Molecule

2-Heptyl-3-hydroxy-4-quinolone

AlkaPlorer ID: AK008872

Synonym: '2-heptyl-3-hydroxy-4-quinolone'

IUPAC Name: 2-heptyl-3-hydroxy-1H-quinolin-4-one

Structure

SMILES: CCCCCCCC1=C(O)C(=O)C2=CC=CC=C2N1

InChI: InChI=1S/C16H21NO2/c1-2-3-4-5-6-11-14-16(19)15(18)12-9-7-8-10-13(12)17-14/h7-10,19H,2-6,11H2,1H3,(H,17,18)

InChIKey: CEIUIHOQDSVZJQ-UHFFFAOYSA-N

Reference

Quorum sensing by 2-alkyl-4-quinolones in Pseudomonas aeruginosa and other bacterial species

PubChem CID: 2763159

LOTUS: LTS0221696

SuperNatural Ⅲ: SN0043458

COCONUT: CNP0374436

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Pseudomonas aeruginosa	Pseudomonas	Pseudomonadaceae	Pseudomonadales	Gammaproteobacteria	Pseudomonadota	None	Bacteria

Properties Information

Molecule Weight: 259.349

TPSA？: 53.09

MolLogP？: 3.7466000000000026

Number of H-Donors: 2

Number of H-Acceptors: 2

RingCount: 2

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Acinetobacter baumannii	Acinetobacter baumannii	MIC	20000.0	nM	10.6019/CHEMBL4513161
Candida albicans	Candida albicans	MIC	20000.0	nM	10.6019/CHEMBL4513161
Cryptococcus neoformans	Cryptococcus neoformans	MIC	20000.0	nM	10.6019/CHEMBL4513161
Escherichia coli	Escherichia coli	MIC	20000.0	nM	10.6019/CHEMBL4513161
Homo sapiens	HEK293	CC50	20000.0	nM	10.6019/CHEMBL4513161
Klebsiella pneumoniae	Klebsiella pneumoniae	MIC	20000.0	nM	10.6019/CHEMBL4513161
Mus musculus	c-Jun N-terminal kinase	Inhibition	nan	%	10.1016/j.bmcl.2021.128312
Mus musculus	HT-22	Activity	0.44	%	10.1016/j.bmcl.2021.128312
Mus musculus	HT-22	Activity	1.06	%	10.1016/j.bmcl.2021.128312
Mus musculus	HT-22	Activity	1.74	%	10.1016/j.bmcl.2021.128312
Mus musculus	HT-22	Activity	5.51	%	10.1016/j.bmcl.2021.128312
Mus musculus	HT-22	Activity	37.49	%	10.1016/j.bmcl.2021.128312
Mus musculus	HT-22	Activity	55.26	%	10.1016/j.bmcl.2021.128312
Mus musculus	HT-22	Activity	98.06	%	10.1016/j.bmcl.2021.128312
Mus musculus	HT-22	Activity	nan	None	10.1016/j.bmcl.2021.128312
Mus musculus	HT-22	Inhibition	nan	%	10.1016/j.bmcl.2021.128312
Mus musculus	MAP kinase p38	Inhibition	nan	%	10.1016/j.bmcl.2021.128312
Pseudomonas aeruginosa	Pseudomonas aeruginosa	MIC	20000.0	nM	10.6019/CHEMBL4513161
Pseudomonas aeruginosa PA14	Transcriptional regulator MvfR	Activity	100.0	%	10.1021/jm400830r
Pseudomonas aeruginosa PA14	Transcriptional regulator MvfR	Kd	210.0	nM	10.1021/jm400830r
Staphylococcus aureus	Staphylococcus aureus	MIC	20000.0	nM	10.6019/CHEMBL4513161
None	Erythrocyte	HC10	20.0	uM	10.6019/CHEMBL4513161
None	No relevant target	Activity	nan	None	10.1016/j.bmcl.2021.128312
None	Unchecked	Activity	nan	None	10.1016/j.bmcl.2021.128312
None	Unchecked	EC50	1900.0	nM	10.1016/j.ejmech.2019.03.049
None	Unchecked	FC	0.98	None	10.1016/j.bmcl.2021.128312
None	Unchecked	Inhibition	nan	%	10.1016/j.bmcl.2017.05.012
None	Unchecked	Inhibition	nan	%	10.1016/j.bmcl.2021.128312

Metabolism Information

AKRT ID	Reaction	Reaction Link ID
AKRT009382	CCCCCCCc1[nH]c2ccccc2c(=O)c1O.C[33S]>>CCCCCCCc1[nH]c2ccccc2c(=O)c1OC	None
AKRT009383	CCCCCCCc1[nH]c2ccccc2c(=O)c1O.C[SAH]>>CCCCCCCc1[nH]c2ccccc2c(=O)c1OC	enzymemap_27342
AKRT009384	CCCCCCCc1[nH]c2ccccc2c(=O)c1O>>CCCCCCCC(=O)Nc1ccccc1C(=O)O	60352
AKRT009385	CCCCCCCc1[nH]c2ccccc2c(=O)c1O>>[C-]#[O+]	60352
AKRT009386	CCCCCCCc1cc(=O)c2ccccc2[nH]1>>CCCCCCCc1[nH]c2ccccc2c(=O)c1O	RXN-11849