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name Structure Reference Source Properties Activities Metabolism

1,2,3,4-Tetrahydro-6,7-dihydroxyisoquinoline; Di-Me ether, N-Me 

AlkaPlorer ID: AK010987

Synonym: 1,2,3,4-Tetrahydro-6,7-dimethoxy-2-methylisoquinoline, O-Methylcorypalline, N-Methylheliamine 

IUPAC Name: 6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinoline

Structure

SMILES: COC1=C(OC)C=C2CN(C)CCC2=C1

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InChI: InChI=1S/C12H17NO2/c1-13-5-4-9-6-11(14-2)12(15-3)7-10(9)8-13/h6-7H,4-5,8H2,1-3H3

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InChIKey: TXPPKWZEHFNZOE-UHFFFAOYSA-N

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Reference

Alkaloids of thalictrum—X

PubChem CID: 27694

CAS: 16620-96-5

LOTUS: LTS0059386

SuperNatural Ⅲ: SN0362788

NPASS: NPC160193

COCONUT: CNP0174490.1

Properties Information

Molecule Weight: 207.273

TPSA？: 21.700000000000003

MolLogP？: 1.6917

Number of H-Donors: 0

Number of H-Acceptors: 3

RingCount: 2

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Homo sapiens Dopamine transporter Ki 10000000.0 nM 10.1021/jm4013592
Homo sapiens ECa-109 cell line Activity 90.9 % 10.1021/acs.jmedchem.2c02061
Homo sapiens ECa-109 cell line FC 7.7 None 10.1021/acs.jmedchem.2c02061
Homo sapiens ECa-109 cell line IC50 891.2 nM 10.1021/acs.jmedchem.2c02061
Homo sapiens Monoamine oxidase A Ki 27000.0 nM 10.1021/jm4013592
Homo sapiens Monoamine oxidase B Ki 29000.0 nM 10.1021/jm4013592
Homo sapiens Neuronal acetylcholine receptor protein alpha-7 subunit EC50 100000.0 nM 10.1021/acs.jmedchem.7b01895
Homo sapiens Neuronal acetylcholine receptor protein alpha-7 subunit IC50 100000.0 nM 10.1021/acs.jmedchem.7b01895
Homo sapiens Norepinephrine transporter Ki 128900.0 nM 10.1021/jm4013592
Homo sapiens Serotonin transporter Ki 46700.0 nM 10.1021/jm4013592
Mus musculus Mus musculus Activity nan None 10.1021/jm4013592
Mus musculus Nicotinic acetylcholine receptor alpha-4/beta-2 IC50 12000.0 nM 10.1021/acs.jmedchem.7b01895
Mus musculus Nicotinic acetylcholine receptor alpha-4/beta-2 IC50 12000.0 nM 10.1021/jm4013592
Rattus norvegicus Neuronal acetylcholine receptor; alpha3/beta4 IC50 100000.0 nM 10.1021/acs.jmedchem.7b01895
Rattus norvegicus Neuronal acetylcholine receptor; alpha3/beta4 IC50 100000.0 nM 10.1021/jm4013592
Rattus norvegicus Neuronal acetylcholine receptor; alpha3/beta4 Ki 300000.0 nM 10.1021/acs.jmedchem.7b01895
Rattus norvegicus Neuronal acetylcholine receptor; alpha3/beta4 Ki 300000.0 nM 10.1021/jm4013592
Rattus norvegicus Neuronal acetylcholine receptor; alpha4/beta2 Inhibition nan % 10.1021/jm4013592
Rattus norvegicus Neuronal acetylcholine receptor; alpha4/beta2 Ki 870.0 nM 10.1021/acs.jmedchem.7b01895
Rattus norvegicus Neuronal acetylcholine receptor; alpha4/beta2 Ki 870.0 nM 10.1021/jm4013592
Rattus norvegicus Neuronal acetylcholine receptor; alpha4/beta4 Ki 300000.0 nM 10.1021/acs.jmedchem.7b01895
Rattus norvegicus Neuronal acetylcholine receptor; alpha4/beta4 Ki 300000.0 nM 10.1021/jm4013592
None Unchecked Ki 500000.0 nM 10.1021/jm4013592
None Unchecked Ratio Ki 300.0 None 10.1021/jm4013592

Metabolism Information

AKRT ID Reaction Reaction Link ID
AKRT011688 COc1cc2c(cc1OC)CNCC2.C[33S]>>COc1cc2c(cc1OC)CN(C)CC2 None
AKRT014569 C[SAH].COc1cc2c(cc1OC)CNCC2>>COc1cc2c(cc1OC)CN(C)CC2 enzymemap_25900