Navigation

name Structure Reference Source Properties Activities Metabolism

Cepharanthine

AlkaPlorer ID: AK012860

Synonym: None

IUPAC Name: (14S,27R)-22,33-dimethoxy-13,28-dimethyl-2,5,7,20-tetraoxa-13,28-diazaoctacyclo[25.6.2.216,19.13,10.121,25.04,8.031,35.014,39]nonatriaconta-1(33),3(39),4(8),9,16(38),17,19(37),21,23,25(36),31,34-dodecaene

Structure

SMILES: COC1=CC=C2C=C1OC1=CC=C(C=C1)C[C@H]1C3=C(C=C4OCOC4=C3OC3=C(OC)C=C4CCN(C)[C@H](C2)C4=C3)CCN1C

copy

InChI: InChI=1S/C37H38N2O6/c1-38-13-11-24-18-31(41-4)33-20-27(24)28(38)16-23-7-10-30(40-3)32(17-23)44-26-8-5-22(6-9-26)15-29-35-25(12-14-39(29)2)19-34-36(37(35)45-33)43-21-42-34/h5-10,17-20,28-29H,11-16,21H2,1-4H3/t28-,29+/m1/s1

copy

InChIKey: YVPXVXANRNDGTA-WDYNHAJCSA-N

copy

Source

Species Genus Family Order Class Phylum Kingdom Domain
Sargassum fulvellum Sargassum Sargassaceae Fucales Phaeophyceae None None Eukaryota
Stephania rotunda Stephania Menispermaceae Ranunculales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Doronicum grandiflorum Doronicum Asteraceae Asterales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Dictyodendrilla cavernosa Dictyodendrilla Dictyodendrillidae Dendroceratida Demospongiae Porifera Metazoa Eukaryota
Stephania erecta Stephania Menispermaceae Ranunculales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Stephania epigaea Stephania Menispermaceae Ranunculales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Conus gladiator Conus Conidae Neogastropoda Gastropoda Mollusca Metazoa Eukaryota
Lithocarpus haipinii Lithocarpus Fagaceae Fagales 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
Moesziomyces antarcticus Moesziomyces Ustilaginaceae Ustilaginales Ustilaginomycetes Basidiomycota Fungi Eukaryota

