9980.0 nM 10.2174/138920005774330639
Homo sapiens Cytochrome P450 2E1 Ki 11000.0 nM 10.1124/dmd.112.050609
Homo sapiens Cytochrome P450 2E1 Kinact 0.23 /min 10.1124/dmd.112.050609
Homo sapiens Cytochrome P450 2E1 Kinact 0.339 min-1 10.2174/138920005774330639
Homo sapiens Cytochrome P450 2E1 PPB nan % 10.1124/dmd.112.050609
Homo sapiens Cytochrome P450 2E1 Ratio 12.0 None 10.1124/dmd.112.050609
Homo sapiens Cytochrome P450 2E1 T1/2 0.05 hr 10.1124/dmd.112.050609
Homo sapiens DLD-1 GI50 59.57 nM None
Homo sapiens DLD-1 IC50 54590.0 nM 10.1016/j.ejmech.2020.113149
Homo sapiens DMS-114 GI50 381.94 nM None
Homo sapiens DMS-273 GI50 254.68 nM None
Homo sapiens EKVX GI50 16788.04 nM None
Homo sapiens HCC 2998 GI50 412.1 nM None
Homo sapiens HCT-116 Activity nan None 10.1021/jm101199t
Homo sapiens HCT-116 GI50 452.9 nM None
Homo sapiens HCT-15 GI50 228.03 nM None
Homo sapiens HepG2 Activity nan None 10.1016/j.bmcl.2010.01.044
Homo sapiens HL-60 GI50 384.59 nM None
Homo sapiens HOP-62 GI50 370.68 nM None
Homo sapiens HT-1080 IC50 15000.0 nM 10.1021/jm800993r
Homo sapiens HT-29 GI50 219.28 nM None
Homo sapiens Hypoxia inducible factors; HIF-1-alpha, HIF-2-alpha IC50 7500.0 nM 10.1021/np300049b
Homo sapiens Hypoxia inducible factors; HIF-1-alpha, HIF-2-alpha Inhibition nan % 10.1021/np300049b
Homo sapiens IGROV-1 GI50 434.51 nM None
Homo sapiens K562 GI50 225.94 nM None
Homo sapiens KM12 GI50 238.78 nM None
Homo sapiens KM-20L2 GI50 729.46 nM None
Homo sapiens Liver microsome Drug metabolism nan None 10.1124/dmd.112.050609
Homo sapiens LoVo IC50 9800.0 nM 10.1016/j.bmcl.2011.05.113
Homo sapiens LoVo IC50 13500.0 nM 10.1016/j.bmcl.2011.05.113
Homo sapiens LoVo IC50 13500.0 nM 10.1016/j.bmcl.2015.11.045
Homo sapiens LOX IMVI GI50 193.64 nM None
Homo sapiens LXFL 529 GI50 212.32 nM None
Homo sapiens M14 GI50 460.26 nM None
Homo sapiens M19-MEL GI50 753.36 nM None
Homo sapiens Macrophage migration inhibitory factor IC50 1600.0 nM 10.1016/j.ejmech.2015.02.012
Homo sapiens Macrophage migration inhibitory factor IC50 16000.0 nM 10.1016/j.ejmech.2015.02.012
Homo sapiens Malme-3M GI50 963.83 nM None
Homo sapiens MCF7 Activity nan None 10.1021/acs.jmedchem.0c01971
Homo sapiens MCF7 Activity nan None 10.1021/jm101199t
Homo sapiens MCF7 IC50 16300.0 nM 10.1016/j.bmcl.2011.05.113
Homo sapiens MDA-MB-231 Activity nan None 10.1021/acs.jmedchem.0c01971
Homo sapiens MDA-MB-231 Activity nan None 10.1021/jm101199t
Homo sapiens MDA-MB-231 IC50 38000.0 nM 10.1021/jm800993r
Homo sapiens MDA-MB-468 Activity nan None 10.1021/acs.jmedchem.0c01971
Homo sapiens MDA-MB-468 Activity nan None 10.1021/jm101199t
Homo sapiens Mitogen-activated protein kinase; ERK1/ERK2 Activity nan None 10.1021/np300049b
Homo sapiens MOLT-4 GI50 529.66 nM None
Homo sapiens mTORC1 Inhibition nan % 10.1021/np300049b
Homo sapiens Multidrug resistance-associated protein 1 Activity 2.0 fold 10.1023/a:1020460700877
Homo sapiens NCI-H226 GI50 1489.36 nM None
Homo sapiens NCI-H23 GI50 452.9 nM None
Homo sapiens NCI-H322M GI50 1778.28 nM None
Homo sapiens NCI-H460 GI50 97.27 nM None
Homo sapiens NCI-H522 GI50 193.2 nM None
Homo sapiens NCI-H596 Activity nan None 10.1021/jm101199t
