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Hydrastine

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This is an old revision of this page, as edited by CheMoBot (talk | contribs) at 22:37, 31 August 2011 (Updating {{drugbox}} (no changed fields - added verified revid - updated 'ChEMBL_Ref', 'ChEBI_Ref', 'KEGG_Ref', 'ChEBI_Ref') per Chem/Drugbox validation (report errors or [[user talk:CheMoB). The present address (URL) is a permanent link to this revision, which may differ significantly from the current revision.

Revision as of 22:37, 31 August 2011 by CheMoBot (talk | contribs) (Updating {{drugbox}} (no changed fields - added verified revid - updated 'ChEMBL_Ref', 'ChEBI_Ref', 'KEGG_Ref', 'ChEBI_Ref') per Chem/Drugbox validation (report errors or [[user talk:CheMoB)(diff) ← Previous revision | Latest revision (diff) | Newer revision → (diff) Pharmaceutical compound
Hydrastine
Clinical data
ATC code
  • none
Pharmacokinetic data
MetabolismHepatic
ExcretionRenal
Identifiers
IUPAC name
  • 6,7-dimethoxy-3-(6-methyl-5,6,7,8-tetrahydrodioxoloisoquinolin-5-yl)-2-benzofuran-1(3H)-one
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
ECHA InfoCard100.003.849 Edit this at Wikidata
Chemical and physical data
FormulaC21H21NO6
Molar mass383.395 g/mol g·mol
3D model (JSmol)
SMILES
  • O=C2O(c1ccc(OC)c(OC)c12)5N(C)CCc4c5cc3OCOc3c4
InChI
  • InChI=1S/C21H21NO6/c1-22-7-6-11-8-15-16(27-10-26-15)9-13(11)18(22)19-12-4-5-14(24-2)20(25-3)17(12)21(23)28-19/h4-5,8-9,18-19H,6-7,10H2,1-3H3/t18-,19+/m1/s1
  • Key:JZUTXVTYJDCMDU-MOPGFXCFSA-N
  (verify)

Hydrastine is a natural alkaloid which was discovered in 1851 by Alfred P. Durand. Hydrolysis of hydrastine yields hydrastinine, which was patented by Bayer as a haemostatic drug during the 1910s.

It is naturally present in Hydrastis canadensis (thus the name) and other plants of the ranunculaceae family.

References

  1. American Journal of Pharmacy: 112, 1851 {{citation}}: Missing or empty |title= (help)
  2. Römpp CD, Georg Thieme Verlag, 2006


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