Chicoric acid

Source: Wikipedia, the free encyclopedia.
Chicoric acid
Names
Preferred IUPAC name
(2R,3R)-2,3-Bis{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}butanedioic acid
Other names
Cichoric acid; (2R,3R)-O-Dicaffeoyltartaric acid
Identifiers
3D model (
JSmol
)
ChEMBL
ChemSpider
ECHA InfoCard
 100.109.212 Edit this at Wikidata
KEGG
UNII
  • InChI=1S/C22H18O12/c23-13-5-1-11(9-15(13)25)3-7-17(27)33-19(21(29)30)20(22(31)32)34-18(28)8-4-12-2-6-14(24)16(26)10-12/h1-10,19-20,23-26H,(H,29,30)(H,31,32)/b7-3+,8-4+/t19-,20-/m1/s1 ☒N
    Key: YDDGKXBLOXEEMN-IABMMNSOSA-N ☒N
  • InChI=1/C22H18O12/c23-13-5-1-11(9-15(13)25)3-7-17(27)33-19(21(29)30)20(22(31)32)34-18(28)8-4-12-2-6-14(24)16(26)10-12/h1-10,19-20,23-26H,(H,29,30)(H,31,32)/b7-3+,8-4+/t19-,20-/m1/s1
    Key: YDDGKXBLOXEEMN-IABMMNSOBV
  • O=C(O)[C@H](OC(=O)\C=C\c1ccc(O)c(O)c1)[C@@H](OC(=O)\C=C\c2cc(O)c(O)cc2)C(=O)O
Properties
C22H18O12
Molar mass 474.371 g/mol
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 ?)

Chicoric acid (also known as cichoric acid) is a hydroxycinnamic acid, an organic compound of the phenylpropanoid class and occurs in a variety of plant species. It is a derivative of both caffeic acid and tartaric acid.[1]

As a suitable marker for the distinction of

Thin layer chromatography (TLC) methods.[2]

Sources

Chicoric acid has first been isolated from

seagrasses.[3][4][5][6]

Biological functions

Chicoric acid has been shown to stimulate

free radicals, and to inhibit the function of HIV-1 integrase.[7][8]

See also

References

  1. ISBN 978-1-4200-1287-3
    .
  2. ^ Bauer R, Khan IA, Wagner H. Echinacea-Drogen, Standardisierung mittels HPLC und DC. Deutsche Apotheker Zeitung, 1986, 126:1065–1070. Citation in WHO Monographs on Selected Medicinal Plants - Volume 1
  3. S2CID 6322156
    .
  4. doi:10.1016/j.jff.2010.02.003
    .
  5. doi:10.1016/j.foodchem.2008.12.075
    .
  6. PMID 24790967
    .
  7. ^ Mazza, G.; Oomah, B. Dave (2000), Herbs, Botanicals & Teas, CRC Press, p. 51,
    ISBN 1-56676-851-9
    , retrieved 2008-12-09
  8. ^ Miller, Sandra Carol; Yu, He-Ci (2004), Echinacea, CRC Press, p. 140,
    ISBN 0-415-28828-2
    , retrieved 2008-12-09
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