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Anonaine

AlkaPlorer ID: AK011743

Synonym: None

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

Structure

SMILES: C1=CC=C2C(=C1)C[C@H]1NCCC3=CC4=C(OCO4)C2=C31

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InChI: InChI=1S/C17H15NO2/c1-2-4-12-10(3-1)7-13-15-11(5-6-18-13)8-14-17(16(12)15)20-9-19-14/h1-4,8,13,18H,5-7,9H2/t13-/m1/s1

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InChIKey: VZTUKBKUWSHDFM-CYBMUJFWSA-N

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Source

Species Genus Family Order Class Phylum Kingdom Domain
Phlomis crinita Phlomis Lamiaceae Lamiales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Sarcophyton flexuosum Sarcophyton Alcyoniidae Malacalcyonacea Anthozoa Cnidaria Metazoa Eukaryota
Benincasa hispida Benincasa Cucurbitaceae Cucurbitales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Aspergillus subolivaceus Aspergillus Aspergillaceae Eurotiales Eurotiomycetes Ascomycota Fungi Eukaryota
Pedicularis rex Pedicularis Orobanchaceae Lamiales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Fouquieria diguetii Fouquieria Fouquieriaceae Ericales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Posidonia oceanica Posidonia Posidoniaceae Alismatales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Salvia broussonetii Salvia Lamiaceae Lamiales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Holarrhena floribunda Holarrhena Apocynaceae Gentianales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Aspergillus microcysticus Aspergillus Aspergillaceae Eurotiales Eurotiomycetes Ascomycota Fungi Eukaryota
Rhododendron mucronulatum Rhododendron Ericaceae Ericales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Sandoricum koetjape Sandoricum Meliaceae Sapindales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Creosphaeria sassafras Creosphaeria Xylariaceae Xylariales Sordariomycetes Ascomycota Fungi Eukaryota
Annona reticulata Annona Annonaceae Magnoliales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Farfugium japonicum Farfugium Asteraceae Asterales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Juniperus scopulorum Juniperus Cupressaceae Cupressales Pinopsida Streptophyta Viridiplantae Eukaryota
Baccharis truncata Baccharis Asteraceae Asterales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Chuquiraga erinacea Chuquiraga Asteraceae Asterales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Shigella boydii Shigella Enterobacteriaceae Enterobacterales Gammaproteobacteria Pseudomonadota None Bacteria
Magnolia officinalis Magnolia Magnoliaceae Magnoliales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Alternaria bataticola Alternaria Pleosporaceae Pleosporales Dothideomycetes Ascomycota Fungi Eukaryota
Annona squamosa Annona Annonaceae Magnoliales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Mamestra brassicae Mamestra Noctuidae Lepidoptera Insecta Arthropoda Metazoa Eukaryota
Chloranthus fortunei Chloranthus Chloranthaceae Chloranthales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Emericellopsis minima Emericellopsis None Hypocreales Sordariomycetes Ascomycota Fungi Eukaryota
Costasiella ocellifera Costasiella Costasiellidae None Gastropoda Mollusca Metazoa Eukaryota
Pterocarpus erinaceus Pterocarpus Fabaceae Fabales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Parectatosoma mocquerysi Parectatosoma Anisacanthidae Phasmatodea Insecta Arthropoda Metazoa Eukaryota
Suaeda maritima Suaeda Chenopodiaceae Caryophyllales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Euonymus fortunei Euonymus Celastraceae Celastrales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Angelica japonica Angelica Apiaceae Apiales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Thelephora aurantiotincta Thelephora Thelephoraceae Thelephorales Agaricomycetes Basidiomycota Fungi Eukaryota
Clerodendrum trichotomum Clerodendrum Lamiaceae Lamiales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Cuphea hyssopifolia Cuphea Lythraceae Myrtales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Pinus edulis Pinus Pinaceae Pinales Pinopsida Streptophyta Viridiplantae Eukaryota
Phyllobates bicolor Phyllobates Dendrobatidae Anura Amphibia Chordata Metazoa Eukaryota
Pellacalyx axillaris Pellacalyx Rhizophoraceae Malpighiales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Morella pensylvanica Morella Myricaceae Fagales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Hypogymnia vittata Hypogymnia Parmeliaceae Lecanorales Lecanoromycetes Ascomycota Fungi Eukaryota
