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 N

3D model (JSmol)

* Interactive image

ChEMBL |

* ChEMBL484666 Y

ChemSpider |

* 10289865 Y

PubChem CID

* 13871363

UNII |

* MQ8CVA2BQ4 Y

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 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

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−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).

N verify (what is YN ?)
Infobox references

Tracking categories (test):

* SizeSet

Brickellin is an O-methylated flavonol.[1] It can be found in Brickellia veronicifolia.[2]

## References

1. ↑ Iinuma, M (1985). "Synthesis and revised structure of the flavone brickellin". Phytochemistry 24 (6): 1367–1368. doi:10.1016/S0031-9422(00)81135-8.
2. ↑ 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

* v
* t
* e

Flavonols and their conjugates

Backbone|

| Aglycones|

* 3-Hydroxyflavone (synthetic) and derivatives

|

Flavonols|

| Aglycones|

* Fisetin
* Galangin
* Gossypetin
* Herbacetin
* Kaempferol
* Morin
* Myricetin
* Quercetagetin
* Quercetin
* Robinetin

|

Conjugates|

| Glycosides of herbacetin|

* Rhodionin
* Rhodiosin

|

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|

* Betmidin (Myricetin 3-O-arabinoside)
* Myricetin 3-O-rutinoside
* Myricetin-3-O-neohesperidoside
* Myricitrin (Myricetin 3-O-rhamnoside)

Conjugates of quercetin|

| Sulfates|

* Quercetin 3-O-sulfate
* Quercetin 3,3'-bissulfate
* Quercetin 3,4'-bissulfate

|

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°

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

|

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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