rhamnetin
{{chembox
| Verifiedfields = changed
| Watchedfields = changed
| verifiedrevid = 449638968
| Name = Rhamnetin
| ImageFile = Rhamnetin.svg
| ImageSize = 250px
| ImageName = Rhamnetin structure
| IUPACName = 3,3′,4′,5-Tetrahydroxy-7-methoxyflavone
| SystematicName = 2-(3,4-Dihydroxyphenyl)-3,5-dihydroxy-7-methoxy-4H-1-benzopyran-4-one
| OtherNames= 7-Methylquercetin
7-Methoxyquercetin
7-O-Methylquercetin
β-Rhamnocitrin
Quercetin 7-methyl ether
|Section1={{Chembox Identifiers
| CASNo_Ref = {{cascite|correct|??}}
| CASNo = 90-19-7
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = 71803L5F4S
| PubChem = 5281691
| SMILES = COC1=CC(=C2C(=C1)OC(=C(C2=O)O)C3=CC(=C(C=C3)O)O)O
| EINECS = 201-974-1
| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}}
| ChemSpiderID = 4445008
| 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
| InChIKey = JGUZGNYPMHHYRK-UHFFFAOYAY
| StdInChI_Ref = {{stdinchicite|changed|chemspider}}
| StdInChI = 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
| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}}
| StdInChIKey = JGUZGNYPMHHYRK-UHFFFAOYSA-N
| RTECS =
| MeSHName =
| ChEBI_Ref = {{ebicite|changed|EBI}}
| ChEBI = 74992
| KEGG_Ref = {{keggcite|changed|kegg}}
| KEGG = C10176
}}
|Section2={{Chembox Properties
| Formula = C16H12O7
| MolarMass = 316.26 g/mol
| Density =
| MeltingPt =
| BoilingPt =
}}
}}
Rhamnetin is an O-methylated flavonoid, a type of chemical compound.{{Cite book|last=Rashid |first=M. I. |last2=Fareed |first2=M. I. |last3=Rashid |first3=H. |last4=Aziz |first4=H. |last5=Ehsan |first5=N. |last6=Khalid |first6=S. |last7=Ghaffar |first7=I. |last8=Ali |first8=R. |last9=Gul |first9=A. |last10=Rehman Hakeem |first10=Khalid |date=23 January 2019 |editor-last=Ozturk |editor-first=Munir |editor2-last=Rehman Hakeem |editor2-first=Khalid |title=Flavonoids and Their Biological Secrets |chapter=Plant and Human Health |volume=2 |pages=579–605 |doi=10.1007/978-3-030-03344-6_24 |pmc=7123471}}{{Cite journal |last=Jnawali |first=Hum Nath |last2=Eunjung |first2=Lee |last3=Jeong |first3=Ki-Woong |last4=Shin |first4=Areum |last5=Heo |first5=Yong-Seok |last6=Kim |first6=Yangmee |date=7 January 2014 |title=Anti-inflammatory Activity of Rhamnetin and a Model of Its Binding to c-Jun NH2-Terminal Kinase 1 and p38 MAPK |journal=Journal of Natural Products |volume=77 |issue=2 |pages=258–263 |doi=10.1021/np400803n}} It can be isolated from cloves.{{Cite journal |last=Lutz |first=Joseph A. |last2=Carter |first2=Megan |last3=Fields |first3=Logan |last4=Barron |first4=Susan |last5=Littleton |first5=John M. |date=December 2015 |title=The dietary flavonoid rhamnetin inhibits both inflammation and excitotoxicity during ethanol withdrawal in rat organotypic hippocampal slice cultures |journal=Alcoholism: Clinical and Experimental Research |volume=39 |issue=12 |pages=2345-53 |doi=10.1111/acer.12896 |pmc=4712100 |pmid=26577991 }}
The structure of the molecule was discovered by Austrian chemist Josef Herzig (1853–1924).
Glycosides
Rhamnetin is the aglycone of xanthorhamnin.{{Cite web |date=8 September 2022 |orig-date=20 April 1990 |title=rhamnetin: MeSH Supplementary Concept Data 2025 |url=https://meshb.nlm.nih.gov/record/ui?ui=C063423 |access-date=12 June 2025 |website=National Library of Medicine |publisher=National Institutes of Health}}