Properties Information

Molecule Weight: 606.7190000000002

TPSA？: 61.860000000000014

MolLogP？: 6.873900000000008

Number of H-Donors: 0

Number of H-Acceptors: 8

RingCount: 9

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Chlorocebus sabaeus Vero CC50 50000.0 nM 10.1101/2020.03.20.999730
Electrophorus electricus Acetylcholinesterase Inhibition 8.59 % 10.1016/j.bmc.2012.09.040
Equus caballus Cholinesterase Inhibition 40.58 % 10.1016/j.bmc.2012.09.040
Homo sapiens A-431 ED50 2.1 ug ml-1 10.1021/np50091a005
Homo sapiens A549 IC50 5000.0 nM 10.1021/np400084t
Homo sapiens A673 GI50 4500.0 nM 10.1021/acs.jnatprod.0c00946
Homo sapiens A673 LC50 7500.0 nM 10.1021/acs.jnatprod.0c00946
Homo sapiens A673 TGI 5800.0 nM 10.1021/acs.jnatprod.0c00946
Homo sapiens Ataxin-2 Potency 19952.6 nM None
Homo sapiens Beta-glucocerebrosidase Potency 8912.5 nM None
Homo sapiens Beta-glucocerebrosidase Potency 14125.4 nM None
Homo sapiens Chromobox protein homolog 1 Potency 28183.8 nM None
Homo sapiens ECa-109 cell line FC 15.6 None 10.1021/acs.jmedchem.2c02061
Homo sapiens ECa-109 cell line IC50 436.7 nM 10.1021/acs.jmedchem.2c02061
Homo sapiens Flap endonuclease 1 Potency 28183.8 nM None
Homo sapiens Geminin Potency 5173.5 nM None
Homo sapiens Geminin Potency 6513.1 nM None
Homo sapiens Glucagon-like peptide 1 receptor Potency 7079.5 nM None
Homo sapiens HCC1806 GI50 7200.0 nM 10.1021/acs.jnatprod.0c00946
Homo sapiens HCC1806 LC50 19000.0 nM 10.1021/acs.jnatprod.0c00946
Homo sapiens HCC1806 TGI 12000.0 nM 10.1021/acs.jnatprod.0c00946
Homo sapiens HCC1937 GI50 6000.0 nM 10.1021/acs.jnatprod.0c00946
Homo sapiens HCC1937 LC50 27000.0 nM 10.1021/acs.jnatprod.0c00946
Homo sapiens HCC1937 TGI 14000.0 nM 10.1021/acs.jnatprod.0c00946
Homo sapiens HCC70 GI50 5800.0 nM 10.1021/acs.jnatprod.0c00946
Homo sapiens HCC70 LC50 17000.0 nM 10.1021/acs.jnatprod.0c00946
Homo sapiens HCC70 TGI 9600.0 nM 10.1021/acs.jnatprod.0c00946
Homo sapiens HEK293 Inhibition nan % 10.1016/j.bmcl.2011.07.121
Homo sapiens HEK-293T CC50 2100.0 nM 10.1021/acs.jnatprod.3c00159
Homo sapiens HepG2 Potency 15848.9 nM None
Homo sapiens Histone deacetylase 6 Inhibition -6.05 % 10.6019/CHEMBL4808148
Homo sapiens Histone deacetylase 6 Inhibition -0.92 % 10.6019/CHEMBL4808148
Homo sapiens Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 Potency 11220.2 nM None
Homo sapiens HL-60 IC50 9200.0 nM 10.1021/np400084t
Homo sapiens HT-1080 ED50 6.1 ug ml-1 10.1021/np50091a005
Homo sapiens Isocitrate dehydrogenase [NADP] cytoplasmic Potency 16360.1 nM None
Homo sapiens KB ED50 5.9 ug ml-1 10.1021/np50091a005
Homo sapiens KB ED50 9700.0 nM 10.1021/np980144f
Homo sapiens LNCaP ED50 5.6 ug ml-1 10.1021/np50091a005
Homo sapiens Lysine-specific demethylase 4A Potency 35481.3 nM None
Homo sapiens Lysine-specific demethylase 4D-like Potency 39810.7 nM None
Homo sapiens MCF7 IC50 2900.0 nM 10.1021/np400084t
Homo sapiens MDA-MB-231 GI50 5300.0 nM 10.1021/acs.jnatprod.0c00946
Homo sapiens MDA-MB-231 LC50 12000.0 nM 10.1021/acs.jnatprod.0c00946
Homo sapiens MDA-MB-231 TGI 7700.0 nM 10.1021/acs.jnatprod.0c00946
Homo sapiens MDA-MB-453 GI50 5500.0 nM 10.1021/acs.jnatprod.0c00946
Homo sapiens MDA-MB-453 LC50 11000.0 nM 10.1021/acs.jnatprod.0c00946
Homo sapiens MDA-MB-453 TGI 7800.0 nM 10.1021/acs.jnatprod.0c00946
Homo sapiens Menin/Histone-lysine N-methyltransferase MLL Potency 2818.4 nM None
Homo sapiens microRNA 21 Potency 2930.9 nM None
Homo sapiens Microtubule-associated protein tau Potency 89.1 nM None
Homo sapiens MOLT-4 Activity nan None 10.1016/j.bmcl.2014.03.041
Homo sapiens MOLT-4 CC50 10.0 ug.mL-1 10.1016/j.bmcl.2014.03.041
