Molecule

Sampangine

AlkaPlorer ID: AK016967

Synonym: None

IUPAC Name: 10,16-diazatetracyclo[7.7.1.02,7.013,17]heptadeca-1(16),2,4,6,9,11,13(17),14-octaen-8-one

Structure

SMILES: O=C1C2=CC=CC=C2C2=NC=CC3=CC=NC1=C23

InChI: InChI=1S/C15H8N2O/c18-15-11-4-2-1-3-10(11)13-12-9(5-7-16-13)6-8-17-14(12)15/h1-8H

InChIKey: BWQKHOMAOVUASZ-UHFFFAOYSA-N

Reference

Sampangine, a New Alkaloid from Cananga odorata

PubChem CID: 387195

CAS: 116664-93-8

LOTUS: LTS0070534

SuperNatural Ⅲ: SN0037510

COCONUT: CNP0108804

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Duguetia hadrantha	Duguetia	Annonaceae	Magnoliales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota

Properties Information

Molecule Weight: 232.242

TPSA？: 42.85

MolLogP？: 2.8412000000000006

Number of H-Donors: 0

Number of H-Acceptors: 3

RingCount: 4

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Aspergillus fumigatus	Aspergillus fumigatus	MIC	1.56	ug.mL-1	10.1021/jm00100a012
Aspergillus fumigatus	Aspergillus fumigatus	MIC80	16.0	ug.mL-1	10.1016/j.bmcl.2014.07.064
Aspergillus fumigatus	Aspergillus fumigatus	MIC80	16.0	ug.mL-1	10.1016/j.ejmech.2017.10.043
Candida albicans	Candida albicans	IC50	0.15	ug.mL-1	10.1021/np000436s
Candida albicans	Candida albicans	IZ	10.0	mm	10.1021/np990552z
Candida albicans	Candida albicans	MIC	0.39	ug.mL-1	10.1021/np000436s
Candida albicans	Candida albicans	MIC	1.56	ug.mL-1	10.1021/jm00100a012
Candida albicans	Candida albicans	MIC	1.56	ug.mL-1	10.1021/np000436s
Candida albicans	Candida albicans	MIC	3.12	ug.mL-1	10.1021/np980457a
Candida albicans	Candida albicans	MIC	3.12	ug.mL-1	10.1021/np990552z
Candida albicans	Candida albicans	MIC80	0.5	ug.mL-1	10.1016/j.bmcl.2014.07.064
Candida albicans	Candida albicans	MIC80	0.5	ug.mL-1	10.1016/j.ejmech.2017.10.043
Candida parapsilosis	Candida parapsilosis	MIC80	4.0	ug.mL-1	10.1016/j.bmcl.2014.07.064
Candida parapsilosis	Candida parapsilosis	MIC80	4.0	ug.mL-1	10.1016/j.ejmech.2017.10.043
Cryptococcus neoformans	Cryptococcus neoformans	IC50	0.15	ug.mL-1	10.1021/np000436s
Cryptococcus neoformans	Cryptococcus neoformans	IZ	35.0	mm	10.1021/np990552z
Cryptococcus neoformans	Cryptococcus neoformans	MIC	0.2	ug.mL-1	10.1021/np980457a
Cryptococcus neoformans	Cryptococcus neoformans	MIC	0.2	ug.mL-1	10.1021/np990552z
Cryptococcus neoformans	Cryptococcus neoformans	MIC	0.78	ug.mL-1	10.1021/jm00100a012
Cryptococcus neoformans	Cryptococcus neoformans	MIC	0.78	ug.mL-1	10.1021/np000436s
Cryptococcus neoformans	Cryptococcus neoformans	MIC80	2.0	ug.mL-1	10.1016/j.bmcl.2014.07.064
Cryptococcus neoformans	Cryptococcus neoformans	MIC80	2.0	ug.mL-1	10.1016/j.ejmech.2017.10.043
Homo sapiens	A2780	IC50	600.0	nM	10.1021/np200093n
Homo sapiens	BT-549	IC50	6.4	ug.mL-1	10.1021/np000436s
Homo sapiens	Hep 3B2	Activity	nan	None	10.1021/acs.jnatprod.5b00819
