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Stephenanthrine

AlkaPlorer ID: AK042859

Synonym: N,N-Dimethylphenanthro[3,4-d]-1,3-dioxole-5-ethanamine, 1-(2-Dimethylaminoethyl)-3,4-methylenedioxyphenanthrene, De-N-methyl-1-isoremerine 

IUPAC Name: dimethyl(2-naphtho[2,1-g][1,3]benzodioxol-5-ylethyl)azanium

Structure

SMILES: C[NH+](C)CCC1=CC2=C(OCO2)C2=C3C=CC=CC3=CC=C12

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InChI: InChI=1S/C19H19NO2/c1-20(2)10-9-14-11-17-19(22-12-21-17)18-15-6-4-3-5-13(15)7-8-16(14)18/h3-8,11H,9-10,12H2,1-2H3/p+1

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InChIKey: FXTBDJZGDJJCQU-UHFFFAOYSA-O

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Source

Species Genus Family Order Class Phylum Kingdom Domain
Lathyrus aphaca Lathyrus Fabaceae Fabales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Penicillium implicatum Penicillium Aspergillaceae Eurotiales Eurotiomycetes Ascomycota Fungi Eukaryota
Carapichea ipecacuanha Carapichea Rubiaceae Gentianales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Erythrina chiriquensis Erythrina Fabaceae Fabales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Physeter catodon Physeter Physeteridae Artiodactyla Mammalia Chordata Metazoa Eukaryota
Dictyota bartayresiana Dictyota Dictyotaceae Dictyotales Phaeophyceae None None Eukaryota
Stephania japonica Stephania Menispermaceae Ranunculales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Magnolia coco Magnolia Magnoliaceae Magnoliales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Phelipanche arenaria Phelipanche Orobanchaceae Lamiales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Elettaria cardamomum Elettaria Zingiberaceae Zingiberales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Tapinoma erraticum Tapinoma Formicidae Hymenoptera Insecta Arthropoda Metazoa Eukaryota
Bupleurum scorzonerifolium Bupleurum Apiaceae Apiales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Melianthus major Melianthus Francoaceae Geraniales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Stephania tetrandra Stephania Menispermaceae Ranunculales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Dennettia tripetala Dennettia Annonaceae Magnoliales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Anaxagorea luzonensis Anaxagorea Annonaceae Magnoliales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Stephania delavayi Stephania Menispermaceae Ranunculales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Clitocybe fasciculata Clitocybe Clitocybaceae Agaricales Agaricomycetes Basidiomycota Fungi Eukaryota
Vulpicida juniperinus Vulpicida Parmeliaceae Lecanorales Lecanoromycetes Ascomycota Fungi Eukaryota
Phoradendron reichenbachianum Phoradendron Viscaceae Santalales Magnoliopsida Streptophyta Viridiplantae Eukaryota

Properties Information

Molecule Weight: 294.374

TPSA？: 22.9

MolLogP？: 2.4087000000000005

Number of H-Donors: 1

Number of H-Acceptors: 2

RingCount: 4

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Giardia intestinalis Putative fructose-1,6-bisphosphate aldolase Potency 7062.7 nM None
Homo sapiens Aldehyde dehydrogenase 1A1 Potency 39810.7 nM None
Homo sapiens DNA-(apurinic or apyrimidinic site) lyase Potency 22387.2 nM None
Homo sapiens Lysine-specific demethylase 4D-like Potency 28183.8 nM None
Homo sapiens Microtubule-associated protein tau Potency 12589.3 nM None
Homo sapiens Microtubule-associated protein tau Potency 17782.8 nM None
Homo sapiens Vitamin D receptor Potency 39810.7 nM None
Mus musculus Nuclear receptor ROR-gamma Potency 1258.9 nM None
Rattus norvegicus Dopamine D1 receptor Ki 4140.0 nM 10.1016/j.bmcl.2013.06.078
Rattus norvegicus Dopamine D1 receptor Ki 6347.0 nM 10.1016/j.bmcl.2013.06.078
Rattus norvegicus Dopamine D2 receptor Ki 64.71 nM 10.1016/j.bmcl.2013.06.078
Rattus norvegicus Dopamine D2 receptor Ki 66.0 nM 10.1016/j.bmcl.2013.06.078
Trypanosoma brucei brucei Trypanosoma brucei brucei Activity nan None 10.1128/aac.01025-09
Trypanosoma brucei brucei Trypanosoma brucei brucei EC50 6300.0 nM 10.1128/aac.01025-09
Vaccinia virus Vaccinia virus Activity nan None 10.1021/jm800366g
Vaccinia virus Vaccinia virus IC50 5400.0 nM 10.1021/jm800366g
Vaccinia virus (strain Western Reserve) (VACV) (Vaccinia virus (strainWR)) DNA polymerase IC50 5400.0 nM None
None ADMET Activity nan None 10.1021/jm800366g
None Nucleic Acid Activity nan None 10.1128/aac.01025-09
None Unchecked Inhibition 1.9 % 10.1128/aac.01025-09
None Unchecked Inhibition nan % 10.1128/aac.01025-09
None Unchecked Potency 12589.3 nM None
None Unchecked Potency 17782.8 nM None
None Unchecked Ratio 0.86 None 10.1128/aac.01025-09
None Unchecked Ratio Ki 96.0 None 10.1016/j.bmcl.2013.06.078

Metabolism Information