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Magnoflorine

AlkaPlorer ID: AK318431

Synonym: None

IUPAC Name: (6aS)-11-hydroxy-2,10-dimethoxy-6,6-dimethyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-6-ium-1-olate

Structure

SMILES: COC1=CC2=C3C(=C1[O-])C1=C(O)C(OC)=CC=C1C[C@@H]3[N+](C)(C)CC2

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InChI: InChI=1S/C20H23NO4/c1-21(2)8-7-12-10-15(25-4)20(23)18-16(12)13(21)9-11-5-6-14(24-3)19(22)17(11)18/h5-6,10,13H,7-9H2,1-4H3,(H-,22,23)/t13-/m0/s1

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InChIKey: YLRXAIKMLINXQY-ZDUSSCGKSA-N

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Source

Species Genus Family Order Class Phylum Kingdom Domain
Rhodiola atuntsuensis Rhodiola Crassulaceae Saxifragales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Pilosocereus chrysacanthus Pilosocereus Cactaceae Caryophyllales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Crossopteryx febrifuga Crossopteryx Rubiaceae Gentianales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Phellodendron chinense Phellodendron Rutaceae Sapindales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Frullania dilatata Frullania Frullaniaceae Porellales Jungermanniopsida Streptophyta Viridiplantae Eukaryota
Cocculus trilobus Cocculus Menispermaceae Ranunculales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Litsea cubeba Litsea Lauraceae Laurales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Berberis bealei Berberis Berberidaceae Ranunculales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Berberis amurensis Berberis Berberidaceae Ranunculales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Corydalis ternata Corydalis Papaveraceae Ranunculales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Panax quinquefolius Panax Araliaceae Apiales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Dunaliella salina Dunaliella Dunaliellaceae Chlamydomonadales Chlorophyceae Chlorophyta Viridiplantae Eukaryota
Epimedium sagittatum Epimedium Berberidaceae Ranunculales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Magnolia officinalis Magnolia Magnoliaceae Magnoliales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Thalictrum foliolosum Thalictrum Ranunculaceae Ranunculales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Haplophyllum latifolium Haplophyllum Rutaceae Sapindales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Aristolochia heterophylla Aristolochia Aristolochiaceae Piperales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Cryptantha leiocarpa Cryptantha Boraginaceae Boraginales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Magnolia denudata Magnolia Magnoliaceae Magnoliales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Glycyrrhiza inflata Glycyrrhiza Fabaceae Fabales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Thalictrum minus Thalictrum Ranunculaceae Ranunculales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Berberis thunbergii Berberis Berberidaceae Ranunculales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Epimedium pubescens Epimedium Berberidaceae Ranunculales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Paratinospora sagittata Paratinospora Menispermaceae Ranunculales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Trifolium stellatum Trifolium Fabaceae Fabales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Hylomecon japonica Hylomecon Papaveraceae Ranunculales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Chrysactinia mexicana Chrysactinia Asteraceae Asterales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Aristolochia debilis Aristolochia Aristolochiaceae Piperales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Epimedium wushanense Epimedium Berberidaceae Ranunculales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Coptis deltoidea Coptis Ranunculaceae Ranunculales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Microstrobos niphophilus Microstrobos Podocarpaceae Araucariales Pinopsida Streptophyta Viridiplantae Eukaryota
Epimedium sempervirens Epimedium Berberidaceae Ranunculales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Aristolochia moupinensis Aristolochia Aristolochiaceae Piperales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Magnolia sprengeri Magnolia Magnoliaceae Magnoliales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Caltha palustris Caltha Ranunculaceae Ranunculales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Pyrus x nivalis Pyrus Rosaceae Rosales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Hypserpa nitida Hypserpa Menispermaceae Ranunculales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Berberis japonica Berberis Berberidaceae Ranunculales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Aristolochia manshuriensis Aristolochia Aristolochiaceae Piperales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Epimedium koreanum Epimedium Berberidaceae Ranunculales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Coptis teeta Coptis Ranunculaceae Ranunculales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Phellodendron amurense Phellodendron Rutaceae Sapindales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Thalictrum foetidum Thalictrum Ranunculaceae Ranunculales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Passiflora suberosa Passiflora Passifloraceae Malpighiales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Stephania pierrei Stephania Menispermaceae Ranunculales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Magnolia rostrata Magnolia Magnoliaceae Magnoliales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Potentilla discolor Potentilla Rosaceae Rosales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Rhododendron capitatum Rhododendron Ericaceae Ericales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Artemisia palustris Artemisia Asteraceae Asterales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Garcinia paucinervis Garcinia Clusiaceae Malpighiales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Epimedium grandiflorum Epimedium Berberidaceae Ranunculales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Corydalis yanhusuo Corydalis Papaveraceae Ranunculales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Magnolia grandiflora Magnolia Magnoliaceae Magnoliales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Chionographis japonica Chionographis Melanthiaceae Liliales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Aristolochia contorta Aristolochia Aristolochiaceae Piperales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Coptis japonica Coptis Ranunculaceae Ranunculales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Thalictrum dasycarpum Thalictrum Ranunculaceae Ranunculales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Corydalis turtschaninovii Corydalis Papaveraceae Ranunculales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Acnistus arborescens Acnistus Solanaceae Solanales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Magnolia obovata Magnolia Magnoliaceae Magnoliales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Thalictrum baicalense Thalictrum Ranunculaceae Ranunculales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Sinomenium acutum Sinomenium Menispermaceae Ranunculales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Tinospora capillipes Tinospora Menispermaceae Ranunculales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Stephania tetrandra Stephania Menispermaceae Ranunculales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Berberis kawakamii Berberis Berberidaceae Ranunculales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Coptis chinensis Coptis Ranunculaceae Ranunculales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Berberis fortunei Berberis Berberidaceae Ranunculales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Cyclea racemosa Cyclea Menispermaceae Ranunculales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Epimedium brevicornu Epimedium Berberidaceae Ranunculales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Aristolochia fangchi Aristolochia Aristolochiaceae Piperales Magnoliopsida Streptophyta Viridiplantae Eukaryota

