Myricetin 3-O-rutinoside

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Myricetin 3-O-rutinoside
Myricetin 3-O-rutinoside.svg
Names
IUPAC names
Myricetin rutinoside
Myricetin 3-O-rhamnosyl-glucoside
Other names
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
PubChem CID
  • InChI=1S/C27H30O17/c1-7-16(32)20(36)22(38)26(41-7)40-6-14-18(34)21(37)23(39)27(43-14)44-25-19(35)15-10(29)4-9(28)5-13(15)42-24(25)8-2-11(30)17(33)12(31)3-8/h2-5,7,14,16,18,20-23,26-34,36-39H,6H2,1H3/t7?,14?,16-,18+,20-,21?,22?,23?,26+,27-/m0/s1
    Key: QCIILLDRJZPUDI-HSGFTUQLSA-N
  • CC1[C@@H]([C@@H](C([C@@H](O1)OCC2[C@H](C(C([C@@H](O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC(=C(C(=C5)O)O)O)O)O)O)O)O)O
Properties
C27H30O17
Molar mass 626.51 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Myricetin 3-O-rutinoside (or Myricetin 3-rutinoside) is a chemical compound. It can be isolated in Chrysobalanus icaco [1] and in fruits (blackcurrant: 3.14 mg/100 g, greencurrant: 0.78 mg/100 g). [2]

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Rutin Chemical compound

Rutin, also called rutoside, quercetin-3-O-rutinoside and sophorin, is the glycoside combining the flavonol quercetin and the disaccharide rutinose. It is a citrus flavonoid found in a wide variety of plants including citrus.

Cyanidin Anthocyanidin pigment in flowering plant petals and fruits

Cyanidin is a natural organic compound. It is a particular type of anthocyanidin. It is a pigment found in many red berries including grapes, bilberry, blackberry, blueberry, cherry, chokeberry, cranberry, elderberry, hawthorn, loganberry, açai berry and raspberry. It can also be found in other fruits such as apples and plums, and in red cabbage and red onion. It has a characteristic reddish-purple color, though this can change with pH; solutions of the compound are red at pH < 3, violet at pH 7-8, and blue at pH > 11. In certain fruits, the highest concentrations of cyanidin are found in the seeds and skin. Cyanidin has been found to be a potent sirtuin 6 (SIRT6) activator.

<i>Chrysobalanus icaco</i> Species of tree

Chrysobalanus icaco, the cocoplum, paradise plum, abajeru or icaco, is a low shrub or bushy tree found near sea beaches and inland throughout tropical Africa, tropical Americas and the Caribbean, and in southern Florida and the Bahamas. An evergreen, it is also found as an exotic species on other tropical islands, where it has become a problematic invasive. Although taxonomists disagree on whether Chrysobalanus icaco has multiple subspecies or varieties, it is recognized as having two ecotypes, described as an inland, much less salt-tolerant, and more upright C. icaco var. pellocarpus and a coastal C. icaco var. icaco. Both the ripe fruit of C. icaco, and the seed inside the ridged shell it contains, are considered edible.

Hesperidin Chemical compound

Hesperidin is a flavanone glycoside found in citrus fruits. Its aglycone form is called hesperetin. Its name is derived from the word "hesperidium", for fruit produced by citrus trees.

Myricetin Chemical compound

Myricetin is a member of the flavonoid class of polyphenolic compounds, with antioxidant properties. Common dietary sources include vegetables, fruits, nuts, berries, tea, and red wine. Myricetin is structurally similar to fisetin, luteolin, and quercetin and is reported to have many of the same functions as these other members of the flavonol class of flavonoids. Reported average intake of myricetin per day varies depending on diet, but has been shown in the Netherlands to average 23 mg/day.

Malvidin Chemical compound

Malvidin is an O-methylated anthocyanidin, the 3',5'-methoxy derivative of delphinidin. As a primary plant pigment, its glycosides are highly abundant in nature.

In enzymology, a cyanidin 3-O-rutinoside 5-O-glucosyltransferase is an enzyme that catalyzes the chemical reaction

Isorhamnetin Chemical compound

Isorhamnetin is an O-methylated flavon-ol from the class of flavonoids. A common food source of this 3'-methoxylated derivative of quercetin and its glucoside conjugates are pungent yellow or red onions, in which it is a minor pigment, quercetin-3,4'-diglucoside and quercetin-4'-glucoside and the aglycone quercetin being the major pigments. Pears, olive oil, wine and tomato sauce are rich in isorhamnetin. Others sources include the spice, herbal medicinal and psychoactive Mexican tarragon (Tagetes lucida), which is described as accumulating isorhamnetin and its 7-O-glucoside derivate. Nopal is also a good source of isorhamnetin, which can be extracted by supercritical fluid extraction assisted by enzymes.

Myricitrin Chemical compound

Myricitrin is a plant compound, the 3-O-α-L-rhamnopyranoside of myricetin.

Antirrhinin Chemical compound

Antirrhinin is an anthocyanin. It is the 3-rutinoside of cyanidin.

Hydroxyethylrutosides are hydroxyethyl derivatives of rutosides. Examples include:

The O-methylated flavonoids or methoxyflavonoids are flavonoids with methylations on hydroxyl groups. O-methylation has an effect on the solubility of flavonoids.

<i>Mercurialis annua</i> Species of flowering plant in the spurge family Euphorbiacea

Mercurialis annua is a species of flowering plant in the spurge family Euphorbiaceae known by the common name annual mercury or (rarely) French mercury. It is native to Europe, North Africa, and the Middle East but it is known on many other continents as an introduced species.

5-<i>O</i>-Methylmyricetin Chemical compound

5-O-Methylmyricetin is an O-methylated flavonol, a type of flavonoid. It is the 5-O-methyl derivative of myricetin. It occurs naturally and can also be synthetized.

Syringetin Chemical compound

Syringetin is an O-methylated flavonol, a type of flavonoid. It is found in red grape, in Lysimachia congestiflora and in Vaccinium uliginosum. It is one of the phenolic compounds present in wine.

Patuletin Chemical compound

Patuletin is an O-methylated flavonol. It can be found in the genus Eriocaulon.

The molecular formula C27H30O17 (molar mass: 626 g/mol, exact mass: 626.1482994 u) may refer to:

Kaempferol 3-<i>O</i>-rutinoside Chemical compound

Kaempferol-3-O-rutinoside is a bitter-tasting flavonol glycoside. It can be isolated from the rhizomes of the fern Selliguea feei.

South Florida cypress dome Plant community of Florida, US

The south Florida cypress dome is a forested wetland plant community found in southern Florida, mostly in and around the Everglades and the Big Cypress National Preserve. They form in shallow depressions whose impervious substrates hold standing water for several months of the year.

References

  1. Determination of myricetin derivatives in Chrysobalanus icaco L. (Chrysobalanaceae). Wagner Luiz R. Barbosa, Amiraldo Peres, Sandra Gallori and Franco F. Vincieri, Revista Brasileira de Farmacognosia, vol.16 no.3 July/Sept. 2006, doi : 10.1590/S0102-695X2006000300009
  2. Myricetin 3-O-rutinoside on www.phenol-explorer.eu