Magnoflorine - Compound Card

Magnoflorine

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Magnoflorine

Structure
Zoomed Structure
  • Family: Plantae - Rutaceae
  • Kingdom: Plantae
  • Class: Alkaloid
    • Subclass: Aporphine Alkaloid
Canonical Smiles COc1ccc2c(c1O)c1c(O)c(OC)cc3c1[C@H](C2)[N+](C)(C)CC3
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)/p+1/t13-/m0/s1
InChIKey YLRXAIKMLINXQY-ZDUSSCGKSA-O
Formula C20H24NO4+
HBA 4
HBD 2
MW 342.42
Rotatable Bonds 2
TPSA 58.92
LogP 3.01
Number Rings 4
Number Aromatic Rings 2
Heavy Atom Count 25
Formal Charge 1
Fraction CSP3 0.4
Exact Mass 342.17
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Magnolia grandiflora Magnoliaceae Plantae 3406
2 Toddalia asiatica Rutaceae Plantae 2839963

Showing of synonyms

  • Rashid MA, Gustafson KR, et al. (1995). Anti-HIV Alkaloids from Toddalia asiatica. Natural Product Letters,1995,6(2),153-156. [View] [PubMed]
  • Mohamed SM, Ibrahim NA, et al. (2007). Cytotoxic and antiviral activities of Magnolia grandiflora L. leaves growing in Egypt. Planta Medica,2007,73-P012. [View]
Pubchem: 73337
Kegg Ligand: C09581
Chebi: 6641
Nmrshiftdb2: 60022828
Metabolights: MTBLC6641
CPRiL: 55208
Structure

SMILES: c1cccc(c1c23)CC4c2c(ccc3)CC[NH2+]4

Level: 0

Mol. Weight: 342.42 g/mol

Antiviral
Cytotoxic

Absorption

Caco-2 (logPapp)
-4.95
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.840
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
-1.95

