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. doi:10.1055/s-0029-1185440. PMID   19288401.


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<i>Taxus</i> Genus of conifers in the yew family Taxaceae

Taxus is a genus of coniferous trees or shrubs known as yews in the family Taxaceae. They are relatively slow-growing and can be very long-lived, and reach heights of 2.5–20 m (8.2–65.6 ft), with trunk girth averaging 5 m (16 ft). They have reddish bark, lanceolate, flat, dark-green leaves 10–40 mm long and 2–3 mm broad, arranged spirally on the stem, but with the leaf bases twisted to align the leaves in two flat rows either side of the stem. The oldest known fossil species are from the Early Cretaceous.

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Taxaceae, commonly called the yew family, is a coniferous family which includes six extant and two extinct genera, and about 30 species of plants, or in older interpretations three genera and 7 to 12 species.

<span class="mw-page-title-main">Aril</span> Membranous or fleshy appendage that partly or wholly covers a seed

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<i>Taxus baccata</i> Species of conifer in the family Taxaceae

Taxus baccata is a species of evergreen tree in the family Taxaceae, native to western, central and southern Europe, northwest Africa, northern Iran, and southwest Asia. It is the tree originally known as yew, though with other related trees becoming known, it may now be known as common yew, English yew, or European yew. It is primarily grown as an ornamental. Most parts of the plant are poisonous, with toxins that can be absorbed through inhalation and through the skin; consumption of even a small amount of the foliage can result in death.

NVC community W13, also known as Yew woodland, is one of the woodland communities in the British National Vegetation Classification system; it is the only Yew woodland community in the NVC.

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Taxus cuspidata, the Japanese yew or spreading yew, is a member of the genus Taxus, native to Japan, Korea, northeast China and the extreme southeast of Russia.

<i>Taxus brevifolia</i> Species of conifer

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Taxus canadensis, the Canada yew or Canadian yew, is a conifer native to central and eastern North America, thriving in swampy woods, ravines, riverbanks and on lake shores. Locally called simply "yew", this species is also referred to as American yew or ground-hemlock.

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Taxus chinensis is a species of yew. It is commonly called the Chinese yew, though this term also refers to Taxus celebica or Taxus sumatrana.

<i>Taxus floridana</i> Species of conifer

Taxus floridana, the Florida yew, is a species of yew, endemic to a small area of under 10 km² on the eastern side of the Apalachicola River in mesophytic forests of northern Florida at altitudes of 15–40 m. It is listed as critically endangered. It is protected in reserves at the Torreya State Park and at the Nature Conservancy's Apalachicola Bluffs and Ravines Preserve, and has legal protection under the United States and Florida Endangered Species laws.

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Taxus globosa, the Mexican yew, is an evergreen shrub and one of the eight species of yew. The Mexican yew is a rare species, only known to be found in a small number of locations in eastern Mexico, Guatemala, El Salvador and Honduras, and is listed as an endangered species. The Mexican yew is a shrub that grows to an average height of 4.6m. It has large, sharp light green needles growing in ranks on either side of its branches.

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