Molecule

Neoechinulin A; 12R-Methoxy

AlkaPlorer ID: AK307549

Synonym: Variecolorin H

IUPAC Name: (6Z)-3-methoxy-3-methyl-6-[[2-(2-methylbut-3-en-2-yl)-1H-indol-3-yl]methylidene]piperazine-2,5-dione

Structure

SMILES: C=CC(C)(C)C1=C(/C=C2\N=C(O)C(C)(OC)N=C2O)C2=CC=CC=C2N1

InChI: InChI=1S/C20H23N3O3/c1-6-19(2,3)16-13(12-9-7-8-10-14(12)21-16)11-15-17(24)23-20(4,26-5)18(25)22-15/h6-11,21H,1H2,2-5H3,(H,22,25)(H,23,24)/b15-11-

InChIKey: AULFXBHXEZPTRY-PTNGSMBKSA-N

Reference

Isoechinulin-type Alkaloids, Variecolorins A–L, from Halotolerant Aspergillus variecolor

PubChem CID: 23655530

CAS: 957780-78-8

LOTUS: LTS0172403

NPASS: NPC471458

{

NPAtlas: NPA014594

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
None	Aspergillus	Aspergillaceae	Eurotiales	Eurotiomycetes	Ascomycota	Fungi	Eukaryota
None	Eurotium	Aspergillaceae	Eurotiales	Eurotiomycetes	Ascomycota	Fungi	Eukaryota
Penicillium griseofulvum	Penicillium	Aspergillaceae	Eurotiales	Eurotiomycetes	Ascomycota	Fungi	Eukaryota
None	Eurotium	Aspergillaceae	Eurotiales	Eurotiomycetes	Ascomycota	Fungi	Eukaryota
None	Aspergillus	Aspergillaceae	Eurotiales	Eurotiomycetes	Ascomycota	Fungi	Eukaryota

Properties Information

Molecule Weight: 353.422

TPSA？: 90.20000000000002

MolLogP？: 4.261600000000002

Number of H-Donors: 3

Number of H-Acceptors: 3

RingCount: 3

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Chlorocebus sabaeus	Vero C1008	CC50	100000.0	nM	10.1021/acs.jnatprod.1c01120
Hepacivirus hominis	Hepatitis C virus	IC50	20000.0	nM	10.1021/acs.jnatprod.1c01120
Hepacivirus hominis	Hepatitis C virus	IC90	20000.0	nM	10.1021/acs.jnatprod.1c01120
Homo sapiens	Bel-7402	IC50	50000.0	nM	10.1021/np070208z
Homo sapiens	HL-60	IC50	50000.0	nM	10.1021/np070208z
Homo sapiens	Huh7.5.1	CC50	20000.0	nM	10.1021/acs.jnatprod.1c01120
Mus musculus	P388	IC50	50000.0	nM	10.1021/np070208z
Severe acute respiratory syndrome coronavirus 2	SARS-CoV-2	IC50	40000.0	nM	10.1021/acs.jnatprod.1c01120
Severe acute respiratory syndrome coronavirus 2	SARS-CoV-2	IC90	40000.0	nM	10.1021/acs.jnatprod.1c01120
None	NON-PROTEIN TARGET	IC50	50000.0	nM	10.1021/np070208z
None	No relevant target	IC50	99000.0	nM	10.1021/np070208z