Molecule

Brucine

AlkaPlorer ID: AK003073

Synonym: None

IUPAC Name: (4aR,5aS,8aR,13aS,15aS,15bR)-10,11-dimethoxy-4a,5,5a,7,8,13a,15,15a,15b,16-decahydro-2H-4,6-methanoindolo[3,2,1-ij]oxepino[2,3,4-de]pyrrolo[2,3-h]quinolin-14-one

Structure

SMILES: COC1=CC2=C(C=C1OC)[C@@]13CCN4CC5=CCO[C@H]6CC(=O)N2[C@H]1[C@H]6[C@H]5C[C@H]43

InChI: InChI=1S/C23H26N2O4/c1-27-16-8-14-15(9-17(16)28-2)25-20(26)10-18-21-13-7-19-23(14,22(21)25)4-5-24(19)11-12(13)3-6-29-18/h3,8-9,13,18-19,21-22H,4-7,10-11H2,1-2H3/t13-,18-,19-,21-,22-,23+/m0/s1

InChIKey: RRKTZKIUPZVBMF-IBTVXLQLSA-N

Reference

Analgesic and anti-inflammatory properties of brucine and brucine N-oxide extracted from seeds of Strychnos nux-vomica

PubChem CID: 442021

CAS: 1195340-33-0

LOTUS: LTS0141958

SuperNatural Ⅲ: SN0333252-03

NPASS: NPC159815

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Strychnos nux-vomica	Strychnos	Loganiaceae	Gentianales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Brucea javanica	Brucea	Simaroubaceae	Sapindales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Strychnos ignatii	Strychnos	Loganiaceae	Gentianales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota

