Luteolinidin

{{Short description|Ion}}

{{chembox

| Verifiedfields = changed

| Watchedfields = changed

| verifiedrevid = 427741182

| Name = Luteolinidin

| ImageFile = Luteolinidin.svg

| ImageSize = 250px

| IUPACName = 3′,4′,5,7-Tetrahydroxyflavylium

| SystematicName = 2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-1λ4-benzopyran-1-ylium

| OtherNames = 2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromenylium
2-(3,4-Dihydroxy-phenyl)-5,7-dihydroxy-chromenylium

|Section1={{Chembox Identifiers

| CASNo_Ref = {{cascite|correct|??}}

| CASNo = 1154-78-5

| UNII_Ref = {{fdacite|correct|FDA}}

| UNII = M011G96EDA

| PubChem = 441701

| SMILES = C1=CC(=C(C=C1C2=[O+]C3=CC(=CC(=C3C=C2)O)O)O)O

| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}}

| ChemSpiderID = 390308

| 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

| InChIKey = GDNIGMNXEKGFIP-IKLDFBCSAL

| StdInChI_Ref = {{stdinchicite|changed|chemspider}}

| StdInChI = 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

| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}}

| StdInChIKey = GDNIGMNXEKGFIP-UHFFFAOYSA-O

}}

|Section2={{Chembox Properties

| Formula = C15H11O5+

| MolarMass = 271.24 g/mol

| Appearance =

| Density =

| MeltingPt =

| BoilingPt =

| Solubility =

}}

|Section3={{Chembox Hazards

| MainHazards =

| FlashPt =

| AutoignitionPt =

}}

}}

Luteolinidin is a member of the 3-deoxyanthocyanidins. It is an orange pigment, found e.g. in Sorghum bicolor.{{cite journal|last1=Nielsen|first1=Kirsten A.|last2=Gotfredsen|first2=Charlotte H.|last3=Buch-Pedersen|first3=Morten J.|last4=Ammitzbøll|first4=Henriette|last5=Mattsson|first5=Ole|last6=Duus|first6=Jens Ø.|last7=Nicholson|first7=Ralph L.|date=2004|title=Inclusions of flavonoid 3-deoxyanthocyanidins in Sorghum bicolor self-organize into spherical structures|journal=Physiological and Molecular Plant Pathology|volume=65|issue=4|pages=187–196|doi=10.1016/j.pmpp.2005.02.001|bibcode=2004PMPP...65..187N |s2cid=83721762}}{{cite journal|last1=Dykes|first1=Linda|last2=Rooney|first2=Lloyd W.|date=2006|title=Sorghum and millet phenols and antioxidants|journal=Journal of Cereal Science|volume=44|issue=3|pages=236–251|doi=10.1016/j.jcs.2006.06.007|s2cid=4976794|s2cid-access=free}}

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).{{cite journal|last=Swinny|first=Ewald E.|date=2001|title=A novel acetylated 3-deoxyanthocyanidin laminaribioside from the fern Blechnum novae-zelandiae|journal=Zeitschrift für Naturforschung C |volume=56|issue=3–4|pages=177–180|doi=10.1515/znc-2001-3-402|doi-access=free|pmid= 11371005|s2cid=6016283|s2cid-access=free}}

Antioxidant effect

In a study from 2017, Luteolinidin was found to have in vitro protective effect against LDL oxidation.PMID 28356039

See also

References