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.720
Plasma Protein Binding
49.26
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Non-Inhibitor
CYP 1A2 Substrate
Substrate
CYP 2C19 Inhibitor
Non-Inhibitor
CYP 2C19 Substrate
Substrate
CYP 2C9 Inhibitor
Non-Inhibitor
CYP 2C9 Substrate
Non-Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
12.580
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
2.850
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.170
Liver Injury II
Safe
hERG Blockers
Toxic
Daphnia Maga
9.120
Micronucleos
Toxic
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Safe
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
-2.670
Rat (Acute)
2.390
Rat (Chronic Oral)
1.850
Fathead Minnow
4.760
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
416.880
Hydration Free Energy
-9.190
Log(D) at pH=7.4
1.450
Log(P)
-1.59
Log S
-1.19
Log(Vapor Pressure)
-8.51
Melting Point
237.82
pKa Acid
7.86
pKa Basic
5.67
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.9391
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.9391
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.9174
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.9174
Thymidine phosphorylase Q7CP66 TYPH_SALTY Salmonella typhimurium 3 0.8540
Thymidine phosphorylase Q7CP66 TYPH_SALTY Salmonella typhimurium 3 0.8540
Phenazine biosynthesis protein A/B Q396C9 Q396C9_BURL3 Burkholderia lata 3 0.8510
Phenazine biosynthesis protein A/B Q396C9 Q396C9_BURL3 Burkholderia lata 3 0.8510
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8494
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8494
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 3 0.8396
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 3 0.8396
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8335
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8335
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 4 0.8285
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 4 0.8285
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.8274
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.8274
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8255
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8255
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8228
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8228
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.8036
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.8036
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7984
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7984
Glycylpeptide N-tetradecanoyltransferase Q4Q5S8 Q4Q5S8_LEIMA Leishmania major 3 0.7976
Glycylpeptide N-tetradecanoyltransferase Q4Q5S8 Q4Q5S8_LEIMA Leishmania major 3 0.7976
Glycogen synthase Q9V2J8 Q9V2J8_PYRAB Pyrococcus abyssi 3 0.7958
Glycogen synthase Q9V2J8 Q9V2J8_PYRAB Pyrococcus abyssi 3 0.7958
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 3 0.7939
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 3 0.7939
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7877
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7877
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.7788
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.7788
Glycogen synthase Q9V2J8 Q9V2J8_PYRAB Pyrococcus abyssi 3 0.7730
Glycogen synthase Q9V2J8 Q9V2J8_PYRAB Pyrococcus abyssi 3 0.7730
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7618
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7618
L-lactate dehydrogenase (cytochrome) P00175 CYB2_YEAST Saccharomyces cerevisiae 3 0.7605
L-lactate dehydrogenase (cytochrome) P00175 CYB2_YEAST Saccharomyces cerevisiae 3 0.7605
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7561
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7561
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.7545
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.7545
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 3 0.7491
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 3 0.7491
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 2 0.7489
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 2 0.7489
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7447
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7447
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 3 0.7431
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 3 0.7431
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7424
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7424
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7415
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7415
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7413
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7413
Benzoylformate decarboxylase P20906 MDLC_PSEPU Pseudomonas putida 3 0.7412
Benzoylformate decarboxylase P20906 MDLC_PSEPU Pseudomonas putida 3 0.7412
Anthranilate phosphoribosyltransferase P9WFX5 TRPD_MYCTU Mycobacterium tuberculosis 3 0.7403
Anthranilate phosphoribosyltransferase P9WFX5 TRPD_MYCTU Mycobacterium tuberculosis 3 0.7403
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.7340
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.7340
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7312
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7312
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.7293
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.7293
Phenazine biosynthesis protein A/B Q396C9 Q396C9_BURL3 Burkholderia lata 3 0.7271
Phenazine biosynthesis protein A/B Q396C9 Q396C9_BURL3 Burkholderia lata 3 0.7271
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7270
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7270
Benzaldehyde lyase Q9F4L3 Q9F4L3_PSEFL Pseudomonas fluorescens 3 0.7267
Benzaldehyde lyase Q9F4L3 Q9F4L3_PSEFL Pseudomonas fluorescens 3 0.7267
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7245
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7245
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.7202
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.7202
Protein mono-ADP-ribosyltransferase PARP3 Q9Y6F1 PARP3_HUMAN Homo sapiens 3 0.7180
Protein mono-ADP-ribosyltransferase PARP3 Q9Y6F1 PARP3_HUMAN Homo sapiens 3 0.7180
Catalase-peroxidase 2 O59651 KATG2_HALMA Haloarcula marismortui 2 0.7144
Catalase-peroxidase 2 O59651 KATG2_HALMA Haloarcula marismortui 2 0.7144
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.7141
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.7141
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7119
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7119
2-succinyl-5-enolpyruvyl-6-hydroxy-3-cyclohexene-1-carboxylate synthase P23970 MEND_BACSU Bacillus subtilis 3 0.7117
2-succinyl-5-enolpyruvyl-6-hydroxy-3-cyclohexene-1-carboxylate synthase P23970 MEND_BACSU Bacillus subtilis 3 0.7117
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7113
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7113
histone deacetylase A5H660 A5H660_SCHMA Schistosoma mansoni 3 0.7088
histone deacetylase A5H660 A5H660_SCHMA Schistosoma mansoni 3 0.7088
Phenazine biosynthesis protein A/B Q396C9 Q396C9_BURL3 Burkholderia lata 3 0.7073
Phenazine biosynthesis protein A/B Q396C9 Q396C9_BURL3 Burkholderia lata 3 0.7073
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7050
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7050
Tubulin alpha-1B chain P81947 TBA1B_BOVIN Bos taurus 3 0.7043
Tubulin alpha-1B chain P81947 TBA1B_BOVIN Bos taurus 3 0.7043
Lactoylglutathione lyase Q04760 LGUL_HUMAN Homo sapiens 4 0.7036
Lactoylglutathione lyase Q04760 LGUL_HUMAN Homo sapiens 4 0.7036
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7033
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7033
Focal adhesion kinase 1 Q00944 FAK1_CHICK Gallus gallus 3 0.7029
Focal adhesion kinase 1 Q00944 FAK1_CHICK Gallus gallus 3 0.7029
Lactoylglutathione lyase Q04760 LGUL_HUMAN Homo sapiens 4 0.7013
Lactoylglutathione lyase Q04760 LGUL_HUMAN Homo sapiens 4 0.7013
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7012
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7012
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7002
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7002

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