Chemistry:Coclaurine

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Coclaurine
Coclaurine.svg
Names
Preferred IUPAC name
(1S)-1-[(4-Hydroxyphenyl)methyl]-6-methoxy-1,2,3,4-tetrahydroisoquinolin-7-ol
Identifiers
3D model (JSmol)
ChemSpider
KEGG
UNII
Properties
C17H19NO3
Molar mass 285.343 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
Tracking categories (test):

Coclaurine is a nicotinic acetylcholine receptor antagonist[1] which has been isolated from a variety of plant sources including Nelumbo nucifera, Sarcopetalum harveyanum,[2] Ocotea duckei,[3] and others. It belongs to the class of tetrahydroisoquinoline alkaloids. Dimerization of coclaurine leads to the biscoclaurine alkaloids such as cepharanthine.

References

  1. https://www.researchgate.net/profile/Matthew_Cheesman4/publication/303689274_Oceania_Antidepressant_Medicinal_Plants/links/5aa85083a6fdcc1b59c63bda/Oceania-Antidepressant-Medicinal-Plants.pdf [bare URL PDF]
  2. "The isolation of stepharine and coclaurine from Sarcopetalum harveyanum". Lloydia 35 (1): 90–91. 1972. PMID 5037484. 
  3. I.G da Silva; J.M Barbosa-Filho; M.S da Silva; C.D.G de Lacerda; E.V.L da-Cunha (2002). "Coclaurine from Ocotea duckei". Biochemical Systematics and Ecology 30 (9): 881–883. doi:10.1016/s0305-1978(02)00024-8. Bibcode2002BioSE..30..881D.