Hirsutidin

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Hirsutidin
Hirsutidin.svg
Names
IUPAC name
3,4′,5-Trihydroxy-3′,5′,7-trimethoxyflavylium
Systematic IUPAC name
3,5-Dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-7-methoxy-1λ4-benzopyran-1-ylium
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
PubChem CID
UNII
  • InChI=1S/C18H16O7/c1-22-10-6-12(19)11-8-13(20)18(25-14(11)7-10)9-4-15(23-2)17(21)16(5-9)24-3/h4-8H,1-3H3,(H2-,19,20,21)/p+1 X mark.svgN
    Key: JGPCLGHKWGCWNO-UHFFFAOYSA-O X mark.svgN
  • InChI=1/C18H16O7/c1-22-10-6-12(19)11-8-13(20)18(25-14(11)7-10)9-4-15(23-2)17(21)16(5-9)24-3/h4-8H,1-3H3,(H2-,19,20,21)/p+1
    Key: JGPCLGHKWGCWNO-IKLDFBCSAS
  • Oc1cc2c(O)cc(OC)cc2[o+]c1c3cc(OC)c(O)c(OC)c3
Properties
C18H17O7+
Molar mass 345.32 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Hirsutidin is an O-methylated anthocyanidin, a chemical compound belonging to the anthocyanins. It can be found in Catharanthus roseus [1] (Madagascar periwinkle) where it is the prominent compound in petals and can also be found in callus cultures. [2]

Glycosides

3-O-(6-O-p-coumaroyl) glucoside of hirsutidin can also be found in Catharanthus roseus. [3]

References

  1. Characterization of the anthocyanins of Catharanthus roseus (L.) G. Don in vivo and in vitro by electrospray ionization ion trap mass spectrometry, Anna Piovan, Raffaella Filippini, Donata Favretto, 1998
  2. Catharanthus flavonoids on Schroeder page, uni. Freiburg, Germany
  3. Piovan, Anna; Filippini, Raffaella (2007). "Anthocyanins in Catharanthus roseus in vivo and in vitro: A review" . Phytochemistry Reviews. 6 (2–3): 235–242. Bibcode:2007PChRv...6..235P. doi:10.1007/s11101-006-9052-y. S2CID   676724.