Molecule

Echinulin

AlkaPlorer ID: AK024936

Synonym: None

IUPAC Name: (3S,6S)-3-methyl-6-[[2-(2-methylbut-3-en-2-yl)-5,7-bis(3-methylbut-2-enyl)-1H-indol-3-yl]methyl]piperazine-2,5-dione

Structure

SMILES: C=CC(C)(C)C1=C(C[C@@H]2N=C(O)[C@H](C)N=C2O)C2=CC(CC=C(C)C)=CC(CC=C(C)C)=C2N1

InChI: InChI=1S/C29H39N3O2/c1-9-29(7,8)26-23(16-24-28(34)30-19(6)27(33)31-24)22-15-20(12-10-17(2)3)14-21(25(22)32-26)13-11-18(4)5/h9-11,14-15,19,24,32H,1,12-13,16H2,2-8H3,(H,30,34)(H,31,33)/t19-,24-/m0/s1

InChIKey: DIKMWTRJIZQJMY-CYFREDJKSA-N

Reference

Chemische Untersuchungen über Aspergillus echinulatus, I. Mitteilung

PubChem CID: 115252

CAS: 1859-87-6

LOTUS: LTS0256362

NPASS: NPC67056

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Anvillea garcinii	Anvillea	Asteraceae	Asterales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Telekia speciosa	Telekia	Asteraceae	Asterales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Hymenaea parvifolia	Hymenaea	Fabaceae	Fabales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Plantago subspathulata	Plantago	Plantaginaceae	Lamiales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Neobulgaria pura	Neobulgaria	Gelatinodiscaceae	Helotiales	Leotiomycetes	Ascomycota	Fungi	Eukaryota
None	Eurotium	Aspergillaceae	Eurotiales	Eurotiomycetes	Ascomycota	Fungi	Eukaryota
Streptococcus equinus	Streptococcus	Streptococcaceae	Lactobacillales	Bacilli	Bacillota	None	Bacteria
Equisetum fluviatile	Equisetum	Equisetaceae	Equisetales	Polypodiopsida	Streptophyta	Viridiplantae	Eukaryota
Oroxylum indicum	Oroxylum	Bignoniaceae	Lamiales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
None	Eurotium	Aspergillaceae	Eurotiales	Eurotiomycetes	Ascomycota	Fungi	Eukaryota

Properties Information

Molecule Weight: 461.65000000000026

TPSA？: 80.97

MolLogP？: 6.875100000000007

Number of H-Donors: 3

Number of H-Acceptors: 2

RingCount: 3

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Artemia salina	Artemia salina	LD50	nan	None	10.1021/np5007839
Aspergillus fumigatus	Aspergillus fumigatus	Activity	nan	None	10.1007/s00044-011-9798-7
Candida albicans	Candida albicans	Activity	nan	None	10.1007/s00044-011-9798-7
Canis lupus familiaris	MDCK	CC50	200000.0	nM	10.1016/j.ejmech.2015.02.006
Chlorocebus sabaeus	Vero	IC50	nan	None	10.1007/s00044-011-9798-7
Cryptococcus neoformans	Cryptococcus neoformans	Activity	nan	None	10.1007/s00044-011-9798-7
Escherichia coli	Escherichia coli	Activity	nan	None	10.1007/s00044-011-9798-7
Homo sapiens	Cannabinoid CB1 receptor	Activity	40.0	%	10.1021/np200147c
Homo sapiens	Cannabinoid CB2 receptor	Activity	40.0	%	10.1021/np200147c
Homo sapiens	Delta opioid receptor	Activity	40.0	%	10.1021/np200147c
Homo sapiens	Kappa opioid receptor	Activity	40.0	%	10.1021/np200147c
Homo sapiens	Mu opioid receptor	Activity	40.0	%	10.1021/np200147c
Leishmania donovani	Leishmania donovani	IC50	nan	None	10.1007/s00044-011-9798-7
Mus musculus	Nitric oxide synthase, inducible	IC50	50000.0	nM	10.1016/j.bmc.2008.09.021
Mycobacterium intracellulare	Mycobacterium intracellulare	Activity	nan	None	10.1007/s00044-011-9798-7
Mycobacterium tuberculosis	Mycobacterium tuberculosis	MIC	169.9	ug.mL-1	10.1016/j.ejmech.2017.06.005
Nakaseomyces glabratus	Nakaseomyces glabratus	Activity	nan	None	10.1007/s00044-011-9798-7
Pichia kudriavzevii	Pichia kudriavzevii	Activity	nan	None	10.1007/s00044-011-9798-7
Plasmodium falciparum	Plasmodium falciparum	IC50	nan	None	10.1007/s00044-011-9798-7
Pseudomonas aeruginosa	Pseudomonas aeruginosa	Activity	nan	None	10.1007/s00044-011-9798-7
Staphylococcus aureus	Staphylococcus aureus	Activity	nan	None	10.1007/s00044-011-9798-7
Staphylococcus aureus	Staphylococcus aureus	IZ	8.0	mm	10.1016/j.bmcl.2012.05.088
None	NON-PROTEIN TARGET	Inhibition	12.99	%	10.1016/j.ejmech.2015.02.006
None	No relevant target	IC50	569000.0	nM	10.1021/np070208z
None	Unchecked	IC50	68000.0	nM	10.1016/j.bmcl.2016.09.017
None	Unchecked	Inhibition	8.8	%	10.1016/j.bmc.2008.09.021