Iridin

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
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).
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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 or Iris versicolor, also commonly known as the larger blue flag. It can also be found in Iris kemaonensis.

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

References

  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