Rhamnazin - Misplaced Pages

Rhamnazin
Names


IUPAC name 3,4′,5-Trihydroxy-3′,7-dimethoxyflavone
Systematic IUPAC name 3,5-Dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-4H-1-benzopyran-4-one
Other names 3′,7-Dimethylquercetin 3,5,4′-Trihydroxy-7,3′-dimethoxyflavone 5,3′,4′-Trihydroxy-3,7-dimethoxyflavone Flavone, 3,4′,5-trihydroxy-3′,7-dimethoxy-
Identifiers
CAS Number	552-54-5
3D model (JSmol)	Interactive image
ChEBI	CHEBI:133721
ChEMBL	ChEMBL457148
ChemSpider	4478873
PubChem CID	5320945
UNII	276CK9GP9Y
CompTox Dashboard (EPA)	DTXSID00203695
InChI InChI=1S/C17H14O7/c1-22-9-6-11(19)14-13(7-9)24-17(16(21)15(14)20)8-3-4-10(18)12(5-8)23-2/h3-7,18-19,21H,1-2H3Key: MYMGKIQXYXSRIJ-UHFFFAOYSA-N InChI=1/C17H14O7/c1-22-9-6-11(19)14-13(7-9)24-17(16(21)15(14)20)8-3-4-10(18)12(5-8)23-2/h3-7,18-19,21H,1-2H3Key: MYMGKIQXYXSRIJ-UHFFFAOYAP
SMILES COC1=CC(=C2C(=C1)OC(=C(C2=O)O)C3=CC(=C(C=C3)O)OC)O
Properties
Chemical formula	C₁₇H₁₄O₇
Molar mass	330.292 g·mol
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

Rhamnazin is an O-methylated flavonol, a type of chemical compound. It can be found in Rhamnus petiolaris, a buckthorn plant endemic to Sri Lanka.

Metabolism

The enzyme 3,7-dimethylquercetin 4'-O-methyltransferase uses S-adenosyl methionine and rhamnazin to produce S-adenosyl homocysteine and ayanin.

Wagner, H.; Ertan, M.; Seligmann, O. (1974). "Rhamnazin- und rhamnetin-3-O-trioside aus Rhamnus petiolaris". Phytochemistry (in German). 13 (5): 857–860. Bibcode:1974PChem..13..857W. doi:10.1016/S0031-9422(00)91151-8.

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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