Brickellin - Misplaced Pages

Brickellin
Names

IUPAC name 2′,5-Dihydroxy-3,4′,5′,6,7-pentamethoxyflavone
Systematic IUPAC name 5-Hydroxy-2-(2-hydroxy-4,5-dimethoxyphenyl)-3,6,7-trimethoxy-4H-1-benzopyran-4-one
Identifiers
CAS Number	90357-63-4
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL484666
ChemSpider	10289865
PubChem CID	13871363
UNII	MQ8CVA2BQ4
CompTox Dashboard (EPA)	DTXSID50551638
InChI InChI=1S/C20H20O9/c1-24-11-6-9(10(21)7-12(11)25-2)18-20(28-5)17(23)15-13(29-18)8-14(26-3)19(27-4)16(15)22/h6-8,21-22H,1-5H3Key: USWPTYUGAMOLAB-UHFFFAOYSA-N InChI=1/C20H20O9/c1-24-11-6-9(10(21)7-12(11)25-2)18-20(28-5)17(23)15-13(29-18)8-14(26-3)19(27-4)16(15)22/h6-8,21-22H,1-5H3Key: USWPTYUGAMOLAB-UHFFFAOYAR
SMILES COc3cc(C=1Oc2cc(OC)c(OC)c(O)c2C(=O)C=1OC)c(O)cc3OC
Properties
Chemical formula	C₂₀H₂₀O₉
Molar mass	404.371 g·mol
Density	1.443 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

Brickellin is an O-methylated flavonol. It can be found in Brickellia veronicifolia.

References

Iinuma, M (1985). "Synthesis and revised structure of the flavone brickellin". Phytochemistry. 24 (6): 1367–1368. doi:10.1016/S0031-9422(00)81135-8.
Brickellin, a novel flavone from Brickellia veronicaefolia and B. chlorolepis. Roberts M. F., Timmermann B. N., Mabry T. J., Brown R. and Matlin S. A., Phytochemistry, 1984, volume 23, no 1, pages 163-165, INIST 9471694

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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