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name Structure Reference Source Properties Activities Metabolism

2-Amino-1-phenyl-1-propanol; (1S,2S)-form 

AlkaPlorer ID: AK287179

Synonym: (-)-Nor-ψ-ephedrine, Katine

IUPAC Name: 2-amino-1-phenylpropan-1-ol

Structure

SMILES: CC(N)C(O)C1=CC=CC=C1

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InChI: InChI=1S/C9H13NO/c1-7(10)9(11)8-5-3-2-4-6-8/h2-7,9,11H,10H2,1H3

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InChIKey: DLNKOYKMWOXYQA-UHFFFAOYSA-N

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Source

Species Genus Family Order Class Phylum Kingdom Domain
Catha edulis Catha Celastraceae Celastrales Magnoliopsida Streptophyta Viridiplantae Eukaryota

Properties Information

Molecule Weight: 151.20899999999995

TPSA？: 46.25

MolLogP？: 1.0672

Number of H-Donors: 2

Number of H-Acceptors: 2

RingCount: 1

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Canis lupus familiaris Canis familiaris ED delta20 330.0 nM kg-1 10.1021/jm030551a
Canis lupus familiaris Canis familiaris ED delta5 1100.0 nM kg-1 10.1021/jm030551a
Canis lupus familiaris Canis familiaris Ratio 0.4 None 10.1021/jm030551a
Canis lupus familiaris Canis familiaris Selectivity Index 0.4 None 10.1007/s00044-004-0020-z
Homo sapiens Adenosine A1 receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Adenosine A2a receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Adenosine A3 receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Alpha-1a adrenergic receptor AC50 10000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Alpha-1a adrenergic receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Alpha-2a adrenergic receptor AC50 10000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Alpha-2a adrenergic receptor Ki 275.42 nM 10.1021/jm030551a
Homo sapiens Alpha-2b adrenergic receptor AC50 10000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Alpha-2c adrenergic receptor AC50 7300.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Beta-1 adrenergic receptor AC50 10000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Beta-2 adrenergic receptor AC50 10000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Beta-2 adrenergic receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Beta-3 adrenergic receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Bradykinin B1 receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Bradykinin B2 receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Cannabinoid CB1 receptor AC50 10000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Cannabinoid CB1 receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Cholecystokinin A receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Cholecystokinin B receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Corticotropin releasing factor receptor 1 AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Corticotropin releasing factor receptor 2 AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Cyclooxygenase-2 AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Delta opioid receptor AC50 10000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Dopamine D1 receptor AC50 10000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Dopamine D2 receptor AC50 10000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Dopamine D3 receptor AC50 10000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Dopamine D4 receptor AC50 10000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Dopamine transporter AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Endothelin receptor ET-A AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Endothelin receptor ET-B AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Equilibrative nucleoside transporter 1 AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Estrogen receptor alpha AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Estrogen receptor beta AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens GABA-B receptor 1 AC50 10000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Gastric inhibitory polypeptide receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Ghrelin receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Glucagon receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Glucocorticoid receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens HERG AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Histamine H1 receptor AC50 10000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Histamine H2 receptor AC50 10000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Histamine H3 receptor AC50 10000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Kappa opioid receptor AC50 10000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Melanocortin receptor 3 AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Melanocortin receptor 4 AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Monoamine oxidase A AC50 10000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Motilin receptor AC50 10000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Mu opioid receptor AC50 