Brickellin
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| Names
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| IUPAC name
2′,5-Dihydroxy-3,4′,5′,6,7-pentamethoxyflavone
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Systematic IUPAC name
5-Hydroxy-2-(2-hydroxy-4,5-dimethoxyphenyl)-3,6,7-trimethoxy-4H-1-benzopyran-4-one |
| Identifiers
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CAS Number
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- 90357-63-4
 N
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3D model (JSmol)
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| ChEMBL
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- ChEMBL484666
 Y
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| ChemSpider
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- 10289865 Y
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| UNII
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- MQ8CVA2BQ4 Y
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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,1-5H3 YKey: USWPTYUGAMOLAB-UHFFFAOYSA-N YInChI=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
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SMILES
COc3cc(C=1Oc2cc(OC)c(OC)c(O)c2C(=O)C=1OC)c(O)cc3OC
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| Properties
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Chemical formula
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C20H20O9
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| Molar mass
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404.371 g·mol−1
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| Density
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1.443 g/mL
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Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). |
 N verify (what is YN ?)
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| Infobox references
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Tracking categories (test):
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 |
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| Backbone | | Aglycones |
- 3-Hydroxyflavone (synthetic) and derivatives
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| Flavonols | | Aglycones |
- Fisetin
- Galangin
- Gossypetin
- Herbacetin
- Kaempferol
- Morin
- Myricetin
- Quercetagetin
- Quercetin
- Robinetin
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| Conjugates | | Glycosides of herbacetin | |
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| 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)
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| Glycosides of myricetin |
- Betmidin (Myricetin 3-O-arabinoside)
- Myricetin 3-O-rutinoside
- Myricetin-3-O-neohesperidoside
- Myricitrin (Myricetin 3-O-rhamnoside)
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| Conjugates of quercetin | | Sulfates |
- Quercetin 3-O-sulfate
- Quercetin 3,3'-bissulfate
- Quercetin 3,4'-bissulfate
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| Glycosides |
- Avicularin (quercetin-3-O-α-L-arabinofuranoside)
- CTN-986
- Guaijaverin (quercetin 3-O-arabinoside)
- Heliosin (quercetin 3-digalactoside)
- Hyperoside (quercetin 3-O-galactoside)
- Isoquercetin (quercetin 3-O-glucoside)
- Miquelianin (quercetin 3-O-glucuronide)
- Quercetin 3,4'-diglucoside
- Quercetin-3-sophorodide
- Quercitrin (quercetin 3-O-rhamnoside)
- Rutin (quercetin rutinoside)
- Reinutrin (quercetin-3-D-xyloside)
- Spiraeoside (quercetin 4'-O-glucoside)
- Taxillusin (galloylated 3-O-glucoside of quercetin°
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| O-Methylated flavonols | | Aglycones |
- 5-O-methylmyricetin
- Annulatin
- Ayanin
- Axillarin
- Azaleatin
- Brickellin
- Centaureidin
- Chrysosplenetin
- Combretol
- Ermanin
- Eupatolitin
- Eupalitin
- Europetin
- Isorhamnetin
- Jaceidin
- Kaempferide
- Kumatakenin
- Laricitrin
- Natsudaidain
- Ombuin
- Pachypodol
- Patuletin
- Retusin
- Mearnsetin
- Rhamnazin
- Rhamnetin
- Santin
- Spinacetin
- Syringetin
- Tamarixetin
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| Glycosides | | of isorhamnetin |
- Narcissin (Isorhamnetin 3-O-rutinoside)
- Isorhamnetin 3-O-glucoside
- Tamarixetin 7-rutinoside
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| 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)
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| Derivative flavonols | | Aglycones |
- Noricaritin
- Dihydronoricaritin
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| Glycosides |
- Amurensin
- Icariin
- Phelloside
- Dihydrophelloside
- Rutin S
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| Pyranoflavonols | |
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| Furanoflavonols | |
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| Semisynthetic | |
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 | Original source: https://en.wikipedia.org/wiki/Brickellin. Read more |
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