Taxinine M

Taxinine M is a tetracyclic taxane isolate derived from Taxus brevifolia, Taxus chinensis, and Taxus mairei.[1]

Taxinine M
Names
IUPAC name
[(1R,2R,3S,4R,5R,6S,8S,10R,11R,12R,15S)-3,4,6,11-tetraacetyloxy-2,8-dihydroxy-1,15-dimethyl-9-methylidene-13-oxo-16-oxatetracyclo[10.5.0.02,15.05,10]heptadecan-5-yl]methyl benzoate
Identifiers
3D model (JSmol)
ChemSpider
  • InChI=1S/C35H42O14/c1-17-23(40)13-25(46-18(2)36)34(16-44-31(42)22-11-9-8-10-12-22)26(17)28(47-19(3)37)27-24(41)14-33(7)35(43,32(27,6)15-45-33)30(49-21(5)39)29(34)48-20(4)38/h8-12,23,25-30,40,43H,1,13-16H2,2-7H3/t23-,25-,26-,27-,28+,29-,30-,32-,33-,34+,35-/m0/s1
    Key: NLPSSNXRGVDJMP-NTOIUUNRSA-N
  • CC(=O)O[C@H]1C[C@@H](C(=C)[C@@H]2[C@@]1([C@H]([C@@H]([C@]3([C@@]4(CC(=O)[C@@H]([C@@H]2OC(=O)C)[C@@]3(CO4)C)C)O)OC(=O)C)OC(=O)C)COC(=O)C5=CC=CC=C5)O
Properties
C35H42O14
Molar mass 686.69958
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

References

  1. Beutler JA, Chmurny GM, Look SA, Witherup KM (1991). "Taxinine M, a new tetracyclic taxane from Taxus brevifolia". J Nat Prod. 54 (3): 893–7. doi:10.1021/np50075a028. PMID 1955887.


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