Molecule

Aerothionin

AlkaPlorer ID: AK013914

Synonym: None

IUPAC Name: (5S,6R)-7,9-dibromo-N-[4-[[(5S,6R)-7,9-dibromo-6-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,7,9-triene-3-carbonyl]amino]butyl]-6-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,7,9-triene-3-carboxamide

Structure

SMILES: COC1=C(Br)[C@H](O)[C@@]2(C=C1Br)CC(C(=O)NCCCCNC(=O)C1=NO[C@]3(C=C(Br)C(OC)=C(Br)[C@@H]3O)C1)=NO2

InChI: InChI=1S/C24H26Br4N4O8/c1-37-17-11(25)7-23(19(33)15(17)27)9-13(31-39-23)21(35)29-5-3-4-6-30-22(36)14-10-24(40-32-14)8-12(26)18(38-2)16(28)20(24)34/h7-8,19-20,33-34H,3-6,9-10H2,1-2H3,(H,29,35)(H,30,36)/t19-,20-,23+,24+/m0/s1

InChIKey: BJWQSQOWGBUSFC-UWXQAFAOSA-N

Reference

A new dibromotyrosine-derived metabolite from the sponge Psammalplysilla purpurea

PubChem CID: 10919908

LOTUS: LTS0257114

SuperNatural Ⅲ: SN0027590-04

NPASS: NPC1702

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Castela tortuosa	Castela	Simaroubaceae	Sapindales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Thermococcus acidaminovorans	Thermococcus	Thermococcaceae	Thermococcales	Thermococci	Euryarchaeota	None	Archaea
Himerometra magnipinna	Himerometra	Himerometridae	Comatulida	Crinoidea	Echinodermata	Metazoa	Eukaryota
Brassica rapa	Brassica	Brassicaceae	Brassicales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Ceroplastes floridensis	Ceroplastes	Coccidae	Hemiptera	Insecta	Arthropoda	Metazoa	Eukaryota
Fallopia convolvulus	Fallopia	Polygonaceae	Caryophyllales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Thymus camphoratus	Thymus	Lamiaceae	Lamiales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Briareum excavatum	Briareum	Briareidae	Scleralcyonacea	Anthozoa	Cnidaria	Metazoa	Eukaryota
Lophosoria quadripinnata	Lophosoria	Dicksoniaceae	Cyatheales	Polypodiopsida	Streptophyta	Viridiplantae	Eukaryota
Aplysina cavernicola	Aplysina	Aplysinidae	Verongiida	Demospongiae	Porifera	Metazoa	Eukaryota
Cissampelos fasciculata	Cissampelos	Menispermaceae	Ranunculales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Lepidium draba	Lepidium	Brassicaceae	Brassicales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Mycena megaspora	Mycena	Mycenaceae	Agaricales	Agaricomycetes	Basidiomycota	Fungi	Eukaryota
Aplysina gerardogreeni	Aplysina	Aplysinidae	Verongiida	Demospongiae	Porifera	Metazoa	Eukaryota

Properties Information

Molecule Weight: 818.1080000000003

TPSA？: 160.29999999999998

MolLogP？: 2.841600000000001

Number of H-Donors: 4

Number of H-Acceptors: 10

RingCount: 4

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Bacillus subtilis	Bacillus subtilis	Activity	nan	None	10.1021/np50069a012
Candida albicans	Candida albicans	Activity	nan	None	10.1021/np200120d
Candida albicans	Candida albicans	Activity	nan	None	10.1021/np50069a012
Homo sapiens	A549	GI50	10.0	ug.mL-1	10.1016/j.bmc.2007.05.014
Homo sapiens	A549	LC50	10.0	ug.mL-1	10.1016/j.bmc.2007.05.014
Homo sapiens	A549	TGI	10.0	ug.mL-1	10.1016/j.bmc.2007.05.014
Homo sapiens	HeLa	EC50	42000.0	nM	10.1016/j.ejmech.2014.02.063
Homo sapiens	HeLa	IC50	29000.0	nM	10.1016/j.ejmech.2021.113491
Homo sapiens	HT-29	GI50	10.0	ug.mL-1	10.1016/j.bmc.2007.05.014
Homo sapiens	HT-29	LC50	10.0	ug.mL-1	10.1016/j.bmc.2007.05.014
Homo sapiens	HT-29	TGI	10.0	ug.mL-1	10.1016/j.bmc.2007.05.014
Homo sapiens	MDA-MB-231	GI50	10.0	ug.mL-1	10.1016/j.bmc.2007.05.014
Homo sapiens	MDA-MB-231	LC50	10.0	ug.mL-1	10.1016/j.bmc.2007.05.014
Homo sapiens	MDA-MB-231	TGI	10.0	ug.mL-1	10.1016/j.bmc.2007.05.014
Homo sapiens	SU.86.86	Activity	20.0	%	10.1016/j.bmc.2019.115279
Klebsiella pneumoniae	Klebsiella pneumoniae	IZ	3.0	mm	10.1021/np800142n
Pseudomonas aeruginosa	Pseudomonas aeruginosa	Activity	nan	None	10.1021/np800142n
Staphylococcus aureus	Staphylococcus aureus	Activity	nan	None	10.1021/np50069a012
Staphylococcus aureus	Staphylococcus aureus	IZ	5.0	mm	10.1021/np200120d
Staphylococcus aureus	Staphylococcus aureus	IZ	5.0	mm	10.1021/np800142n
Streptomyces	Streptomyces	Activity	nan	None	10.1021/np060601p
None	Unchecked	Activity	48.3	%	10.1016/j.ejmech.2021.113491
None	Unchecked	Activity	55.1	%	10.1016/j.ejmech.2021.113491
None	Unchecked	Activity	82.8	%	10.1016/j.ejmech.2021.113491
None	Unchecked	Activity	83.7	%	10.1016/j.ejmech.2021.113491
None	Unchecked	EC50	48100.0	nM	10.1016/j.ejmech.2021.113491