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name Structure Reference Source Properties Activities Metabolism

2-Phenylethylamine

AlkaPlorer ID: AK015046

Synonym: Benzeneethanamine, Phenethylamine, β-Aminoethylbenzene, FEMA 3220, β-Phenethylamine

IUPAC Name: 2-phenylethylazanium

Structure

SMILES: [NH3+]CCC1=CC=CC=C1

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InChI: InChI=1S/C8H11N/c9-7-6-8-4-2-1-3-5-8/h1-5H,6-7,9H2/p+1

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InChIKey: BHHGXPLMPWCGHP-UHFFFAOYSA-O

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Reference

Alkaloids of Desmodium triflorum

PubChem CID: 448751

CAS: 64-04-0

LOTUS: LTS0100319

SuperNatural Ⅲ: SN0025482

NPASS: NPC328696

COCONUT: CNP0141127

Properties Information

Molecule Weight: 122.19099999999996

TPSA？: 27.64

MolLogP？: 0.4709999999999996

Number of H-Donors: 1

Number of H-Acceptors: 0

RingCount: 1

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Bos taurus Dopamine beta-hydroxylase k cat 65.0 s-1 10.1021/jm00376a024
Bos taurus Dopamine beta-hydroxylase Km 7000000.0 nM 10.1021/jm00376a024
Bos taurus Monoamine oxidase k cat 0.23 s-1 10.1021/jm00376a024
Bos taurus Monoamine oxidase Km 2200000.0 nM 10.1021/jm00376a024
Bos taurus Phenylethanolamine N-methyltransferase Ki 220000.0 nM 10.1016/j.bmc.2007.08.066
Bos taurus Phenylethanolamine N-methyltransferase Ki 467000.0 nM 10.1021/jm00352a020
Bos taurus Phenylethanolamine N-methyltransferase Ki 854000.0 nM 10.1021/jm00122a032
Bos taurus Trypsin I Ki 11000.0 nM 10.1021/jm0200299
Escherichia coli Escherichia coli Activity nan None 10.1021/acs.jmedchem.9b00355
Escherichia coli Escherichia coli Activity nan None 10.1128/aac.01481-06
Helicobacter pylori (strain ATCC 700392 / 26695) (Campylobacter pylori) Flavodoxin Activity nan None 10.1021/acs.jmedchem.9b00355
Helicobacter pylori (strain ATCC 700392 / 26695) (Campylobacter pylori) Flavodoxin MIC 66000.0 nM 10.1021/acs.jmedchem.9b00355
Helicobacter pylori (strain ATCC 700392 / 26695) (Campylobacter pylori) Flavodoxin MIC 132000.0 nM 10.1021/acs.jmedchem.9b00355
Homo sapiens Amine oxidase, copper containing Activity 21.0 % 10.1021/jm051076e
Homo sapiens Amine oxidase, copper containing Km 3725000.0 nM 10.1021/jm051076e
Homo sapiens Chromobox protein homolog 1 Potency 2818.4 nM None
Homo sapiens Cytochrome P450 2A6 IC50 4410.0 nM 10.1021/jm049536b
Homo sapiens Cytochrome P450 2E1 Retention_time 12.7 min 10.1124/dmd.112.050609
Homo sapiens HeLa MCC50 1000.0 uM 10.1021/acs.jmedchem.9b00355
Homo sapiens Lysyl oxidase homolog 2 IC50 60100.0 nM 10.1021/acsmedchemlett.7b00014
Homo sapiens P-glycoprotein 1 Activity nan None 10.1002/jps.20101
Homo sapiens Serotonin 2a (5-HT2a) receptor Ki 16800.0 nM 10.1021/jm010354g
Homo sapiens Serotonin 2a (5-HT2a) receptor Ki 16800.0 nM 10.1021/jm800771x
Homo sapiens Survival motor neuron protein Potency 14125.4 nM None
Homo sapiens Trace amine-associated receptor 1 EC50 15.0 nM 10.1021/acsmedchemlett.1c00527
Homo sapiens Trace amine-associated receptor 1 EC50 106.0 nM 10.1016/j.bmc.2011.10.007
Homo sapiens Trace amine-associated receptor 1 EC50 110.0 nM 10.1039/C5MD00400D
Homo sapiens Trace amine-associated receptor 1 EC50 129.0 nM 10.1016/j.bmc.2008.06.009
Homo sapiens Trace amine-associated receptor 1 EC50 130.0 nM 10.1016/j.ejmech.2018.01.059
Homo sapiens Trace amine-associated receptor 1 Emax 100.0 % 10.1016/j.bmc.2008.06.009
Homo sapiens Trace amine-associated receptor 1 Emax 111.0 % 10.1021/acsmedchemlett.1c00527
Homo sapiens Trypsin I Log Kd -1.96 None 10.1021/jm0105833
Klebsiella aerogenes Klebsiella aerogenes Activity nan None 10.1128/aac.01481-06
