Rhamnetin
Rhamnetin structure
Names
IUPAC name
3,3′,4′,5-Tetrahydroxy-7-methoxyflavone
Systematic IUPAC name
2-(3,4-Dihydroxyphenyl)-3,5-dihydroxy-7-methoxy-4H -1-benzopyran-4-one
Other names
7-Methylquercetin 7-Methoxyquercetin 7-O-Methylquercetin β-Rhamnocitrin Quercetin 7-methyl ether
Identifiers
CAS Number
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard
100.001.795
EC Number
KEGG
UNII
InChI=1S/C16H12O7/c1-22-8-5-11(19)13-12(6-8)23-16(15(21)14(13)20)7-2-3-9(17)10(18)4-7/h2-6,17-19,21H,1H3
N Key: JGUZGNYPMHHYRK-UHFFFAOYSA-N
N InChI=1/C16H12O7/c1-22-8-5-11(19)13-12(6-8)23-16(15(21)14(13)20)7-2-3-9(17)10(18)4-7/h2-6,17-19,21H,1H3
Key: JGUZGNYPMHHYRK-UHFFFAOYAY
COC1=CC(=C2C(=C1)OC(=C(C2=O)O)C3=CC(=C(C=C3)O)O)O
Properties
Chemical formula
C16 H12 O7
Molar mass
316.26 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
Rhamnetin is an O-methylated flavonoid, a type of chemical compound.[ 1] [ 2] It can be isolated from cloves.[ 3]
The structure of the molecule was discovered by Austrian chemist Josef Herzig (1853–1924).[ 1]
Glycosides
Rhamnetin is the aglycone of xanthorhamnin.[ 4]
References
^ a b Rashid, M. I.; Fareed, M. I.; Rashid, H.; Aziz, H.; Ehsan, N.; Khalid, S.; Ghaffar, I.; Ali, R.; Gul, A.; Rehman Hakeem, Khalid (23 January 2019). "Plant and Human Health". In Ozturk, Munir; Rehman Hakeem, Khalid (eds.). Flavonoids and Their Biological Secrets . Vol. 2. pp. 579– 605. doi:10.1007/978-3-030-03344-6_24 . PMC 7123471 .
^ Jnawali, Hum Nath; Eunjung, Lee; Jeong, Ki-Woong; Shin, Areum; Heo, Yong-Seok; Kim, Yangmee (7 January 2014). "Anti-inflammatory Activity of Rhamnetin and a Model of Its Binding to c-Jun NH2-Terminal Kinase 1 and p38 MAPK". Journal of Natural Products . 77 (2): 258– 263. doi:10.1021/np400803n .
^ Lutz, Joseph A.; Carter, Megan; Fields, Logan; Barron, Susan; Littleton, John M. (December 2015). "The dietary flavonoid rhamnetin inhibits both inflammation and excitotoxicity during ethanol withdrawal in rat organotypic hippocampal slice cultures" . Alcoholism: Clinical and Experimental Research . 39 (12): 2345– 53. doi:10.1111/acer.12896 . PMC 4712100 . PMID 26577991 .
^ "rhamnetin: MeSH Supplementary Concept Data 2025" . National Library of Medicine . National Institutes of Health. 8 September 2022 [20 April 1990]. Retrieved 12 June 2025 .
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
Betmidin (Myricetin 3-O-arabinoside)
Myricetin 3-O-rutinoside
Myricetin-3-O-neohesperidoside
Myricitrin (Myricetin 3-O-rhamnoside)
Conjugates of quercetin
Sulfates 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
Furanoflavonols
Semisynthetic
Category