Molecule

Flavipucine; (-)-form

AlkaPlorer ID: AK298394

Synonym: None

IUPAC Name: 6-methyl-2-(3-methylbutanoyl)-1-oxa-7-azaspiro[2.5]oct-5-ene-4,8-dione

Structure

SMILES: CC1=CC(=O)C2(OC2C(=O)CC(C)C)C(O)=N1

InChI: InChI=1S/C12H15NO4/c1-6(2)4-8(14)10-12(17-10)9(15)5-7(3)13-11(12)16/h5-6,10H,4H2,1-3H3,(H,13,16)

InChIKey: DWCXXICTUDDKTB-UHFFFAOYSA-N

Reference

Flavipucine [3′-isovaleryl-6-methylpyridine-3-spiro-2′-oxiran-2(1H),4(3H)-dione], an antibiotic from Aspergillus flavipes

PubChem CID: 21841687

CAS: 38473-18-6

LOTUS: LTS0273696

COCONUT: CNP0149758.3

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Aspergillus flavipes	Aspergillus	Aspergillaceae	Eurotiales	Eurotiomycetes	Ascomycota	Fungi	Eukaryota
Botryosphaeria berengeriana	Botryosphaeria	Botryosphaeriaceae	Botryosphaeriales	Dothideomycetes	Ascomycota	Fungi	Eukaryota
Macrophoma sp.	Macrophoma	Botryosphaeriaceae	Botryosphaeriales	Dothideomycetes	Ascomycota	Fungi	Eukaryota
None	Aspergillus	Aspergillaceae	Eurotiales	Eurotiomycetes	Ascomycota	Fungi	Eukaryota
None	Physalospora	Hyponectriaceae	Xylariales	Sordariomycetes	Ascomycota	Fungi	Eukaryota
None	Aspergillus	Aspergillaceae	Eurotiales	Eurotiomycetes	Ascomycota	Fungi	Eukaryota

Properties Information

Molecule Weight: 237.255

TPSA？: 79.26

MolLogP？: 1.1822

Number of H-Donors: 1

Number of H-Acceptors: 4

RingCount: 2

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Alternaria solani	Alternaria solani	MIC	100.0	ug.mL-1	10.1021/jm00176a019
Aspergillus niger	Aspergillus niger	MIC	100.0	ug.mL-1	10.1021/jm00176a019
Aureobasidium pullulans	Aureobasidium pullulans	MIC	100.0	ug.mL-1	10.1021/jm00176a019
Bacillus subtilis	Bacillus subtilis	MBC	8.0	ug ml-1	10.1016/j.bmcl.2019.03.034
Bacillus subtilis	Bacillus subtilis	MIC	8.0	ug.mL-1	10.1016/j.bmcl.2019.03.034
Bordetella bronchiseptica	Bordetella bronchiseptica	MIC	33.9	ug.mL-1	10.1021/jm00176a019
Escherichia coli	Escherichia coli	MBC	nan	None	10.1016/j.bmcl.2019.03.034
Escherichia coli	Escherichia coli	MIC	50.0	ug.mL-1	10.1021/jm00176a019
Escherichia coli	Escherichia coli	MIC	128.0	ug.mL-1	10.1016/j.bmcl.2019.03.034
Homo sapiens	A549	IC50	32100.0	nM	10.1016/j.bmcl.2019.03.034
Homo sapiens	HCT-116	IC50	30400.0	nM	10.1016/j.bmcl.2019.03.034
Homo sapiens	HEK293	IC50	35900.0	nM	10.1016/j.bmcl.2019.03.034
Homo sapiens	HeLa	IC50	40500.0	nM	10.1016/j.bmcl.2019.03.034
Homo sapiens	HL-60	Activity	nan	None	10.1016/j.bmcl.2019.03.034
Homo sapiens	HL-60	IC50	1800.0	nM	10.1016/j.bmcl.2019.03.034
Homo sapiens	Jurkat	IC50	8000.0	nM	10.1016/j.bmcl.2019.03.034
Homo sapiens	MRC5	IC50	33200.0	nM	10.1016/j.bmcl.2019.03.034
Homo sapiens	TE-8	IC50	21600.0	nM	10.1016/j.bmcl.2019.03.034
Klebsiella aerogenes	Klebsiella aerogenes	MIC	100.0	ug.mL-1	10.1021/jm00176a019
Klebsiella pneumoniae	Klebsiella pneumoniae	MIC	4.7	ug.mL-1	10.1021/jm00176a019
Proteus vulgaris	Proteus vulgaris	MIC	4.7	ug.mL-1	10.1021/jm00176a019
Pseudomonas aeruginosa	Pseudomonas aeruginosa	MIC	100.0	ug.mL-1	10.1021/jm00176a019
Staphylococcus aureus	Staphylococcus aureus	MIC	4.7	ug.mL-1	10.1021/jm00176a019