Cyanidin

Cyanidin
Names
IUPAC name
3,3′,4′,5,7-Pentahydroxyflavylium
Systematic IUPAC name
2-(3,4-Dihydroxyphenyl)-3,5,7-trihydroxy-1λ4-benzopyran-1-ylium
Other names
Cyanidine
2-(3,4-Dihydroxyphenyl)chromenylium-3,5,7-triol
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
E number E163a (colours)
KEGG
UNII
  • InChI=1S/C15H10O6/c16-8-4-11(18)9-6-13(20)15(21-14(9)5-8)7-1-2-10(17)12(19)3-7/h1-6H,(H4-,16,17,18,19,20)/p+1 checkY
    Key: VEVZSMAEJFVWIL-UHFFFAOYSA-O checkY
  • InChI=1/C15H10O6/c16-8-4-11(18)9-6-13(20)15(21-14(9)5-8)7-1-2-10(17)12(19)3-7/h1-6H,(H4-,16,17,18,19,20)/p+1
    Key: VEVZSMAEJFVWIL-IKLDFBCSAG
  • C1=CC(=C(C=C1C2=C(C=C3C(=CC(=CC3=[O+]2)O)O)O)O)O
  • Oc1ccc(cc1O)c3[o+]c2cc(O)cc(O)c2cc3O
Properties
C15H11O6+
Molar mass 287.24 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 ?)
Cyanidin (pH indicator)
below pH 3 above pH 11
3 ⇌ 11

Cyanidin is a natural organic compound. It is a particular type of anthocyanidin (glycoside version called anthocyanins). It is a pigment found in many red berries including grapes, bilberry, blackberry, blueberry, cherry, chokeberry, cranberry, elderberry, hawthorn, loganberry, açai berry and raspberry.[1] 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.[citation needed] Cyanidin has been found to be a potent sirtuin 6 (SIRT6) activator.[2][3]

  1. ^ "Cyanidin (E163a) – Overview, Uses, Side Effects & More". HealthKnight. 27 April 2022. Retrieved 2022-04-30.
  2. ^ Rahnasto-Rilla, M; Tyni, J; Huovinen, M; Jarho, E; Kulikowicz, T; Ravichandran, S; Bohr, V A; Ferrucci, L; Lahtela-Kakkonen, M; Moaddel, R (2018-03-07). "Natural polyphenols as sirtuin 6 modulators". Sci Rep. 7, 8 (1): 4163. Bibcode:2018NatSR...8.4163R. doi:10.1038/s41598-018-22388-5. PMC 5841289. PMID 29515203.
  3. ^ Cite error: The named reference pmid32518153 was invoked but never defined (see the help page).