Homo sapiens OVCAR-3 GI50 612.35 nM None
Homo sapiens OVCAR-3 IC50 23200.0 nM 10.1021/np800233q
Homo sapiens OVCAR-4 GI50 2142.89 nM None
Homo sapiens OVCAR-5 GI50 1552.39 nM None
Homo sapiens OVCAR-8 GI50 1327.39 nM None
Homo sapiens PC-3 IC50 24000.0 nM 10.1021/jm800993r
Homo sapiens P-glycoprotein 1 Activity nan None 10.1002/jps.20101
Homo sapiens Probable ubiquitin carboxyl-terminal hydrolase FAF-X K 150.0 /M/s 10.1016/j.bmcl.2018.11.055
Homo sapiens RPMI-8226 GI50 179.47 nM None
Homo sapiens RXF 393 GI50 442.59 nM None
Homo sapiens SF-268 GI50 1061.7 nM None
Homo sapiens SF-295 GI50 1573.98 nM None
Homo sapiens SF-539 GI50 207.49 nM None
Homo sapiens SK-MEL-2 GI50 401.79 nM None
Homo sapiens SK-MEL-28 GI50 709.58 nM None
Homo sapiens SK-MEL-5 GI50 325.09 nM None
Homo sapiens SK-OV-3 GI50 1717.91 nM None
Homo sapiens SN12C GI50 319.15 nM None
Homo sapiens SNB-19 GI50 1725.84 nM None
Homo sapiens SNB-75 GI50 2654.61 nM None
Homo sapiens SNB-78 GI50 818.46 nM None
Homo sapiens Solute carrier organic anion transporter family member 1B1 Inhibition -16.4 % 10.1021/jm300212s
Homo sapiens Solute carrier organic anion transporter family member 1B3 Inhibition 12.3 % 10.1021/jm300212s
Homo sapiens Solute carrier organic anion transporter family member 2B1 Inhibition -32.0 % 10.1021/jm300212s
Homo sapiens SR GI50 350.75 nM None
Homo sapiens SW480 Activity nan None 10.1021/jm101199t
Homo sapiens SW480 IC50 35550.0 nM 10.1016/j.ejmech.2020.113149
Homo sapiens SW-620 GI50 310.46 nM None
Homo sapiens T47D IC50 9700.0 nM 10.1016/j.bmcl.2011.05.113
Homo sapiens T98G IC50 100000.0 nM 10.1021/jm800993r
Homo sapiens TK-10 GI50 812.83 nM None
Homo sapiens Transient receptor potential cation channel subfamily A member 1 Activity nan None 10.1021/acs.jnatprod.5b00272
Homo sapiens Transient receptor potential cation channel subfamily A member 1 EC50 370.0 nM 10.1021/acs.jnatprod.5b00272
Homo sapiens Transient receptor potential cation channel subfamily A member 1 EC50 10000.0 nM 10.1021/jm100062h
Homo sapiens Transient receptor potential cation channel subfamily A member 1 max activation 94.0 % 10.1021/acs.jnatprod.5b00272
Homo sapiens U-251 GI50 794.33 nM None
Homo sapiens UACC-257 GI50 885.12 nM None
Homo sapiens UACC-62 GI50 839.46 nM None
Homo sapiens UACC-903 Activity 40.0 % 10.1021/jm800993r
Homo sapiens UACC-903 Activity nan None 10.1021/jm800993r
Homo sapiens UACC-903 IC50 12000.0 nM 10.1021/jm800993r
Homo sapiens Ubiquitin carboxyl-terminal hydrolase 7 K nan None 10.1016/j.bmcl.2018.11.055
Homo sapiens UO-31 GI50 1588.55 nM None
Homo sapiens Vanilloid receptor Activity nan None 10.1021/acs.jnatprod.5b00272
Homo sapiens Vanilloid receptor EC50 180000.0 nM 10.1021/acs.jnatprod.5b00272
Homo sapiens Vanilloid receptor max activation 43.0 % 10.1021/acs.jnatprod.5b00272
Homo sapiens XF498 GI50 2393.32 nM None
Meloidogyne javanica Meloidogyne javanica LC50 4.15 ug.mL-1 10.1016/j.cropro.2010.09.004
Meloidogyne javanica Meloidogyne javanica LC90 6.96 ug ml-1 10.1016/j.cropro.2010.09.004
Meloidogyne javanica Meloidogyne javanica mortality 60.75 % 10.1016/j.cropro.2010.09.004
