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Mitragynine

AlkaPlorer ID: AK004936

Synonym: '', 'Speciogynine', 'Mitragynine', 'Speciogynin', 'Speciociliatine', 'Speciociliatin'

IUPAC Name: methyl (E)-2-[(2S,3S,12bR)-3-ethyl-8-methoxy-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]quinolizin-2-yl]-3-methoxyprop-2-enoate

Structure

SMILES: CC[C@@H]1CN2CCC3=C(NC4=C3C(OC)=CC=C4)[C@H]2C[C@@H]1/C(=C\OC)C(=O)OC

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InChI: InChI=1S/C23H30N2O4/c1-5-14-12-25-10-9-15-21-18(7-6-8-20(21)28-3)24-22(15)19(25)11-16(14)17(13-27-2)23(26)29-4/h6-8,13-14,16,19,24H,5,9-12H2,1-4H3/b17-13+/t14-,16+,19-/m1/s1

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InChIKey: LELBFTMXCIIKKX-MYLQJJOTSA-N

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Properties Information

Molecule Weight: 398.5030000000002

TPSA？: 63.790000000000006

MolLogP？: 3.8251000000000026

Number of H-Donors: 1

Number of H-Acceptors: 5

RingCount: 4

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Homo sapiens Alpha-1a adrenergic receptor Inhibition 16.8 % 10.1021/acs.jmedchem.9b01465
Homo sapiens Alpha-1a adrenergic receptor Inhibition 81.1 % 10.1021/acs.jmedchem.9b01465
Homo sapiens Alpha-1b adrenergic receptor Inhibition 25.2 % 10.1021/acs.jmedchem.9b01465
Homo sapiens Alpha-1b adrenergic receptor Inhibition 95.6 % 10.1021/acs.jmedchem.9b01465
Homo sapiens Alpha-1d adrenergic receptor Inhibition 6.3 % 10.1021/acs.jmedchem.9b01465
Homo sapiens Alpha-1d adrenergic receptor Inhibition 70.5 % 10.1021/acs.jmedchem.9b01465
Homo sapiens Alpha-2a adrenergic receptor Inhibition 7.0 % 10.1021/acs.jmedchem.9b01465
Homo sapiens Alpha-2a adrenergic receptor Inhibition 73.1 % 10.1021/acs.jmedchem.9b01465
Homo sapiens Alpha-2b adrenergic receptor Inhibition 0.0 % 10.1021/acs.jmedchem.9b01465
Homo sapiens Alpha-2b adrenergic receptor Inhibition 67.2 % 10.1021/acs.jmedchem.9b01465
Homo sapiens Delta opioid receptor IC50 10000.0 nM 10.1021/acs.jmedchem.0c01915
Homo sapiens Delta opioid receptor Inhibition 0.6 % 10.1021/acs.jmedchem.9b01465
Homo sapiens Delta opioid receptor Inhibition 69.2 % 10.1021/acs.jmedchem.9b01465
Homo sapiens Delta opioid receptor Ki 10000.0 nM 10.1021/acs.jmedchem.0c01915
Homo sapiens Delta opioid receptor Ki nan None 10.1021/acs.jmedchem.9b01465
Homo sapiens Kappa opioid receptor Activity nan None 10.1021/acs.jmedchem.9b01465
Homo sapiens Kappa opioid receptor IC50 10000.0 nM 10.1021/acs.jmedchem.0c01915
Homo sapiens Kappa opioid receptor Inhibition 61.9 % 10.1021/acs.jmedchem.9b01465
Homo sapiens Kappa opioid receptor Inhibition 98.5 % 10.1021/acs.jmedchem.9b01465
Homo sapiens Kappa opioid receptor Inhibition nan % 10.1021/acs.jmedchem.9b01465
Homo sapiens Kappa opioid receptor Ki 116.0 nM 10.1021/acs.jmedchem.9b01465
Homo sapiens Kappa opioid receptor Ki 329.0 nM 10.1021/acs.jmedchem.0c01915
Homo sapiens Mu opioid receptor EC50 39.2 nM 10.1021/acs.jmedchem.9b01465
Homo sapiens Mu opioid receptor IC50 4200.0 nM 10.1021/acs.jmedchem.0c01915
Homo sapiens Mu opioid receptor Inhibition 64.7 % 10.1021/acs.jmedchem.9b01465
Homo sapiens Mu opioid receptor Inhibition 98.0 % 10.1021/acs.jmedchem.9b01465
Homo sapiens Mu opioid receptor Ki 54.5 nM 10.1021/acs.jmedchem.9b01465
Homo sapiens Mu opioid receptor Ki 54.5 nM 10.1021/acs.jnatprod.0c01055
Homo sapiens Mu opioid receptor Ki 560.0 nM 10.1021/acs.jmedchem.0c01915
Homo sapiens Nociceptin receptor Inhibition -14.9 % 10.1021/acs.jmedchem.9b01465
Homo sapiens Nociceptin receptor Inhibition 31.8 % 10.1021/acs.jmedchem.9b01465
Homo sapiens Serotonin 1a (5-HT1a) receptor Activity -4.8 % 10.1021/acs.jmedchem.1c00726
Homo sapiens Serotonin 1a (5-HT1a) receptor Activity 33.3 % 10.1021/acs.jmedchem.1c00726
