Stylopine

AlkaPlorer ID: AK002531

Synonym: None

IUPAC Name: (1S)-5,7,17,19-tetraoxa-13-azahexacyclo[11.11.0.02,10.04,8.015,23.016,20]tetracosa-2,4(8),9,15(23),16(20),21-hexaene

Structure

SMILES: C1=CC2=C(OCO2)C2=C1C[C@H]1C3=C(C=C4OCOC4=C3)CCN1C2

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InChI: InChI=1S/C19H17NO4/c1-2-16-19(24-10-21-16)14-8-20-4-3-12-6-17-18(23-9-22-17)7-13(12)15(20)5-11(1)14/h1-2,6-7,15H,3-5,8-10H2/t15-/m0/s1

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InChIKey: UXYJCYXWJGAKQY-HNNXBMFYSA-N

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Reference

Chemical Study on the Alkaloids of<i>Corydalis hsuchowensis</i>

PubChem CID: 440583

CAS: 84-39-9

LOTUS: LTS0009184

SuperNatural Ⅲ: SN0383093-01

NPASS: NPC31311

data_source: manually

Source

Species Genus Family Order Class Phylum Kingdom Domain
Fibraurea recisa Fibraurea Menispermaceae Ranunculales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Ulex airensis Ulex Fabaceae Fabales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Stachys plumosa Stachys Lamiaceae Lamiales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Centaurea sclerolepis Centaurea Asteraceae Asterales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Piper methysticum Piper Piperaceae Piperales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Corydalis yanhusuo Corydalis Papaveraceae Ranunculales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Artabotrys maingayi Artabotrys Annonaceae Magnoliales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Diospyros ebenum Diospyros Ebenaceae Ericales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Lepista glaucocana Lepista Clitocybaceae Agaricales Agaricomycetes Basidiomycota Fungi Eukaryota
Ligularia sagitta Ligularia Asteraceae Asterales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Angelica dahurica Angelica Apiaceae Apiales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Lappula echinata Lappula Boraginaceae Boraginales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Corydalis ophiocarpa Corydalis Papaveraceae Ranunculales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Thuja plicata Thuja Cupressaceae Cupressales Pinopsida Streptophyta Viridiplantae Eukaryota
Fumaria vaillantii Fumaria Papaveraceae Ranunculales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Corydalis ternata Corydalis Papaveraceae Ranunculales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Berberis chitria Berberis Berberidaceae Ranunculales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Stereocaulon alpinum Stereocaulon Stereocaulaceae Lecanorales Lecanoromycetes Ascomycota Fungi Eukaryota
Tolypothrix distorta Tolypothrix Tolypothrichaceae Nostocales Cyanophyceae Cyanobacteriota None Bacteria
Labidiaster annulatus Labidiaster Labidiasteridae Forcipulatida Asteroidea Echinodermata Metazoa Eukaryota
Senna spectabilis Senna Fabaceae Fabales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Chaetomorpha moniligera Chaetomorpha Cladophoraceae Cladophorales Ulvophyceae Chlorophyta Viridiplantae Eukaryota
Lasius niger Lasius Formicidae Hymenoptera Insecta Arthropoda Metazoa Eukaryota
Corydalis cava Corydalis Papaveraceae Ranunculales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Stylophorum diphyllum Stylophorum Papaveraceae Ranunculales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Streptomyces aizunensis Streptomyces Streptomycetaceae Kitasatosporales Actinomycetes Actinomycetota None Bacteria
Symphytum officinale Symphytum Boraginaceae Boraginales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Dictyostelium longosporum Dictyostelium Dictyosteliaceae Dictyosteliales Eumycetozoa Evosea None Eukaryota
Corydalis turtschaninovii Corydalis Papaveraceae Ranunculales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Psacalium peltatum Psacalium Asteraceae Asterales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Chelidonium majus Chelidonium Papaveraceae Ranunculales Magnoliopsida Streptophyta Viridiplantae Eukaryota

Properties Information

Molecule Weight: 323.34800000000007

TPSA: 40.16

MolLogP: 2.799500000000001

Number of H-Donors: 0

Number of H-Acceptors: 5

RingCount: 6

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Leishmania donovani Leishmania donovani IC50 31.18 ug.mL-1 10.1016/j.bmcl.2019.126642
Mus musculus RAW264.7 Activity nan None 10.1016/j.bmcl.2011.09.128
Mus musculus RAW264.7 IC50 50000.0 nM 10.1016/j.bmcl.2011.09.128
Trypanosoma brucei rhodesiense Trypanosoma brucei rhodesiense IC50 10.89 ug.mL-1 10.1016/j.bmcl.2019.126642
Trypanosoma cruzi Trypanosoma cruzi IC50 17.54 ug.mL-1 10.1016/j.bmcl.2019.126642

Metabolism Information

AKRT ID Reaction Reaction Link ID
AKRT011668 COc1cc2c(cc1O)[C@@H]1Cc3ccc4c(c3CN1CC2)OCO4>>c1cc2c(c3c1C[C@H]1c4cc5c(cc4CCN1C3)OCO5)OCO2 1.1.3.32-RXN
AKRT014763 C[SAH].c1cc2c(c3c1C[C@H]1c4cc5c(cc4CCN1C3)OCO5)OCO2>>C[N@@+]12CCc3cc4c(cc3[C@@H]1Cc1ccc3c(c1C2)OCO3)OCO4 R04691
AKRT024963 c1cc2c(c3c1C[C@H]1c4cc5c(cc4CCN1C3)OCO5)OCO2>>c1c2c(cc3c1OCO3)-c1cc3ccc4c(c3c[n+]1CC2)OCO4 RXN-20166