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name Structure Reference Source Properties Activities Metabolism

6-Hydroxy-1-methyl-β-carboline; 3,4-Dihydro, Me ether

AlkaPlorer ID: AK027496

Synonym: 3,4-Dihydro-6-methoxy-1-methyl-β-carboline, 6-Methoxyharmalan

IUPAC Name: 6-methoxy-1-methyl-4,9-dihydro-3H-pyrido[3,4-b]indole

Structure

SMILES: COC1=CC=C2NC3=C(CCN=C3C)C2=C1

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InChI: InChI=1S/C13H14N2O/c1-8-13-10(5-6-14-8)11-7-9(16-2)3-4-12(11)15-13/h3-4,7,15H,5-6H2,1-2H3

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InChIKey: HMBHRMFLDKKSCT-UHFFFAOYSA-N

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Source

Species Genus Family Order Class Phylum Kingdom Domain

Properties Information

Molecule Weight: 214.268

TPSA？: 37.38

MolLogP？: 2.5416000000000007

Number of H-Donors: 1

Number of H-Acceptors: 2

RingCount: 3

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Bos taurus Dopamine transporter Ki 10000.0 nM 10.1016/j.bmcl.2003.09.027
Cricetulus griseus CHO Activity 0.0 % 10.1021/np50028a027
Cricetulus griseus CHO Activity 45.2 % 10.1021/np50028a027
Cricetulus griseus CHO Activity nan None 10.1021/np50028a027
Escherichia coli K-12 Beta-lactamase AmpC Potency 3548.1 nM None
Homo sapiens Alpha-1a adrenergic receptor Ki nan nM 10.1016/j.bmcl.2003.09.027
Homo sapiens Alpha-1b adrenergic receptor Ki nan nM 10.1016/j.bmcl.2003.09.027
Homo sapiens Alpha-2a adrenergic receptor Ki nan nM 10.1016/j.bmcl.2003.09.027
Homo sapiens Alpha-2b adrenergic receptor Ki nan nM 10.1016/j.bmcl.2003.09.027
Homo sapiens Alpha-2c adrenergic receptor Ki nan nM 10.1016/j.bmcl.2003.09.027
Homo sapiens Arachidonate 15-lipoxygenase Potency 6309.6 nM None
Homo sapiens Ataxin-2 Potency 11220.2 nM None
Homo sapiens ATP-dependent DNA helicase Q1 Potency 10000.0 nM None
Homo sapiens Beta-1 adrenergic receptor Ki nan nM 10.1016/j.bmcl.2003.09.027
Homo sapiens Beta-2 adrenergic receptor Ki nan nM 10.1016/j.bmcl.2003.09.027
Homo sapiens Bromodomain adjacent to zinc finger domain protein 2B Potency 44668.4 nM None
Homo sapiens Caspase-1 Potency 15848.9 nM None
Homo sapiens Cytochrome P450 1A2 AC50 1584.89 nM None
Homo sapiens Cytochrome P450 2C19 AC50 nan None None
Homo sapiens Cytochrome P450 2C9 AC50 nan None None
Homo sapiens Cytochrome P450 2D6 AC50 630.96 nM None
Homo sapiens Cytochrome P450 2D6 Potency 631.0 nM None
Homo sapiens Cytochrome P450 3A4 AC50 5011.87 nM None
Homo sapiens Cytochrome P450 3A4 Potency 5011.9 nM None
Homo sapiens Dopamine receptor Ki 10000.0 nM 10.1016/j.bmcl.2003.09.027
Homo sapiens Flap endonuclease 1 Potency 50118.7 nM None
Homo sapiens Geminin Potency 8912.5 nM None
Homo sapiens HepG2 Potency 12589.3 nM None
Homo sapiens Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 Potency 8912.5 nM None
Homo sapiens Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 Potency 28183.8 nM None
Homo sapiens Importin subunit beta-1/Snurportin-1 Potency 56234.1 nM None
Homo sapiens Lysine-specific demethylase 4A Potency 35481.3 nM None
Homo sapiens Lysine-specific demethylase 4D-like Potency 12589.3 nM None
Homo sapiens Menin/Histone-lysine N-methyltransferase MLL Potency 11220.2 nM None
Homo sapiens Muscarinic acetylcholine receptor Ki 10000.0 nM 10.1016/j.bmcl.2003.09.027
