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Zapotin

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Zapotin
Names

IUPAC name 2′,5,6,6′-Tetramethoxyflavone
Systematic IUPAC name 2-(2,6-Dimethoxyphenyl)-5,6-dimethoxy-4H-1-benzopyran-4-one
Identifiers
CAS Number	14813-19-5^Y
3D model (JSmol)	Interactive image
ChemSpider	547068
PubChem CID	629965
UNII	Z7CW4S27SB^Y
CompTox Dashboard(EPA)	DTXSID80348078
InChI InChI=1S/C19H18O6/c1-21-12-6-5-7-13(22-2)18(12)16-10-11(20)17-14(25-16)8-9-15(23-3)19(17)24-4/h5-10H,1-4H3 Key: PBQMALAAFQMDSP-UHFFFAOYSA-N
SMILES O=C\1c3c(OC)c(OC)ccc3O/C(=C/1)c2c(OC)cccc2OC
Properties
Chemical formula	C₁₉H₁₈O₆
Molar mass	342.347 g·mol⁻¹
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa). Infobox references

Chemical compound

Zapotin is a natural chemical compound, classified as aflavone, isolated fromwhite sapote (Casimiroa edulis).^[1]

Several recentin vitro studies have shown that zapotin has potential anti-carcinogenic effects against isolatedcolon cancer cells.^[2]^[3]

^Sondheimer F (1960). "Constituents of Casimiroa edulis Llave et Lex.—VI 2′,5,6-Trimethoxyflavone, 2′,5,6,7-tetramethoxyflavone (zapotin) and 5-hydroxy-2′,6,7-trimethoxyflavone (zapotinin)".Tetrahedron.9 (3–4):139–144.doi:10.1016/0040-4020(60)80001-4.
^Murillo G, Hirschelman WH, Ito A, Moriarty RM, Kinghorn AD, Pezzuto JM, et al. (2007). "Zapotin, a phytochemical present in a Mexican fruit, prevents colon carcinogenesis".Nutrition and Cancer.57 (1):28–37.doi:10.1080/01635580701268097.PMID 17516860.S2CID 20080099.
^Maiti A, Cuendet M, Kondratyuk T, Croy VL, Pezzuto JM, Cushman M (Jan 2007)."Synthesis and cancer chemopreventive activity of zapotin, a natural product fromCasimiroa edulis".Journal of Medicinal Chemistry.50 (2).American Chemical Society:350–5.doi:10.1021/jm060915+.PMC 2523270.PMID 17228877.

Flavones and their conjugates

Aglycones

Monohydroxyflavone	3-Hydroxyflavone 6-Hydroxyflavone
Dihydroxyflavones	Chrysin 4',7-Dihydroxyflavone 7,8-Dihydroxyflavone
Trihydroxyflavones	Apigenin Baicalein Galangin Norwogonin 7,8,3'-Trihydroxyflavone 6,7,4'-Trihydroxyflavone
Tetrahydroxyflavones	Fisetin Kaempferol Isoscutellarein Luteolin Norartocarpetin Scutellarein
Pentahydroxyflavones	Herbacetin Morin Quercetin Nortangeretin 6-Hydroxyluteolin Norwightin Hypolaetin Tricetin
O-methylated flavones	4',7-Dihydroxy-6-methoxyflavone Acacetin Alnetin Artocarpetin Chrysoeriol Cirsilineol Cirsiliol Cirsimaritin Diosmetin Eupatilin Genkwanin Hispidulin Nepetin Nobiletin Oroxylin A Pratol Salvigenin Sinensetin Tangeretin Techtochrysin Tricin Wogonin Zapotin

of apigenin	Apiin Apigetrin Isovitexin Rhoifolin Saponarin Schaftoside Vicenin-2 Vitexin
of baicalein	Baicalin Tetuin
of hypolaetin	Hypolaetin 8-glucoside Hypolaetin 8-glucuronide
of luteolin	Cynaroside Isoorientin Orientin Veronicastroside Luteolin-7-O-glucuronide

Acetylated

Sulfated glycosides

Polymers

Drugs