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Hirsutidin

From Wikipedia, the free encyclopedia
Hirsutidin
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
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 ☒N
    Key: JGPCLGHKWGCWNO-UHFFFAOYSA-O ☒N
  • 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

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

References

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  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.