Taxagifine
Names
IUPAC name
11-Hydroxy-13-oxo-12,17-epoxy-12α-tax-4(20)-ene-2α,5α,7β,9α,10β-pentayl 2,7,9,10-tetraacetate 5-[(2E)-3-phenylprop-2-enoate]
Systematic IUPAC name
(1S,3aR,4R,5R,5aR,7S,9S,9aS,10R,11S,11aR)-11a-Hydroxy-1,3a,9a-trimethyl-6-methylidene-13-oxotetradecahydro-1,4-ethanobenzo[5,6]cycloocta[1,2-c]furan-5,7,9,10,11-pentayl 5,9,10,11-tetraacetate 7-[(2E)-3-phenylprop-2-enoate]
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
UNII
  • InChI=1S/C37H44O13/c1-19-26(50-29(43)15-14-24-12-10-9-11-13-24)17-28(46-20(2)38)35(7)30(19)31(47-21(3)39)25-16-27(42)36(8)37(44,34(25,6)18-45-36)33(49-23(5)41)32(35)48-22(4)40/h9-15,25-26,28,30-33,44H,1,16-18H2,2-8H3/b15-14+/t25-,26-,28-,30-,31+,32-,33-,34-,35+,36+,37-/m0/s1
    Key: FQCUWQFKTUBVLA-PGBLWRDZSA-N
  • CC(=O)O[C@H]1C[C@@H](C(=C)[C@@H]2[C@@]1([C@H]([C@@H]([C@@]3([C@]4(CO[C@@]3(C(=O)C[C@H]4[C@H]2OC(=O)C)C)C)O)OC(=O)C)OC(=O)C)C)OC(=O)/C=C/C5=CC=CC=C5
Properties
C37H44O13
Molar mass 696.746 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Taxagifine is a taxane isolated from Taxus.[1]

Notes

  1. Tong J, Lu J, Zhang N, Chi H, Yamashita K, Manabe M, et al. (2009). "Effect of seven tricyclic diterpenoids from needles of Taxus media var. Hicksii on stimulus-induced superoxide generation, tyrosyl or serine/threonine phosphorylation and translocation of cytosolic compounds to the cell membrane in human neutrophils". Planta Med. 75 (8): 814–22. doi:10.1055/s-0029-1185440. PMID 19288401.


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