tetrahydropalmatine

AlkaPlorer ID: AK001766

Synonym: '', '2,3,9,10-Tetramethoxy-5,8,13,13a-tetrahydro-6H-isoquino3,2-aisoquinoline', 'L-tetrahydropalmatine', 'MLS000029596', 'Tetrahydropalmatine', 'Rotundine', '(+/-)-Tetrahydropalmatine', '2,3,9,10-tetramethoxy-13aalpha-berbine', '(S)-Tetrahydropalmatine', 'SMR000008833', '(-)-Tetrahydropalmatine', 'dl-Tetrahydropalmatine', 'MLSMR', 'Corydalis B', '(-)-Rotundine(Stephania)', 'MLS002535962', 'tetrahydropalmatine', '2,3,9,10-Tetramethoxyberbine', '(-)-tetrahydropalmatine', '(S)-tetrahydropalmatine', 'TETRAHYDROPALMATINE', '(+)-Tetrahydropalmatine', '2934-97-6', '(S)-(-)-tetrahydropalmatine', 'l-Tetrahydropalmatine'

IUPAC Name: (13aR)-2,3,9,10-tetramethoxy-6,8,13,13a-tetrahydro-5H-isoquinolino[2,1-b]isoquinoline

Structure

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

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InChI: InChI=1S/C21H25NO4/c1-23-18-6-5-13-9-17-15-11-20(25-3)19(24-2)10-14(15)7-8-22(17)12-16(13)21(18)26-4/h5-6,10-11,17H,7-9,12H2,1-4H3/t17-/m1/s1

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InChIKey: AEQDJSLRWYMAQI-QGZVFWFLSA-N

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Source

Species Genus Family Order Class Phylum Kingdom Domain
Pedicularis chinensis Pedicularis Orobanchaceae Lamiales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Maytenus octogona Maytenus Celastraceae Celastrales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Taxillus yadoriki Taxillus Loranthaceae Santalales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Karwinskia subcordata Karwinskia Rhamnaceae Rosales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Corydalis turtschaninovii Corydalis Papaveraceae Ranunculales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Coptis teeta Coptis Ranunculaceae Ranunculales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Phellodendron amurense Phellodendron Rutaceae Sapindales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Funneliformis mosseae Funneliformis Glomeraceae Glomerales Glomeromycetes Mucoromycota Fungi Eukaryota
Phellodendron chinense Phellodendron Rutaceae Sapindales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Iris decora Iris Iridaceae Asparagales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Coptis chinensis Coptis Ranunculaceae Ranunculales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Dovyalis hebecarpa Dovyalis Salicaceae Malpighiales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Heliothis maritima Heliothis Noctuidae Lepidoptera Insecta Arthropoda Metazoa Eukaryota
Ixeris repens Ixeris Asteraceae Asterales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Russula paludosa Russula Russulaceae Russulales Agaricomycetes Basidiomycota Fungi Eukaryota
Penicillium vulpinum Penicillium Aspergillaceae Eurotiales Eurotiomycetes Ascomycota Fungi Eukaryota
Fibraurea recisa Fibraurea Menispermaceae Ranunculales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Balaenoptera borealis Balaenoptera Balaenopteridae Artiodactyla Mammalia Chordata Metazoa Eukaryota
Brickellia paniculata Brickellia Asteraceae Asterales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Coptis deltoidea Coptis Ranunculaceae Ranunculales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Agathosma bisulca Agathosma Rutaceae Sapindales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Achyrocline satureioides Achyrocline Asteraceae Asterales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Corydalis yanhusuo Corydalis Papaveraceae Ranunculales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Corydalis ternata Corydalis Papaveraceae Ranunculales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Eremophila oppositifolia Eremophila Scrophulariaceae Lamiales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Brickellia dentata Brickellia Asteraceae Asterales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Corydalis decumbens Corydalis Papaveraceae Ranunculales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Tylopilus plumbeoviolaceus Tylopilus Boletaceae Boletales Agaricomycetes Basidiomycota Fungi Eukaryota
Pycnarrhena novoguineensis Pycnarrhena Menispermaceae Ranunculales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Passiflora coccinea Passiflora Passifloraceae Malpighiales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Coptis japonica Coptis Ranunculaceae Ranunculales Magnoliopsida Streptophyta Viridiplantae Eukaryota

Properties Information

Molecule Weight: 355.434

TPSA: 40.16

MolLogP: 3.376500000000002

Number of H-Donors: 0

Number of H-Acceptors: 5

RingCount: 4

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Homo sapiens Dopamine D1 receptor Inhibition 39.8 % 10.1016/j.bmc.2012.12.016
Homo sapiens Dopamine D1 receptor Ki nan None 10.1016/j.bmc.2012.12.016
Homo sapiens Dopamine D2 receptor Inhibition 20.5 % 10.1016/j.bmc.2012.12.016
Homo sapiens Dopamine D2 receptor Ki nan None 10.1016/j.bmc.2012.12.016
Homo sapiens Serotonin 1a (5-HT1a) receptor Inhibition 30.4 % 10.1016/j.bmc.2012.12.016
Homo sapiens Serotonin 1a (5-HT1a) receptor Ki nan None 10.1016/j.bmc.2012.12.016
Homo sapiens Serotonin 2a (5-HT2a) receptor Inhibition 29.7 % 10.1016/j.bmc.2012.12.016
Homo sapiens Serotonin 2a (5-HT2a) receptor Ki nan None 10.1016/j.bmc.2012.12.016

Metabolism Information