Corydalmine

AlkaPlorer ID: AK001769

Synonym: '(-)-corydalmine', 'Schefferine', '(-)-Corydalmine', 'Corydalmine', '(-)-Kikemanine', 'Kikemanine', 'Kikemanin'

IUPAC Name: (13aS)-2,3,9-trimethoxy-6,8,13,13a-tetrahydro-5H-isoquinolino[2,1-b]isoquinolin-10-ol

Structure

SMILES: COC1=CC2=C(C=C1OC)[C@@H]1CC3=C(CN1CC2)C(OC)=C(O)C=C3

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InChI: InChI=1S/C20H23NO4/c1-23-18-9-13-6-7-21-11-15-12(4-5-17(22)20(15)25-3)8-16(21)14(13)10-19(18)24-2/h4-5,9-10,16,22H,6-8,11H2,1-3H3/t16-/m0/s1

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InChIKey: DIHXHTWYVOYYDC-INIZCTEOSA-N

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Source

Species Genus Family Order Class Phylum Kingdom Domain
Crescentia cujete Crescentia Bignoniaceae Lamiales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Phlomis crinita Phlomis Lamiaceae Lamiales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Senecio congestus Senecio Asteraceae Asterales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Epimedium koreanum Epimedium Berberidaceae Ranunculales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Sarcophyton flexuosum Sarcophyton Alcyoniidae Malacalcyonacea Anthozoa Cnidaria Metazoa Eukaryota
Stephania pierrei Stephania Menispermaceae Ranunculales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Aspergillus microcysticus Aspergillus Aspergillaceae Eurotiales Eurotiomycetes Ascomycota Fungi Eukaryota
Melampodium leucanthum Melampodium Asteraceae Asterales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Boschniakia rossica Boschniakia Orobanchaceae Lamiales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Fibraurea recisa Fibraurea Menispermaceae Ranunculales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Rhododendron mucronulatum Rhododendron Ericaceae Ericales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Lupinus cosentinii Lupinus Fabaceae Fabales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Corydalis yanhusuo Corydalis Papaveraceae Ranunculales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Macaranga bicolor Macaranga Euphorbiaceae Malpighiales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Creosphaeria sassafras Creosphaeria Xylariaceae Xylariales Sordariomycetes Ascomycota Fungi Eukaryota
Hildegardia barteri Hildegardia Malvaceae Malvales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Corydalis ternata Corydalis Papaveraceae Ranunculales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Crotalaria stolzii Crotalaria Fabaceae Fabales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Coffea liberica Coffea Rubiaceae Gentianales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Juniperus scopulorum Juniperus Cupressaceae Cupressales Pinopsida 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
Annona squamosa Annona Annonaceae Magnoliales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Pinus ponderosa Pinus Pinaceae Pinales Pinopsida Streptophyta Viridiplantae Eukaryota
Corydalis turtschaninovii Corydalis Papaveraceae Ranunculales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Emericellopsis minima Emericellopsis None Hypocreales Sordariomycetes Ascomycota Fungi Eukaryota
Costasiella ocellifera Costasiella Costasiellidae None Gastropoda Mollusca Metazoa Eukaryota
Beesia calthifolia Beesia Ranunculaceae Ranunculales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Annona cherimola Annona Annonaceae Magnoliales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Aeschynomene indica Aeschynomene Fabaceae Fabales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Euonymus fortunei Euonymus Celastraceae Celastrales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Curcuma aeruginosa Curcuma Zingiberaceae Zingiberales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Clerodendrum trichotomum Clerodendrum Lamiaceae Lamiales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Quercus pontica Quercus Fagaceae Fagales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Sideritis dasygnaphala Sideritis Lamiaceae Lamiales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Pellacalyx axillaris Pellacalyx Rhizophoraceae Malpighiales 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
Clinacanthus nutans Clinacanthus Acanthaceae Lamiales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Piper brachystachyum Piper Piperaceae Piperales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Streptomyces melanogenes Streptomyces Streptomycetaceae Kitasatosporales Actinomycetes Actinomycetota None Bacteria
Morella pensylvanica Morella Myricaceae Fagales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Alstonia angustiloba Alstonia Apocynaceae Gentianales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Galium lovcense Galium Rubiaceae Gentianales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Eucalyptus albens Eucalyptus Myrtaceae Myrtales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Micromonospora echinospora Micromonospora Micromonosporaceae Micromonosporales Actinomycetes Actinomycetota None Bacteria

