Details of Natural Product (NP)

General Information of Natural Product (ID: NP1204)
  Natural Product Name
Coptisine
  Synonyms
Coptisine; 3486-66-6; Coptisine sulfate; Coptisin; UNII-0GCL71VN14; bis[methylenedioxy]protoberberine; CHEBI:67862; 1198398-71-8; 0GCL71VN14; Bis[1,3]benzodioxolo[5,6-a:4',5'-g]quinolizinium, 6,7-dihydro-; 5,7,17,19-tetraoxa-13-azoniahexacyclo[11.11.0.02,10.04,8.015,23.016,20]tetracosa-1(13),2,4(8),9,14,16(20),21,23-octaene; Bis(1,3)benzodioxolo(5,6-a:4',5'-g)quinolizinium, 6,7-dihydro-; 6,7-Dihydro[1,3]dioxolo[4,5-G][1,3]dioxolo[7,8]isoquino[3,2-A]isoquinolin-5-Ium; C19H14NO4; 7,8,13,13a-Tetradehydro-2,3-9,10-bis(methylenedioxy)berbinium; KPT; SCHEMBL156866; CHEMBL362071; MEGxp0_001731; HSDB 8323; DTXSID10188404; HY-N0430; ZINC1709414; BDBM50030257; AKOS015903291; AC-34308; NCI60_000465; FT-0645075; FT-0689356; N1737; N2494; Y0053; A14548; C16938; 348C666; Q-100421; Q5169053; 6,7-Dihydrobis[1,3]benzodioxolo[5,6-a:4',5'-g]quinolizinium chloride
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  Formula C19H14NO4+
  Weight 320.3
  Structure Could Not Find 2D Structure
3D Structure Download 2D Structure Download
  InChI InChI=1S/C19H14NO4/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/h1-2,5-8H,3-4,9-10H2/q+1
  InChI Key XYHOBCMEDLZUMP-UHFFFAOYSA-N
  Isomeric SMILES C1C[N+]2=C(C=C3C=CC4=C(C3=C2)OCO4)C5=CC6=C(C=C51)OCO6
  Canonical SMILES C1C[N+]2=C(C=C3C=CC4=C(C3=C2)OCO4)C5=CC6=C(C=C51)OCO6
  External Links PubChem ID 72322
CAS ID 3486-66-6
NPASS ID NPC171409
HIT ID C0617
CHEMBL ID CHEMBL362071
  NP Activity Charts   Click to show/hide
  Activity Info  

 The Content Variation of Natural Product Induced by Different Factor(s)
      Species Name: Chelidonium majus
  Factor Name: Locality Variation; Harvest Time Variation [1]
              Species Info Factor Info
               Experiment Detail
Aerial parts from five populations of Chelidonium majus were collected from the wild at the flowering stage (hereafter referred to as 'wild') for chemical analysis and biological activity testing during May 2019. Ten randomly selected plantlets were also collected from the same five populations in 2019 and planted in an organically certified experimental field of IES (57° 19′ 11.7″ N 25° 19′ 18.8″ E, 115 m altitude). The plot size was 0.8 m2, and the plant spacing was 0.2 × 0.5 m. A year later, aerial parts were collected during the flowering stage from the same populations in the experimental field (hereafter referred to as 'cultivated').
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               Factor Function
The total content of alkaloids in aqueous ethanol extracts prepared from cultivated C. majus specimens was higher than that observed in extracts prepared from wild-grown plant material. Chelidonine, sanguinarine, and chelerythrine were the main contributors to the total increase in alkaloid content. The cultivation of C. majus did not significantly affect the total content of flavonol glycosides. The observed differences in the phytochemical compositions of the C. majus extracts resulted in significant increases in the cytotoxic activities of the preparations.
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               Factor Part Location NP Content
 
Locality: wild + Harvesting time: 2019
 Aerial parts Latvia
NP Content: 138.5 ± 35.6 µg/g
 
Locality: experimental field + Harvesting time: 2020
 Aerial parts Latvia
NP Content: 143.5 ± 32.2 µg/g
References
1 The Cultivation of Chelidonium majus L. Increased the Total Alkaloid Content and Cytotoxic Activity Compared with Those of Wild-Grown Plants