Molecule

Antidesmone

AlkaPlorer ID: AK022175

Synonym: None

IUPAC Name: (5S)-3-methoxy-2-methyl-5-octyl-1,5,6,7-tetrahydroquinoline-4,8-dione

Structure

SMILES: CCCCCCCC[C@H]1CCC(=O)C2=C1C(=O)C(OC)=C(C)N2

InChI: InChI=1S/C19H29NO3/c1-4-5-6-7-8-9-10-14-11-12-15(21)17-16(14)18(22)19(23-3)13(2)20-17/h14H,4-12H2,1-3H3,(H,20,22)/t14-/m0/s1

InChIKey: SJWGGIJOUKBIPF-AWEZNQCLSA-N

Reference

Antidesmone, a novel type isoquinoline alkaloid from Antidesma membranaceum (Euphorbiaceae)

PubChem CID: 6426678

LOTUS: LTS0146962

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Antidesma venosum	Antidesma	Phyllanthaceae	Malpighiales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota

Properties Information

Molecule Weight: 319.445

TPSA？: 59.16

MolLogP？: 4.502620000000004

Number of H-Donors: 1

Number of H-Acceptors: 3

RingCount: 2

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Candida albicans	Candida albicans	MIC	16.0	ug.mL-1	10.1021/acs.jnatprod.5b00896
Candida albicans	Candida albicans	MIC	32.0	ug.mL-1	10.1021/acs.jnatprod.5b00896
Candida parapsilosis	Candida parapsilosis	MIC	4.0	ug.mL-1	10.1021/acs.jnatprod.5b00896
Candida tropicalis	Candida tropicalis	MIC	32.0	ug.mL-1	10.1021/acs.jnatprod.5b00896
Escherichia coli	Escherichia coli	MIC	32.0	ug.mL-1	10.1021/acs.jnatprod.5b00896
Homo sapiens	A549	IC50	8400.0	nM	10.1021/acs.jnatprod.0c00454
Homo sapiens	HeLa	IC50	23.4	ug.mL-1	10.1021/acs.jnatprod.5b00896
Homo sapiens	KB	IC50	17700.0	nM	10.1021/acs.jnatprod.0c00454
Homo sapiens	MCF7	IC50	6400.0	nM	10.1021/acs.jnatprod.0c00454
Homo sapiens	MDA-MB-231	Activity	nan	None	10.1021/acs.jnatprod.0c00454
Homo sapiens	MDA-MB-231	IC50	6700.0	nM	10.1021/acs.jnatprod.0c00454
Mus musculus	RAW264.7	Activity	63.5	%	10.1021/acs.jnatprod.2c00861
Mus musculus	RAW264.7	Activity	nan	None	10.1021/acs.jnatprod.2c00861
Mus musculus	RAW264.7	IC50	16100.0	nM	10.1021/acs.jnatprod.2c00861
Mus musculus	RAW264.7	Inhibition	97.4	%	10.1021/acs.jnatprod.2c00861
Nakaseomyces glabratus	Nakaseomyces glabratus	MIC	32.0	ug.mL-1	10.1021/acs.jnatprod.5b00896
Pichia kudriavzevii	Pichia kudriavzevii	MIC	16.0	ug.mL-1	10.1021/acs.jnatprod.5b00896
Pseudomonas aeruginosa	Pseudomonas aeruginosa	MIC	32.0	ug.mL-1	10.1021/acs.jnatprod.5b00896
Rattus norvegicus	L6	IC50	184300.0	nM	10.1021/np5006554
Saccharomyces cerevisiae	Saccharomyces cerevisiae	MIC	32.0	ug.mL-1	10.1021/acs.jnatprod.5b00896
Staphylococcus aureus	Staphylococcus aureus	MIC	32.0	ug.mL-1	10.1021/acs.jnatprod.5b00896
Trypanosoma brucei brucei	Trypanosoma brucei brucei	IC50	100000.0	nM	10.1021/np5006554
Trypanosoma brucei rhodesiense	Trypanosoma brucei rhodesiense	IC50	14300.0	nM	10.1021/np5006554
Trypanosoma cruzi	Trypanosoma cruzi	IC50	170.0	nM	10.1021/np5006554
None	Unchecked	Activity	85.8	%	10.1021/acs.jnatprod.2c00861
None	Unchecked	IC50	8600.0	nM	10.1021/acs.jnatprod.0c00454
None	Unchecked	Inhibition	50.0	%	10.1021/acs.jnatprod.2c00861
None	Unchecked	Ratio IC50	2.0	None	10.1021/acs.jnatprod.0c00454
None	Unchecked	Ratio IC50	1084.3	None	10.1021/np5006554
None	Unchecked	Selectivity Index	0.7	None	10.1021/acs.jnatprod.5b00896