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
90357-63-4 N
ChEMBL
ChEMBL484666 Y
ChemSpider
10289865 Y
UNII
MQ8CVA2BQ4 Y
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,1-5H3
Y Key: USWPTYUGAMOLAB-UHFFFAOYSA-N
Y 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,1-5H3
Key: USWPTYUGAMOLAB-UHFFFAOYAR
COc3cc(C=1Oc2cc(OC)c(OC)c(O)c2C(=O)C=1OC)c(O)cc3OC
Properties
C 20 H 20 O 9
Molar mass
404.371 g·mol−1
Density
1.443 g/mL
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
Chemical compound
Brickellin is an O-methylated flavonol .[1] It can be found in Brickellia veronicifolia .[2]
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
Flavonols
Aglycones Conjugates
Glycosides of herbacetin Glycosides of kaempferol
Afzelin (Kaempferol 3-rhamnoside)
Astragalin (kaempferol 3-O-glucoside)
Kaempferitrin (kaempferol 3,7-dirhamnoside)
Juglanin (Kaempferol 3-O-arabinoside)
Kaempferol 3-alpha-L-arabinopyranoside
Kaempferol 3-alpha-D-arabinopyranoside
Kaempferol 7-alpha-L-arabinoside
Kaempferol 7-O-glucoside
Kaempferol 3-lathyroside
Kaempferol 4'-rhamnoside
Kaempferol 5-rhamnoside
Kaempferol 7-rhamnoside
Kaempferol 7-O-alpha-L-rhamnofuranoside
Kaempferol 3-xyloside
Kaempferol 7-xyloside
Robinin (kaempferol-3-O-robinoside-7-O-rhamnoside)
Kaempferol 3-O-rutinoside
Sophoraflavonoloside (Kaempferol 3-O-sophoroside)
Trifolin (Kaempferol 3-O-beta-D-galactoside)
Glycosides of myricetin Conjugates of quercetin
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
Pyranoflavonols
Furanoflavonols
Semisynthetic