Fisetinidin

Fisetinidin is an anthocyanidin. It has been obtained from the heartwood of Acacia mearnsii,[1] from the bark of Rhizophora apiculata[2] and can also be synthesized.[3] Fisetinidin is very similar in structure to fisetin,[3] which itself differs in structure from quercetin only by an additional hydroxyl group on the latter.

Fisetinidin chloride

Names
IUPAC name 2-(3,4-dihydroxyphenyl)chromenylium-3,7-diol chloride
Other names Fisetinidin chloride 3,3',4',7-Tetrahydroxyflavylium chloride
Identifiers
CAS Number	2948-76-7
3D model (JSmol)	Interactive image
ChemSpider	16498776
PubChem CID	16212782
CompTox Dashboard (EPA)	DTXSID50583696
InChI InChI=1S/C15H10O5.ClH/c16-10-3-1-8-5-13(19)15(20-14(8)7-10)9-2-4-11(17)12(18)6-9;/h1-7H,(H3-,16,17,18,19);1H Key: GLSBVYMMIPVYDC-UHFFFAOYSA-N InChI=1/C15H10O5.ClH/c16-10-3-1-8-5-13(19)15(20-14(8)7-10)9-2-4-11(17)12(18)6-9;/h1-7H,(H3-,16,17,18,19);1H Key: GLSBVYMMIPVYDC-UHFFFAOYAZ
SMILES C1=CC(=CC2=[O+]C(=C(C=C21)O)C3=CC(=C(C=C3)O)O)O.[Cl-]
Properties
Chemical formula	C15H11O5+ (Cl^−)
Molar mass	306.69 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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Infobox references

An assay of twenty flavonoids showed fisetinidin to be the least effective in inhibition of CD38 enzyme.[4]

Tannins

Fisetinidin can compose tannins.[1] The polymers are then called profisetinidin (Porter, 1992).[2]

See also

• Leuco-fisetinidin
• List of compounds with carbon number 15

References

1. D. G. Roux; E. Paulus (February 1962). "Condensed tannins. 12. Polymeric leuco-fisetinidin tannins from the heartwood of Acacia mearnsii". Biochem. J. 82 (2): 320–324. doi:10.1042/bj0820320. PMC 1243455. PMID 14494576.
2. Afidah A. Rahim; Emmanuel Rocca; Jean Steinmetz; M. Jain Kassim; M. Sani Ibrahim; Hasnah Osman (2008). "Antioxidant activities of mangrove Rhizophora apiculata bark extracts". Food Chemistry. 107 (1): 200–207. doi:10.1016/j.foodchem.2007.08.005.
3. M. Gábor; E. EperJessy (10 December 1966). "Antibacterial Effect of Fisetin and Fisetinidin". Nature. 212 (1273): 1273. doi:10.1038/2121273a0. PMID 21090477. S2CID 4262402.
4. Kellenberger E, Kuhn I, Schuber F, Muller-Steffner H (2011). "Flavonoids as inhibitors of human CD38". Bioorganic & Medicinal Chemistry Letters. 21 (13): 3939–3942. doi:10.1016/j.bmcl.2011.05.022. PMID 21641214.