Coclaurine

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Coclaurine
Coclaurine.svg
Names
IUPAC name
(1S)-1-[(4-hydroxyphenyl)methyl]-6-methoxy-1,2,3,4-tetrahydroisoquinolin-7-ol
Identifiers
486-39-5
ChemSpider 141028
Jmol 3D model Interactive image
PubChem 160487
  • InChI=1S/C17H19NO3/c1-21-17-9-12-6-7-18-15(14(12)10-16(17)20)8-11-2-4-13(19)5-3-11/h2-5,9-10,15,18-20H,6-8H2,1H3/t15-/m0/s1
    Key: LVVKXRQZSRUVPY-HNNXBMFYSA-N
  • InChI=1/C17H19NO3/c1-21-17-9-12-6-7-18-15(14(12)10-16(17)20)8-11-2-4-13(19)5-3-11/h2-5,9-10,15,18-20H,6-8H2,1H3/t15-/m0/s1
    Key: LVVKXRQZSRUVPY-HNNXBMFYBJ
  • COC1=C(C=C2[C@@H](NCCC2=C1)CC3=CC=C(C=C3)O)O
Properties
C17H19NO3
Molar mass 285.34 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).
Infobox references

Coclaurine is a nicotinic acetylcholine receptor antagonist[citation needed] which has been isolated from a variety of plant sources including Nelumbo nucifera, Sarcopetalum harveyanum,[1] Ocotea duckei,[2] and others. It belongs to the class of tetrahydroisoquinoline alkaloids. Dimerization of coclaurine leads to the biscoclaurine alkaloids such as cepharanthine.

References

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