Protopine

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Protopine[1]
Protopine structure.svg
Names
IUPAC name
7-Methyl-6,8,9,16-tetrahydrobis[1,3]benzodioxolo[4,5-c:5′,6′-g]azecin-15(7H)-one
Identifiers
130-86-9 YesY
3D model (Jmol) Interactive image
ChEBI CHEBI:16415 N
ChEMBL ChEMBL486179 N
ChemSpider 4799 N
ECHA InfoCard 100.004.546
EC Number 204-999-6
KEGG C05189 N
PubChem 4970
Properties
C20H19NO5
Molar mass 353.369 g/mol
Appearance white crystals
Density 1.399 g/cm3
Melting point 208 °C (406 °F; 481 K)
practically insoluble
Solubility in chloroform 1:15
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YesYN ?)
Infobox references

Protopine is a benzylisoquinoline alkaloid occurring in opium poppy,[2] Corydalis tubers[3] and other plants of the family papaveraceae, like Fumaria officinalis.[4] It has been found to inhibit histamine H1 receptors and platelet aggregation, and acts as an analgesic.[5][6]

See also[edit]

References[edit]

  1. ^ The Merck Index (9 ed.). New Jersey: Merck & Co. 1976. p. 1023. 
  2. ^ The Free Dictionary: Protopine
  3. ^ Jiang, B; Cao, K; Wang, R (2004). "Inhibitory effect of protopine on K(ATP) channel subunits expressed in HEK-293 cells.". European Journal of Pharmacology. 506 (2): 93–100. doi:10.1016/j.ejphar.2004.11.004. PMID 15588728. 
  4. ^ Vrba, J.; Vrublova, E.; Modriansky, M.; Ulrichova, J. (2011). "Protopine and allocryptopine increase mRNA levels of cytochromes P450 1A in human hepatocytes and HepG2 cells independently of AhR". Toxicology Letters. 203 (2): 135–141. doi:10.1016/j.toxlet.2011.03.015. PMID 21419197. 
  5. ^ Saeed, SA; Gilani, AH; Majoo, RU; Shah, BH (1997). "Anti-thrombotic and anti-inflammatory activities of protopine.". Pharmacological research : the official journal of the Italian Pharmacological Society. 36 (1): 1–7. doi:10.1006/phrs.1997.0195. PMID 9368908. 
  6. ^ Protopine at the US National Library of Medicine Medical Subject Headings (MeSH)