Molecule

Blasticidin_S

AlkaPlorer ID: AK011677

Synonym: None

IUPAC Name: (2S,3S,6R)-3-[[(3S)-3-amino-5-[carbamimidoyl(methyl)amino]pentanoyl]amino]-6-(4-amino-2-oxopyrimidin-1-yl)-3,6-dihydro-2H-pyran-2-carboxylic acid

Structure

SMILES: CN(CC[C@H](N)CC(=O)N[C@H]1C=C[C@H](N2C=CC(N)=NC2=O)O[C@@H]1C(=O)O)C(=N)N

InChI: InChI=1S/C17H26N8O5/c1-24(16(20)21)6-4-9(18)8-12(26)22-10-2-3-13(30-14(10)15(27)28)25-7-5-11(19)23-17(25)29/h2-3,5,7,9-10,13-14H,4,6,8,18H2,1H3,(H3,20,21)(H,22,26)(H,27,28)(H2,19,23,29)/t9-,10-,13+,14-/m0/s1

InChIKey: CXNPLSGKWMLZPZ-ZNIXKSQXSA-N

Reference

Purification and Characterization of a Puromycin-Hydrolyzing Enzyme from Blasticidin S-Producing Streptomyces morookaensis

PubChem CID: 170012

LOTUS: LTS0024312

SuperNatural Ⅲ: SN0058297-09

NPASS: NPC245534

{

NPAtlas: NPA020580

Source

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

Properties Information

Molecule Weight: 422.44600000000025

TPSA？: 215.67

MolLogP？: -2.2187299999999945

Number of H-Donors: 6

Number of H-Acceptors: 9

RingCount: 2

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Alternaria citri	Alternaria citri	EC50	6.0	ug.mL-1	10.1021/jf990509h
Alternaria citri	Alternaria citri	EC90	53.0	ug ml-1	10.1021/jf990509h
Alternaria citri	Alternaria citri	MIC	50.0	ug.mL-1	10.1021/jf990509h
Candida albicans	Candida albicans	IC50	6.0	ug.mL-1	10.1021/np50089a016
Candida albicans	Candida albicans	IC50	100.0	ug.mL-1	10.1021/np50089a016
Cladosporium herbarum	Cladosporium herbarum	MIC	nan	None	10.1021/np0301339
Enterococcus faecalis	Enterococcus faecalis	MIC	25.0	ug.mL-1	10.1016/j.bmc.2023.117187
Enterococcus faecium	Enterococcus faecium	MIC	200.0	ug.mL-1	10.1016/j.bmc.2023.117187
Escherichia coli	Escherichia coli	MIC	100.0	ug.mL-1	10.1016/j.bmc.2023.117187
Fusarium avenaceum	Fusarium avenaceum	EC50	0.4	ug.mL-1	10.1021/jf990509h
Fusarium avenaceum	Fusarium avenaceum	EC90	7.0	ug ml-1	10.1021/jf990509h
Fusarium avenaceum	Fusarium avenaceum	MIC	25.0	ug.mL-1	10.1021/jf990509h
Klebsiella pneumoniae	Klebsiella pneumoniae	MIC	50.0	ug.mL-1	10.1016/j.bmc.2023.117187
Plasmodium falciparum	Plasmodium falciparum	IC50	430.0	nM	10.1128/aac.00057-08
Plasmodium falciparum	Plasmodium falciparum	IC50	1150.0	nM	10.1128/aac.00057-08
Pyricularia grisea	Pyricularia grisea	Activity	94.3	%	10.1584/jpestics.27.229
Pyricularia grisea	Pyricularia grisea	Activity	nan	None	10.1584/jpestics.27.229
Pyricularia grisea	Pyricularia grisea	EC50	13.0	ug.mL-1	10.1021/jf990509h
Pyricularia grisea	Pyricularia grisea	EC50	13.0	ug.mL-1	10.1021/np0301339
Pyricularia grisea	Pyricularia grisea	EC90	200.0	ug ml-1	10.1021/jf990509h
Pyricularia grisea	Pyricularia grisea	Inhibition	25.2	%	10.1584/jpestics.27.229
Pyricularia grisea	Pyricularia grisea	Inhibition	76.6	%	10.1584/jpestics.27.229
Pyricularia grisea	Pyricularia grisea	Inhibition	100.0	%	10.1584/jpestics.27.229
Pyricularia grisea	Pyricularia grisea	Inhibition	nan	%	10.1584/jpestics.27.229
Pyricularia grisea	Pyricularia grisea	MIC	200.0	ug.mL-1	10.1021/jf990509h
Pyricularia grisea	Pyricularia grisea	MIC	200.0	ug.mL-1	10.1021/np0301339
Staphylococcus aureus	Staphylococcus aureus	MIC	25.0	ug.mL-1	10.1016/j.bmc.2023.117187
Staphylococcus aureus	Staphylococcus aureus	MIC	50.0	ug.mL-1	10.1016/j.bmc.2023.117187
Staphylococcus aureus	Staphylococcus aureus	MIC	100.0	ug.mL-1	10.1016/j.bmc.2023.117187

Metabolism Information

AKRT ID	Reaction	Reaction Link ID
AKRT002660	CC(=O)N[C@@H](CCN(C)C(=N)N)CC(=O)N[C@H]1C=C[C@H](n2ccc(N)nc2=O)O[C@@H]1C(=O)O>>CN(CC[C@H](N)CC(=O)N[C@H]1C=C[C@H](n2ccc(N)nc2=O)O[C@@H]1C(=O)O)C(=N)N	RXN-15940
AKRT004527	CC(=O)[CoA].CN(CC[C@H](N)CC(=O)N[C@H]1C=C[C@H](n2ccc(N)nc2=O)O[C@@H]1C(=O)O)C(=N)N>>CC(=O)N[C@@H](CCN(C)C(=N)N)CC(=O)N[C@H]1C=C[C@H](n2ccc(N)nc2=O)O[C@@H]1C(=O)O	RXN-15940
AKRT005683	CC(C)C[C@H](N)C(=O)N[C@@H](CCN(C)C(=N)N)CC(=O)N[C@H]1C=C[C@H](n2ccc(N)nc2=O)O[C@@H]1C(=O)O>>CN(CC[C@H](N)CC(=O)N[C@H]1C=C[C@H](n2ccc(N)nc2=O)O[C@@H]1C(=O)O)C(=N)N	RXN-15935
AKRT010461	CN(CC[C@H](N)CC(=O)N[C@H]1C=C[C@H](n2ccc(=N)[nH]c2=O)O[C@@H]1C(=O)O)C(=N)N>>CN(CC[C@H](N)CC(=O)N[C@H]1C=C[C@H](n2ccc(=O)[nH]c2=O)O[C@@H]1C(=O)O)C(=N)N	enzymemap_79180
AKRT010462	CN(CC[C@H](N)CC(=O)N[C@H]1C=C[C@H](n2ccc(=O)[nH]c2=O)O[C@@H]1C(=O)O)C(=N)N>>CN(CC[C@H](N)CC(=O)N[C@H]1C=C[C@H](n2ccc(N)nc2=O)O[C@@H]1C(=O)O)C(=N)N	BLASTICIDIN-S-DEAMINASE-RXN
AKRT010463	CN(CC[C@H](N)CC(=O)N[C@H]1C=C[C@H](n2ccc(N)nc2=O)O[C@@H]1C(=O)O)C(=N)N>>CN(CC[C@H](N)CC(=O)N[C@H]1C=C[C@H](n2ccc(=O)[nH]c2=O)O[C@@H]1C(=O)O)C(=N)N	BLASTICIDIN-S-DEAMINASE-RXN