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Meconic acid information


Meconic acid
Names
Preferred IUPAC name
3-Hydroxy-4-oxo-4H-pyran-2,6-dicarboxylic acid
Identifiers
CAS Number
  • 497-59-6 checkY
3D model (JSmol)
  • Interactive image
ChemSpider
  • 10465112 ☒N
ECHA InfoCard 100.007.136 Edit this at Wikidata
EC Number
  • 207-848-2
KEGG
  • C20209 ☒N
MeSH C010603
PubChem CID
  • 5351448
UNII
  • V502I79516 checkY
CompTox Dashboard (EPA)
  • DTXSID2060096 Edit this at Wikidata
InChI
  • InChI=1S/C7H4O7/c8-2-1-3(6(10)11)14-5(4(2)9)7(12)13/h1,9H,(H,10,11)(H,12,13) ☒N
    Key: ZEGRKMXCOCRTCS-UHFFFAOYSA-N ☒N
  • InChI=1/C7H4O7/c8-2-1-3(6(10)11)14-5(4(2)9)7(12)13/h1,9H,(H,10,11)(H,12,13)
    Key: ZEGRKMXCOCRTCS-UHFFFAOYAE
SMILES
  • C1=C(OC(=C(O)O)C(=O)C1=O)C(=O)O
Properties
Chemical formula
C7H4O7
Molar mass 200.102 g·mol−1
Appearance colorless crystals
Related compounds
Related compounds
Chelidonic acid
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Meconic acid, also known as acidum meconicum and poppy acid, is a chemical substance found in certain plants of the poppy family, Papaveraceae, such as Papaver somniferum (opium poppy) and Papaver bracteatum. Meconic acid constitutes about 5% of opium and can be used as an analytical marker for the presence of opium. Meconic acid has erroneously been described as a mild narcotic, but it has little or no physiological activity, and is not used medicinally. Meconic acid forms salts with alkaloids and metals. These salts as well as meconic acid esters are called meconates. Meconic acid was first isolated by Friedrich Sertürner in 1805.[1]

  1. ^ Friedrich Sertürner (1805) (Untitled letter to the editor), Journal der Pharmacie für Aerzte, Apotheker und Chemisten (Journal of Pharmacy for Physicians, Apothecaries, and Chemists), 13 : 229–243. See also: Sertuerner (1817) "Ueber das Morphium, eine neue salzfähige Grundlage, und die Mekonsäure, als Hauptbestandtheile des Opiums" (On morphine, a new salifiable [i.e., precipitable], fundamental substance, and meconic acid, as principal components of opium), Annalen der Physik, 55 : 56–89.

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Meconic acid

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Meconic acid, also known as acidum meconicum and poppy acid, is a chemical substance found in certain plants of the poppy family, Papaveraceae, such as...

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bound to meconic acid. The method is to extract from the crushed plant with diluted sulfuric acid, which is a stronger acid than meconic acid, but not...

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Papaveraceae

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characteristic substances contained within these species include: meconic acid and chelidonic acid, as well as cyanogenic glycoside compounds derived from tyrosine:...

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Chelidonic acid

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List of compounds with carbon number 7

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C7H4MnNO3 azacymantrene 32761-36-7 C7H4O3S tioxolone 4991-65-5 C7H4O7 meconic acid 497-59-6 C7H5BrO Several compounds – C7H5ClCrO5S methyl chloromethyl...

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