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Iridin

From Wikipedia, the free encyclopedia
Iridin
Names
IUPAC name
7-(β-D-Glucopyranosyloxy)-3′,5-dihydroxy-4′,5′,6-trimethoxyisoflavone
Systematic IUPAC name
5-Hydroxy-3-(3-hydroxy-4,5-dimethoxyphenyl)-6-methoxy-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-1-benzopyran-4-one
Other names
Irisin[1]
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
KEGG
UNII
  • InChI=1S/C24H26O13/c1-32-13-5-9(4-11(26)22(13)33-2)10-8-35-12-6-14(23(34-3)19(29)16(12)17(10)27)36-24-21(31)20(30)18(28)15(7-25)37-24/h4-6,8,15,18,20-21,24-26,28-31H,7H2,1-3H3/t15-,18-,20+,21-,24-/m1/s1 X markN
    Key: LNQCUTNLHUQZLR-OZJWLQQPSA-N X markN
  • InChI=1/C24H26O13/c1-32-13-5-9(4-11(26)22(13)33-2)10-8-35-12-6-14(23(34-3)19(29)16(12)17(10)27)36-24-21(31)20(30)18(28)15(7-25)37-24/h4-6,8,15,18,20-21,24-26,28-31H,7H2,1-3H3/t15-,18-,20+,21-,24-/m1/s1
    Key: LNQCUTNLHUQZLR-OZJWLQQPBX
  • COC1=CC(=CC(=C1OC)O)C2=COC3=CC(=C(C(=C3C2=O)O)OC)OC4C(C(C(C(O4)CO)O)O)O
Properties
C24H26O13
Molar mass 522.45 g/mol
Melting point 208 °C (406 °F; 481 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
X markN verify (what is checkYX markN ?)

Iridin is an isoflavone, a type of flavonoid. It is the 7-glucoside of irigenin and can be isolated from several species of irises like orris root, Iris florentina[2] or Iris versicolor, also commonly known as the larger blue flag. It can also be found in Iris kemaonensis.[3][4]

The compound is toxic and these plants have been mentioned as causing poisoning in humans and animals.[5]

References

[edit]
  1. Iridin on chestofbooks.com
  2. Iridin on drugs.com
  3. Agarwal, V.K.; Thappa, R.K.; Agarwal, S.G.; Mehraa, M.S.; Dhar, K.L. (1984). "Isoflavones of two Iris species". Phytochemistry. 23 (11): 2703–2704. Bibcode:1984PChem..23.2703A. doi:10.1016/S0031-9422(00)84141-2.
  4. J. B. Harborne The Flavonoids: Advances in Research since 1980, p. 133, at Google Books
  5. Yellow Iris on cbif.gc.ca Archived 2011-06-10 at the Wayback Machine