Properties Information

Molecule Weight: 341.407

TPSA: 51.16

MolLogP: 3.073500000000002

Number of H-Donors: 1

Number of H-Acceptors: 5

RingCount: 4

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Homo sapiens Coagulation factor III IC50 152.43 nM 10.1016/j.bmc.2012.11.002
Homo sapiens Dopamine D1 receptor EC50 1350.0 nM 10.1016/j.bmc.2012.12.016
Homo sapiens Dopamine D1 receptor Emax 31.3 % 10.1016/j.bmc.2012.12.016
Homo sapiens Dopamine D1 receptor IC50 21270.0 nM 10.1016/j.bmc.2012.12.016
Homo sapiens Dopamine D1 receptor Imax 60.1 % 10.1016/j.bmc.2012.12.016
Homo sapiens Dopamine D1 receptor Inhibition 98.8 % 10.1016/j.bmc.2012.12.016
Homo sapiens Dopamine D1 receptor Ki 50.0 nM 10.1016/j.bmc.2012.12.016
Homo sapiens Dopamine D1 receptor Ki 107.0 nM 10.1016/j.bmcl.2017.01.090
Homo sapiens Dopamine D2 receptor IC50 18730.0 nM 10.1016/j.bmc.2012.12.016
Homo sapiens Dopamine D2 receptor Imax 82.3 % 10.1016/j.bmc.2012.12.016
Homo sapiens Dopamine D2 receptor Inhibition 88.8 % 10.1016/j.bmc.2012.12.016
Homo sapiens Dopamine D2 receptor Ki 305.0 nM 10.1016/j.bmc.2012.12.016
Homo sapiens Dopamine D2 receptor Ki 533.0 nM 10.1016/j.bmcl.2017.01.090
Homo sapiens Dopamine D3 receptor Ki 1713.0 nM 10.1016/j.bmcl.2017.01.090
Homo sapiens Dopamine D4 receptor Ki 1000.0 nM 10.1016/j.bmcl.2017.01.090
Homo sapiens Dopamine D5 receptor Ki 242.0 nM 10.1016/j.bmcl.2017.01.090
Homo sapiens Monoamine oxidase A Activity 85.6 % 10.1016/j.bmcl.2018.06.023
Homo sapiens Monoamine oxidase A IC50 20000.0 nM 10.1016/j.bmcl.2018.06.023
Homo sapiens Monoamine oxidase B Activity 92.8 % 10.1016/j.bmcl.2018.06.023
Homo sapiens Monoamine oxidase B IC50 20000.0 nM 10.1016/j.bmcl.2018.06.023
Homo sapiens Serotonin 1a (5-HT1a) receptor EC50 190.0 nM 10.1016/j.bmc.2012.12.016
Homo sapiens Serotonin 1a (5-HT1a) receptor Emax 156.4 % 10.1016/j.bmc.2012.12.016
Homo sapiens Serotonin 1a (5-HT1a) receptor Inhibition 97.4 % 10.1016/j.bmc.2012.12.016
Homo sapiens Serotonin 1a (5-HT1a) receptor Ki 149.0 nM 10.1016/j.bmc.2012.12.016
Homo sapiens Serotonin 2a (5-HT2a) receptor Inhibition 68.8 % 10.1016/j.bmc.2012.12.016
Homo sapiens Serotonin 2a (5-HT2a) receptor Ki nan None 10.1016/j.bmc.2012.12.016
Plasmodium falciparum Plasmodium falciparum ED50 840.0 ng/ml 10.1021/np50099a005
Plasmodium falciparum Plasmodium falciparum ED50 2840.0 ng/ml 10.1021/np50099a005
Rattus norvegicus Rattus norvegicus Activity 128.3 % 10.1016/j.bmc.2012.12.016
Rattus norvegicus Rattus norvegicus Activity nan None 10.1016/j.bmc.2012.12.016
Rattus norvegicus Rattus norvegicus Inhibition nan % 10.1016/j.bmc.2012.12.016
None Unchecked Ratio ED50 7.0 None 10.1021/np50099a005
None Unchecked Ratio ED50 24.0 None 10.1021/np50099a005

Metabolism Information