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'''Antiarins''' are [[cardiac glycoside]] poisons produced by the [[Antiaris toxicaria|upas tree]] (''Antiaris toxicaria'').<ref>{{cite journal | author = Dolder, F.; Tamm, Ch.; Reichstein, T. | title = Glycosides and aglycons. CL. The glycosides of Antiaris toxicaria | journal = [[Helvetica Chimica Acta]] | year = 1955 | volume = 38 | pages = 1364–96}}</ref> There are two forms, α-antiarin and β-antiarin.
'''Antiarins''' are [[cardiac glycoside]] poisons produced by the [[Antiaris toxicaria|upas tree]] (''Antiaris toxicaria'').<ref>{{cite journal | author = Dolder, F.; Tamm, Ch.; Reichstein, T. | title = Glycosides and aglycons. CL. The glycosides of Antiaris toxicaria | journal = [[Helvetica Chimica Acta]] | year = 1955 | volume = 38 | pages = 1364–96 | doi=10.1002/hlca.19550380608}}</ref> There are two forms, α-antiarin and β-antiarin.


== References ==
== References ==

Revision as of 08:29, 4 May 2014

α-Antiarin (top) and β-Antiarin (bottom)
Names
IUPAC names
α-Antiarin: (3S,5S,8R,9S,10S,12R,13S,14S,17R)-5,12,14-trihydroxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-3-[(2R,3R,4R,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-10-carbaldehyde
β-Antiarin: (3S,5S,8R,9S,10S,12R,13S,14S,17R)-5,12,14-trihydroxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-3-[(2R,3R,4R,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-10-carbaldehyde
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
  • InChI=1S/C29H42O11/c1-14-22(33)23(34)24(35)25(39-14)40-16-3-6-27(13-30)19-10-20(31)26(2)17(15-9-21(32)38-12-15)5-8-29(26,37)18(19)4-7-28(27,36)11-16/h9,13-14,16-20,22-25,31,33-37H,3-8,10-12H2,1-2H3/t14-,16-,17+,18+,19-,20+,22-,23+,24+,25-,26-,27-,28-,29-/m0/s1 ☒N
    Key: MFIXZHBJWSBQJA-KRRSKSLRSA-N ☒N
  • InChI=1/C29H42O11/c1-14-22(33)23(34)24(35)25(39-14)40-16-3-6-27(13-30)19-10-20(31)26(2)17(15-9-21(32)38-12-15)5-8-29(26,37)18(19)4-7-28(27,36)11-16/h9,13-14,16-20,22-25,31,33-37H,3-8,10-12H2,1-2H3/t14-,16+,17-,18-,19+,20-,22+,23-,24-,25+,26+,27+,28+,29+/m1/s1
    Key: MFIXZHBJWSBQJA-OZQKXHGLBU
  • InChI=1/C29H42O11/c1-14-22(33)23(34)24(35)25(39-14)40-16-3-6-27(13-30)19-10-20(31)26(2)17(15-9-21(32)38-12-15)5-8-29(26,37)18(19)4-7-28(27,36)11-16/h9,13-14,16-20,22-25,31,33-37H,3-8,10-12H2,1-2H3/t14-,16-,17+,18+,19-,20+,22-,23+,24+,25-,26-,27-,28-,29-/m0/s1
    Key: MFIXZHBJWSBQJA-KRRSKSLRBU
  • O=C\1OC/C(=C/1)[C@H]2CC[C@@]6(O)[C@]2(C)[C@H](O)C[C@H]4[C@H]6CC[C@]5(O)C[C@@H](O[C@@H]3O[C@@H]([C@H](O)[C@@H](O)[C@H]3O)C)CC[C@]45C=O
  • CC1C(C(C(C(O1)OC2CCC3(C4CC(C5(C(CCC5(C4CCC3(C2)O)O)C6=CC(=O)OC6)C)O)C=O)O)O)O
Properties
C29H42O11
Molar mass 566.64 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)

Antiarins are cardiac glycoside poisons produced by the upas tree (Antiaris toxicaria).[1] There are two forms, α-antiarin and β-antiarin.

References

  1. ^ Dolder, F.; Tamm, Ch.; Reichstein, T. (1955). "Glycosides and aglycons. CL. The glycosides of Antiaris toxicaria". Helvetica Chimica Acta. 38: 1364–96. doi:10.1002/hlca.19550380608.{{cite journal}}: CS1 maint: multiple names: authors list (link)
source: https://en.wikipedia.org/w/index.php?title=Antiarin&diff=prev&oldid=606999420

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