Luteolinidin

Ion
Luteolinidin
Names
IUPAC name
3′,4′,5,7-Tetrahydroxyflavylium
Systematic IUPAC name
2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-1λ4-benzopyran-1-ylium
Other names
2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromenylium
2-(3,4-Dihydroxy-phenyl)-5,7-dihydroxy-chromenylium
Identifiers
CAS Number
  • 1154-78-5 checkY
3D model (JSmol)
  • Interactive image
ChemSpider
  • 390308 ☒N
PubChem CID
  • 441701
UNII
  • M011G96EDA checkY
CompTox Dashboard (EPA)
  • DTXSID20921728 Edit this at Wikidata
InChI
  • InChI=1S/C15H10O5/c16-9-6-12(18)10-2-4-14(20-15(10)7-9)8-1-3-11(17)13(19)5-8/h1-7H,(H3-,16,17,18,19)/p+1 ☒N
    Key: GDNIGMNXEKGFIP-UHFFFAOYSA-O ☒N
  • InChI=1/C15H10O5/c16-9-6-12(18)10-2-4-14(20-15(10)7-9)8-1-3-11(17)13(19)5-8/h1-7H,(H3-,16,17,18,19)/p+1
    Key: GDNIGMNXEKGFIP-IKLDFBCSAL
  • C1=CC(=C(C=C1C2=[O+]C3=CC(=CC(=C3C=C2)O)O)O)O
Properties
Chemical formula
 C15H11O5+
Molar mass 271.24 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)
Infobox references
Chemical compound

Luteolinidin is a member of the 3-deoxyanthocyanidins. It is a cation with ill-defined anions. This orange species that can be found in Sorghum bicolor.[1][2]

Glycosides

Luteolinidin 5-O-β-D-[3-O-β-D-glucopyranosyl-2-O-acetylglucopyranoside] (a 3-deoxyanthocyanidin laminaribioside) can be found in the fern Parablechnum novae-zelandiae (syn. Blechnum novae-zelandiae).[3]

See also

References

  1. ^ Nielsen, Kirsten A.; Gotfredsen, Charlotte H.; Buch-Pedersen, Morten J.; Ammitzbøll, Henriette; Mattsson, Ole; Duus, Jens Ø.; Nicholson, Ralph L. (2004). "Inclusions of flavonoid 3-deoxyanthocyanidins in Sorghum bicolor self-organize into spherical structures". Physiological and Molecular Plant Pathology. 65 (4): 187–196. Bibcode:2004PMPP...65..187N. doi:10.1016/j.pmpp.2005.02.001. S2CID 83721762.
  2. ^ Dykes, Linda; Rooney, Lloyd W. (2006). "Sorghum and millet phenols and antioxidants". Journal of Cereal Science. 44 (3): 236–251. doi:10.1016/j.jcs.2006.06.007. S2CID 4976794.
  3. ^ Swinny, Ewald E. (2001). "A novel acetylated 3-deoxyanthocyanidin laminaribioside from the fern Blechnum novae-zelandiae". Zeitschrift für Naturforschung C: Biosciences. 56 (3–4): 177–180. doi:10.1515/znc-2001-3-402. PMID 11371005. S2CID 6016283.
  • v
  • t
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Anthocyanidins and their anthocyanin glucosides
3-Hydroxyanthocyanidins3-DeoxyanthocyanidinsO-Methylated anthocyanidinsAnthocyanins
(anthocyaninidin glycosides)
Glucosides:
  • Callistephin (Pelargonidin 3-O-glucoside)
  • Chrysanthemin (Cyanidin 3-O-glucoside)
  • Myrtillin (Delphinidin 3-O-glucoside)
  • Oenin (Malvidin 3-O-glucoside)
  • Peonidin 3-O-glucoside
  • Petunidin 3-O-glucoside
  • Pulchellidin 3-glucoside

Diglucosides:

  • Cyanin (Cyanidin 3,5-O-diglucoside)
  • Delphin (Delphinidin 3,5-O-diglucoside)
  • Malvin (Malvidin 3,5-diglucoside)
  • Pelargonin (Pelargonidin 3,5-O-diglucoside)
  • Peonin (Peonidin 3,5-O-diglucoside)
  • Petunin (Petunidin 3,5-O-diglucoside)

Others glycosides:

  • Antirrhinin (Cyanidin 3-O-rutinoside)
  • Ideain (Cyanidin 3-O-galactoside)
  • Delphinidin 3-O-rhamnoside
  • Petunidin 3-O-arabinoside
  • Petunidin 3-O-galactoside
  • Petunidin 3-O-rhamnoside
  • Petunidin 3-O-rutinoside
  • Primulin (Malvidin 3-O-galactoside)
  • Pulchellidin 3-rhamnoside
  • Tulipanin (Delphinidin 3-O-rutinoside)
Acylated anthocyanins
Acetylated anthocyanins
  • Cyanidin 3-O-(6-acetyl)glucoside
  • Delphinidin 3-O-(6-acetyl)glucoside
  • Malvidin 3-O-(6-acetyl)glucoside
  • Petunidin 3-O-(6-acetyl)galactoside
  • Petunidin 3-O-(6-acetyl)glucoside
  • Peonidin 3-O-(6-acetyl)glucoside
    • Coumaroylated anthocyanins
    (cis- and trans-)
    • Cyanidin 3-O-(6-p-coumaroyl)glucoside
    • Delphinidin 3-O-(6-p-coumaroyl)glucoside
    • Malvidin 3-O-(6-p-coumaroyl)glucoside
    • Petunidin 3-O-(6-p-coumaroyl)glucoside
    • Peonidin 3-O-(6-p-coumaroyl)glucoside
    Caffeoylated anthocyanins
    • Malvidin 3-O-(6-p-caffeoyl)glucoside
    • Peonidin 3-O-(6-p-caffeoyl)glucoside
    Malonylated anthocyanins
    • Malonylmalvin (malvidin 3-(6″-malonylglucoside)-5-glucoside)
    Acylated anthocyanin diglycosides
    • Cyanidin 3-O-(di-p-coumarylglucoside)-5-glucoside
    • Gentiodelphin (delphinidin 3-''O''-glucosyl-5-''O''-(6-''O''-caffeoyl-glucosyl)-3′-''O''-(6-''O''-caffeoyl-glucoside))
    • Nasunin (Delphinidin 3-(p-coumaroylrutinoside)-5-glucoside)
    • Petanin (petunidin 3-[6-O-(4-O-(E)-p-coumaroyl-O-α-l-rhamnopyranosyl)-β-D-glucopyranoside]-5-O-β-D-glucopyranoside)
    • Violdelphin (Delphinidin 3-rutinoside-7-O-(6-O-(4-(6-O-(4-hydroxybenzoyl)-β-D-glucosyl)oxybenzoyl)-β-D-glucoside)
    Flavanol-anthocyanin adducts
    • Malvidin glucoside-ethyl-catechin
    • Catechin(4α→8)pelargonidin 3-O-β-glucopyranoside
    • Epicatechin(4α→8)pelargonidin 3-O-β-glucopyranoside
    • Afzelechin(4α→8)pelargonidin 3-O-β-glucopyranoside
    • Epiafzelechin(4α→8)pelargonidin 3-O-β-glucopyranoside
    Miscellaneous