Molecule

Mitragynine

AlkaPlorer ID: AK004940

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

IUPAC Name: methyl (E)-2-[(2S,3R,12bS)-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

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-/m0/s1

InChIKey: LELBFTMXCIIKKX-CYSPOEIOSA-N

Reference

Indole Alkaloids of a Thai Medicinal Herb,<i>Mitragyna speciosa,</i>that has Opioid Agonistic Effect in Guinea-Pig Ileum

PubChem CID: 15560577

LOTUS: LTS0276374

NPASS: NPC21084

data_source: manually

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Anthyllis onobrychoides	Anthyllis	Fabaceae	Fabales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Knautia montana	Knautia	Caprifoliaceae	Dipsacales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Ixeris chinensis	Ixeris	Asteraceae	Asterales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Euphorbia pannonica	Euphorbia	Euphorbiaceae	Malpighiales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Mitragyna speciosa	Mitragyna	Rubiaceae	Gentianales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Picris conyzoides	Picris	Asteraceae	Asterales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Cryptocarya lividula	Cryptocarya	Lauraceae	Laurales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Penstemon gentianoides	Penstemon	Plantaginaceae	Lamiales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota

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	Delta opioid receptor	IC50	10000.0	nM	10.1021/acs.jmedchem.0c01915
Homo sapiens	Delta opioid receptor	Ki	10000.0	nM	10.1021/acs.jmedchem.0c01915
Homo sapiens	Kappa opioid receptor	IC50	10000.0	nM	10.1021/acs.jmedchem.0c01915
Homo sapiens	Kappa opioid receptor	Ki	3200.0	nM	10.1021/acs.jmedchem.0c01915
Homo sapiens	Mu opioid receptor	IC50	5700.0	nM	10.1021/acs.jmedchem.0c01915
Homo sapiens	Mu opioid receptor	Ki	728.0	nM	10.1021/acs.jmedchem.0c01915
Homo sapiens	Mu opioid receptor	Ki	728.0	nM	10.1021/acs.jnatprod.0c01055
Homo sapiens	Serotonin 1a (5-HT1a) receptor	Activity	58.9	%	10.1021/acs.jmedchem.1c00726
Homo sapiens	Serotonin 1a (5-HT1a) receptor	Activity	98.7	%	10.1021/acs.jmedchem.1c00726
Homo sapiens	Serotonin 1a (5-HT1a) receptor	Ki	38.5	nM	10.1021/acs.jmedchem.1c00726
Homo sapiens	Serotonin 1a (5-HT1a) receptor	Ki	95.5	nM	10.1021/acs.jmedchem.1c00726
Homo sapiens	Serotonin 2a (5-HT2a) receptor	Activity	2.8	%	10.1021/acs.jmedchem.1c00726
Homo sapiens	Serotonin 2a (5-HT2a) receptor	Activity	92.8	%	10.1021/acs.jmedchem.1c00726
Homo sapiens	Serotonin 2a (5-HT2a) receptor	Ki	1320.0	nM	10.1021/acs.jmedchem.1c00726
Homo sapiens	Serotonin 2b (5-HT2b) receptor	Activity	53.8	%	10.1021/acs.jmedchem.1c00726
Homo sapiens	Serotonin 2b (5-HT2b) receptor	Activity	101.5	%	10.1021/acs.jmedchem.1c00726
Homo sapiens	Serotonin 2b (5-HT2b) receptor	Ki	23.0	nM	10.1021/acs.jmedchem.1c00726
Homo sapiens	Serotonin 2b (5-HT2b) receptor	Ki	108.0	nM	10.1021/acs.jmedchem.1c00726
Homo sapiens	Serotonin 2c (5-HT2c) receptor	Activity	12.7	%	10.1021/acs.jmedchem.1c00726
Homo sapiens	Serotonin 2c (5-HT2c) receptor	Activity	77.9	%	10.1021/acs.jmedchem.1c00726
Homo sapiens	Serotonin 2c (5-HT2c) receptor	Ki	5430.0	nM	10.1021/acs.jmedchem.1c00726
Homo sapiens	Serotonin 3a (5-HT3a) receptor	Activity	1.5	%	10.1021/acs.jmedchem.1c00726
Homo sapiens	Serotonin 3a (5-HT3a) receptor	Activity	11.3	%	10.1021/acs.jmedchem.1c00726
Homo sapiens	Serotonin 7 (5-HT7) receptor	Ki	1600.0	nM	10.1021/acs.jmedchem.1c00726
Mus musculus	Delta opioid receptor	Ki	7947.0	nM	10.1021/acs.jmedchem.1c01111
Mus musculus	Kappa opioid receptor	Activity	nan	None	10.1021/acs.jmedchem.1c01111
Mus musculus	Kappa opioid receptor	Ki	2198.0	nM	10.1021/acs.jmedchem.1c01111
Mus musculus	Mu opioid receptor	EC50	6225.7	nM	10.1021/acs.jmedchem.1c01111
Mus musculus	Mu opioid receptor	Emax	43.0	%	10.1021/acs.jmedchem.1c01111
Mus musculus	Mu opioid receptor	Ki	578.23	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	100.0	%	10.1021/acs.jmedchem.1c00726
Rattus norvegicus	Rattus norvegicus	ED50	5.92	mg.kg-1	10.1021/acs.jmedchem.1c00726
Rattus norvegicus	Rattus norvegicus	ED50	9.1	mg.kg-1	10.1021/acs.jmedchem.1c00726
Rattus norvegicus	Rattus norvegicus	ED50	11.6	mg.kg-1	10.1021/acs.jmedchem.1c00726
Rattus norvegicus	Serotonin 1b (5-HT1b) receptor	Activity	2.6	%	10.1021/acs.jmedchem.1c00726
Rattus norvegicus	Serotonin 1b (5-HT1b) receptor	Activity	30.4	%	10.1021/acs.jmedchem.1c00726
None	ADMET	AUC	495.1	ng.hr.mL-1	10.1021/acs.jmedchem.1c00726
None	ADMET	CL	53.33	mL.min-1.kg-1	10.1021/acs.jmedchem.1c00726
None	ADMET	Cmax	7.277	nM	10.1021/acs.jnatprod.0c01163
None	ADMET	Cp	1.0	ng/ml	10.1021/acs.jnatprod.0c01163
None	ADMET	Drug degradation	-5.6	%	10.1021/acs.jnatprod.0c01163
None	ADMET	Drug degradation	-1.4	%	10.1021/acs.jnatprod.0c01163
None	ADMET	Drug degradation	0.8	%	10.1021/acs.jnatprod.0c01163
None	ADMET	Drug degradation	4.0	%	10.1021/acs.jnatprod.0c01163
None	ADMET	Drug degradation	6.4	%	10.1021/acs.jnatprod.0c01163
None	ADMET	Drug degradation	10.3	%	10.1021/acs.jnatprod.0c01163
None	ADMET	Drug degradation	14.2	%	10.1021/acs.jnatprod.0c01163
None	ADMET	Drug degradation	14.4	%	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	Ke	0.13	L/hr	10.1021/acs.jmedchem.1c00726
None	ADMET	Tmax	0.08333	hr	10.1021/acs.jnatprod.0c01163
None	ADMET	Tmax	0.1667	hr	10.1021/acs.jnatprod.0c01163
None	ADMET	Vd	30.1	L.kg-1	10.1021/acs.jmedchem.1c00726