Molecule

Glucopiericidin A

AlkaPlorer ID: AK043430

Synonym: '', 'Glucopiericidin A'

IUPAC Name: 2,3-dimethoxy-5-methyl-6-[(2E,5E,7E,9R,10R,11E)-3,7,9,11-tetramethyl-10-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxytrideca-2,5,7,11-tetraenyl]-1H-pyridin-4-one

Structure

SMILES: C/C=C(\C)[C@H](O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)[C@H](C)/C=C(C)/C=C/C/C(C)=C/CC1=C(C)C(O)=C(OC)C(OC)=N1

InChI: InChI=1S/C31H47NO9/c1-9-19(4)28(41-31-27(37)26(36)25(35)23(16-33)40-31)20(5)15-18(3)12-10-11-17(2)13-14-22-21(6)24(34)29(38-7)30(32-22)39-8/h9-10,12-13,15,20,23,25-28,31,33,35-37H,11,14,16H2,1-8H3,(H,32,34)/b12-10+,17-13+,18-15+,19-9+/t20-,23-,25-,26+,27-,28+,31+/m1/s1

InChIKey: YQOARHMNLCWEPG-DFTUVXBYSA-N

Reference

Efficacies of quorum sensing inhibitors, piericidin A and glucopiericidin A, produced by Streptomyces xanthocidicus KPP01532 for the control of potato soft rot caused by Erwinia carotovora subsp. atroseptica

PubChem CID: 44608046

LOTUS: LTS0094879

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Streptomyces pactum	Streptomyces	Streptomycetaceae	Kitasatosporales	Actinomycetes	Actinomycetota	None	Bacteria

