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Violdelphin

Violdelphin is ananthocyanin, a plant pigment, has been found in the purplish blue flower ofAconitum chinense,[1] in the blue flowers in the genusCampanula[2] and in the blue flowers ofDelphinium hybridum.[3] It is a flavenoid natural product, incorporating twop-hydroxy benzoic acid residues, onerutinoside and twoglucosides associated with adelphinidin.

Violdelphin
Chemical structure of violdelphin
Names
IUPAC name
3′,4′,5,5′-Tetrahydroxy-7-(6-O-{4-[6-O-(4-hydroxybenzoyl)-β-D-glucopyranosyloxy]benzoyl}-β-D-glucopyranosyloxy)-3-[α-L-rhamnopyranosyl-(1→6)-β-D-glucopyranosyloxy]flavylium
Systematic IUPAC name
(12R,13R,14R,15R,16S,42R,43S,44S,45R,46S,82S,83R,84S,85S,86R,142S,143R,144S,145S,146R)-13,14,15,43,44,45,65,83,84,85,143,144,145,184-Tetradecahydroxy-16-methyl-11,17-dioxo-62-(3,4,5-trihydroxyphenyl)-2,5,7,10,13,16-hexaoxa-61λ4-6(3,7)-[1]benzopyrana-1(2),4,8,14(2,6)-tetrakis(oxana)-12(1,4),18(1)-dibenzenaoctadecaphan-61-ylium
Other names
Delphinidin 3-rutinoside-7-O-(6-O-(4-(6-O-(4-hydroxybenzoyl)-beta-D-glucosyl)oxybenzoyl)-beta-D-glucoside)
Identifiers
3D model (JSmol)
ChemSpider
  • InChI=1S/C53H58O30/c1-18-34(58)39(63)43(67)50(76-18)75-17-33-38(62)42(66)46(70)53(83-33)80-30-14-25-26(55)12-24(13-29(25)79-47(30)21-10-27(56)35(59)28(57)11-21)78-52-45(69)41(65)37(61)32(82-52)16-74-49(72)20-4-8-23(9-5-20)77-51-44(68)40(64)36(60)31(81-51)15-73-48(71)19-2-6-22(54)7-3-19/h2-14,18,31-34,36-46,50-53,58,60-70H,15-17H2,1H3,(H4-,54,55,56,57,59,71)/p+1/t18-,31+,32+,33+,34-,36+,37+,38+,39+,40-,41-,42-,43+,44+,45+,46+,50+,51+,52+,53+/m0/s1
    Key: YODABPUZPVYDEF-CIBWSIAMSA-O
  • CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=C([O+]=C4C=C(C=C(C4=C3)O)OC5C(C(C(C(O5)COC(=O)C6=CC=C(C=C6)OC7C(C(C(C(O7)COC(=O)C8=CC=C(C=C8)O)O)O)O)O)O)O)C9=CC(=C(C(=C9)O)O)O)O)O)O)O)O)O
Properties
C53H59O30+
Molar mass1176.02 g/mol
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa).

References

edit
  1. ^The anthocyanin responsible for purplish blue flower colour of Aconitum chinense. Kosaku Takeda, Syuji Sato, Hiromitsu Kobayashi, Yoko Kanaitsuka, Mariko Ueno, Takeshi Kinoshita, Hiroyuki Tazaki and Takane Fujimori, Phytochemistry, June 1994, Volume 36, Issue 3, Pages 613–616,doi:10.1016/S0031-9422(00)89784-8
  2. ^Structure and biosynthesis of anthocyanins in flowers of Campanula. Kirsten Brandt, Tadao Kondo, Hideki Aoki and Toshio Goto, Phytochemistry, 29 April 1993, Volume 33, Issue 1, Pages 209–212,doi:10.1016/0031-9422(93)85424-P
  3. ^Structure of Violdelphin, an Anthocyanin from Violet Flower of Delphinium hybridum. Tadao Kondo, Kaori Oki, Kumi Yoshida and Toshio Goto, Chemistry Letters,1990, Vol. 19, No. 1, pages 137-138,doi:10.1246/cl.1990.137

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