Navigation

name Structure Reference Source Properties Activities Metabolism

(S)-scoulerine

AlkaPlorer ID: AK001288

Synonym: '(-)-scoulerine', 'Discretamine', '(S)-scoulerine', '(S)-Scoulerine', '(13aS)-5,8,13,13a-tetrahydro-3,10-dimethoxy-6H-dibenzoa,gquinolizine-2,9-diol', '(-)-Scoulerine', 'Scoulerine'

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

Structure

SMILES: COC1=C(O)C=C2C(=C1)CCN1CC3=C(O)C(OC)=CC=C3C[C@H]21

copy

InChI: InChI=1S/C19H21NO4/c1-23-17-4-3-11-7-15-13-9-16(21)18(24-2)8-12(13)5-6-20(15)10-14(11)19(17)22/h3-4,8-9,15,21-22H,5-7,10H2,1-2H3/t15-/m1/s1

copy

InChIKey: KNWVMRVOBAFFMH-OAHLLOKOSA-N

copy

Reference

Argemone alkaloids

PubChem CID: 1152279

LOTUS: LTS0123193

SuperNatural Ⅲ: SN0190662-02

NPASS: NPC249797

Source

Species Genus Family Order Class Phylum Kingdom Domain
Nicotiana tabacum Nicotiana Solanaceae Solanales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Corydalis yanhusuo Corydalis Papaveraceae Ranunculales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Dovyalis hebecarpa Dovyalis Salicaceae Malpighiales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Ixeris repens Ixeris Asteraceae Asterales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Papaver somniferum Papaver Papaveraceae Ranunculales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Eremophila oppositifolia Eremophila Scrophulariaceae Lamiales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Taxillus yadoriki Taxillus Loranthaceae Santalales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Corydalis incisa Corydalis Papaveraceae Ranunculales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Lamprocapnos spectabilis Lamprocapnos Papaveraceae Ranunculales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Erycibe schmidtii Erycibe Convolvulaceae Solanales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Helianthus annuus Helianthus Asteraceae Asterales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Corydalis ternata Corydalis Papaveraceae Ranunculales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Rhus lanceolata Rhus Anacardiaceae Sapindales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Artemisia annua Artemisia Asteraceae Asterales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Tylopilus plumbeoviolaceus Tylopilus Boletaceae Boletales Agaricomycetes Basidiomycota Fungi Eukaryota
Aloe microstigma Aloe Asphodelaceae Asparagales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Corydalis pallida Corydalis Papaveraceae Ranunculales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Scopolia japonica Scopolia Solanaceae Solanales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Corydalis bungeana Corydalis Papaveraceae Ranunculales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Murraya paniculata Murraya Rutaceae Sapindales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Corydalis turtschaninovii Corydalis Papaveraceae Ranunculales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Penicillium vulpinum Penicillium Aspergillaceae Eurotiales Eurotiomycetes Ascomycota Fungi Eukaryota
Erycibe obtusifolia Erycibe Convolvulaceae Solanales Magnoliopsida Streptophyta Viridiplantae Eukaryota

Properties Information

Molecule Weight: 327.38

TPSA？: 62.16000000000001

MolLogP？: 2.770500000000001

Number of H-Donors: 2

Number of H-Acceptors: 5

RingCount: 4

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Homo sapiens Ataxin-2 Potency 12589.3 nM None
Homo sapiens Caspase-1 Potency 15848.9 nM None
Homo sapiens Cytochrome P450 1A2 AC50 15848.93 nM None
Homo sapiens Cytochrome P450 2C19 AC50 7943.28 nM None
Homo sapiens Cytochrome P450 2C19 Potency 7943.3 nM None
Homo sapiens Cytochrome P450 2C9 AC50 nan None None
Homo sapiens Cytochrome P450 2D6 AC50 31.62 nM None
Homo sapiens Cytochrome P450 2D6 Potency 31.6 nM None
Homo sapiens Cytochrome P450 3A4 AC50 12589.25 nM None
Homo sapiens Cytochrome P450 3A4 Potency 12589.3 nM None
Homo sapiens Dopamine D1 receptor Inhibition 84.5 % 10.1016/j.bmc.2012.12.016
Homo sapiens Dopamine D1 receptor Ki 529.0 nM 10.1016/j.bmc.2012.12.016
Homo sapiens Dopamine D2 receptor Inhibition 31.8 % 10.1016/j.bmc.2012.12.016
Homo sapiens Dopamine D2 receptor Ki nan None 10.1016/j.bmc.2012.12.016
Homo sapiens Lysine-specific demethylase 4D-like Potency 12589.3 nM None
Homo sapiens Prelamin-A/C Potency 10000.0 nM None
Homo sapiens Serotonin 1a (5-HT1a) receptor Inhibition 2.0 % 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 26.3 % 10.1016/j.bmc.2012.12.016
Homo sapiens Serotonin 2a (5-HT2a) receptor Ki nan None 10.1016/j.bmc.2012.12.016
Homo sapiens Ubiquitin carboxyl-terminal hydrolase 1 Potency 10000.0 nM None
Homo sapiens Ubiquitin carboxyl-terminal hydrolase 1 Potency 39990.7 nM None
Mus musculus Nuclear receptor ROR-gamma Potency 1122.0 nM None
None Unchecked Potency 2238.7 nM None

Metabolism Information

AKRT ID Reaction Reaction Link ID
AKRT011682 COc1cc2c(cc1O)[C@H]1Cc3ccc(OC)c(O)c3CN1CC2>>C=O enzymemap_10824
AKRT011683 COc1cc2c(cc1O)[C@H]1Cc3ccc(OC)c(O)c3CN1CC2>>COc1ccc2c(c1O)CN1CCc3cc(O)c(O)cc3[C@H]1C2 enzymemap_10824