10000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Muscarinic acetylcholine receptor M1 AC50 10000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Muscarinic acetylcholine receptor M2 AC50 10000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Muscarinic acetylcholine receptor M5 AC50 10000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Neurokinin 1 receptor AC50 10000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Neuronal acetylcholine receptor protein alpha-4 subunit AC50 10000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Neuropeptide Y receptor type 1 AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Neuropeptide Y receptor type 2 AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Neurotensin receptor 1 AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Norepinephrine transporter AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Phosphodiesterase 3A AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Phosphodiesterase 4D AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Progesterone receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Serotonin 1a (5-HT1a) receptor AC50 10000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Serotonin 2a (5-HT2a) receptor AC50 10000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Serotonin 2b (5-HT2b) receptor AC50 10000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Serotonin 2c (5-HT2c) receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Serotonin 3a (5-HT3a) receptor AC50 10000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Serotonin 6 (5-HT6) receptor AC50 10000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Serotonin 7 (5-HT7) receptor AC50 10000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Serotonin transporter AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Thromboxane A2 receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Type-1 angiotensin II receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Vasopressin V1a receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Vasopressin V2 receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Mesocricetus auratus Alpha-1b adrenergic receptor Ki 9549.93 nM 10.1007/s00044-004-0020-z
Mesocricetus auratus Alpha-1b adrenergic receptor Ki 9549.93 nM 10.1021/jm030551a
Oryctolagus cuniculus Alpha-1a adrenergic receptor EC50 234422.88 nM 10.1007/s00044-004-0020-z
Oryctolagus cuniculus Alpha-1a adrenergic receptor Efficacy 68.0 % 10.1007/s00044-004-0020-z
Oryctolagus cuniculus Alpha-1a adrenergic receptor Efficacy 68.0 % 10.1021/jm030551a
Oryctolagus cuniculus Alpha-1a adrenergic receptor pD2 3.63 None 10.1021/jm030551a
Rattus norvegicus Alpha-1a adrenergic receptor Ki 9772.37 nM 10.1007/s00044-004-0020-z
Rattus norvegicus Alpha-1a adrenergic receptor Ki 9772.37 nM 10.1021/jm030551a
Rattus norvegicus Alpha-1b adrenergic receptor EC50 281838.29 nM 10.1007/s00044-004-0020-z
Rattus norvegicus Alpha-1b adrenergic receptor Efficacy 34.0 % 10.1007/s00044-004-0020-z
Rattus norvegicus Alpha-1b adrenergic receptor Efficacy 34.0 % 10.1021/jm030551a
Rattus norvegicus Alpha-1b adrenergic receptor pD2 3.55 None 10.1021/jm030551a
Rattus norvegicus Alpha-1d adrenergic receptor EC50 75857.76 nM 10.1007/s00044-004-0020-z
Rattus norvegicus Alpha-1d adrenergic receptor Efficacy 91.0 % 10.1007/s00044-004-0020-z
Rattus norvegicus Alpha-1d adrenergic receptor Efficacy 91.0 % 10.1021/jm030551a
Rattus norvegicus Alpha-1d adrenergic receptor Ki 8511.38 nM 10.1007/s00044-004-0020-z
Rattus norvegicus Alpha-1d adrenergic receptor Ki 8511.38 nM 10.1021/jm030551a
Rattus norvegicus Alpha-1d adrenergic receptor pD2 4.12 None 10.1021/jm030551a
Rattus norvegicus Alpha-2a adrenergic receptor Efficacy 85.0 % 10.1021/jm030551a
Rattus norvegicus Alpha-2a adrenergic receptor pD2 5.17 None 10.1021/jm030551a
Rattus norvegicus Alpha-2b adrenergic receptor Ki 263.03 nM 10.1021/jm030551a
Rattus norvegicus Alpha adrenergic receptor 1A and 1B Selectivity 1.0 None 10.1021/jm030551a
Rattus norvegicus Alpha adrenergic receptor 1A and 1D Selectivity 1.0 None 10.1021/jm030551a
Rattus norvegicus Androgen Receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Rattus norvegicus Cyclooxygenase-1 AC50 30000.0 nM 10.1038/s41467-023-40064-9
Rattus norvegicus GABA receptor alpha-1 subunit AC50 10000.0 nM 10.1038/s41467-023-40064-9
Rattus norvegicus Glutamate (NMDA) receptor subunit zeta 1 AC50 10000.0 nM 10.1038/s41467-023-40064-9
Rattus norvegicus Vas deferens Activity 5.0 % 10.1021/jm00223a036
Rattus norvegicus Vas deferens Activity nan None 10.1021/jm00223a036
Rattus norvegicus Voltage-gated L-type calcium channel alpha-1C subunit AC50 10000.0 nM 10.1038/s41467-023-40064-9
Rattus norvegicus Voltage-gated N-type calcium channel alpha-1B subunit AC50 10000.0 nM 10.1038/s41467-023-40064-9
None NON-PROTEIN TARGET Activity 66.0 % 10.1021/jm00223a036
None Unchecked Selectivity 0.03 None 10.1021/jm030551a
None Unchecked Selectivity 0.2 None 10.1021/jm030551a
None Unchecked Selectivity 1.0 None 10.1021/jm030551a

Metabolism Information

AKRT ID Reaction Reaction Link ID
AKRT002203 CC(=O)C(O)c1ccccc1>>CC(N)C(O)c1ccccc1 retrobiocat_1011