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name Structure Reference Source Properties Activities Metabolism

1,2,3,4-Tetrahydro-6-hydroxy-β-carboline; Me ether

AlkaPlorer ID: AK027404

Synonym: 1,2,3,4-Tetrahydro-6-methoxy-β-carboline, 2,3,4,9-Tetrahydro-6-methoxy-1H-pyrido[3,4-b]indole, 6-Methoxytetrahydro-β-carboline, Pinoline, 6-Methoxytryptoline 

IUPAC Name: 6-methoxy-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole

Structure

SMILES: COC1=CC=C2NC3=C(CCNC3)C2=C1

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InChI: InChI=1S/C12H14N2O/c1-15-8-2-3-11-10(6-8)9-4-5-13-7-12(9)14-11/h2-3,6,13-14H,4-5,7H2,1H3

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InChIKey: QYMDEOQLJUUNOF-UHFFFAOYSA-N

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Source

Species Genus Family Order Class Phylum Kingdom Domain
None Desmodium Fabaceae Fabales Magnoliopsida Streptophyta Viridiplantae Eukaryota

Properties Information

Molecule Weight: 202.257

TPSA？: 37.05

MolLogP？: 1.8222

Number of H-Donors: 2

Number of H-Acceptors: 2

RingCount: 3

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Bacillus anthracis Dihydroorotase Kd 588000.0 nM 10.1016/j.bmc.2016.07.055
Bacillus anthracis Dihydroorotase Kd 675000.0 nM 10.1016/j.bmc.2016.07.055
Electrophorus electricus Acetylcholinesterase IC50 227030.0 nM 10.1016/j.bmcl.2012.02.057
Electrophorus electricus Acetylcholinesterase Inhibition 43.07 % 10.1016/j.bmcl.2012.02.057
Homo sapiens Acetylcholinesterase IC50 10000.0 nM 10.1016/j.bmcl.2006.08.067
Homo sapiens Acetylcholinesterase IC50 nan None 10.1016/j.bmcl.2012.02.057
Homo sapiens Acetylcholinesterase Inhibition 13.69 % 10.1016/j.bmcl.2012.02.057
Homo sapiens Arachidonate 15-lipoxygenase Potency 79.4 nM None
Homo sapiens Ataxin-2 Potency 39810.7 nM None
Homo sapiens ATPase family AAA domain-containing protein 5 Potency 20587.8 nM None
Homo sapiens ATP-dependent DNA helicase Q1 Potency 3548.1 nM None
Homo sapiens Butyrylcholinesterase IC50 10000.0 nM 10.1016/j.bmcl.2006.08.067
Homo sapiens Cerebroside-sulfatase Potency 23934.1 nM None
Homo sapiens Chromobox protein homolog 1 Potency 89125.1 nM None
Homo sapiens Cytochrome P450 1A2 AC50 3162.28 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 12589.25 nM None
Homo sapiens Cytochrome P450 2D6 Potency 12589.3 nM None
Homo sapiens Cytochrome P450 3A4 AC50 nan None None
Homo sapiens Dopamine D1 receptor Potency 259.3 nM None
Homo sapiens Endoplasmic reticulum-associated amyloid beta-peptide-binding protein Potency 25118.9 nM None
Homo sapiens Geminin Potency 3662.6 nM None
Homo sapiens Histone acetyltransferase GCN5 Potency 39810.7 nM None
Homo sapiens Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 Potency 2511.9 nM None
Homo sapiens M-phase phosphoprotein 8 Potency 89125.1 nM None
Homo sapiens Nuclear factor erythroid 2-related factor 2 Potency 11582.1 nM None
Homo sapiens Nuclear factor NF-kappa-B p105 subunit Potency 5011.9 nM None
Homo sapiens Peripheral myelin protein 22 Potency 30131.3 nM None
Homo sapiens Prelamin-A/C Potency 5.6 nM None
Homo sapiens Regulator of G-protein signaling 4 Potency 751.2 nM None
Homo sapiens Runt-related transcription factor 1/Core-binding factor subunit beta Potency 31622.8 nM None
Homo sapiens Thyroid hormone receptor beta-1 Potency 1.4 nM None
Homo sapiens Thyroid stimulating hormone receptor Potency 6309.6 nM None
Influenza A virus Nonstructural protein 1 Potency 17782.8 nM None
Plasmodium falciparum Plasmodium falciparum Potency 13115.4 nM None
Rattus norvegicus Adrenergic receptor alpha-2 Ki 7830.0 nM 10.1016/j.bmcl.2003.11.078
Rattus norvegicus Serotonin 2a (5-HT2a) receptor Ki 1400.0 nM 10.1016/j.bmcl.2003.09.027
Rattus norvegicus Serotonin 2a (5-HT2a) receptor Ki 4780.0 nM 10.1016/j.bmcl.2003.09.027
Rattus norvegicus Serotonin 2c (5-HT2c) receptor Ki 2190.0 nM 10.1016/j.bmcl.2003.09.027
Rattus norvegicus Thioredoxin reductase 1, cytoplasmic Potency 18887.6 nM None
Rattus norvegicus Thioredoxin reductase 1, cytoplasmic Potency 33587.5 nM None
Saccharomyces cerevisiae Saccharomyces cerevisiae Potency 82.0 nM None
Schistosoma mansoni Thioredoxin glutathione reductase Potency 44668.4 nM None
Severe acute respiratory syndrome coronavirus 2 Replicase polyprotein 1ab Inhibition 5.43 % 10.6019/CHEMBL4495564
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 Inhibition -0.06 % 10.6019/CHEMBL4495565
None NON-PROTEIN TARGET Potency 5623.4 nM None
None Unchecked Inhibition nan % 10.1038/nchembio873
None Unchecked Ki 1640.0 nM 10.1016/j.bmcl.2003.11.078
None Unchecked Ki 1640.0 nM 10.1016/j.bmcl.2003.12.033
None Unchecked Potency 35481.3 nM None

Metabolism Information