Molecule

Bastadin 6

AlkaPlorer ID: AK319249

Synonym: None

IUPAC Name: (12Z,25Z)-5,16,21,32,33,36-hexabromo-4,20-dihydroxy-12,25-bis(hydroxyimino)-2,18-dioxa-10,27-diazapentacyclo[28.2.2.214,17.13,7.119,23]octatriaconta-1(32),3,5,7(38),14,16,19,21,23(35),30,33,36-dodecaene-11,26-dione

Structure

SMILES: O/N=C1\CC2=CC(Br)=C(OC3=CC(=CC(Br)=C3O)C/C(=N\O)C(O)=NCCC3=CC(Br)=C(OC4=CC(=CC(Br)=C4O)CCN=C1O)C(Br)=C3)C(Br)=C2

InChI: InChI=1S/C34H26Br6N4O8/c35-19-5-16-2-4-42-33(47)25(43-49)11-17-9-23(39)32(24(40)10-17)52-28-14-18(8-20(36)30(28)46)12-26(44-50)34(48)41-3-1-15-6-21(37)31(22(38)7-15)51-27(13-16)29(19)45/h5-10,13-14,45-46,49-50H,1-4,11-12H2,(H,41,48)(H,42,47)/b43-25+,44-26+

InChIKey: WSOCBHDTRCSWRH-PJUICVFASA-N

Reference

New bastadins from the sponge Ianthella basta

PubChem CID: 9833337

LOTUS: LTS0181776

SuperNatural Ⅲ: SN0418871-04

NPASS: NPC226001

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
None	Ianthella	Ianthellidae	Verongiida	Demospongiae	Porifera	Metazoa	Eukaryota
Ianthella basta	Ianthella	Ianthellidae	Verongiida	Demospongiae	Porifera	Metazoa	Eukaryota

Properties Information

Molecule Weight: 1098.0259999999998

TPSA？: 189.28

MolLogP？: 10.714599999999992

Number of H-Donors: 6

Number of H-Acceptors: 10

RingCount: 8

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Candida albicans	Candida albicans	Activity	nan	None	10.1021/np960249n
Cricetulus griseus	CHO	Activity	nan	None	10.1016/j.bmcl.2015.09.024
Cryptococcus neoformans	Cryptococcus neoformans	Activity	nan	None	10.1021/np960249n
Enterococcus faecalis	Enterococcus faecalis	MIC	12.5	ug	10.1021/np960249n
Homo sapiens	Acyl coenzyme A:cholesterol acyltransferase 1	Inhibition	82.0	%	10.1016/j.bmcl.2015.09.024
Homo sapiens	Acyl coenzyme A:cholesterol acyltransferase 1	Inhibition	86.0	%	10.1016/j.bmcl.2015.09.024
Homo sapiens	Acyl coenzyme A:cholesterol acyltransferase 2	Inhibition	87.0	%	10.1016/j.bmcl.2015.09.024
Homo sapiens	Acyl coenzyme A:cholesterol acyltransferase 2	Inhibition	89.0	%	10.1016/j.bmcl.2015.09.024
Homo sapiens	Cyclin-dependent kinase 4/cyclin D1	IC50	3600.0	nM	10.1021/np300764u
Homo sapiens	Epidermal growth factor receptor erbB1	IC50	2000.0	nM	10.1021/np300764u
Homo sapiens	HCT-116	Activity	nan	None	10.1021/np9005986
Homo sapiens	HUVEC	IC50	52.0	nM	10.1039/C2MD20199B
Homo sapiens	Mitogen-activated protein kinase kinase kinase 8	IC50	4800.0	nM	10.1021/np300764u
Homo sapiens	Receptor protein-tyrosine kinase erbB-2	IC50	7000.0	nM	10.1021/np300764u
Homo sapiens	Serine/threonine-protein kinase Aurora-A	IC50	1700.0	nM	10.1021/np300764u
Homo sapiens	Serine/threonine-protein kinase Aurora-B	IC50	2900.0	nM	10.1021/np300764u
Homo sapiens	Tyrosine-protein kinase receptor FLT3	IC50	5300.0	nM	10.1021/np300764u
Mus musculus	L5178Y	IC50	1500.0	nM	10.1021/np300764u
Staphylococcus aureus	Staphylococcus aureus	MIC	6.25	ug	10.1021/np960249n
Trypanosoma brucei brucei	Trypanosoma brucei brucei	Activity	nan	None	10.1021/np9005986
None	ADMET	Activity	nan	None	10.1016/j.bmcl.2015.09.024
None	Unchecked	Activity	nan	None	10.1016/j.bmcl.2015.09.024
None	Unchecked	Inhibition	96.0	%	10.1016/j.bmcl.2015.09.024
None	Unchecked	Inhibition	nan	%	10.1016/j.bmcl.2015.09.024
None	Unchecked	Ratio IC50	41.0	None	10.1039/C2MD20199B