Mus musculus Amine oxidase, copper containing Activity 19.0 % 10.1021/jm051076e
Mus musculus Amine oxidase, copper containing Km 34800.0 nM 10.1021/jm051076e
Mus musculus Cytochrome P450 2A5 IC50 3000.0 nM 10.1021/jm049536b
Mus musculus Mus musculus RF 1.0 None 10.1021/jm000244u
Mus musculus Trace amine-associated receptor 1 Activity nan None 10.1021/jm401316v
Mus musculus Trace amine-associated receptor 1 EC50 47.3 nM 10.1021/jm401316v
Mus musculus Trace amine-associated receptor 1 EC50 58.6 nM 10.1021/jm401316v
Mus musculus Trace amine-associated receptor 1 EC50 120.0 nM 10.1016/j.ejmech.2018.01.059
Mus musculus Trace amine-associated receptor 1 EC50 138.0 nM 10.1021/acs.jmedchem.5b00526
Mus musculus Trace amine-associated receptor 1 EC50 138.0 nM 10.1021/acs.jmedchem.6b01092
Mus musculus Trace amine-associated receptor 1 EC50 189.0 nM 10.1021/jm401316v
Mus musculus Trace amine-associated receptor 1 Emax 94.96 % 10.1021/jm401316v
Mus musculus Trace amine-associated receptor 1 Emax 95.94 % 10.1021/jm401316v
Mus musculus Trace amine-associated receptor 1 Emax 97.6 % 10.1021/jm401316v
Rattus norvegicus Glutamate NMDA receptor Ki 753000.0 nM 10.1016/j.bmc.2009.03.025
Rattus norvegicus Glutamate NMDA receptor Ratio Ki 1.19 None 10.1016/j.bmc.2009.03.025
Rattus norvegicus Serotonin 2a (5-HT2a) receptor Ki 10000.0 nM 10.1021/acs.jmedchem.7b00085
Rattus norvegicus Serotonin 2a (5-HT2a) receptor Ki 16820.0 nM 10.1016/s0960-894x(01)00010-5
Rattus norvegicus Serotonin (5-HT) receptor Kd 5495.41 nM 10.1021/jm00177a017
Rattus norvegicus Serotonin (5-HT) receptor Kd 5495.41 nM 10.1021/jm00346a012
Rattus norvegicus Trace amine-associated receptor 1 EC50 40.33 nM 10.1021/jm401316v
Rattus norvegicus Trace amine-associated receptor 1 EC50 170.6 nM 10.1021/jm401316v
Rattus norvegicus Trace amine-associated receptor 1 EC50 209.0 nM 10.1016/j.bmc.2011.10.007
Rattus norvegicus Trace amine-associated receptor 1 EC50 240.0 nM 10.1021/acs.jmedchem.7b00085
Rattus norvegicus Trace amine-associated receptor 1 EC50 261.2 nM 10.1021/jm401316v
Rattus norvegicus Trace amine-associated receptor 1 Emax 96.44 % 10.1021/jm401316v
Rattus norvegicus Trace amine-associated receptor 1 Emax 97.21 % 10.1021/jm401316v
Rattus norvegicus Trace amine-associated receptor 1 Emax 97.83 % 10.1021/jm401316v
Rattus norvegicus Trace amine-associated receptor 1 FC 1000000.0 None 10.1021/jm401316v
Severe acute respiratory syndrome coronavirus 2 Replicase polyprotein 1ab Inhibition 11.12 % 10.6019/CHEMBL4495564
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 Inhibition 0.04 % 10.6019/CHEMBL4495565
Staphylococcus aureus Staphylococcus aureus Activity nan None 10.1021/acs.jmedchem.9b00355
None ADMET Activity nan None 10.1021/acs.jmedchem.9b00355
None ADMET Binding energy 5.5 kCal mol-1 10.1021/jm00378a021
None ADMET Kpot A,B 1.0 None 10.1016/s0960-894x(99)00395-9
None ADMET TI 7.6 None 10.1021/acs.jmedchem.9b00355
None ADMET TI 15.0 None 10.1021/acs.jmedchem.9b00355
None No relevant target LogP 1.58 None 10.1016/s0960-894x(99)00395-9
None No relevant target pKA 9.08 None 10.1016/S0960-894X(01)80427-3
None Unchecked IC50 10900000.0 nM 10.1021/jm00196a021
None Unchecked Inhibition nan % 10.1021/acs.jnatprod.7b00367
None Unchecked Ki 4000.0 nM 10.1016/j.bmc.2007.08.066
None Unchecked Ki 93000.0 nM 10.1021/jm00196a021
None Unchecked pKb 3.7 None 10.1021/jm00207a015
None Unchecked Ratio 100.0 M-1 s-1 10.1021/jm00376a024
None Unchecked Ratio 117.0 None 10.1021/jm00196a021
None Unchecked Ratio 9300.0 M-1 s-1 10.1021/jm00376a024
None Unchecked Ratio Ki 0.018 None 10.1016/j.bmc.2007.08.066

