Molecule

Evodiamine

AlkaPlorer ID: AK000625

Synonym: None

IUPAC Name: (1R)-21-methyl-3,13,21-triazapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-2(10),4,6,8,15,17,19-heptaen-14-one

Structure

SMILES: CN1C2=CC=CC=C2C(=O)N2CCC3=C(NC4=CC=CC=C34)[C@@H]21

InChI: InChI=1S/C19H17N3O/c1-21-16-9-5-3-7-14(16)19(23)22-11-10-13-12-6-2-4-8-15(12)20-17(13)18(21)22/h2-9,18,20H,10-11H2,1H3/t18-/m1/s1

InChIKey: TXDUTHBFYKGSAH-GOSISDBHSA-N

Reference

MINOR ALKALOIDS OF<i>ARALIOPSIS TABOUENSIS</i>

PubChem CID: 6971167

LOTUS: LTS0253412

NPASS: NPC135601

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Tetradium ruticarpum	Tetradium	Rutaceae	Sapindales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Tetradium austrosinense	Tetradium	Rutaceae	Sapindales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota

Properties Information

Molecule Weight: 303.365

TPSA？: 39.34

MolLogP？: 3.3148000000000017

Number of H-Donors: 1

Number of H-Acceptors: 2

RingCount: 5

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Electrophorus electricus	Acetylcholinesterase	Inhibition	12.41	%	10.1016/j.bmc.2012.09.040
Equus caballus	Cholinesterase	Inhibition	26.0	%	10.1016/j.bmc.2012.09.040
Homo sapiens	A549	GI50	100000.0	nM	10.1021/jm300605m
Homo sapiens	A549	IC50	200000.0	nM	10.1021/acs.jmedchem.5b00910
Homo sapiens	Cytochrome P450 1A1	IC50	24560.0	nM	10.1016/s0960-894x(03)00469-4
Homo sapiens	Cytochrome P450 1A2	IC50	16300.0	nM	10.1016/s0960-894x(03)00469-4
Homo sapiens	Cytochrome P450 1B1	IC50	690.0	nM	10.1016/s0960-894x(03)00469-4
Homo sapiens	DNA topoisomerase I	Inhibition	nan	%	10.1016/j.bmc.2013.09.030
Homo sapiens	DNA topoisomerase I	Inhibition	nan	%	10.1021/jm300605m
Homo sapiens	HCT-116	GI50	100000.0	nM	10.1021/jm300605m
Homo sapiens	HCT-116	IC50	200000.0	nM	10.1021/acs.jmedchem.5b00910
Homo sapiens	HepG2	Inhibition	76.0	%	10.1016/j.bmc.2013.09.030
Homo sapiens	MCF7	Inhibition	51.0	%	10.1016/j.bmc.2013.09.030
Homo sapiens	MDA-MB-435	GI50	20200.0	nM	10.1021/jm300605m
Homo sapiens	MDA-MB-435	IC50	22100.0	nM	10.1021/acs.jmedchem.5b00910
Homo sapiens	NAD-dependent deacetylase sirtuin 1	Inhibition	1.1	%	10.1016/j.bmc.2013.09.030
Homo sapiens	NAD-dependent deacetylase sirtuin 2	Inhibition	58.0	%	10.1016/j.bmc.2013.09.030
Homo sapiens	NAD-dependent deacetylase sirtuin 3	Inhibition	21.0	%	10.1016/j.bmc.2013.09.030
Homo sapiens	Phosphodiesterase 5A	IC50	50000.0	nM	10.1021/acs.jmedchem.0c00983
Homo sapiens	Serotonin 1a (5-HT1a) receptor	Ki	100000.0	nM	10.1021/np960678l
Mus musculus	Mus musculus	LD50	77.79	mg.kg-1	10.1021/jm300605m
Mus musculus	RAW264.7	Activity	nan	None	10.1021/np960495z
Mus musculus	RAW264.7	Inhibition	50.6	%	10.1021/np960495z
Mus musculus	RAW264.7	Inhibition	68.3	%	10.1021/np960495z
Mus musculus	RAW264.7	Inhibition	79.5	%	10.1021/np960495z
Rattus norvegicus	Aorta	Activity	nan	None	10.1021/np960161+
Rattus norvegicus	Aorta	EC50	930.0	nM	10.1021/np960161+
Rattus norvegicus	Aorta	EC50	2920.0	nM	10.1021/np960161+
Rattus norvegicus	Aorta	EC50	8140.0	nM	10.1021/np960161+
Rattus norvegicus	Aorta	Emax	49.8	%	10.1021/np960161+
Rattus norvegicus	Aorta	Emax	100.0	%	10.1021/np960161+
None	ADMET	IC50	0.04	nM	10.1016/s0960-894x(03)00469-4
None	ADMET	IC50	2.0	nM	10.1016/s0960-894x(03)00469-4
None	NON-PROTEIN TARGET	IC50	13200.0	nM	10.1016/j.bmc.2013.09.030
None	Unchecked	Activity	nan	None	10.1021/np960161+
None	Unchecked	Kd	562.34	nM	10.1021/np960161+