Navigation

name Structure Reference Source Properties Activities Metabolism

Glaucine

AlkaPlorer ID: AK002837

Synonym: None

IUPAC Name: (6aS)-1,2,9,10-tetramethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline

Structure

SMILES: COC1=CC2=C(C=C1OC)C1=C3C(=CC(OC)=C1OC)CCN(C)[C@H]3C2

copy

InChI: InChI=1S/C21H25NO4/c1-22-7-6-12-9-18(25-4)21(26-5)20-14-11-17(24-3)16(23-2)10-13(14)8-15(22)19(12)20/h9-11,15H,6-8H2,1-5H3/t15-/m0/s1

copy

InChIKey: RUZIUYOSRDWYQF-HNNXBMFYSA-N

copy

Reference

Fungitoxic alkaloids from Hokkaido Papaveraceae

PubChem CID: 16754

CAS: 475-81-0

LOTUS: LTS0206023

NPASS: NPC99659

data_source: manually

Source

Species Genus Family Order Class Phylum Kingdom Domain
Fissistigma oldhamii Fissistigma Annonaceae Magnoliales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Musca autumnalis Musca Muscidae Diptera Insecta Arthropoda Metazoa Eukaryota
Nandina domestica Nandina Berberidaceae Ranunculales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Paronychia argentea Paronychia Caryophyllaceae Caryophyllales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Corydalis yanhusuo Corydalis Papaveraceae Ranunculales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Prunus humilis Prunus Rosaceae Rosales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Balaenoptera borealis Balaenoptera Balaenopteridae Artiodactyla Mammalia Chordata Metazoa Eukaryota
Papaver somniferum Papaver Papaveraceae Ranunculales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Corydalis ternata Corydalis Papaveraceae Ranunculales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Pycnarrhena novoguineensis Pycnarrhena Menispermaceae Ranunculales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Pedicularis chinensis Pedicularis Orobanchaceae Lamiales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Aloe microstigma Aloe Asphodelaceae Asparagales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Iris decora Iris Iridaceae Asparagales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Glaucium flavum Glaucium Papaveraceae Ranunculales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Corydalis turtschaninovii Corydalis Papaveraceae Ranunculales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Xylopia laevigata Xylopia Annonaceae Magnoliales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Brickellia paniculata Brickellia Asteraceae Asterales Magnoliopsida Streptophyta Viridiplantae Eukaryota

Properties Information

Molecule Weight: 355.43400000000014

TPSA？: 40.16

MolLogP？: 3.4731000000000023

Number of H-Donors: 0

Number of H-Acceptors: 5

RingCount: 4

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Coxsackievirus B1 Coxsackievirus B1 IC50 21000.0 nM 10.1016/j.bmc.2008.06.010
Echovirus E13 Echovirus E13 IC50 60000.0 nM 10.1016/j.bmc.2008.06.010
Homo sapiens Multidrug resistance-associated protein 1 FC 22.0 None 10.1016/j.ejmech.2017.06.047
Homo sapiens Protein tyrosine phosphatase receptor type C-associated protein IC50 88000.0 nM 10.1016/0960-894X(95)00250-W
Homo sapiens Serotonin 1a (5-HT1a) receptor Ki 171.0 nM 10.1021/np500893h
Homo sapiens Serotonin 2a (5-HT2a) receptor Ki 966.0 nM 10.1021/acs.jnatprod.2c00365
Homo sapiens Serotonin 2a (5-HT2a) receptor Ki 966.0 nM 10.1021/np500893h
Homo sapiens Serotonin 2b (5-HT2b) receptor Ki 119.0 nM 10.1021/acs.jnatprod.2c00365
Homo sapiens Serotonin 2c (5-HT2c) receptor Ki 328.0 nM 10.1021/acs.jnatprod.2c00365
Homo sapiens Serotonin 2 receptors; 5-HT2a & 5-HT2c Ratio Ki 2.9 None 10.1021/acs.jnatprod.2c00365
Homo sapiens Serotonin 7 (5-HT7) receptor Ki 43.0 nM 10.1021/np500893h
Influenza A virus (strain A/USSR/90/1977 H1N1) Neuraminidase IC50 nan None 10.1016/j.bmc.2014.09.004
Poliovirus 1 Poliovirus 1 IC50 60000.0 nM 10.1016/j.bmc.2008.06.010
Rattus norvegicus Dopamine D1 receptor Ki 2900.0 nM 10.1021/jm060959i
Rattus norvegicus Dopamine D2 receptor Ki 2800.0 nM 10.1021/jm060959i
Rattus norvegicus Rattus norvegicus Activity 50.0 % 10.1021/jm060959i
rhinovirus B14 rhinovirus B14 CC50 182000.0 nM 10.1016/j.bmc.2008.06.010
Staphylococcus aureus Staphylococcus aureus Activity nan None 10.1021/np990639k
None ADMET CC50 100000.0 nM 10.1016/j.bmc.2006.10.034
None ADMET CC50 115000.0 nM 10.1016/j.bmc.2008.06.010
None ADMET IC50 22000.0 nM 10.1016/j.bmc.2008.06.010
None B-cell IC50 100000.0 nM 10.1016/j.bmc.2006.10.034
None Radical scavenging activity Activity 0.8 % 10.1016/j.bmc.2008.06.010
None Radical scavenging activity Activity 1.1 % 10.1016/j.bmc.2008.06.010
None Radical scavenging activity Activity 1.2 % 10.1016/j.bmc.2008.06.010
None Radical scavenging activity Activity 1.3 % 10.1016/j.bmc.2008.06.010
None Radical scavenging activity Activity 1.4 % 10.1016/j.bmc.2008.06.010
None Radical scavenging activity Activity 1.6 % 10.1016/j.bmc.2008.06.010
None T-cell IC50 100000.0 nM 10.1016/j.bmc.2006.10.034
None Unchecked FC 7.0 None 10.1016/j.ejmech.2017.06.047
None Unchecked IC50 96900.0 nM 10.1016/j.bmc.2014.09.004
None Unchecked Ratio CC50/IC50 1.9 None 10.1016/j.bmc.2008.06.010
None Unchecked Ratio CC50/IC50 5.5 None 10.1016/j.bmc.2008.06.010
None Unchecked Ratio CC50/IC50 8.3 None 10.1016/j.bmc.2008.06.010
None Unchecked Ratio Ki 0.4 None 10.1021/acs.jnatprod.2c00365
None Unchecked Ratio Ki 4.0 None 10.1021/np500893h
None Unchecked Ratio Ki 8.1 None 10.1021/acs.jnatprod.2c00365
None Unchecked Ratio Ki 22.0 None 10.1021/np500893h

Metabolism Information

AKRT ID Reaction Reaction Link ID
AKRT011684 COc1cc2c(cc1OC)-c1c(OC)c(OC)cc3c1[C@H](C2)N(C)CC3.C[SAH]>>COc1cc2c(cc1OC)-c1c(OC)c(OC)cc3c1[C@H](C2)[N+](C)(C)CC3 51556