Molecule

Cercosporamide

AlkaPlorer ID: AK110869

Synonym: '(-)-Cercosporamide', 'Cercosporamide'

IUPAC Name: (9aS)-8-acetyl-1,3,7-trihydroxy-9a-methyl-9-oxodibenzofuran-4-carboxamide

Structure

SMILES: CC(=O)C1=C(O)C=C2OC3=C(C(=N)O)C(O)=CC(O)=C3[C@]2(C)C1=O

InChI: InChI=1S/C16H13NO7/c1-5(18)10-7(20)4-9-16(2,14(10)22)12-8(21)3-6(19)11(15(17)23)13(12)24-9/h3-4,19-21H,1-2H3,(H2,17,23)/t16-/m1/s1

InChIKey: GEWLYFZWVLXQME-MRXNPFEDSA-N

Reference

The structure and biological activity of cercosporamide from Cercosporidium henningsii

PubChem CID: 131379

CAS: 131436-22-1

LOTUS: LTS0053899

SuperNatural Ⅲ: SN0103834-02

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Clarohilum henningsii	Clarohilum	Mycosphaerellaceae	Mycosphaerellales	Dothideomycetes	Ascomycota	Fungi	Eukaryota

Properties Information

Molecule Weight: 331.2800000000001

TPSA？: 148.14

MolLogP？: 1.4989699999999997

Number of H-Donors: 5

Number of H-Acceptors: 7

RingCount: 3

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Candida albicans	Candida albicans	Activity	nan	None	10.1016/j.bmcl.2018.05.044
Candida albicans	Candida albicans	FICI	0.5	None	10.1016/j.bmcl.2018.05.044
Candida albicans	Candida albicans	FICI	2.0	None	10.1016/j.bmcl.2018.05.044
Candida albicans	Candida albicans	MBIC50	120.0	uM	10.1016/j.bmcl.2018.05.044
Candida albicans	Candida albicans	MIC	10.0	ug.mL-1	10.1016/j.bmcl.2018.05.044
Candida albicans	Candida albicans	MIC	89.0	ug.mL-1	10.1016/j.bmcl.2018.05.044
Candida albicans	Candida albicans	MIC	90100.0	nM	10.1016/j.bmcl.2018.05.044
Candida albicans	Candida albicans	MIC	93300.0	nM	10.1016/j.bmcl.2018.05.044
Candida albicans	Candida albicans	MIC	103200.0	nM	10.1016/j.bmcl.2018.05.044
Candida albicans	Candida albicans	MIC	300000.0	nM	10.1016/j.bmcl.2018.05.044
Candida albicans	Protein kinase C-like 1	IC50	44.0	nM	10.1016/j.bmcl.2008.12.035
Homo sapiens	CDK2/Cyclin A2	IC50	770.0	nM	10.1016/j.bmcl.2018.05.044
Homo sapiens	CDK9/cyclin T1	IC50	220.0	nM	10.1016/j.bmcl.2018.05.044
Homo sapiens	Cyclin-dependent kinase 5/CDK5 activator 1	IC50	5600.0	nM	10.1016/j.bmcl.2018.05.044
Homo sapiens	HeLa	IC50	3000.0	nM	10.1016/j.bmcl.2018.05.044
Homo sapiens	MAP kinase-interacting serine/threonine-protein kinase MNK1	Activity	0.0	%	10.1021/acs.jmedchem.1c01941
Homo sapiens	MAP kinase-interacting serine/threonine-protein kinase MNK1	IC50	43.0	nM	10.1021/acs.jmedchem.1c00368
Homo sapiens	MAP kinase signal-integrating kinase 2	Activity	1.0	%	10.1021/acs.jmedchem.1c01941
Homo sapiens	MAP kinase signal-integrating kinase 2	IC50	38.0	nM	10.1021/acs.jmedchem.1c00368
