Molecule

Azicemicin A; N-De-Me

AlkaPlorer ID: AK290005

Synonym: Azicemicin B

IUPAC Name: 3-(aziridin-2-yl)-3,7,8,10,12b-pentahydroxy-9,12-dimethoxy-2,4,4a,5-tetrahydrobenzo[a]anthracene-1,6-dione

Structure

SMILES: COC1=C(O)C=C2C(OC)=C3C(=C(O)C2=C1O)C(=O)CC1CC(O)(C2CN2)CC(=O)C31O

InChI: InChI=1S/C22H23NO9/c1-31-19-9-4-11(25)20(32-2)18(28)14(9)17(27)15-10(24)3-8-5-21(29,12-7-23-12)6-13(26)22(8,30)16(15)19/h4,8,12,23,25,27-30H,3,5-7H2,1-2H3

InChIKey: UYHQCZYRKRLVIT-UHFFFAOYSA-N

Reference

Azicemicins A and B, New Antimicrobial Agents Produced by Amycolatopsis. II. Structure Determination.

PubChem CID: 3074821

CAS: 162857-75-2

LOTUS: LTS0234917

COCONUT: CNP0300300.3

{

NPAtlas: NPA004525

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Amycolatopsis sp.	Amycolatopsis	Pseudonocardiaceae	Pseudonocardiales	Actinomycetes	Actinomycetota	None	Bacteria

Properties Information

Molecule Weight: 445.42400000000026

TPSA？: 175.69

MolLogP？: 0.4297999999999995

Number of H-Donors: 6

Number of H-Acceptors: 10

RingCount: 5

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Bacillus anthracis	Bacillus anthracis	MIC	100.0	ug.mL-1	10.1016/j.ejmech.2009.05.013
Bacillus cereus	Bacillus cereus	MIC	100.0	ug.mL-1	10.1016/j.ejmech.2009.05.013
Bacillus subtilis	Bacillus subtilis	MIC	100.0	ug.mL-1	10.1016/j.ejmech.2009.05.013
Corynebacterium bovis	Corynebacterium bovis	MIC	6.25	ug.mL-1	10.1016/j.ejmech.2009.05.013
Escherichia coli	Escherichia coli	MIC	25.0	ug.mL-1	10.1016/j.ejmech.2009.05.013
Escherichia coli	Escherichia coli	MIC	100.0	ug.mL-1	10.1016/j.ejmech.2009.05.013
Klebsiella pneumoniae	Klebsiella pneumoniae	MIC	100.0	ug.mL-1	10.1016/j.ejmech.2009.05.013
Micrococcus luteus	Micrococcus luteus	MIC	1.56	ug.mL-1	10.1016/j.ejmech.2009.05.013
Micrococcus luteus	Micrococcus luteus	MIC	6.25	ug.mL-1	10.1016/j.ejmech.2009.05.013
Mycolicibacterium smegmatis	Mycolicibacterium smegmatis	MIC	6.25	ug.mL-1	10.1016/j.ejmech.2009.05.013
Mycolicibacterium smegmatis	Mycolicibacterium smegmatis	MIC	12.5	ug.mL-1	10.1016/j.ejmech.2009.05.013
Mycolicibacterium smegmatis	Mycolicibacterium smegmatis	MIC	25.0	ug.mL-1	10.1016/j.ejmech.2009.05.013
Mycolicibacterium vaccae	Mycolicibacterium vaccae	MIC	6.25	ug.mL-1	10.1016/j.ejmech.2009.05.013
Proteus mirabilis	Proteus mirabilis	MIC	100.0	ug.mL-1	10.1016/j.ejmech.2009.05.013
Proteus vulgaris	Proteus vulgaris	MIC	100.0	ug.mL-1	10.1016/j.ejmech.2009.05.013
Providencia rettgeri	Providencia rettgeri	MIC	100.0	ug.mL-1	10.1016/j.ejmech.2009.05.013
Pseudomonas aeruginosa	Pseudomonas aeruginosa	MIC	50.0	ug.mL-1	10.1016/j.ejmech.2009.05.013
Pseudomonas aeruginosa	Pseudomonas aeruginosa	MIC	100.0	ug.mL-1	10.1016/j.ejmech.2009.05.013
Salmonella enterica subsp. enterica	Salmonella enterica subsp. enterica	MIC	50.0	ug.mL-1	10.1016/j.ejmech.2009.05.013
Salmonella enterica subsp. enterica	Salmonella enterica subsp. enterica	MIC	100.0	ug.mL-1	10.1016/j.ejmech.2009.05.013
Shigella dysenteriae	Shigella dysenteriae	MIC	25.0	ug.mL-1	10.1016/j.ejmech.2009.05.013
Shigella flexneri	Shigella flexneri	MIC	100.0	ug.mL-1	10.1016/j.ejmech.2009.05.013
Staphylococcus aureus	Staphylococcus aureus	MIC	100.0	ug.mL-1	10.1016/j.ejmech.2009.05.013