Properties Information

Molecule Weight: 394.4710000000001

TPSA？: 51.24

MolLogP？: 2.1097

Number of H-Donors: 0

Number of H-Acceptors: 5

RingCount: 7

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Acinetobacter baumannii	Acinetobacter baumannii	Inhibition	30.1	%	10.6019/CHEMBL4513141
Candida albicans	Candida albicans	Inhibition	2.36	%	10.6019/CHEMBL4513141
Cryptococcus neoformans	Cryptococcus neoformans	Inhibition	-1.81	%	10.6019/CHEMBL4513141
Escherichia coli	Escherichia coli	Inhibition	-1.43	%	10.6019/CHEMBL4513141
Homo sapiens	A549	IC50	40000.0	nM	10.1021/np300339r
Homo sapiens	DNA-(apurinic or apyrimidinic site) lyase	Potency	44668.4	nM	None
Homo sapiens	Geminin	Potency	410.9	nM	None
Homo sapiens	Geminin	Potency	920.0	nM	None
Homo sapiens	HepG2	Activity	78.3	%	10.1016/j.bmc.2021.116560
Homo sapiens	HL-60	IC50	40000.0	nM	10.1021/np300339r
Homo sapiens	LoVo	IC50	18250.0	nM	10.1016/j.ejmech.2020.113149
Homo sapiens	MCF7	IC50	40000.0	nM	10.1021/np300339r
Homo sapiens	MCF7	IC50	279000.0	nM	10.1016/j.bmc.2021.116560
Homo sapiens	Muscarinic acetylcholine receptor M1	Affinity	4.5	None	10.1021/jm970799y
Homo sapiens	Muscarinic acetylcholine receptor M1	Affinity	4.6	None	10.1021/jm970799y
Homo sapiens	Muscarinic acetylcholine receptor M1	Cooperativity	1.19	None	10.1021/jm970799y
Homo sapiens	Muscarinic acetylcholine receptor M1	Cooperativity	2.0	None	10.1021/jm970799y
Homo sapiens	Muscarinic acetylcholine receptor M1	Ki	44668.36	nM	10.1021/jm201348t
Homo sapiens	Muscarinic acetylcholine receptor M1	pEC50	nan	None	10.1021/jm201348t
Homo sapiens	Muscarinic acetylcholine receptor M1	pKx	4.59	None	10.1021/jm201348t
Homo sapiens	Muscarinic acetylcholine receptor M2	Affinity	4.5	None	10.1021/jm970799y
Homo sapiens	Muscarinic acetylcholine receptor M2	Affinity	4.7	None	10.1021/jm970799y
Homo sapiens	Muscarinic acetylcholine receptor M2	Cooperativity	0.8	None	10.1021/jm970799y
Homo sapiens	Muscarinic acetylcholine receptor M2	Cooperativity	2.0	None	10.1021/jm970799y
Homo sapiens	Muscarinic acetylcholine receptor M3	Affinity	2.9	None	10.1021/jm970799y
Homo sapiens	Muscarinic acetylcholine receptor M3	Affinity	3.5	None	10.1021/jm970799y
Homo sapiens	Muscarinic acetylcholine receptor M3	Cooperativity	0.8	None	10.1021/jm970799y
Homo sapiens	Muscarinic acetylcholine receptor M4	Affinity	4.5	None	10.1021/jm970799y
Homo sapiens	Muscarinic acetylcholine receptor M4	Affinity	4.8	None	10.1021/jm970799y
Homo sapiens	Muscarinic acetylcholine receptor M4	Cooperativity	0.8	None	10.1021/jm970799y
Homo sapiens	Muscarinic acetylcholine receptor M5	Affinity	3.3	None	10.1021/jm970799y
Homo sapiens	Muscarinic acetylcholine receptor M5	Affinity	4.3	None	10.1021/jm970799y
Homo sapiens	Muscarinic acetylcholine receptor M5	Cooperativity	0.2	None	10.1021/jm970799y
Homo sapiens	SMMC-7721	Activity	92.3	%	10.1016/j.bmc.2021.116560
Homo sapiens	SMMC-7721	IC50	40000.0	nM	10.1021/np300339r
Homo sapiens	Solute carrier organic anion transporter family member 1B1	Inhibition	117.93	%	10.1124/mol.112.084152
Homo sapiens	Solute carrier organic anion transporter family member 1B3	Inhibition	229.79	%	10.1124/mol.112.084152
Homo sapiens	Survival motor neuron protein	Potency	794.3	nM	None
Homo sapiens	SW480	IC50	40000.0	nM	10.1021/np300339r
Homo sapiens	Taste receptor type 2 member 10	Activity	0.01	mM	None
Homo sapiens	Taste receptor type 2 member 10	Activity	nan	None	None
Homo sapiens	Taste receptor type 2 member 10	EC50	60000.0	nM	None
Homo sapiens	Tyrosyl-DNA phosphodiesterase 1	Potency	8199.5	nM	None
Homo sapiens	Tyrosyl-DNA phosphodiesterase 1	Potency	14963.1	nM	None
Homo sapiens	Tyrosyl-DNA phosphodiesterase 1	Potency	20596.2	nM	None
Human immunodeficiency virus 1	Human immunodeficiency virus type 1 reverse transcriptase	IC50	200.0	ug.mL-1	10.1021/np50073a012
Klebsiella pneumoniae	Klebsiella pneumoniae	Inhibition	6.18	%	10.6019/CHEMBL4513141
Plasmodium falciparum	Plasmodium falciparum	Potency	8275.3	nM	None
Pseudomonas aeruginosa	Pseudomonas aeruginosa	Inhibition	5.67	%	10.6019/CHEMBL4513141
Severe acute respiratory syndrome coronavirus 2	SARS-CoV-2	IC50	19952.62	nM	10.6019/CHEMBL4651402
Severe acute respiratory syndrome coronavirus 2	SARS-CoV-2	IC50	20000.0	nM	10.6019/CHEMBL4651402
Staphylococcus aureus	Staphylococcus aureus	Inhibition	7.1	%	10.6019/CHEMBL4513141
None	ADMET	LD50	12.0	mg.kg-1	10.1016/j.bmc.2021.116560
None	Unchecked	Potency	1122.0	nM	None