Homo sapiens Serotonin 2a (5-HT2a) receptor Activity 1.5 % 10.1021/acs.jmedchem.1c00726
Homo sapiens Serotonin 2a (5-HT2a) receptor Activity 68.1 % 10.1021/acs.jmedchem.1c00726
Homo sapiens Serotonin 2b (5-HT2b) receptor Activity -3.4 % 10.1021/acs.jmedchem.1c00726
Homo sapiens Serotonin 2b (5-HT2b) receptor Activity 47.1 % 10.1021/acs.jmedchem.1c00726
Homo sapiens Serotonin 2c (5-HT2c) receptor Activity 0.4 % 10.1021/acs.jmedchem.1c00726
Homo sapiens Serotonin 2c (5-HT2c) receptor Activity 14.3 % 10.1021/acs.jmedchem.1c00726
Homo sapiens Serotonin 3a (5-HT3a) receptor Activity 0.7 % 10.1021/acs.jmedchem.1c00726
Homo sapiens Serotonin 3a (5-HT3a) receptor Activity 11.1 % 10.1021/acs.jmedchem.1c00726
Mus musculus Delta opioid receptor IC50 12562.7 nM 10.1021/acs.jmedchem.1c01111
Mus musculus Delta opioid receptor Ki 1154.3 nM 10.1021/acs.jmedchem.1c01111
Mus musculus Kappa opioid receptor EC50 1355.0 nM 10.1021/acs.jmedchem.1c01111
Mus musculus Kappa opioid receptor Emax 58.0 % 10.1021/acs.jmedchem.1c01111
Mus musculus Kappa opioid receptor Ki 649.0 nM 10.1021/acs.jmedchem.1c01111
Mus musculus Mu opioid receptor EC50 72.7 nM 10.1021/acs.jmedchem.1c01111
Mus musculus Mu opioid receptor Emax 45.0 % 10.1021/acs.jmedchem.1c01111
Mus musculus Mu opioid receptor IC50 10851.0 nM 10.1021/acs.jmedchem.1c01111
Mus musculus Mu opioid receptor Ki 78.6 nM 10.1021/acs.jmedchem.1c01111
Mus musculus Mus musculus ED50 100.0 mg.kg-1 10.1021/acs.jmedchem.1c01111
Rattus norvegicus Rattus norvegicus Activity 50.0 % 10.1021/acs.jmedchem.1c00726
Rattus norvegicus Rattus norvegicus Activity nan None 10.1021/acs.jmedchem.9b01465
Rattus norvegicus Rattus norvegicus ED50 6.25 mg.kg-1 10.1021/acs.jmedchem.9b01465
Rattus norvegicus Rattus norvegicus MPE 100.0 % 10.1021/acs.jmedchem.9b01465
Rattus norvegicus Serotonin 1b (5-HT1b) receptor Activity 3.8 % 10.1021/acs.jmedchem.1c00726
Rattus norvegicus Serotonin 1b (5-HT1b) receptor Activity 16.8 % 10.1021/acs.jmedchem.1c00726
None ADMET Activity nan None 10.1021/acs.jmedchem.9b01465
None ADMET AUC 107.4 ng.hr.mL-1 10.1021/acs.jnatprod.0c01163
None ADMET AUC 222.7 ng.hr.mL-1 10.1021/acs.jnatprod.0c01163
None ADMET AUC/dose 52.9 hr.kg.ng/ml/mg 10.1021/acs.jnatprod.0c01163
None ADMET AUC/dose 101.2 hr.kg.ng/ml/mg 10.1021/acs.jnatprod.0c01163
None ADMET CL 0.5 mL.min-1.kg-1 10.1021/acs.jmedchem.9b01465
None ADMET CL 14.9 mL.min-1.kg-1 10.1021/acs.jmedchem.9b01465
None ADMET Cmax 52.95 nM 10.1021/acs.jnatprod.0c01163
None ADMET Cmax 59.72 nM 10.1021/acs.jnatprod.0c01163
None ADMET Cmax/dose 10.4 kg.ng/ml/mg 10.1021/acs.jnatprod.0c01163
None ADMET Cmax/dose 10.8 kg.ng/ml/mg 10.1021/acs.jnatprod.0c01163
None ADMET Drug degradation -2.4 % 10.1021/acs.jnatprod.0c01163
None ADMET Drug degradation -1.5 % 10.1021/acs.jnatprod.0c01163
None ADMET Drug degradation 0.0 % 10.1021/acs.jnatprod.0c01163
None ADMET Drug degradation 1.3 % 10.1021/acs.jnatprod.0c01163
None ADMET Drug degradation 3.2 % 10.1021/acs.jnatprod.0c01163
None ADMET Drug degradation 11.5 % 10.1021/acs.jnatprod.0c01163
None ADMET Drug degradation 13.6 % 10.1021/acs.jnatprod.0c01163
None ADMET Drug degradation 14.7 % 10.1021/acs.jnatprod.0c01163
None ADMET Drug recovery 80.0 % 10.1021/acs.jnatprod.0c01163
None ADMET Drug recovery 90.0 % 10.1021/acs.jnatprod.0c01163
None ADMET ERH 0.03 None 10.1021/acs.jmedchem.9b01465
None ADMET Fu 0.01 None 10.1021/acs.jmedchem.9b01465
None ADMET Fu 0.276 None 10.1021/acs.jmedchem.9b01465
None ADMET Kel 0.0166 /min 10.1021/acs.jmedchem.9b01465
None ADMET Ratio 1.9 None 10.1021/acs.jnatprod.0c01163
None ADMET T1/2 0.6967 hr 10.1021/acs.jmedchem.9b01465
None ADMET Tmax 1.8 hr 10.1021/acs.jnatprod.0c01163
None ADMET Tmax 3.2 hr 10.1021/acs.jnatprod.0c01163

Metabolism Information