Homo sapiens Mothers against decapentaplegic homolog 3 Potency 35481.3 nM None
Homo sapiens Multidrug resistance-associated protein 7 Inhibition 20.0 % 10.1021/jm501189p
Homo sapiens Niemann-Pick C1 protein Potency 3981.1 nM None
Homo sapiens Nuclear factor erythroid 2-related factor 2 Potency 32642.7 nM None
Homo sapiens PBMC Activity nan None 10.1016/j.bmcl.2014.03.041
Homo sapiens P-glycoprotein 1 Inhibition nan % 10.1016/j.bmc.2020.115553
Homo sapiens Serine hydroxymethyltransferase, mitochondrial Inhibition 70.4 % None
Homo sapiens SJRH30 GI50 3800.0 nM 10.1021/acs.jnatprod.0c00946
Homo sapiens SJRH30 LC50 8400.0 nM 10.1021/acs.jnatprod.0c00946
Homo sapiens SJRH30 TGI 5700.0 nM 10.1021/acs.jnatprod.0c00946
Homo sapiens SK-MEL-2 ED50 14.5 ug ml-1 10.1021/np50091a005
Homo sapiens SMMC-7721 IC50 9900.0 nM 10.1021/np400084t
Homo sapiens Solute carrier organic anion transporter family member 1B1 Inhibition 91.94 % 10.1124/mol.112.084152
Homo sapiens Solute carrier organic anion transporter family member 1B3 Inhibition 125.11 % 10.1124/mol.112.084152
Homo sapiens SW480 IC50 4700.0 nM 10.1021/np400084t
Homo sapiens Tyrosyl-DNA phosphodiesterase 1 Potency 5804.8 nM None
Homo sapiens Tyrosyl-DNA phosphodiesterase 1 Potency 6513.1 nM None
Homo sapiens Tyrosyl-DNA phosphodiesterase 1 Potency 15848.9 nM None
Homo sapiens Tyrosyl-DNA phosphodiesterase 1 Potency 23715.0 nM None
Homo sapiens U-937 Activity 87.0 % 10.1016/j.bmc.2012.06.017
Homo sapiens U-937 FC 1.0 None 10.1016/j.bmc.2012.06.017
Homo sapiens U-937 IC50 50000.0 nM 10.1016/j.bmc.2012.06.017
Homo sapiens U-937 MED 12.0 uM 10.1016/j.bmc.2012.06.017
Homo sapiens ZR-75-1 ED50 1.2 ug ml-1 10.1021/np50091a005
Human immunodeficiency virus 1 Human immunodeficiency virus 1 Inhibition nan % 10.1016/j.bmcl.2014.03.041
Mus musculus Mus musculus Inhibition 78.0 % 10.1021/np50075a001
Mus musculus Nuclear receptor ROR-gamma Potency 11220.2 nM None
Mus musculus P388 ED50 0.3 ug ml-1 10.1021/np50091a005
Plasmodium falciparum Plasmodium falciparum ED50 140.4 ng/ml 10.1021/np50091a005
Plasmodium falciparum Plasmodium falciparum ED50 294.8 ng/ml 10.1021/np50091a005
Plasmodium falciparum Plasmodium falciparum IC50 231.0 nM 10.1021/np980144f
Plasmodium falciparum Plasmodium falciparum IC50 478.0 nM 10.1021/np980144f
Plasmodium falciparum Plasmodium falciparum IC50 610.0 nM 10.1016/j.bmc.2009.02.050
Plasmodium falciparum Plasmodium falciparum Potency 1471.6 nM None
Plasmodium falciparum Plasmodium falciparum Potency 1852.6 nM None
Saccharomyces cerevisiae Saccharomyces cerevisiae Potency 25118.9 nM None
Severe acute respiratory syndrome coronavirus 2 Replicase polyprotein 1ab Inhibition 7.327 % 10.6019/CHEMBL4495564
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 Activity nan None 10.1021/acs.jnatprod.3c00159
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 IC50 143.0 nM 10.1021/acs.jnatprod.3c00159
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 IC50 2800.0 nM 10.1016/j.ejmech.2022.114295
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 IC50 4470.0 nM 10.1101/2020.03.20.999730
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 Inhibition -0.2 % 10.6019/CHEMBL4495565
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 Inhibition 4.5 % 10.21203/rs.3.rs-23951/v1
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 Inhibition index -0.2776 None 10.1101/2020.04.03.023846
Trypanosoma cruzi Cruzipain Potency 15848.9 nM None
Trypanosoma cruzi Trypanothione reductase Ki 7600.0 nM 10.1016/j.bmc.2008.05.074
Trypanosoma cruzi Trypanothione reductase Ki 51600.0 nM 10.1016/j.bmc.2008.05.074
None ADMET Activity nan None 10.1016/j.bmcl.2014.03.041