Homo sapiens Nischarin Ki nan nM 10.1016/j.bmcl.2003.09.027
Homo sapiens Norepinephrine transporter Ki 4100.0 nM 10.1016/j.bmcl.2003.09.027
Homo sapiens Nuclear factor erythroid 2-related factor 2 Potency 14581.0 nM None
Homo sapiens Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 Potency 44668.4 nM None
Homo sapiens Runt-related transcription factor 1/Core-binding factor subunit beta Potency 10000.0 nM None
Homo sapiens Serotonin 1a (5-HT1a) receptor Ki 10000.0 nM 10.1016/j.bmcl.2003.09.027
Homo sapiens Serotonin 1a (5-HT1a) receptor Ki 10000.0 nM 10.1021/acs.jmedchem.0c01887
Homo sapiens Serotonin 1b (5-HT1b) receptor Ki 10000.0 nM 10.1016/j.bmcl.2003.09.027
Homo sapiens Serotonin 1b (5-HT1b) receptor Ki 10000.0 nM 10.1021/acs.jmedchem.0c01887
Homo sapiens Serotonin 1d (5-HT1d) receptor Ki 10000.0 nM 10.1016/j.bmcl.2003.09.027
Homo sapiens Serotonin 1d (5-HT1d) receptor Ki 10000.0 nM 10.1021/acs.jmedchem.0c01887
Homo sapiens Serotonin 2a (5-HT2a) receptor Ki 4200.0 nM 10.1021/acs.jmedchem.0c01887
Homo sapiens Serotonin 2c (5-HT2c) receptor Ki 920.0 nM 10.1021/acs.jmedchem.0c01887
Homo sapiens Serotonin 2c (5-HT2c) receptor Ki 924.0 nM 10.1016/j.bmcl.2003.09.027
Homo sapiens Serotonin 3 (5-HT3) receptor Ki 10000.0 nM 10.1016/j.bmcl.2003.09.027
Homo sapiens Serotonin 3a (5-HT3a) receptor Ki 10000.0 nM 10.1021/acs.jmedchem.0c01887
Homo sapiens Serotonin 5a (5-HT5a) receptor Ki 10000.0 nM 10.1016/j.bmcl.2003.09.027
Homo sapiens Serotonin 5a (5-HT5a) receptor Ki 10000.0 nM 10.1021/acs.jmedchem.0c01887
Homo sapiens Serotonin 5a (5-HT5a) receptor Ki 10000.0 nM 10.1021/jm030080s
Homo sapiens Serotonin 6 (5-HT6) receptor Ki 1900.0 nM 10.1021/acs.jmedchem.0c01887
Homo sapiens Serotonin 6 (5-HT6) receptor Ki 1930.0 nM 10.1016/j.bmcl.2003.09.027
Homo sapiens Serotonin 7 (5-HT7) receptor Ki 2960.0 nM 10.1016/j.bmcl.2003.09.027
Homo sapiens Serotonin 7 (5-HT7) receptor Ki 3000.0 nM 10.1021/acs.jmedchem.0c01887
Homo sapiens Serotonin transporter Ki 10000.0 nM 10.1016/j.bmcl.2003.09.027
Homo sapiens Tyrosyl-DNA phosphodiesterase 1 Potency 410.9 nM None
Homo sapiens Tyrosyl-DNA phosphodiesterase 1 Potency 17782.8 nM None
Homo sapiens Ubiquitin carboxyl-terminal hydrolase 1 Potency 14125.4 nM None
Mus musculus Cyclooxygenase-2 IC50 1000.0 nM 10.1021/acsmedchemlett.9b00555
Mus musculus Cyclooxygenase-2 IC50 4000.0 nM 10.1021/acsmedchemlett.9b00555
Ovis aries Cyclooxygenase-1 IC50 4000.0 nM 10.1021/acsmedchemlett.9b00555
Plasmodium falciparum Plasmodium falciparum Potency 4147.5 nM None
Plasmodium falciparum Plasmodium falciparum Potency 9285.0 nM None
Rattus norvegicus GABA-A receptor; anion channel Ki 10000.0 nM 10.1016/j.bmcl.2003.09.027
Rattus norvegicus Metabotropic glutamate receptor Ki 10000.0 nM 10.1016/j.bmcl.2003.09.027
Rattus norvegicus Serotonin 2a (5-HT2a) receptor Ki 5600.0 nM 10.1016/j.bmcl.2003.09.027
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 IC50 19952.62 nM 10.6019/CHEMBL4651402
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 IC50 20000.0 nM 10.6019/CHEMBL4651402
Trypanosoma cruzi Cruzipain Potency 12589.3 nM None
None Unchecked Potency 2818.4 nM None
None Unchecked Potency 9200.0 nM None
None Unchecked Potency 14125.4 nM None
None Unchecked Potency 15848.9 nM None

Metabolism Information