(-)-Phanostenine

AlkaPlorer ID: AK041804

Synonym: 'Phanostenine'

IUPAC Name: (12R)-16-methoxy-11-methyl-3,5-dioxa-11-azapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1(20),2(6),7,14,16,18-hexaen-17-ol

Structure

SMILES: COC1=CC2=C(C=C1O)C1=C3C(=CC4=C1OCO4)CCN(C)[C@@H]3C2

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InChI: InChI=1S/C19H19NO4/c1-20-4-3-10-6-16-19(24-9-23-16)18-12-8-14(21)15(22-2)7-11(12)5-13(20)17(10)18/h6-8,13,21H,3-5,9H2,1-2H3/t13-/m1/s1

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InChIKey: JCAGCHGPDTYNCD-CYBMUJFWSA-N

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Source

Species Genus Family Order Class Phylum Kingdom Domain
Pinus ponderosa Pinus Pinaceae Pinales Pinopsida Streptophyta Viridiplantae Eukaryota
Sargassum fulvellum Sargassum Sargassaceae Fucales Phaeophyceae None None Eukaryota
Stephania pierrei Stephania Menispermaceae Ranunculales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Doronicum grandiflorum Doronicum Asteraceae Asterales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Aeschynomene indica Aeschynomene Fabaceae Fabales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Dictyodendrilla cavernosa Dictyodendrilla Dictyodendrillidae Dendroceratida Demospongiae Porifera Metazoa Eukaryota
Quercus pontica Quercus Fagaceae Fagales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Hildegardia barteri Hildegardia Malvaceae Malvales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Conus gladiator Conus Conidae Neogastropoda Gastropoda Mollusca Metazoa Eukaryota
Annona glabra Annona Annonaceae Magnoliales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Lithocarpus haipinii Lithocarpus Fagaceae Fagales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Epimedium koreanum Epimedium Berberidaceae Ranunculales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Galium lovcense Galium Rubiaceae Gentianales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Stephania succifera Stephania Menispermaceae Ranunculales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Sphaerophysa salsula Sphaerophysa Fabaceae Fabales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Stephania delavayi Stephania Menispermaceae Ranunculales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Oxytropis lanata Oxytropis Fabaceae Fabales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Populus balsamifera Populus Salicaceae Malpighiales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Euphorbia characias Euphorbia Euphorbiaceae Malpighiales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Leibnitzia anandria Leibnitzia Asteraceae Asterales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Macaranga bicolor Macaranga Euphorbiaceae Malpighiales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Moesziomyces antarcticus Moesziomyces Ustilaginaceae Ustilaginales Ustilaginomycetes Basidiomycota Fungi Eukaryota

Properties Information

Molecule Weight: 325.36400000000003

TPSA: 51.16

MolLogP: 2.881600000000001

Number of H-Donors: 1

Number of H-Acceptors: 5

RingCount: 5

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Homo sapiens A-431 ED50 12.6 ug ml-1 10.1021/np50099a005
Homo sapiens HT-1080 ED50 2.9 ug ml-1 10.1021/np50099a005
Homo sapiens KB ED50 1.8 ug ml-1 10.1021/np50099a005
Homo sapiens LNCaP ED50 1.9 ug ml-1 10.1021/np50099a005
Homo sapiens SK-MEL-2 ED50 18.8 ug ml-1 10.1021/np50099a005
Homo sapiens ZR-75-1 ED50 2.1 ug ml-1 10.1021/np50099a005
Mus musculus P388 ED50 0.4 ug ml-1 10.1021/np50099a005
Plasmodium falciparum Plasmodium falciparum ED50 2010.0 ng/ml 10.1021/np50099a005
Plasmodium falciparum Plasmodium falciparum ED50 2880.0 ng/ml 10.1021/np50099a005
None NON-PROTEIN TARGET ED50 1.2 ug ml-1 10.1021/np50099a005
None NON-PROTEIN TARGET ED50 1.7 ug ml-1 10.1021/np50099a005
None NON-PROTEIN TARGET ED50 2.5 ug ml-1 10.1021/np50099a005
None NON-PROTEIN TARGET ED50 3.1 ug ml-1 10.1021/np50099a005
None NON-PROTEIN TARGET ED50 4.1 ug ml-1 10.1021/np50099a005
None Unchecked Ratio ED50 1.0 None 10.1021/np50099a005

Metabolism Information