Ermanin
Ermanin
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Names
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IUPAC name
5,7-Dihydroxy-3,4′-dimethoxyflavone
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Systematic IUPAC name
5,7-Dihydroxy-3-methoxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one
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Other names
3,4'-Dimethoxychrysin Kaempferol-3,4'-dimethylether Kaempferol 3,4'-di-O-methyl ether 5,7-Dihydroxy-3-methoxy-2-(4-methoxyphenyl)-4-benzopyrone
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Identifiers
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ChEBI
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ChemSpider
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ECHA InfoCard
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100.040.070
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UNII
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InChI=1S/C17H14O6/c1-21-11-5-3-9(4-6-11)16-17(22-2)15(20)14-12(19)7-10(18)8-13(14)23-16/h3-8,18-19H,1-2H3 NKey: RJCJVIFSIXKSAH-UHFFFAOYSA-N NInChI=1/C17H14O6/c1-21-11-5-3-9(4-6-11)16-17(22-2)15(20)14-12(19)7-10(18)8-13(14)23-16/h3-8,18-19H,1-2H3 Key: RJCJVIFSIXKSAH-UHFFFAOYAU
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COC1=CC=C(C=C1)C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)OC
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Properties
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C17H14O6
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Molar mass
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314.293 g·mol−1
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Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Chemical compound
Ermanin is an O-methylated flavonol. It was isolated from Tanacetum microphyllum.[1]
References
- ^ Martinez, Jacqueline; Silván, Ana Maria; Abad, Maria José; Bermejo, Paulina; Villar, Angel; Söllhuber, Monica (1997). "Isolation of Two Flavonoids from Tanacetum microphyllumas PMA-Induced Ear Edema Inhibitors". Journal of Natural Products. 60 (2): 142–144. doi:10.1021/np960163u. PMID 9051913.
Flavonols and their conjugates |
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Backbone | |
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Flavonols | Aglycones | |
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Conjugates | Glycosides of herbacetin | |
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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)
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Glycosides of myricetin | |
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Conjugates of quercetin | |
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O-Methylated flavonols | Aglycones | |
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Glycosides | of isorhamnetin |
- Narcissin (Isorhamnetin 3-O-rutinoside)
- Isorhamnetin 3-O-glucoside
- Tamarixetin 7-rutinoside
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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)
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Derivative flavonols | Aglycones |
- Noricaritin
- Dihydronoricaritin
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Glycosides | |
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Pyranoflavonols | |
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Furanoflavonols | |
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Semisynthetic | |
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