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Heyneanine

From Wikipedia, the free encyclopedia
Heyneanine
Names
IUPAC name
(1S)-1-[(1R,15R,17R,18R)-3,13-diazapentacyclo[13.3.1.02,10.04,9.013,18]nonadeca-2(10),4,6,8-tetraen-17-yl]ethanol
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
  • InChI=1S/C19H24N2O/c1-11(22)15-8-12-9-16-18-14(6-7-21(10-12)19(15)16)13-4-2-3-5-17(13)20-18/h2-5,11-12,15-16,19-20,22H,6-10H2,1H3/t11-,12-,15-,16-,19-/m0/s1
    Key: TVPHSOXWTLOHCG-CCISYGEFSA-N
  • C[C@@H]([C@@H]1C[C@H]2C[C@@H]3[C@H]1N(C2)CCC4=C3NC5=CC=CC=C45)O
Properties
C21H26N2O3
Molar mass 354.450 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Heyneanine is a Tabernaemontana alkaloid with in vitro antitumor activity.[1] It also inhibits butrylcholinesterase.[2]

See also

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References

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  1. ^ Rizo, WF; Ferreira, LE; Colnaghi, V; Martins, JS; Franchi, LP; Takahashi, CS; Beleboni, RO; Marins, M; Pereira, PS; Fachin, AL (2013). "Cytotoxicity and genotoxicity of coronaridine from Tabernaemontana catharinensis A.DC in a human laryngeal epithelial carcinoma cell line (Hep-2)". Genetics and Molecular Biology. 36 (1): 105–10. doi:10.1590/S1415-47572013005000010. PMC 3615513. PMID 23569415.
  2. ^ "Annals of the Brazilian Academy of Sciences" (PDF).