Taxagifine

Last updated

Taxagifine
Taxagifine.svg
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
PubChem CID
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

  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. Bibcode:2009PlMed..75..814T. doi:10.1055/s-0029-1185440. PMID   19288401. S2CID   260279790.