Narcotoline

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Narcotoline
200px
Names
IUPAC name
(3S)-3-[(5R)-4-hydroxy-6-methyl-7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isoquinolin-5-yl]-6,7-dimethoxy-3H-2-benzofuran-1-one
Identifiers
521-40-4 YesY
ChemSpider 390785 N
EC Number 208-313-6
Jmol 3D model Interactive image
KEGG C09593 N
PubChem 442330
  • InChI=1S/C21H21NO7/c1-22-7-6-10-8-13-20(28-9-27-13)17(23)14(10)16(22)18-11-4-5-12(25-2)19(26-3)15(11)21(24)29-18/h4-5,8,16,18,23H,6-7,9H2,1-3H3/t16-,18+/m1/s1 N
    Key: LMGZCSKYOKDBES-AEFFLSMTSA-N N
  • InChI=1/C21H21NO7/c1-22-7-6-10-8-13-20(28-9-27-13)17(23)14(10)16(22)18-11-4-5-12(25-2)19(26-3)15(11)21(24)29-18/h4-5,8,16,18,23H,6-7,9H2,1-3H3/t16-,18+/m1/s1
    Key: LMGZCSKYOKDBES-AEFFLSMTBE
  • CN1CCC2=CC3=C(C(=C2[C@@H]1[C@@H]4C5=C(C(=C(C=C5)OC)OC)C(=O)O4)O)OCO3
Properties
C21H21NO7
Molar mass 399.40 g·mol−1
Vapor pressure {{{value}}}
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

Narcotoline is an opiate alkaloid chemically related to noscapine. It binds to the same receptors in the brain as noscapine to act as an antitussive,[1] and has also been used in tissue culture media.[2]

Source

It can be obtained from the opium poppy, Papaver somniferum. It is present at much higher levels in culinary strains (cultivars) of P. somniferum used for poppy seed production than in high-morphine pharmaceutical strains used for opium production.[3]

References

  1. Lua error in package.lua at line 80: module 'strict' not found.
  2. US 2004063205  "Composition and method for culturing potentially regenerative cells and functional tissue-organs in vitro"
  3. Lua error in package.lua at line 80: module 'strict' not found.

External links