Chemistry:Chanoclavine

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Chanoclavine
Chanoclavine.svg
Names
IUPAC name
[9(9a)E]-9-Methyl-9,9a-didehydro-7,8-seco-9a-homoergolin-8-ol
Systematic IUPAC name
(2E)-2-Methyl-3-[(4R,5R)-4-(methylamino)-1,3,4,5-tetrahydrobenzo[cd]indol-5-yl]prop-2-en-1-ol
Other names
chanoclavin-l
Identifiers
3D model (JSmol)
ChemSpider
UNII
Properties
C16H20N2O
Molar mass 256.34 g/mol
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):

Chanoclavine, also known as chanoclavin-l is a tri-cyclic ergot alkaloid (ergoline) isolate of certain fungi. It is mainly produced by members of the genus claviceps.[1] Long used in traditional Chinese medicine, it was found in 1987 mouse studies to stimulate dopamine D2 receptors in the brain.[2]

See also

References

  1. Lorenz, N; Haarmann, T; Pazoutová, S; Jung, M; Tudzynski, P (2009). "The ergot alkaloid gene cluster: Functional analyses and evolutionary aspects". Phytochemistry 70 (15–16): 1822–32. doi:10.1016/j.phytochem.2009.05.023. PMID 19695648. 
  2. Watanabe, H; Somei, M; Sekihara, S; Nakagawa, K; Yamada, F (1987). "Dopamine receptor stimulating effects of chanoclavine analogues, tricyclic ergot alkaloids, in the brain". Japanese Journal of Pharmacology 45 (4): 501–6. doi:10.1254/jjp.45.501. PMID 3127619.