Properties Information

Molecule Weight: 577.7150000000003

TPSA？: 150.95999999999998

MolLogP？: 3.281620000000001

Number of H-Donors: 5

Number of H-Acceptors: 10

RingCount: 2

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Homo sapiens	786-0	IC50	100000.0	nM	10.1021/acs.jmedchem.9b00598
Homo sapiens	ACHN	Activity	0.23	g	10.1021/acs.jmedchem.9b00598
Homo sapiens	ACHN	Activity	nan	None	10.1021/acs.jmedchem.9b00598
Homo sapiens	ACHN	IC50	210.0	nM	10.1021/acs.jmedchem.9b00598
Homo sapiens	ACHN	IC50	960.0	nM	10.1021/acs.jmedchem.9b00598
Homo sapiens	ACHN	Ratio IC50	4.0	None	10.1021/acs.jmedchem.9b00598
Homo sapiens	ACHN	TGI	nan	None	10.1021/acs.jmedchem.9b00598
Homo sapiens	Glucose transporter	IC50	4.9	nM	10.1039/C6MD00287K
Homo sapiens	HeLa S3	IC50	0.11	ug.mL-1	10.1016/j.ejmech.2017.10.015
Homo sapiens	HepG2	Activity	0.0	%	10.1021/acs.jmedchem.1c00175
Homo sapiens	HepG2	Activity	16.6	%	10.1021/acs.jmedchem.1c00175
Homo sapiens	HepG2	Activity	35.7	%	10.1021/acs.jmedchem.1c00175
Homo sapiens	HepG2	Activity	64.3	%	10.1021/acs.jmedchem.1c00175
Homo sapiens	HepG2	Activity	68.0	%	10.1021/acs.jmedchem.1c00175
Homo sapiens	HepG2	Activity	nan	None	10.1021/acs.jmedchem.1c00175
Homo sapiens	HK-2	IC50	100000.0	nM	10.1021/acs.jmedchem.9b00598
Homo sapiens	LXR-alpha	Kd	3492000000.0	nM	10.1021/acs.jmedchem.1c00175
Homo sapiens	NCI-H69	IC50	0.019	ug.mL-1	10.1016/j.ejmech.2017.10.015
Homo sapiens	OS-RC-2	IC50	100000.0	nM	10.1021/acs.jmedchem.9b00598
Homo sapiens	Peroxiredoxin-1	Activity	nan	None	10.1021/acs.jmedchem.9b00598
Homo sapiens	Peroxiredoxin-1	Kd	1830.0	nM	10.1021/acs.jmedchem.9b00598
Mus musculus	B16	IC50	0.0074	ug.mL-1	10.1016/j.ejmech.2017.10.015
Mus musculus	Mus musculus	Activity	46.0	%	10.1021/acs.jmedchem.1c00175
Mus musculus	Mus musculus	Activity	nan	None	10.1021/acs.jmedchem.1c00175
Mus musculus	Mus musculus	Activity	nan	None	10.1021/acs.jmedchem.9b00598
Mus musculus	Mus musculus	FC	2.3	None	10.1021/acs.jmedchem.1c00175
Mus musculus	Mus musculus	FC	2.9	None	10.1021/acs.jmedchem.1c00175
Mus musculus	Mus musculus	FC	3.5	None	10.1021/acs.jmedchem.1c00175
Mus musculus	Mus musculus	FC	3.8	None	10.1021/acs.jmedchem.1c00175
Mus musculus	P388	IC50	0.36	ug.mL-1	10.1016/j.ejmech.2017.10.015
Mus musculus	P388/ADM	IC50	0.25	ug.mL-1	10.1016/j.ejmech.2017.10.015
None	ADMET	Activity	nan	None	10.1021/acs.jmedchem.1c00175
None	ADMET	Activity	nan	None	10.1021/acs.jmedchem.9b00598
None	ADMET	Cmax	31.94	nM	10.1021/acs.jmedchem.1c00175
None	ADMET	Drug metabolism	14.87	ng/ml	10.1021/acs.jmedchem.1c00175
None	ADMET	Drug metabolism	nan	None	10.1021/acs.jmedchem.1c00175
None	ADMET	Drug uptake	35.4	ng/ml	10.1021/acs.jmedchem.1c00175
None	ADMET	FC	2.2	None	10.1021/acs.jmedchem.1c00175
None	ADMET	FC	2.3	None	10.1021/acs.jmedchem.1c00175
None	ADMET	FC	3.8	None	10.1021/acs.jmedchem.1c00175
None	Unchecked	Activity	3.0	%	10.1021/acs.jmedchem.1c00175
None	Unchecked	Activity	14.0	%	10.1021/acs.jmedchem.1c00175
None	Unchecked	Activity	38.0	%	10.1021/acs.jmedchem.1c00175
None	Unchecked	Activity	42.0	%	10.1021/acs.jmedchem.1c00175
None	Unchecked	Activity	44.0	%	10.1021/acs.jmedchem.1c00175
None	Unchecked	Activity	51.0	%	10.1021/acs.jmedchem.1c00175
None	Unchecked	Activity	60.0	%	10.1021/acs.jmedchem.1c00175
None	Unchecked	Activity	61.0	%	10.1021/acs.jmedchem.1c00175
None	Unchecked	Activity	65.0	%	10.1021/acs.jmedchem.1c00175
None	Unchecked	Activity	72.0	%	10.1021/acs.jmedchem.1c00175
None	Unchecked	Activity	86.0	%	10.1021/acs.jmedchem.1c00175
None	Unchecked	Activity	nan	None	10.1021/acs.jmedchem.1c00175
None	Unchecked	FC	1.4	None	10.1021/acs.jmedchem.1c00175
None	Unchecked	FC	1.5	None	10.1021/acs.jmedchem.1c00175
None	Unchecked	FC	1.6	None	10.1021/acs.jmedchem.1c00175
None	Unchecked	FC	1.65	None	10.1021/acs.jmedchem.1c00175
None	Unchecked	FC	2.2	None	10.1021/acs.jmedchem.1c00175
None	Unchecked	FC	2.5	None	10.1021/acs.jmedchem.1c00175
None	Unchecked	FC	3.1	None	10.1021/acs.jmedchem.1c00175
None	Unchecked	FC	3.6	None	10.1021/acs.jmedchem.1c00175
None	Unchecked	Inhibition	31.0	%	10.1021/acs.jmedchem.1c00175