Capensinidin

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Capensinidin
Capensinidin.svg
Names
IUPAC name
3,4′,7-Trihydroxy-3′,5,5′-trimethoxyflavylium
Preferred IUPAC name
3,7-Dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-5-methoxy-1λ4-benzopyran-1-ylium
Other names
Capensinidin chloride
Identifiers
  • 19077-85-1 Yes check.svgY
3D model (JSmol)
ChEBI
ChemSpider
KEGG
PubChem CID
  • InChI=1S/C18H16O7/c1-22-13-6-10(19)7-14-11(13)8-12(20)18(25-14)9-4-15(23-2)17(21)16(5-9)24-3/h4-8H,1-3H3,(H2-,19,20,21)/p+1 X mark.svgN
    Key: GYLVPQXQQPMCKK-UHFFFAOYSA-O X mark.svgN
  • InChI=1/C18H16O7/c1-22-13-6-10(19)7-14-11(13)8-12(20)18(25-14)9-4-15(23-2)17(21)16(5-9)24-3/h4-8H,1-3H3,(H2-,19,20,21)/p+1
    Key: GYLVPQXQQPMCKK-IKLDFBCSAS
  • Oc1cc2c(OC)cc(O)cc2[o+]c1c3cc(OC)c(O)c(OC)c3
Properties
C18H17O7+ (Cl)
Molar mass 345.32 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
X mark.svgN  verify  (what is  Yes check.svgYX mark.svgN ?)
Infobox references

Capensinidin (Cp) is an O-methylated anthocyanidin. It is a water-soluble, blue-red plant dye. It is a 5-methoxy analog of malvidin, has been obtained from Plumbago capensis . [1]

Related Research Articles

Anthocyanidin

Anthocyanidins are common plant pigments, the sugar-free counterparts of anthocyanins. They are based on the flavylium cation, an oxonium ion, with various groups substituted for its hydrogen atoms. They generally change color from red through purple, blue, and bluish green as a function of pH.

Delphinidin Chemical compound

Delphinidin is an anthocyanidin, a primary plant pigment, and also an antioxidant. Delphinidin gives blue hues to flowers in the genera Viola and Delphinium. It also gives the blue-red color of the grape that produces Cabernet Sauvignon, and can be found in cranberries and Concord grapes as well as pomegranates, and bilberries.

Cyanidin anthocyanidin pigment in flowering plant 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, 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.

Peonidin Chemical compound

Peonidin is an O-methylated anthocyanidin derived from Cyanidin, and a primary plant pigment. Peonidin gives purplish-red hues to flowers such as the peony, from which it takes its name, and roses. It is also present in some blue flowers, such as the morning glory.

In enzymology, an anthocyanidin reductase (EC 1.3.1.77) is an enzyme that catalyzes the chemical reaction

In enzymology, a leucocyanidin oxygenase (EC 1.14.11.19) is an enzyme that catalyzes the chemical reaction

Flavonoid biosynthesis

Flavonoids are synthesized by the phenylpropanoid metabolic pathway in which the amino acid phenylalanine is used to produce 4-coumaroyl-CoA. This can be combined with malonyl-CoA to yield the true backbone of flavonoids, a group of compounds called chalcones, which contain two phenyl rings. Conjugate ring-closure of chalcones results in the familiar form of flavonoids, the three-ringed structure of a flavone. The metabolic pathway continues through a series of enzymatic modifications to yield flavanones → dihydroflavonols → anthocyanins. Along this pathway, many products can be formed, including the flavonols, flavan-3-ols, proanthocyanidins (tannins) and a host of other various polyphenolics.

In enzymology, an anthocyanin 5-aromatic acyltransferase is an enzyme that catalyzes the chemical reaction

In enzymology, an anthocyanin 6"-O-malonyltransferase is an enzyme that catalyzes the chemical reaction

In enzymology, an anthocyanidin 3-O-glucosyltransferase is an enzyme that catalyzes the chemical reaction

Rosinidin Chemical compound

Rosinidin is an O-methylated anthocyanidin derived from Cyanidin. It is a pigment found in the flowers of Catharanthus roseus and, in lower concentration, in Primula rosea.

Aurantinidin Chemical compound

Aurantinidin is a water-soluble, red plant dye. It is a member of the class of compounds known as anthocyanidins and is a hydroxy derivative of pelargonidin. Aurantinidin has been reported to occur in Impatiens aurantiaca (Balsaminaceae), and also in cultivars from genus Alstroemeria.

Europinidin Chemical compound

Europinidin (Eu) is an O-methylated anthocyanidin. It is a water-soluble, bluish red plant dye. It is a rare O-methylated flavonoid, a derivative of delphinidin. It can be found in some species of Plumbago and Ceratostigma.

Diosmetinidin Chemical compound

Diosmetinidin is a 3-deoxyanthocyanidin.

Guibourtinidin Chemical compound

Guibourtinidin is an anthocyanidin.

Hirsutidin Chemical compound

Hirsutidin is an O-methylated anthocyanidin, a chemical compound belonging to the anthocyanins. It can be found in Catharanthus roseus where it is the prominent compound in petals and can also be found in callus cultures.

3-Deoxyanthocyanidin

The 3-Deoxyanthocyanidins and their glycosides are molecules with an anthocyanidins backbone lacking an hydroxyl group at position 3 on the C-ring. This nomenclature is the inverse of that which is commonly used in flavonoids, where the hydroxy-group is assumed absent if it is not specified, e. g. flavan-3-ol, flavan-4-ol, flavan-3,4-ol and flavonol.

Leucoanthocyanidin Chemical compound

Leucoanthocyanidin (flavan-3,4-diols) are colorless chemical compounds related to anthocyanidins and anthocyanins. Leucoanthocyanins can be found in Anadenanthera peregrina and in several species of Nepenthes including N. burbidgeae, N. muluensis, N. rajah, N. tentaculata, and N. × alisaputrana.

Leucocyanidin Chemical compound

Leucocyanidin is a colorless chemical compound that is a member of the class of natural products known as leucoanthocyanidins.

Pulchellidin Chemical compound

Pulchellidin (Pl) is an O-methylated anthocyanidin. It is a blue-red plant pigment. It can be found in Plumbago pulchella.

References

  1. "Two new naturally occurring anthocyanidins". Chemical Industry: 229–230. 1960.