None ADMET ED50 0.9 ug ml-1 10.1021/np50091a005
None ADMET ED50 4.7 ug ml-1 10.1021/np50091a005
None ADMET ED50 8.8 ug ml-1 10.1021/np50091a005
None ADMET ED50 9.0 ug ml-1 10.1021/np50091a005
None ADMET permeability nan None 10.1021/acs.jnatprod.3c00159
None ADMET Selectivity index 11.18 None 10.1101/2020.03.20.999730
None NON-PROTEIN TARGET IC50 10000.0 nM 10.1021/np400084t
None Nucleic Acid Activity nan None 10.1016/j.bmcl.2011.07.121
None Nucleic Acid Inhibition nan % 10.1016/j.bmcl.2011.07.121
None Nucleic Acid Ratio 0.26 None 10.1016/j.bmcl.2011.07.121
None Nucleic Acid Ratio 0.47 None 10.1016/j.bmcl.2011.07.121
None Nucleic Acid Ratio 0.81 None 10.1016/j.bmcl.2011.07.121
None Nucleic Acid Tm 59.0 degrees C 10.1016/j.bmcl.2011.07.121
None Nucleic Acid Tm 62.0 degrees C 10.1016/j.bmcl.2011.07.121
None Nucleic Acid Tm 65.0 degrees C 10.1016/j.bmcl.2011.07.121
None Unchecked Ac50 1.122 uM None
None Unchecked Ac50 1.219 uM None
None Unchecked Ac50 1.259 uM None
None Unchecked Ac50 1.534 uM None
None Unchecked Ac50 19.31 uM None
None Unchecked AC50 1122.0 nM None
None Unchecked AC50 1258.9 nM None
None Unchecked Activity nan None 10.1016/j.bmcl.2014.03.041
None Unchecked Activity nan None 10.1021/acs.jnatprod.3c00159
None Unchecked IC50 308.03 nM None
None Unchecked IC50 1364.52 nM None
None Unchecked IC50 1426.24 nM None
None Unchecked IC50 1530.0 nM 10.1021/acs.jmedchem.8b00035
None Unchecked IC50 2049.4 nM None
None Unchecked IC50 3021.3 nM None
None Unchecked IC50 3566.78 nM None
None Unchecked IC50 3787.18 nM None
None Unchecked IC50 5538.4 nM None
None Unchecked IC50 5630.1 nM None
None Unchecked IC50 7482.75 nM None
None Unchecked IC50 9542.2 nM None
None Unchecked IC50 10000.0 nM None
None Unchecked IC50 12369.7 nM None
None Unchecked Inhibition 34.0 % 10.1021/np50075a001
None Unchecked Inhibition 85.0 % 10.1021/np50075a001
None Unchecked Inhibition nan % 10.1016/j.bmcl.2014.03.041
None Unchecked Potency 1778.3 nM None
None Unchecked Potency 2818.4 nM None
None Unchecked Potency 3548.1 nM None
None Unchecked Potency 11220.2 nM None
None Unchecked Potency 12589.3 nM None
None Unchecked Potency 14125.4 nM None
None Unchecked Potency 16360.1 nM None
None Unchecked Potency 17782.8 nM None
None Unchecked Potency 19952.6 nM None
None Unchecked Potency 20596.2 nM None
None Unchecked Potency 25118.9 nM None
None Unchecked Potency 35481.3 nM None
None Unchecked Ratio ED50 1.0 None 10.1021/np50091a005
None Unchecked Ratio ED50 2.0 None 10.1021/np50091a005
None Unchecked Ratio ED50 3.0 None 10.1021/np50091a005
None Unchecked Ratio ED50 6.0 None 10.1021/np50091a005
None Unchecked Ratio ED50 7.0 None 10.1021/np50091a005
None Unchecked Ratio ED50 15.0 None 10.1021/np50091a005
None Unchecked Ratio ED50 16.0 None 10.1021/np50091a005
None Unchecked Ratio ED50 19.0 None 10.1021/np50091a005
None Unchecked Ratio ED50 20.0 None 10.1021/np50091a005
None Unchecked Ratio ED50 21.0 None 10.1021/np50091a005
None Unchecked Ratio ED50 25.0 None 10.1021/np50091a005
None Unchecked Ratio ED50 31.0 None 10.1021/np50091a005
None Unchecked Ratio ED50 34.0 None 10.1021/np50091a005
None Unchecked Ratio ED50 40.0 None 10.1021/np50091a005
None Unchecked Ratio ED50 42.0 None 10.1021/np50091a005
None Unchecked Ratio ED50 44.0 None 10.1021/np50091a005
None Unchecked Ratio ED50 49.0 None 10.1021/np50091a005
None Unchecked Ratio ED50 52.0 None 10.1021/np50091a005
None Unchecked Ratio ED50 64.0 None 10.1021/np50091a005
None Unchecked Ratio ED50 103.0 None 10.1021/np50091a005
None Unchecked Selectivity Index 20.0 None 10.1021/np980144f
None Unchecked Selectivity Index 42.0 None 10.1021/np980144f

Metabolism Information