Eupatolitin - Misplaced Pages

Eupatolitin
Names

IUPAC name 3,3′,4′,5-Tetrahydroxy-6,7-dimethoxyflavone
Systematic IUPAC name 2-(3,4-Dihydroxyphenyl)-3,5-dihydroxy-6,7-dimethoxy-4H-1-benzopyran-4-one
Identifiers
CAS Number	29536-44-5
3D model (JSmol)	Interactive image
ChEBI	CHEBI:81340
ChemSpider	4476179
PubChem CID	5317291
UNII	9KB4QHZ4YG
CompTox Dashboard (EPA)	DTXSID80183724
InChI InChI=1S/C17H14O8/c1-23-11-6-10-12(14(21)17(11)24-2)13(20)15(22)16(25-10)7-3-4-8(18)9(19)5-7/h3-6,18-19,21-22H,1-2H3Key: WYKWHSPRHPZRCR-UHFFFAOYSA-N InChI=1/C17H14O8/c1-23-11-6-10-12(14(21)17(11)24-2)13(20)15(22)16(25-10)7-3-4-8(18)9(19)5-7/h3-6,18-19,21-22H,1-2H3Key: WYKWHSPRHPZRCR-UHFFFAOYAP
SMILES O=C1c3c(O)c(OC)c(OC)cc3O/C(=C1/O)c2ccc(O)c(O)c2
Properties
Chemical formula	C₁₇H₁₄O₈
Molar mass	346.291 g·mol
Density	1.592 g/mL
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). N verify (what is ?) Infobox references

Chemical compound

Eupatolitin is a chemical compound. It is an O-methylated flavonol, a type of flavonoid. Eupatolitin can be found in Brickellia veronicaefolia and in Ipomopsis aggregata.

Glycoside

Eupatolin is a eupatolitin glycoside containing a rhamnose attached at the 3 position. It can be found in Eupatorium ligustrinum.

Roberts, Margaret F.; Timmermann, Barbara N.; Mabry, Tom J. (1980). "6-Methoxyflavonols from Brickellia veronicaefolia (compositae)". Phytochemistry. 19 (1): 127–129. Bibcode:1980PChem..19..127R. doi:10.1016/0031-9422(80)85028-X.
Smith, D.M.; Glennie, C.W.; Harborne, J.B. (1971). "Identification of eupalitin, eupatolitin and patuletin glycosides in Ipomopsis aggregata". Phytochemistry. 10 (12): 3115–3120. Bibcode:1971PChem..10.3115S. doi:10.1016/S0031-9422(00)97361-8.
Quijano, L.; Malanco, F.; Ríos, Tirso (1970). "The structures of eupalin and eupatolin. Two new flavonol rhamnosides isolated from Eupatorium ligustrinum D.C". Tetrahedron. 26 (12): 2851–2859. doi:10.1016/S0040-4020(01)92863-7.

Flavonols and their conjugates

Backbone

Aglycones	3-Hydroxyflavone (synthetic) and derivatives

Aglycones

Conjugates

Glycosides of herbacetin

Glycosides of kaempferol

Glycosides of myricetin

Conjugates of quercetin

Sulfates

Glycosides

O-Methylated flavonols

Aglycones

Glycosides

of isorhamnetin	Narcissin (Isorhamnetin 3-O-rutinoside) Isorhamnetin 3-O-glucoside Tamarixetin 7-rutinoside
other	Azalein (Azaleatin 3-O-α-L-rhamnoside) Centaurein (Centaureidin 7-O-glucoside) Eupalin (Eupalitin 3-0-rhamnoside) Eupatolin (Eupatolitin 3-O-rhamnoside) Jacein (Jaceidin 7-O-glucoside) Patulitrin (Patuletin 7-O-glucoside Xanthorhamnin (Rhamnetin glycoside)

Derivative flavonols

Aglycones	Noricaritin Dihydronoricaritin
Glycosides	Amurensin Icariin Phelloside Dihydrophelloside Rutin S

Pyranoflavonols

Aglycones	Karanjachromene

Furanoflavonols

Aglycones	Karanjin
Glycosides	Pongamoside A, B and C

Semisynthetic

Glycosides	Hydroxyethylrutosides Monoxerutin Troxerutin

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