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Xylopine

From Wikipedia, the free encyclopedia
Xylopine
Names
IUPAC name
9-Methoxy-2′H-12-nor-[1,3]dioxolo[4′,5′:1,2]-6aβ-aporphine
Systematic IUPAC name
(7aR)-10-Methoxy-6,7,7a,8-tetrahydro-2H,5H-benzo[g][1,3]benzodioxolo[6,5,4-de]quinoline
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
KEGG
UNII
  • InChI=1S/C18H17NO3/c1-20-12-2-3-13-11(6-12)7-14-16-10(4-5-19-14)8-15-18(17(13)16)22-9-21-15/h2-3,6,8,14,19H,4-5,7,9H2,1H3/t14-/m1/s1
    Key: RFWCCZDSXIZJMF-CQSZACIVSA-N
  • COC1=CC2=C(C=C1)C3=C4[C@@H](C2)NCCC4=CC5=C3OCO5
Properties
C18H17NO3
Molar mass 295.338 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Xylopine is an antimicrobial benzylisoquinoline alkaloid.[1]

Xylopine is a noraporphine alkaloid that occurs in Xylopia discreta[2]

References

[edit]
  1. Villar, A; Mares, M; Rios, JL; Canton, E; Gobernado, M (1987). "Antimicrobial activity of benzylisoquinoline alkaloids". Die Pharmazie. 42 (4): 248–50. PMID 3615557.
  2. Schmutz, J. (January 1959). "Die Alkaloide von Xylopia discreta (L. FIL. ) S PRAGUE et HUTCHINS ". Helvetica Chimica Acta. 42 (1): 335–343. Bibcode:1959HChAc..42..335S. doi:10.1002/hlca.19590420130.