Molecule

3,11,21-triazapentacyclo[11.8.0.0²,¹¹.0⁴,⁹.0¹⁵,²⁰]henicosa-1(13),2,4,6,8,14,16,18,20-nonaen-10-one

AlkaPlorer ID: AK229372

Synonym: None

IUPAC Name: 3,11,21-triazapentacyclo[11.8.0.02,11.04,9.015,20]henicosa-1(21),2,4,6,8,13,15,17,19-nonaen-10-one

Structure

SMILES: O=C1C2=CC=CC=C2N=C2C3=NC4=CC=CC=C4C=C3CN21

InChI: InChI=1S/C18H11N3O/c22-18-13-6-2-4-8-15(13)20-17-16-12(10-21(17)18)9-11-5-1-3-7-14(11)19-16/h1-9H,10H2

InChIKey: LUMDXNLBIYLTER-UHFFFAOYSA-N

Reference

Total synthesis of luotonin A

PubChem CID: 10334120

LOTUS: LTS0205357

SuperNatural Ⅲ: SN0215756

COCONUT: CNP0288989

data_source: manually

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Peganum nigellastrum	Peganum	Nitrariaceae	Sapindales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota

Properties Information

Molecule Weight: 285.30600000000004

TPSA？: 47.78

MolLogP？: 2.9734000000000007

Number of H-Donors: 0

Number of H-Acceptors: 4

RingCount: 5

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Homo sapiens	A549	IC50	61250.0	nM	10.1007/s00044-012-0018-x
Homo sapiens	CCRF-CEM	GI50	40000.0	nM	10.1016/j.bmc.2007.03.067
Homo sapiens	CEM/C2	GI50	40000.0	nM	10.1016/j.bmc.2007.03.067
Homo sapiens	DNA topoisomerase I	Activity	2.1	%	10.1016/j.bmc.2020.115443
Homo sapiens	DNA topoisomerase I	Activity	2.6	%	10.1016/j.bmc.2020.115443
Homo sapiens	DNA topoisomerase I	Activity	16.3	%	10.1016/j.bmc.2020.115443
Homo sapiens	DNA topoisomerase I	Inhibition	18.0	%	10.1016/j.ejmech.2022.114304
Homo sapiens	DNA topoisomerase II	IC50	28500.0	nM	10.1016/j.bmcl.2003.12.048
Homo sapiens	HEK293	Ratio IC50	2.01	None	10.1016/j.ejmech.2015.02.057
Homo sapiens	HEK293	Ratio IC50	6.25	None	10.1016/j.ejmech.2015.02.057
Homo sapiens	HeLa	Activity	5.0	%	10.1016/j.ejmech.2015.02.057
Homo sapiens	HeLa	Activity	17.0	%	10.1016/j.ejmech.2015.02.057
Homo sapiens	HeLa	Activity	20.0	%	10.1016/j.ejmech.2015.02.057
Homo sapiens	HeLa	Activity	72.0	%	10.1016/j.ejmech.2015.02.057
Homo sapiens	HeLa	Activity	75.0	%	10.1016/j.ejmech.2015.02.057
Homo sapiens	HeLa	Activity	nan	None	10.1016/j.ejmech.2015.02.057
Homo sapiens	HeLa	GI50	3000.0	nM	10.1016/j.bmc.2007.03.067
Homo sapiens	HeLa	IC50	5940.0	nM	10.1016/j.ejmech.2015.02.057
Homo sapiens	HeLa	Ratio IC50	9.76	None	10.1016/j.ejmech.2015.02.057
Homo sapiens	Histone deacetylase (HDAC1 and HDAC2)	IC50	6400.0	nM	10.1016/j.ejmech.2015.02.057
Homo sapiens	HL-60	FC	0.83	None	10.1016/j.bmc.2020.115443
Homo sapiens	K562	IC50	28800.0	nM	10.1016/j.ejmech.2015.02.057
Homo sapiens	KB	Activity	nan	None	10.1016/j.ejmech.2017.07.027
Homo sapiens	MCF7	GI50	3000.0	nM	10.1016/j.bmc.2007.03.067
Homo sapiens	MCF7	GI50	5000.0	nM	10.1016/j.bmc.2007.03.067
Homo sapiens	MCF7	IC50	9280.0	nM	10.1016/j.ejmech.2015.02.057
Homo sapiens	NCI-H460	IC50	7700.0	nM	10.1016/j.bmcl.2004.09.039
Homo sapiens	NCI-H460	IC50	67000.0	nM	10.1016/j.bmcl.2004.09.039
Homo sapiens	SK-N-SH	IC50	61080.0	nM	10.1007/s00044-012-0018-x
Homo sapiens	SW480	FC	0.91	None	10.1016/j.bmc.2020.115443
Mus musculus	P388	IC50	1.8	ug.mL-1	10.1016/j.bmcl.2003.12.048
Mus musculus	P388	IC50	1.8	ug.mL-1	10.1016/j.ejmech.2019.03.034
Mus musculus	P388	IC50	6300.0	nM	10.1016/j.ejmech.2022.114304
Saccharomyces cerevisiae	Saccharomyces cerevisiae	Inhibition	0.0	%	10.1016/j.bmcl.2004.02.069
Saccharomyces cerevisiae	Saccharomyces cerevisiae	Inhibition	23.0	%	10.1016/j.bmcl.2004.02.069
Saccharomyces cerevisiae	Saccharomyces cerevisiae	Inhibition	35.0	%	10.1016/j.bmcl.2004.02.069
Saccharomyces cerevisiae	Saccharomyces cerevisiae	Inhibition	36.0	%	10.1016/j.bmcl.2004.02.069
Saccharomyces cerevisiae	Saccharomyces cerevisiae	Inhibition	56.0	%	10.1016/j.bmcl.2004.02.069
None	ADMET	IC50	58000.0	nM	10.1016/j.ejmech.2015.02.057
None	Unchecked	Activity	nan	None	10.1016/j.ejmech.2015.02.057