Luteolinidin

Luteolinidin (chloride)
Names
	IUPAC name 2-(3,4-dihydroxyphenyl)chromenylium-5,7-diol
	Other names 2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromenylium; 2-(3,4-Dihydroxy-phenyl)-5,7-dihydroxy-chromenylium
Identifiers
CAS Number	1154-78-5 ;
3D model (JSmol)	Interactive image;
ChemSpider	390308 ;
PubChem CID	441701;
UNII	M011G96EDA ;
CompTox Dashboard (EPA)	DTXSID20921728 ;
	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 Key: GDNIGMNXEKGFIP-UHFFFAOYSA-O ; 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;
	SMILES 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).
	verify (what is ?)
	Infobox references

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

Luteolinidin was shown to inhibit CD38 with relatively high potency compared with previously used inhibitors[3][4]

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).[5]

References

Inclusions of flavonoid 3-deoxyanthocyanidins in Sorghum bicolor self-organize into spherical structures, Kirsten A. Nielsen, Charlotte H. Gotfredsen, Morten J. Buch-Pedersen, Henriette Ammitzbøll, Ole Mattsson, Jens Ø. Duus and Ralph L. Nicholson, Physiological and Molecular Plant Pathology, Volume 65, Issue 4, October 2004, Pages 187–196, doi:10.1016/j.pmpp.2005.02.001
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.
Kellenberger, E., Kuhn, I., Schuber, F., & Muller-Steffner, H. (2011). Flavonoids as inhibitors of human CD38. Bioorganic & medicinal chemistry letters, 21(13), 3939-3942. PMID 21641214 doi:10.1016/j.bmcl.2011.05.022
Boslett, J., Hemann, C., Zhao, Y. J., Lee, H. C., & Zweier, J. L. (2017). Luteolinidin protects the postischemic heart through CD38 inhibition with preservation of NAD (P)(H). Journal of Pharmacology and Experimental Therapeutics, 361(1), 99-108. doi:10.1124/jpet.116.239459 PMC 5363772 PMID 28108596
A Novel Acetylated 3-Deoxyanthocyanidin Laminaribioside from the Fern Blechnum novae-zelandiae, Ewald E. Swinny, 2000

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[1] Inclusions of flavonoid 3-deoxyanthocyanidins in Sorghum bicolor self-organize into spherical structures, Kirsten A. Nielsen, Charlotte H. Gotfredsen, Morten J. Buch-Pedersen, Henriette Ammitzbøll, Ole Mattsson, Jens Ø. Duus and Ralph L. Nicholson, Physiological and Molecular Plant Pathology, Volume 65, Issue 4, October 2004, Pages 187–196, doi:10.1016/j.pmpp.2005.02.001

[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.

[3] Kellenberger, E., Kuhn, I., Schuber, F., & Muller-Steffner, H. (2011). Flavonoids as inhibitors of human CD38. Bioorganic & medicinal chemistry letters, 21(13), 3939-3942. PMID 21641214 doi:10.1016/j.bmcl.2011.05.022

[4] Boslett, J., Hemann, C., Zhao, Y. J., Lee, H. C., & Zweier, J. L. (2017). Luteolinidin protects the postischemic heart through CD38 inhibition with preservation of NAD (P)(H). Journal of Pharmacology and Experimental Therapeutics, 361(1), 99-108. doi:10.1124/jpet.116.239459 PMC 5363772 PMID 28108596

[Swinny-5] A Novel Acetylated 3-Deoxyanthocyanidin Laminaribioside from the Fern Blechnum novae-zelandiae, Ewald E. Swinny, 2000

Luteolinidin

Glycosides

See also

References