Rhamnetin

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	90-19-7  Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:74992  N
ChemSpider	4445008  N
ECHA InfoCard	100.001.795
EC Number	201-974-1
KEGG	C10176  N
PubChem CID	5281691
UNII	71803L5F4S  Y
CompTox Dashboard (EPA)	DTXSID40237979
InChI 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
SMILES COC1=CC(=C2C(=C1)OC(=C(C2=O)O)C3=CC(=C(C=C3)O)O)O
Properties
Chemical formula	C16H12O7
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). N  verify  (what is  YN ?) 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

1. 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 .
2. 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.
3. 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.
4. "rhamnetin: MeSH Supplementary Concept Data 2025". National Library of Medicine . National Institutes of Health. 8 September 2022 [20 April 1990]. Retrieved 12 June 2025.