Retusin (flavonol)

Retusin

Names
IUPAC name

5-Hydroxy-3,3′,4′,7-tetramethoxyflavone

Systematic IUPAC name

2-(3,4-Dimethoxyphenyl)-5-hydroxy-3,7-dimethoxy-4H-1-benzopyran-4-one

Other names

Quercetin tetramethylether
Quercetin-3,7,3',4'-tetramethyl ether
Tetramethylquercetin
Retusine

Identifiers

CAS Number

* 1245-15-4 Y

3D model (JSmol)

* Interactive image

ChEBI |

* CHEBI:144861

ChEMBL |

* ChEMBL77966 N

ChemSpider |

* 4508983 N

EC Number |

* 214-991-4

PubChem CID

* 5352005

UNII |

* M8591903SD Y

InChI

* InChI=1S/C19H18O7/c1-22-11-8-12(20)16-15(9-11)26-18(19(25-4)17(16)21)10-5-6-13(23-2)14(7-10)24-3/h5-9,20H,1-4H3 N

Key: HHGPYJLEJGNWJA-UHFFFAOYSA-N N

* InChI=1/C19H18O7/c1-22-11-8-12(20)16-15(9-11)26-18(19(25-4)17(16)21)10-5-6-13(23-2)14(7-10)24-3/h5-9,20H,1-4H3

Key: HHGPYJLEJGNWJA-UHFFFAOYAJ

SMILES

* COC1=C(C=C(C=C1)C2=C(C(=O)C3=C(C=C(C=C3O2)OC)O)OC)OC

Properties

Chemical formula

| C19H18O7
Molar mass | 358.34 g/mol

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

Retusin is an O-methylated flavonol, a type of flavonoid. It can be found in Origanum vulgare[1] and in Ariocarpus retusus.[2]

## References

1. ↑ Exudate flavones and flavanones in Origanum species and their interspecific variation. Melpomene Skoula, Renée J. Grayer, Geoffrey C. Kite and Nigel C. Veitch, Biochemical Systematics and Ecology, Volume 36, Issue 8, August 2008, Pages 646-654
2. ↑ Retusin (Ariocarpus) on kanaya.naist.jp

* 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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