Delphinine

Delphinine
Identifiers
CAS number 561-07-9
PubChem 441726
ChemSpider 390329 Y
UNII IN41I78D7R Y
Jmol-3D images Image 1
Image 2
Properties
Molecular formula C33H45NO9
Molar mass 599.712
Melting point

197-199 °C
Hazards
Main hazards Toxic
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Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Delphinine is a toxic alkaloid (LD50 1.5 mg/kg approx) found in plants from the Delphinium family. It is related in structure and has similar effects to aconitine, acting as an allosteric modulator of voltage gated sodium channels,[1] and producing hypotension, bradycardia and cardiac arrythmia. These effects make it highly poisonous, but in very small doses it has some uses in herbal medicine.[2][3]

References

  1. ^ Turabekova MA, Rasulev BF, Levkovich MG, Abdullaev ND, Leszczynski J (April 2008). "Aconitum and Delphinium sp. alkaloids as antagonist modulators of voltage-gated Na+ channels. AM1/DFT electronic structure investigations and QSAR studies". Computational Biology and Chemistry 32 (2): 88–101. doi:10.1016/j.compbiolchem.2007.10.003. PMID 18201930. 
  2. ^ Desai HK, Hart BP, Caldwell RW, Jianzhong-Huang JH, Pelletier SW. Certain norditerpenoid alkaloids and their cardiovascular action. Journal of Natural Products. 1998 Jun 26;61(6):743-8. PMID 9644057
  3. ^ Díaz JG, Ruiz JG, de La Fuente G. Alkaloids from Delphinium staphisagria. Journal of Natural Products. 2000 Aug;63(8):1136-9. PMID 10978212