Homo sapiens	HL-60	IC50	2.0	ug.mL-1	10.1021/np000436s
Homo sapiens	Intercellular adhesion molecule (ICAM-1), Integrin alpha-L/beta-2	IC50	10.0	ug.mL-1	10.1021/np000436s
Homo sapiens	Intercellular adhesion molecule (ICAM-1), Integrin alpha-L/beta-2	MIC	0.15	ug.mL-1	10.1021/np000436s
Homo sapiens	KB	IC50	5.3	ug.mL-1	10.1021/np000436s
Homo sapiens	MDA-MB-231	Activity	nan	None	10.1021/acs.jnatprod.5b00819
Homo sapiens	NCI-H460	IC50	580.0	nM	10.1021/np200093n
Homo sapiens	SK-MEL	IC50	0.37	ug.mL-1	10.1021/np000436s
Homo sapiens	SK-OV-3	IC50	4.1	ug.mL-1	10.1021/np000436s
Homo sapiens	T47D	Activity	46.0	%	10.1021/acs.jnatprod.5b00819
Homo sapiens	T47D	Activity	48.0	%	10.1021/acs.jnatprod.5b00819
Homo sapiens	T47D	Activity	50.0	%	10.1021/acs.jnatprod.5b00819
Homo sapiens	T47D	Activity	nan	None	10.1021/acs.jnatprod.5b00819
Homo sapiens	T47D	FC	1.5	None	10.1021/acs.jnatprod.5b00819
Mycobacterium intracellulare	Mycobacterium intracellulare	MIC	0.78	ug.mL-1	10.1016/j.ejmech.2013.06.010
Mycobacterium intracellulare	Mycobacterium intracellulare	MIC	0.78	ug.mL-1	10.1021/jm00100a012
Mycobacterium sp.	Mycobacterium sp.	MIC	0.78	ug.mL-1	10.1016/j.ejmech.2017.06.005
Nakaseomyces glabratus	Nakaseomyces glabratus	MIC80	0.125	ug.mL-1	10.1016/j.bmcl.2014.07.064
Nakaseomyces glabratus	Nakaseomyces glabratus	MIC80	0.125	ug.mL-1	10.1016/j.ejmech.2017.10.043
Nannizzia gypsea	Nannizzia gypsea	MIC80	64.0	ug.mL-1	10.1016/j.bmcl.2014.07.064
Nannizzia gypsea	Nannizzia gypsea	MIC80	64.0	ug.mL-1	10.1016/j.ejmech.2017.10.043
Plasmodium falciparum	Plasmodium falciparum	IC50	0.068	ug.mL-1	10.1021/np000436s
Plasmodium falciparum	Plasmodium falciparum	IC50	0.42	ug.mL-1	10.1021/np000436s
Rattus norvegicus	Rattus norvegicus	Stability	13.0	%	10.1021/np990552z
Rattus norvegicus	Rattus norvegicus	Stability	33.0	%	10.1021/np990552z
Saccharomyces cerevisiae	Saccharomyces cerevisiae	Activity	nan	None	10.1021/acs.jnatprod.5b00819
Staphylococcus aureus	Staphylococcus aureus	IC50	5.5	ug.mL-1	10.1021/np000436s
Staphylococcus aureus	Staphylococcus aureus	IC50	9.0	ug.mL-1	10.1021/np000436s
Staphylococcus aureus	Staphylococcus aureus	MIC	12.5	ug.mL-1	10.1021/np000436s
Staphylococcus aureus	Staphylococcus aureus	MIC	nan	None	10.1021/np000436s
Trichophyton rubrum	Trichophyton rubrum	MIC80	16.0	ug.mL-1	10.1016/j.bmcl.2014.07.064
Trichophyton rubrum	Trichophyton rubrum	MIC80	16.0	ug.mL-1	10.1016/j.ejmech.2017.10.043
None	ADMET	Activity	nan	None	10.1021/acs.jnatprod.5b00819
None	No relevant target	Solubility	12.6	ug.mL-1	10.1016/j.bmcl.2014.07.064
None	Unchecked	Activity	nan	None	10.1021/acs.jnatprod.5b00819
None	Unchecked	Inhibition	nan	%	10.1021/acs.jnatprod.5b00819
None	Unchecked	Ratio	13.3	None	10.1021/np000436s
None	Unchecked	Ratio IC50	0.2	None	10.1021/np000436s
None	Unchecked	Ratio IC50	11.0	None	10.1021/np000436s
None	Unchecked	Ratio IC50	70.0	None	10.1021/np000436s