Molecule

Polyoxin B

AlkaPlorer ID: AK036903

Synonym: None

IUPAC Name: (2S)-2-[[(2S,3S,4S)-2-amino-5-carbamoyloxy-3,4-dihydroxypentanoyl]amino]-2-[(2R,3S,4R,5R)-3,4-dihydroxy-5-[5-(hydroxymethyl)-2,4-dioxopyrimidin-1-yl]oxolan-2-yl]acetic acid

Structure

SMILES: N=C(O)OC[C@H](O)[C@@H](O)[C@H](N)C(O)=N[C@H](C(=O)O)[C@H]1O[C@@H](N2C=C(CO)C(O)=NC2=O)[C@H](O)[C@@H]1O

InChI: InChI=1S/C17H25N5O13/c18-6(8(25)5(24)3-34-16(19)32)13(29)20-7(15(30)31)11-9(26)10(27)14(35-11)22-1-4(2-23)12(28)21-17(22)33/h1,5-11,14,23-27H,2-3,18H2,(H2,19,32)(H,20,29)(H,30,31)(H,21,28,33)/t5-,6-,7-,8+,9-,10+,11+,14+/m0/s1

InChIKey: YFZNSPMAOIVQRP-YVKGXWRCSA-N

Reference

Polyoxins, antifungal antibiotics. XIII. Structure of polyoxins

PubChem CID: 181352

LOTUS: LTS0191972

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NPAtlas: NPA024643

Source

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

Properties Information

Molecule Weight: 507.4090000000002

TPSA？: 314.72

MolLogP？: -4.971429999999993

Number of H-Donors: 11

Number of H-Acceptors: 15

RingCount: 2

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Aspergillus flavus	Aspergillus flavus	MIC	4.0	ug.mL-1	10.1016/j.ejmech.2020.112278
Aspergillus flavus	Aspergillus flavus	MIC	8.0	ug.mL-1	10.1016/j.ejmech.2022.114208
Aspergillus flavus	Aspergillus flavus	MIC	32.0	ug.mL-1	10.1016/j.bmc.2014.04.042
Aspergillus flavus	Aspergillus flavus	MIC	32.0	ug.mL-1	10.1016/j.ejmech.2019.07.035
Aspergillus flavus	Aspergillus flavus	MIC	64.0	ug.mL-1	10.1016/j.ejmech.2015.11.027
Aspergillus flavus	Aspergillus flavus	MIC	64.0	ug.mL-1	10.1016/j.ejmech.2022.114208
Aspergillus flavus	Aspergillus flavus	MIC	32000.0	nM	10.1016/j.ejmech.2019.111669
Aspergillus fumigatus	Aspergillus fumigatus	MIC	2.0	ug.mL-1	10.1016/j.ejmech.2020.112278
Aspergillus fumigatus	Aspergillus fumigatus	MIC	8.0	ug.mL-1	10.1016/j.ejmech.2022.114208
Aspergillus fumigatus	Aspergillus fumigatus	MIC	64.0	ug.mL-1	10.1016/j.ejmech.2015.11.027
Aspergillus fumigatus	Aspergillus fumigatus	MIC	64.0	ug.mL-1	10.1016/j.ejmech.2022.114208
Aspergillus fumigatus	Aspergillus fumigatus	MIC	32000.0	nM	10.1016/j.ejmech.2019.111669
Blumeria hordei	Blumeria hordei	IC50	71.36	ug.mL-1	10.1021/jf2039185
Candida albicans	Candida albicans	Hydrolysis	nan	None	10.1021/jm00105a026
Candida albicans	Candida albicans	MIC	2.0	ug.mL-1	10.1016/j.ejmech.2020.112278
Candida albicans	Candida albicans	MIC	4.0	ug.mL-1	10.1016/j.ejmech.2020.112278
Candida albicans	Candida albicans	MIC	8.0	ug.mL-1	10.1016/j.ejmech.2022.114208
Candida albicans	Candida albicans	MIC	16.0	ug.mL-1	10.1016/j.bmc.2014.04.042
Candida albicans	Candida albicans	MIC	20.0	ug.mL-1	10.1021/jm00105a026
Candida albicans	Candida albicans	MIC	32.0	ug.mL-1	10.1016/j.ejmech.2015.11.027
Candida albicans	Candida albicans	MIC	32.0	ug.mL-1	10.1016/j.ejmech.2019.07.035
Candida albicans	Candida albicans	MIC	40.0	ug.mL-1	10.1021/jm00105a026
Candida albicans	Candida albicans	MIC	64.0	ug.mL-1	10.1016/j.ejmech.2022.114208
Candida albicans	Candida albicans	MIC	166.0	ug.mL-1	10.1021/jm00105a026
Candida albicans	Candida albicans	MIC	32000.0	nM	10.1016/j.ejmech.2019.111669
Candida albicans	Candida albicans	MIC	129000.0	nM	10.1016/j.ejmech.2019.111669
Candida albicans	Candida albicans	Transport inhibition	0.0	%	10.1021/jm00105a026
Candida albicans	Chitin synthase 1	ID50	0.8	ug ml-1	10.1021/jm00105a026
Cryptococcus neoformans	Cryptococcus neoformans	MIC	4.0	ug.mL-1	10.1016/j.bmc.2014.04.042
Cryptococcus neoformans	Cryptococcus neoformans	MIC	4.0	ug.mL-1	10.1016/j.ejmech.2020.112278
Cryptococcus neoformans	Cryptococcus neoformans	MIC	8.0	ug.mL-1	10.1016/j.ejmech.2015.11.027
Cryptococcus neoformans	Cryptococcus neoformans	MIC	8.0	ug.mL-1	10.1016/j.ejmech.2019.07.035
Cryptococcus neoformans	Cryptococcus neoformans	MIC	16.0	ug.mL-1	10.1016/j.ejmech.2022.114208
Cryptococcus neoformans	Cryptococcus neoformans	MIC	128.0	ug.mL-1	10.1016/j.ejmech.2022.114208
Cryptococcus neoformans	Cryptococcus neoformans	MIC	64000.0	nM	10.1016/j.ejmech.2019.111669
None	Unchecked	IC50	120.0	nM	10.1016/j.ejmech.2019.01.072
None	Unchecked	IC50	80000.0	nM	10.1016/j.ejmech.2019.111669
None	Unchecked	IC50	90000.0	nM	10.1016/j.ejmech.2020.112278
None	Unchecked	IC50	90000.0	nM	10.1016/j.ejmech.2022.114208
None	Unchecked	IC50	160000.0	nM	10.1016/j.ejmech.2015.11.027
None	Unchecked	IC50	180000.0	nM	10.1016/j.bmc.2014.04.042
None	Unchecked	IC50	180000.0	nM	10.1016/j.ejmech.2019.07.035
None	Unchecked	Inhibition	81.02	%	10.1016/j.ejmech.2019.01.072
None	Unchecked	Inhibition	82.0	%	10.1016/j.ejmech.2015.11.027
None	Unchecked	Inhibition	85.0	%	10.1016/j.ejmech.2019.111669
None	Unchecked	Inhibition	85.1	%	10.1016/j.ejmech.2019.07.035
None	Unchecked	Inhibition	86.1	%	10.1016/j.ejmech.2022.114208
None	Unchecked	Inhibition	87.5	%	10.1016/j.ejmech.2020.112278