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Oxaline

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Oxaline
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
  • InChI=1S/C24H25N5O4/c1-6-22(2,3)23-12-19(32-4)21(31)28-18(11-15-13-25-14-26-15)20(30)27-24(23,28)29(33-5)17-10-8-7-9-16(17)23/h6-14H,1H2,2-5H3,(H,25,26)(H,27,30)/b18-11+/t23-,24-/m1/s1
    Key: SOHAVULMGIITDH-SSDCDQDPSA-N
  • InChI=1/C24H25N5O4/c1-6-22(2,3)23-12-19(32-4)21(31)28-18(11-15-13-25-14-26-15)20(30)27-24(23,28)29(33-5)17-10-8-7-9-16(17)23/h6-14H,1H2,2-5H3,(H,25,26)(H,27,30)/b18-11+/t23-,24-/m1/s1
    Key: SOHAVULMGIITDH-SSDCDQDPBU
  • CC(C)(C=C)[C@]12C=C(C(=O)N\3[C@@]1(NC(=O)/C3=C\c4c[nH]cn4)N(c5c2cccc5)OC)OC
Properties
C24H25N5O4
Molar mass 447.495 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Oxaline is a fungal isolate with anticancer activity in vitro.[1] It is an O-methylated derivative of meleagrin.

References

[edit]
  1. ^ Koizumi, Y; Arai, M; Tomoda, H; Omura, S (2004). "Oxaline, a fungal alkaloid, arrests the cell cycle in M phase by inhibition of tubulin polymerization". Biochimica et Biophysica Acta (BBA) - Molecular Cell Research. 1693 (1): 47–55. doi:10.1016/j.bbamcr.2004.04.013. PMID 15276324.