Homo sapiens	Protein kinase C alpha	IC50	1000.0	nM	10.1016/j.bmcl.2018.05.044
Homo sapiens	Protein kinase C alpha	IC50	1020.0	nM	10.1016/j.bmcl.2008.12.035
Homo sapiens	Protein kinase C alpha	Inhibition	65.0	%	10.1016/j.bmcl.2018.05.044
Homo sapiens	Protein kinase C beta	IC50	300.0	nM	10.1016/j.bmcl.2018.05.044
Homo sapiens	Protein kinase C beta	IC50	350.0	nM	10.1016/j.bmcl.2008.12.035
Homo sapiens	Protein kinase C gamma	IC50	5800.0	nM	10.1016/j.bmcl.2008.12.035
Homo sapiens	Serine/threonine-protein kinase Aurora-B	IC50	2400.0	nM	10.1016/j.bmcl.2018.05.044
Homo sapiens	Serine/threonine-protein kinase haspin	IC50	10000.0	nM	10.1016/j.bmcl.2018.05.044
Homo sapiens	Serine/threonine-protein kinase PIM1	IC50	8100.0	nM	10.1016/j.bmcl.2018.05.044
Mus musculus	Dual specificity protein kinase CLK1	IC50	10000.0	nM	10.1016/j.bmcl.2018.05.044
Mus musculus	Mus musculus	Activity	1.89	mg/dl	10.1016/j.bmcl.2008.12.035
Mus musculus	Mus musculus	Activity	3.65	mg/dl	10.1016/j.bmcl.2008.12.035
Mus musculus	Mus musculus	Activity	4.81	mg/dl	10.1016/j.bmcl.2008.12.035
Mus musculus	Mus musculus	Activity	5.78	mg/dl	10.1016/j.bmcl.2008.12.035
Mus musculus	Mus musculus	Activity	34.0	%	10.1016/j.bmcl.2008.12.035
Mus musculus	Mus musculus	Activity	39.1	mg/dl	10.1016/j.bmcl.2008.12.035
Mus musculus	Mus musculus	Activity	45.88	mg/dl	10.1016/j.bmcl.2008.12.035
Mus musculus	Mus musculus	Activity	46.96	mg/dl	10.1016/j.bmcl.2008.12.035
Mus musculus	Mus musculus	Activity	48.37	mg/dl	10.1016/j.bmcl.2008.12.035
Mus musculus	Mus musculus	Activity	71.0	%	10.1016/j.bmcl.2008.12.035
Mus musculus	Mus musculus	Activity	83.0	%	10.1016/j.bmcl.2008.12.035
Mus musculus	Mus musculus	Activity	176.0	mg/dl	10.1016/j.bmcl.2008.12.035
Mus musculus	Mus musculus	Activity	272.0	mg/dl	10.1016/j.bmcl.2008.12.035
Mus musculus	Mus musculus	Activity	408.0	mg/dl	10.1016/j.bmcl.2008.12.035
Mus musculus	Mus musculus	Activity	571.0	mg/dl	10.1016/j.bmcl.2008.12.035
Rattus norvegicus	Dual specificity tyrosine-phosphorylation-regulated kinase 1A	IC50	10000.0	nM	10.1016/j.bmcl.2018.05.044
Sus scrofa	Casein kinase 1, delta tv1	IC50	10000.0	nM	10.1016/j.bmcl.2018.05.044
Sus scrofa	Glycogen synthase kinase 3 alpha	IC50	10000.0	nM	10.1016/j.bmcl.2018.05.044
Sus scrofa	Glycogen synthase kinase 3 beta	IC50	10000.0	nM	10.1016/j.bmcl.2018.05.044
None	NON-PROTEIN TARGET	EC50	10000.0	nM	10.1021/acs.jmedchem.5b01657
None	Unchecked	IC50	44.0	nM	10.1016/j.bmcl.2018.05.044
None	Unchecked	IC50	10000.0	nM	10.1016/j.bmcl.2018.05.044
None	Unchecked	Inhibition	39.0	%	10.1016/j.bmcl.2018.05.044