Citrus wilsonii Citrus Rutaceae Sapindales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Eucalyptus albens Eucalyptus Myrtaceae Myrtales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Alpinia flabellata Alpinia Zingiberaceae Zingiberales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Senecio congestus Senecio Asteraceae Asterales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Stephania pierrei Stephania Menispermaceae Ranunculales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Sigillina signifera Sigillina Polycitoridae Aplousobranchia Ascidiacea Chordata Metazoa Eukaryota
Boschniakia rossica Boschniakia Orobanchaceae Lamiales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Melampodium leucanthum Melampodium Asteraceae Asterales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Pyrus bourgaeana Pyrus Rosaceae Rosales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Xanthium sibiricum Xanthium Asteraceae Asterales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Lupinus cosentinii Lupinus Fabaceae Fabales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Euphorbia pithyusa Euphorbia Euphorbiaceae Malpighiales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Crotalaria stolzii Crotalaria Fabaceae Fabales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Coffea liberica Coffea Rubiaceae Gentianales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Stellaria media Stellaria Caryophyllaceae Caryophyllales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Renealmia alpinia Renealmia Zingiberaceae Zingiberales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Bursera kerberi Bursera Burseraceae Sapindales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Bipolaris sacchari Bipolaris Pleosporaceae Pleosporales Dothideomycetes Ascomycota Fungi Eukaryota
Centaurea benedicta Centaurea Asteraceae Asterales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Magnolia obovata Magnolia Magnoliaceae Magnoliales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Thioalkalivibrio versutus Thioalkalivibrio Ectothiorhodospiraceae Chromatiales Gammaproteobacteria Pseudomonadota None Bacteria
Beesia calthifolia Beesia Ranunculaceae Ranunculales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Annona cherimola Annona Annonaceae Magnoliales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Curcuma aeruginosa Curcuma Zingiberaceae Zingiberales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Micromonospora echinospora Micromonospora Micromonosporaceae Micromonosporales Actinomycetes Actinomycetota None Bacteria
Euphorbia palustris Euphorbia Euphorbiaceae Malpighiales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Sideritis dasygnaphala Sideritis Lamiaceae Lamiales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Ononis viscosa Ononis Fabaceae Fabales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Streptomyces parvisporogenes Streptomyces Streptomycetaceae Kitasatosporales Actinomycetes Actinomycetota None Bacteria
Euploca racemosa Euploca Heliotropiaceae Boraginales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Tephroseris kirilowii Tephroseris Asteraceae Asterales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Botrychium ternatum Botrychium Ophioglossaceae Ophioglossales Polypodiopsida Streptophyta Viridiplantae Eukaryota
Nelumbo nucifera Nelumbo Nelumbonaceae Proteales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Clinacanthus nutans Clinacanthus Acanthaceae Lamiales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Piper brachystachyum Piper Piperaceae Piperales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Sedum sarmentosum Sedum Crassulaceae Saxifragales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Alstonia angustiloba Alstonia Apocynaceae Gentianales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Streptomyces melanogenes Streptomyces Streptomycetaceae Kitasatosporales Actinomycetes Actinomycetota None Bacteria
Lathyrus latifolius Lathyrus Fabaceae Fabales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Pseudocyphellaria coronata Pseudocyphellaria Lobariaceae Peltigerales Lecanoromycetes Ascomycota Fungi Eukaryota
Fritillaria hupehensis Fritillaria Liliaceae Liliales Magnoliopsida Streptophyta Viridiplantae Eukaryota

