Molecule

9-hydroxycanthin-6-one

AlkaPlorer ID: AK032557

Synonym: '', '9-Hydroxycanthin-6-one'

IUPAC Name: 1,6-diazatetracyclo[7.6.1.05,16.010,15]hexadeca-3,5(16),7,9,11,14-hexaene-2,13-dione

Structure

SMILES: O=C1C=CC2=C3C(=CC=N2)C2=CC=C(O)C=C2N13

InChI: InChI=1S/C14H8N2O2/c17-8-1-2-9-10-5-6-15-11-3-4-13(18)16(14(10)11)12(9)7-8/h1-7,17H

InChIKey: JHPIJMUNSMWWAA-UHFFFAOYSA-N

Reference

Canthin-6-one and β-carboline alkaloids from Eurycoma harmandiana

CAS: 138544-91-9

LOTUS: LTS0133957

SuperNatural Ⅲ: SN0165732

COCONUT: CNP0255198

data_source: manually

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Eurycoma longifolia	Eurycoma	Simaroubaceae	Sapindales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota

Properties Information

Molecule Weight: 236.23

TPSA？: 54.6

MolLogP？: 2.1442999999999994

Number of H-Donors: 1

Number of H-Acceptors: 4

RingCount: 4

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Chlorocebus sabaeus	Vero	CC50	100000.0	nM	10.1021/acs.jnatprod.2c00736
Danio rerio	Danio rerio	Activity	nan	None	10.1021/acs.jnatprod.5b00153
Homo sapiens	A549	ED50	10.0	ug ml-1	10.1021/np030277n
Homo sapiens	Breast carcinoma cell	IC50	1.5	ug.mL-1	10.1016/j.ejmech.2021.113688
Homo sapiens	Calu-3	CC50	100000.0	nM	10.1021/acs.jnatprod.2c00736
Homo sapiens	Casein kinase I alpha	Activity	nan	None	10.1021/acs.jnatprod.5b00153
Homo sapiens	Colon cancer cell line	IC50	1.5	ug.mL-1	10.1016/j.ejmech.2021.113688
Homo sapiens	Glycogen synthase kinase-3 beta	Activity	nan	None	10.1021/acs.jnatprod.5b00153
Homo sapiens	Glycogen synthase kinase-3 beta	IC50	6800.0	nM	10.1021/acs.jnatprod.5b00153
Homo sapiens	Glycogen synthase kinase-3 beta	Inhibition	nan	%	10.1021/acs.jnatprod.5b00153
Homo sapiens	HCT-116	IC50	30000.0	nM	10.1021/acs.jnatprod.5b00153
Homo sapiens	HCT-8	Activity	49.3	%	10.1021/acs.jnatprod.2c00736
Homo sapiens	HCT-8	CC50	60880.0	nM	10.1021/acs.jnatprod.2c00736
Homo sapiens	HEK293	Activity	nan	None	10.1021/acs.jnatprod.5b00153
Homo sapiens	HEK293	Activity	nan	None	10.1021/np400701k
Homo sapiens	HEK293	IC50	36700.0	nM	10.1021/acs.jnatprod.5b00153
Homo sapiens	HEK-293T	IC50	40000.0	nM	10.1021/acs.jnatprod.5b00153
Homo sapiens	HepG2	CC50	100000.0	nM	10.1021/acs.jnatprod.2c00736
Homo sapiens	KB	ED50	2.0	ug ml-1	10.1021/np50077a020
Homo sapiens	KB	IC50	1.5	ug.mL-1	10.1016/j.ejmech.2021.113688
Homo sapiens	Lung cancer cell line	IC50	1.5	ug.mL-1	10.1016/j.ejmech.2021.113688
Homo sapiens	MCF7	ED50	19.6	ug ml-1	10.1021/np030277n
Homo sapiens	Melanoma cell line	IC50	1.5	ug.mL-1	10.1016/j.ejmech.2021.113688
Homo sapiens	MRC5	CC50	100000.0	nM	10.1021/acs.jnatprod.2c00736
Homo sapiens	RKO	IC50	40000.0	nM	10.1021/acs.jnatprod.5b00153
Homo sapiens	SW480	Activity	nan	None	10.1021/acs.jnatprod.5b00153
Homo sapiens	SW480	IC50	17400.0	nM	10.1021/acs.jnatprod.5b00153
Mus musculus	P388	ED50	1.5	ug ml-1	10.1021/np50077a020
Plasmodium falciparum	Plasmodium falciparum	IC50	2.236	ug.mL-1	10.1021/np030277n
None	Fibrosarcoma cell line	IC50	1.5	ug.mL-1	10.1016/j.ejmech.2021.113688
None	Molecular identity unknown	Activity	nan	None	10.1021/acs.jnatprod.5b00153
None	NON-PROTEIN TARGET	ED50	2.6	ug ml-1	10.1021/np50077a020
None	NON-PROTEIN TARGET	ED50	3.5	ug ml-1	10.1021/np50077a020
None	NON-PROTEIN TARGET	ED50	3.8	ug ml-1	10.1021/np50077a020
None	NON-PROTEIN TARGET	ED50	4.8	ug ml-1	10.1021/np50077a020
None	NON-PROTEIN TARGET	ED50	5.4	ug ml-1	10.1021/np50077a020
None	NON-PROTEIN TARGET	ED50	20.0	ug ml-1	10.1021/np50077a020
None	NON-PROTEIN TARGET	IC50	40000.0	nM	10.1021/acs.jnatprod.5b00153
None	Unchecked	Activity	20.0	%	10.1021/acs.jnatprod.2c00736
None	Unchecked	Activity	46.0	%	10.1021/acs.jnatprod.5b00153
None	Unchecked	Activity	nan	None	10.1021/acs.jnatprod.5b00153
None	Unchecked	IC50	1.5	ug.mL-1	10.1016/j.ejmech.2021.113688
None	Unchecked	IC50	3800.0	nM	10.1021/np400701k
None	Unchecked	Inhibition	50.0	%	10.1021/np400701k