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Myrtillin information


Myrtillin
Names
IUPAC name
(2S,3R,4S,5S,6R)-2-[5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chromenylium-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol chloride
Other names
  • Mirtillin
  • Myrtillin chloride
  • Delphinidin 3-glucoside
  • Delphinidol 3-glucoside
  • Delphinidin 3-O-glucoside
  • Delphinidin 3-monoglucoside
  • Delphinidine 3-monoglucoside
  • Delphinidin-3-glucoside chloride
  • Delphinidin 3-O-β-D-glucoside
Identifiers
CAS Number
  • 6906-38-3 checkY
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:31463 ☒N
ChemSpider
  • 391783 ☒N
KEGG
  • C12138 checkY
PubChem CID
  • 165558
UNII
  • 474A9U89JS checkY
CompTox Dashboard (EPA)
  • DTXSID901028800 Edit this at Wikidata
InChI
  • InChI=1S/C21H20O12/c22-6-15-17(28)18(29)19(30)21(33-15)32-14-5-9-10(24)3-8(23)4-13(9)31-20(14)7-1-11(25)16(27)12(26)2-7/h1-5,15,17-19,21-22,28-30H,6H2,(H4-,23,24,25,26,27)/p+1/t15-,17-,18+,19-,21-/m1/s1 ☒N
    Key: XENHPQQLDPAYIJ-PEVLUNPASA-O ☒N
SMILES
  • C1=C(C=C(C(=C1O)O)O)C2=C(C=C3C(=CC(=CC3=[O+]2)O)O)OC4C(C(C(C(O4)CO)O)O)O.[Cl-]
Properties
Chemical formula
C21H21ClO12
C21H21O12+, Cl
Molar mass 500.83 g/mol (chloride)
465.38 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 ?)
Infobox references

Myrtillin is an anthocyanin. It is the 3-glucoside of delphinidin. It can be found in all green plants, most abundantly in black beans, blackcurrant, blueberry, huckleberry, bilberry leaves[1][2] and in various myrtles, roselle plants, and Centella asiatica plant.[citation needed] It is also present in yeast and oatmeal.[citation needed] The sumac fruit's pericarp owes its dark red colour to anthocyanin pigments, of which chrysanthemin, myrtillin and delphinidin have yet been identified.[3][unreliable source?]

The various colors, such as red, mauve, purple, violet, and blue in Hydrangea macrophylla are developed from myrtillin complexes with metal ions called metalloanthocyanins.[4]

  1. ^ Bilberry Leaf on florahealth.com Archived February 5, 2009, at the Wayback Machine
  2. ^ Yang W, Kortesniemi M, Ma X, Zheng J, Yang B. Enzymatic acylation of blackcurrant (Ribes nigrum) anthocyanins and evaluation of lipophilic properties and antioxidant capacity of derivatives. Food Chem. 2019 May 30;281:189-196. doi:10.1016/j.foodchem.2018.12.111 PMID 30658747
  3. ^ Sumac on spicesworld.net
  4. ^ Yoshida K, Mori M, Kondo T (2009). "Blue flower color development by anthocyanins: from chemical structure to cell physiology". Nat. Prod. Rep. 26 (7): 884–915. doi:10.1039/b800165k. PMID 19554240.

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Myrtillin

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Myrtillin is an anthocyanin. It is the 3-glucoside of delphinidin. It can be found in all green plants, most abundantly in black beans, blackcurrant,...

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Delphinidin

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acidic solution. Several glycosides derived from delphinidin are known: Myrtillin (delphinidin-3-O-glucoside) and tulipanin (delphinidin-3-O-rutinoside)...

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Hydrangea macrophylla

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macrophylla are developed from one simple anthocyanin, delphinidin 3-glucoside (myrtillin), which forms complexes with metal ions called metalloanthocyanins. Lunularic...

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List of compounds with carbon number 21

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tricresyl phosphate 73299-28-2 C21H21O11 Chrysontemin 7084-24-4 C21H21O12 Myrtillin 6906-38-3 C21H22 methyldodecahedrane 82400-17-7 C21H22N2O2 strychnine...

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