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Capsorubin

Summary

Capsorubin is a natural red dye of the xanthophyll class. As a food coloring, it has the E number E160c(ii). Capsorubin is a carotenoid found in red bell pepper (Capsicum annuum) and a component of paprika oleoresin. Capsorubin is also found in some species of lily.[2]

Capsorubin
Names
IUPAC name
(3S,5R,3′S,5′R)-3,3'-Dihydroxy-κ,κ-carotene-6,6′-dione
Systematic IUPAC name
(2E,4E,6E,8E,10E,12E,14E,16E,18E)-1,20-Bis[(1R,4S)-4-hydroxy-1,2,2-trimethylcyclopentyl]-4,8,13,17-tetramethylicosa-2,4,6,8,10,12,14,16,18-nonaene-1,20-dione
Identifiers
  • 470-38-2
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:3378
ChemSpider
  • 4444641
ECHA InfoCard 100.006.752 Edit this at Wikidata
EC Number
  • 207-425-2
E number E160c(ii) (colours)
KEGG
  • C08585
  • 5281229
UNII
  • 805VAB3L0H
  • InChI=1S/C40H56O4/c1-29(17-13-19-31(3)21-23-35(43)39(9)27-33(41)25-37(39,5)6)15-11-12-16-30(2)18-14-20-32(4)22-24-36(44)40(10)28-34(42)26-38(40,7)8/h11-24,33-34,41-42H,25-28H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,29-15+,30-16+,31-19+,32-20+/t33-,34-,39-,40-/m0/s1
    Key: GVOIABOMXKDDGU-YUURSNASSA-N
  • C/C(=C\C=C\C=C(\C=C\C=C(\C=C\C(=O)[C@]1(C(C[C@@H](C1)O)(C)C)C)/C)/C)/C=C/C=C(/C=C/C(=O)[C@]2(C(C[C@@H](C2)O)(C)C)C)\C
Properties
C40H56O4
Molar mass 600.884 g·mol−1
Melting point 201 °C (394 °F; 474 K)[1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

References edit

  1. ^ Zechmeister, L.; Annalen der Chemie, Justus Liebigs, 1935, S. 30–45
  2. ^ Valadon, L. R. G.; Mummery, Rosemary S. (1977-01-01). "Carotenoids of Lilies and of Red Pepper: Biogenesis of Capsanthin and Capsorubin". Zeitschrift für Pflanzenphysiologie. 82 (5): 407–416. doi:10.1016/S0044-328X(77)80004-4. ISSN 0044-328X.