Properties Information

Molecule Weight: 265.31199999999995

TPSA？: 30.49

MolLogP？: 2.825200000000001

Number of H-Donors: 1

Number of H-Acceptors: 3

RingCount: 5

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Homo sapiens A-431 ED50 4.2 ug ml-1 10.1021/np50099a005
Homo sapiens AGS IC50 8600.0 nM 10.1021/np000176e
Homo sapiens DLD-1 IC50 28900.0 nM 10.1021/np000176e
Homo sapiens HeLa IC50 24.8 ug.mL-1 10.1016/j.bmc.2008.02.015
Homo sapiens HepG2 IC50 33.5 ug.mL-1 10.1016/j.bmc.2008.02.015
Homo sapiens HepG2 IC50 20800.0 nM 10.1021/np000176e
Homo sapiens HT-1080 ED50 2.4 ug ml-1 10.1021/np50099a005
Homo sapiens KB ED50 2.6 ug ml-1 10.1021/np50099a005
Homo sapiens LNCaP ED50 2.9 ug ml-1 10.1021/np50099a005
Homo sapiens Protein tyrosine phosphatase receptor type C-associated protein IC50 17000.0 nM 10.1016/0960-894X(95)00250-W
Homo sapiens Protein tyrosine phosphatase receptor type C-associated protein Inhibition 96.0 % 10.1016/0960-894X(95)00250-W
Homo sapiens SK-MEL-2 ED50 15.8 ug ml-1 10.1021/np50099a005
Homo sapiens ZR-75-1 ED50 2.7 ug ml-1 10.1021/np50099a005
Human immunodeficiency virus 1 Human immunodeficiency virus 1 IC50 40000.0 nM 10.1021/acs.jnatprod.1c00896
Leishmania amazonensis Leishmania amazonensis Activity 25.0 ug ml-1 10.1021/np960223w
Leishmania amazonensis Leishmania amazonensis Activity 90.0 % 10.1021/np960223w
Leishmania braziliensis Leishmania braziliensis Activity 50.0 ug ml-1 10.1021/np960223w
Leishmania donovani Leishmania donovani Activity 90.0 % 10.1021/np960223w
Leishmania donovani Leishmania donovani Activity 100.0 ug ml-1 10.1021/np960223w
Mus musculus P388 ED50 5.0 ug ml-1 10.1021/np50099a005
Plasmodium falciparum Plasmodium falciparum ED50 1290.0 ng/ml 10.1021/np50099a005
Plasmodium falciparum Plasmodium falciparum ED50 1900.0 ng/ml 10.1021/np50099a005
Rattus norvegicus Dopamine D1 receptor IC50 68000.0 nM 10.1021/jm060959i
Rattus norvegicus Dopamine D2 receptor IC50 19000.0 nM 10.1021/jm060959i
Rattus norvegicus Dopamine transporter IC50 800.0 nM 10.1021/jm060959i
Rattus norvegicus Dopamine transporter IC50 800.0 nM 10.1021/np50124a001
Rattus norvegicus Hepatocyte IC50 70.3 ug.mL-1 10.1016/j.bmc.2008.02.015
Trypanosoma cruzi Trypanosoma cruzi Activity 99.0 % 10.1021/np960223w
None NON-PROTEIN TARGET ED50 1.5 ug ml-1 10.1021/np50099a005
None NON-PROTEIN TARGET ED50 1.8 ug ml-1 10.1021/np50099a005
None NON-PROTEIN TARGET ED50 3.3 ug ml-1 10.1021/np50099a005
None NON-PROTEIN TARGET ED50 4.0 ug ml-1 10.1021/np50099a005
None NON-PROTEIN TARGET IC50 16400.0 nM 10.1021/np000176e
None Unchecked Ratio ED50 3.0 None 10.1021/np50099a005
None Unchecked Ratio ED50 5.0 None 10.1021/np50099a005
None Unchecked Ratio IC50 23.5 None 10.1021/np50124a001
None Unchecked Ratio IC50 85.0 None 10.1021/np50124a001

Metabolism Information