Metabolism Information

AKRT ID Reaction Reaction Link ID
AKRT002104 CC(=O)C(=O)O.NCCc1ccccc1>>C[C@H](N)C(=O)O.O=CCc1ccccc1 None
AKRT002499 CC(=O)NCCc1ccccc1>>NCCc1ccccc1 3.5.1.85-RXN
AKRT004412 CC(=O)[32S].NCCc1ccccc1>>CC(=O)NCCc1ccccc1 None
AKRT004654 CC(=O)[CoA].NCCc1ccccc1>>CC(=O)NCCc1ccccc1 66148
AKRT011511 COc1cc(/C=C/C(=O)[CoA])ccc1O.NCCc1ccccc1>>COc1cc(/C=C/C(=O)NCCc2ccccc2)ccc1O enzymemap_28452
AKRT017795 NCC(O)c1ccccc1>>NCCc1ccccc1 MNXR144442
AKRT018432 NCCc1ccccc1.O=C([32S])/C=C/c1ccc(O)cc1>>O=C(/C=C/c1ccc(O)cc1)NCCc1ccccc1 None
AKRT018433 NCCc1ccccc1>>NCCc1ccc(O)cc1 MNXR163126
AKRT018434 NCCc1ccccc1>>O=CCc1ccccc1 RXN-11510
AKRT018784 N[C@@H](CCC(=O)NCCc1ccccc1)C(=O)O>>NCCc1ccccc1 enzymemap_85903
AKRT020089 N[C@@H](Cc1ccccc1)C(=O)O>>NCCc1ccccc1 PHENYLALANINE-DECARBOXYLASE-RXN
AKRT020090 N[C@@H](Cc1ccccc1)C(=O)O>>NCCc1ccccc1.O=C=O None
AKRT023427 O=C([CoA])/C=C/c1ccc(O)cc1.NCCc1ccccc1>>O=C(/C=C/c1ccc(O)cc1)NCCc1ccccc1 enzymemap_28469
AKRT023701 O=CCc1ccc(O)cc1.NCCc1ccccc1>>Oc1ccc(CC2NCCc3ccccc32)cc1 retrobiocat_971
AKRT023707 O=CCc1ccccc1>>NCCc1ccccc1 R02612