Molecule

Canadine; (S)-form, O9-De-Me

AlkaPlorer ID: AK291520

Synonym: Nandinine, Tetrahydroberberrubine

IUPAC Name: 17-methoxy-5,7-dioxa-13-azapentacyclo[11.8.0.02,10.04,8.015,20]henicosa-2,4(8),9,15(20),16,18-hexaen-16-ol

SMILES: COC1=CC=C2CC3C4=CC5=C(C=C4CCN3CC2=C1O)OCO5

InChI: InChI=1S/C19H19NO4/c1-22-16-3-2-11-6-15-13-8-18-17(23-10-24-18)7-12(13)4-5-20(15)9-14(11)19(16)21/h2-3,7-8,15,21H,4-6,9-10H2,1H3

InChIKey: PQECCKIOFCWGRJ-UHFFFAOYSA-N

PubChem CID: 261619

CAS: 17388-17-9

LOTUS: LTS0046026

NPASS: NPC276944

COCONUT: CNP0219751.3

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain

Molecule Weight: 325.36400000000003

TPSA？: 51.16000000000001

MolLogP？: 2.785

Number of H-Donors: 1

Number of H-Acceptors: 5

RingCount: 5

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Aspergillus flavus	Aspergillus flavus	MIC	655700.0	nM	10.1016/j.bmcl.2017.02.071
Bacillus subtilis	Bacillus subtilis	MIC	1573600.0	nM	10.1016/j.bmcl.2017.02.071
Candida albicans	Candida albicans	MIC	524500.0	nM	10.1016/j.bmcl.2017.02.071
Cyberlindnera jadinii	Cyberlindnera jadinii	MIC	1049100.0	nM	10.1016/j.bmcl.2017.02.071
Escherichia coli	Escherichia coli	MIC	655700.0	nM	10.1016/j.bmcl.2017.02.071
Escherichia coli	Escherichia coli	MIC	1573600.0	nM	10.1016/j.bmcl.2017.02.071
Homo sapiens	Acetylcholinesterase	IC50	100000.0	nM	10.1021/acs.jnatprod.7b00847
Homo sapiens	Coagulation factor III	IC50	12.17	nM	10.1016/j.bmc.2012.11.002
Micrococcus luteus	Micrococcus luteus	MIC	1573600.0	nM	10.1016/j.bmcl.2017.02.071
Pichia norvegensis	Pichia norvegensis	MIC	163900.0	nM	10.1016/j.bmcl.2017.02.071
Proteus vulgaris	Proteus vulgaris	MIC	1311300.0	nM	10.1016/j.bmcl.2017.02.071
Pseudomonas aeruginosa	Pseudomonas aeruginosa	MIC	786800.0	nM	10.1016/j.bmcl.2017.02.071
Saccharomyces cerevisiae	Saccharomyces cerevisiae	MIC	1573600.0	nM	10.1016/j.bmcl.2017.02.071
Salmonella enterica subsp. enterica serovar Typhi	Salmonella typhi	MIC	786800.0	nM	10.1016/j.bmcl.2017.02.071
Shigella dysenteriae	Shigella dysenteriae	MIC	1573600.0	nM	10.1016/j.bmcl.2017.02.071
Staphylococcus aureus	Staphylococcus aureus	MIC	786800.0	nM	10.1016/j.bmcl.2017.02.071
Staphylococcus aureus	Staphylococcus aureus	MIC	1311300.0	nM	10.1016/j.bmcl.2017.02.071