Properties Information

Molecule Weight: 341.4070000000001

TPSA？: 61.75

MolLogP？: 2.3797000000000006

Number of H-Donors: 1

Number of H-Acceptors: 4

RingCount: 4

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Entamoeba histolytica Entamoeba histolytica IC50 37.96 ug.mL-1 10.1007/s00044-011-9767-1
Hepatitis B virus Hepatitis B virus IC50 4114000.0 nM 10.1016/j.bmcl.2007.08.027
Homo sapiens HaCaT Activity 12.66 None 10.1016/j.bmc.2019.115093
Homo sapiens HaCaT Activity 22.1 % 10.1016/j.bmc.2019.115093
Homo sapiens HaCaT Activity nan None 10.1016/j.bmc.2019.115093
Homo sapiens HaCaT Inhibition nan % 10.1016/j.bmc.2019.115093
Mus musculus C2C12 Activity nan None 10.1016/j.bmcl.2017.02.003
Mus musculus MAP kinase p38 FC 6.0 None 10.1016/j.bmcl.2017.02.003
Mus musculus Mus musculus Activity 5.0 min 10.1021/np50021a009
Mus musculus Mus musculus Activity 15.0 min 10.1021/np50021a009
Mus musculus Mus musculus Activity 509.8 None 10.1016/j.bmc.2019.115093
Mus musculus Mus musculus Activity nan None 10.1016/j.bmc.2019.115093
Mus musculus Mus musculus Activity nan None 10.1021/np50021a009
Mus musculus Mus musculus LD50 19.6 mg.kg-1 10.1021/np50021a009
Mus musculus RAC-alpha serine/threonine-protein kinase Activity nan None 10.1016/j.bmcl.2017.02.003
Plasmodium falciparum Plasmodium falciparum ED50 10000.0 ng/ml 10.1021/np50099a005
None ADMET Activity nan None 10.1016/j.bmc.2019.115093
None ADMET Activity nan None 10.1021/np9901581
None NON-PROTEIN TARGET CC50 4114000.0 nM 10.1016/j.bmcl.2007.08.027
None Unchecked Activity 27.8 % 10.1021/np9901581
None Unchecked Activity 28.2 % 10.1021/np9901581
None Unchecked Activity 29.0 % 10.1021/np9901581
None Unchecked Activity nan None 10.1021/np9901581

Metabolism Information

AKRT ID Reaction Reaction Link ID
AKRT011881 COc1ccc2c(c1O)-c1c(O)c(OC)cc3c1[C@H](C2)N(C)CC3.C[33S]>>COc1ccc2c(c1O)-c1c(O)c(OC)cc3c1[C@H](C2)[N+](C)(C)CC3 None
AKRT011882 COc1ccc2c(c1O)-c1c(O)c(OC)cc3c1[C@H](C2)N(C)CC3.C[SAH]>>COc1ccc2c(c1O)-c1c(O)c(OC)cc3c1[C@H](C2)[N+](C)(C)CC3 RXN-9315