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Axillarin information


Axillarin
Chemical structure of axillarin
Names
Preferred IUPAC name
2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-3,6-dimethoxy-4H-1-benzopyran-4-one
Other names
  • 2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-3,6-dimethoxy-4H-chromen-4-one
  • DMQT
  • 3,6-Dimethoxyquercetagetin
  • Quercetagetin 3,6-dimethyl ether
  • 3',4',5,7-Tetrahydroxy-3,6-dimethoxyflavone
Identifiers
CAS Number
  • 5188-73-8 ☒N
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:2941 ☒N
ChEMBL
  • ChEMBL487810 checkY
ChemSpider
  • 4444922 checkY
PubChem CID
  • 5281603
UNII
  • CF7D7U7ZK2 checkY
CompTox Dashboard (EPA)
  • DTXSID80199840 Edit this at Wikidata
InChI
  • InChI=1S/C17H14O8/c1-23-16-10(20)6-11-12(13(16)21)14(22)17(24-2)15(25-11)7-3-4-8(18)9(19)5-7/h3-6,18-21H,1-2H3 checkY
    Key: KIGVXRGRNLQNNI-UHFFFAOYSA-N checkY
  • InChI=1/C17H14O8/c1-23-16-10(20)6-11-12(13(16)21)14(22)17(24-2)15(25-11)7-3-4-8(18)9(19)5-7/h3-6,18-21H,1-2H3
    Key: KIGVXRGRNLQNNI-UHFFFAOYAX
SMILES
  • COC1=C(C=C2C(=C1O)C(=O)C(=C(O2)C3=CC(=C(C=C3)O)O)OC)O
Properties
Chemical formula
C17H14O8
Molar mass 346.291 g·mol−1
Density 1.659 g/mL
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)
Infobox references

Axillarin is an O-methylated flavonol. It can be found in Pulicaria crispa, Filifolium sibiricum, Inula britannica,[1] Wyethia bolanderi in Balsamorhiza macrophylla[2] and in Tanacetum vulgare.[3] It can also be synthesized.[4]

  1. ^ Jung Park, Eun; Kim, Youngleem; Kim, Jinwoong (2000). "Acylated Flavonol Glycosides from the Flower ofInula britannica". Journal of Natural Products. 63 (1): 34–36. doi:10.1021/np990271r. PMID 10650074.
  2. ^ McCormick, Susan; Robson, Kathleen; Bohm, Bruce (1985). "Methylated flavonols from Wyethia bolanderi and Balsamorhiza macrophylla". Phytochemistry. 24 (9): 2133. doi:10.1016/S0031-9422(00)83143-X.
  3. ^ Álvarez, Ángel L.; Habtemariam Solomon; Juan-Badaturuge Malindra; Jackson Caroline; Parra Francisco (2011). "In vitro anti HSV-1 and HSV-2 activity of Tanacetum vulgare extracts and isolated compounds: An approach to their mechanisms of action". Phytotherapy Research (Submitted manuscript). 25 (2): 296–301. doi:10.1002/ptr.3382. PMID 21171142. S2CID 9011931.
  4. ^ Fukui, K.; Nakayama, M.; Horie, T. (1968). "The syntheses of axillarin and its related compounds". Experientia. 24 (8): 769–770. doi:10.1007/BF02144856. S2CID 33789154.

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Axillarin

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Tansy

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Quercetin

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Fisetin

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Rutin

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Icariin

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Kaempferol

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Isoquercetin

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C17H14O8

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C17H14O8 (molar mass : 346.28 g/mol, exact mass : 346.068867) may refer to : Axillarin, a flavonol Eupatolitin, a flavonol Spinacetin, a flavonol Syringetin...

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Troxerutin

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Flavonols

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Pentanema britannica

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flowers and 100-250 yellow disc flowers. The plant produces the flavonol axillarin. Pentanema britannica is used in Chinese Herbalism by harvesting and drying...

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Myricetin

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Afzelin

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Hyperoside

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Rhamnetin

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Myricitrin

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Robinin

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Galangin

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Syringetin

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Miquelianin

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Karanjin

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Patuletin

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Azalein

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Spiraeoside

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Avicularin

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