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Iridin

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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-{oxy}-4H-1-benzopyran-4-one
Other names Irisin
Identifiers
CAS Number
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
KEGG
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • 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/s1Key: LNQCUTNLHUQZLR-OZJWLQQPSA-N
  • 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/s1Key: LNQCUTNLHUQZLR-OZJWLQQPBX
SMILES
  • COC1=CC(=CC(=C1OC)O)C2=COC3=CC(=C(C(=C3C2=O)O)OC)OC4C(C(C(C(O4)CO)O)O)O
Properties
Chemical formula 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 , 100 kPa). ☒N verify (what is  ?) Infobox references
Chemical compound

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
Isoflavones and their glycosides
Isoflavones
O-methylated isoflavones
Glycosides
Prenylated isoflavones
Pyranoisoflavones
Derivatives
Synthetic
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