Meloidogyne javanica Meloidogyne javanica mortality 79.63 % 10.1016/j.cropro.2010.09.004
Mus musculus MEF IC50 4700.0 nM 10.1021/np300049b
Mus musculus MEF IC50 8000.0 nM 10.1021/np300049b
Mus musculus Mus musculus Activity nan None 10.1021/jm800993r
Mus musculus Transient receptor potential cation channel subfamily M member 8 Activity nan None 10.1021/acs.jnatprod.5b00272
Rattus norvegicus Cytochrome P450 2B1 mechanism based inhibition nan None 10.2174/138920005774330639
Sclerotinia sclerotiorum Sclerotinia sclerotiorum EC50 114000.0 nM 10.1002/ps.2126
Sclerotinia sclerotiorum Sclerotinia sclerotiorum EC50 144000.0 nM 10.1002/ps.2126
Sclerotinia sclerotiorum Sclerotinia sclerotiorum EC50 650000.0 nM 10.1002/ps.2126
Sclerotinia sclerotiorum Sclerotinia sclerotiorum GI 5.0 % 10.1002/ps.2126
Sclerotinia sclerotiorum Sclerotinia sclerotiorum GI 24.3 % 10.1002/ps.2126
Sclerotinia sclerotiorum Sclerotinia sclerotiorum GI 42.7 % 10.1002/ps.2126
Sclerotinia sclerotiorum Sclerotinia sclerotiorum GI 51.3 % 10.1002/ps.2126
Sclerotinia sclerotiorum Sclerotinia sclerotiorum GI 59.7 % 10.1002/ps.2126
Sclerotinia sclerotiorum Sclerotinia sclerotiorum GI 64.0 % 10.1002/ps.2126
Sclerotinia sclerotiorum Sclerotinia sclerotiorum GI 92.5 % 10.1002/ps.2126
Sclerotinia sclerotiorum Sclerotinia sclerotiorum GI 100.0 % 10.1002/ps.2126
Sclerotinia sclerotiorum Sclerotinia sclerotiorum Inhibition 6.7 % 10.1002/ps.2126
Sclerotinia sclerotiorum Sclerotinia sclerotiorum Inhibition 12.5 % 10.1002/ps.2126
Sclerotinia sclerotiorum Sclerotinia sclerotiorum Inhibition 26.7 % 10.1002/ps.2126
Sclerotinia sclerotiorum Sclerotinia sclerotiorum Inhibition 55.0 % 10.1002/ps.2126
Sclerotinia sclerotiorum Sclerotinia sclerotiorum Inhibition 57.5 % 10.1002/ps.2126
Sclerotinia sclerotiorum Sclerotinia sclerotiorum Inhibition 66.7 % 10.1002/ps.2126
Sclerotinia sclerotiorum Sclerotinia sclerotiorum Inhibition 70.0 % 10.1002/ps.2126
Sclerotinia sclerotiorum Sclerotinia sclerotiorum Inhibition 76.7 % 10.1002/ps.2126
Sclerotinia sclerotiorum Sclerotinia sclerotiorum Inhibition 82.5 % 10.1002/ps.2126
Sclerotinia sclerotiorum Sclerotinia sclerotiorum Inhibition 100.0 % 10.1002/ps.2126
None ADMET Activity nan None 10.1021/acs.jnatprod.5b00272
None ADMET Ratio 0.064 None 10.1124/dmd.112.045161
None ADMET Ratio Ki 2.2 None 10.1124/dmd.112.045161
None Leukemia 60 cell line GC50 0.84 uM 10.1016/s0960-894x(99)00574-0
None Leukemia 60 cell line TC50 1.37 uM 10.1016/s0960-894x(99)00574-0
None NON-PROTEIN TARGET Activity 12.0 % 10.1021/np800233q
None NON-PROTEIN TARGET Activity 81.0 % 10.1021/np800233q
None NON-PROTEIN TARGET Activity nan None 10.1021/np800233q
None NON-PROTEIN TARGET IC50 7000.0 nM 10.1021/np800233q
None NON-PROTEIN TARGET IC50 9800.0 nM 10.1016/j.bmcl.2015.11.045
None NON-PROTEIN TARGET IC50 20000.0 nM 10.1021/np800233q
None Unchecked Activity nan None 10.1021/acs.jmedchem.0c01971
None Unchecked Activity nan None 10.1021/jm101199t
None Unchecked Activity nan None 10.1021/np300049b
None Unchecked FC 3.0 None 10.1021/np300049b
None Unchecked Inhibition nan % 10.1021/acs.jmedchem.0c01971
None Unchecked Inhibition nan % 10.1021/np300049b

Metabolism Information