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Taxagifine

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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).

Taxagifine is a taxane isolated from Taxus.[1]

Notes

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  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. S2CID 260279790.