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Tulipanin

Tulipanin is an anthocyanin. It is the 3-O-rutinoside of delphinidin. It can be found in Alstroemeria spp., Berberis spp., Cissus sicyoides, Hymenocallis spp., Manihot utilissima, Meliosma tenuis, Musa acuminata, Ophiopogon japonicus, Petunia exserta, Petunia reitzii, blackcurrant (Ribes nigrum), Schismatoglottis concinna, Secale cereale, Solanum betaceum, Thaumatococcus daniellii, Tulipa spp[1][2] and in eggplants.[3]

Tulipanin
Names
IUPAC name
3′,4′,5,5′,7-Pentahydroxy-3-[α-L-rhamnopyranosyl-(1→6)-β-D-glucopyranosyloxy]flavylium
Systematic IUPAC name
(42S,43R,44S,45S,46R,72R,73R,74R,75R,76S)-13,14,15,25,27,43,44,45,73,74,75-Undecahydroxy-76-methyl-21λ4-3,6-dioxa-2(2,3)-[1]benzopyrana-4(2,6),7(2)-bis(oxana)-1(1)-benzenaheptaphan-21-ylium
Other names
Delphinidin-3-rutinoside
Delphinidin 3-O-rutinoside
Delphinidin-3-glucorhamnoside
Identifiers
  • 58285-26-0 Y
3D model (JSmol)
  • Interactive image
ChemSpider
  • 4590910 N
KEGG
  • C16315
  • 5492231
UNII
  • 6I4SV29842 Y
  • InChI=1S/C27H30O16/c1-8-18(32)21(35)23(37)26(40-8)39-7-17-20(34)22(36)24(38)27(43-17)42-16-6-11-12(29)4-10(28)5-15(11)41-25(16)9-2-13(30)19(33)14(31)3-9/h2-6,8,17-18,20-24,26-27,32,34-38H,7H2,1H3,(H4-,28,29,30,31,33)/p+1/t8-,17+,18-,20+,21+,22-,23+,24+,26+,27+/m0/s1 N
    Key: PLKUTZNSKRWCCA-LTSKFBHWSA-O N
  • O(C[C@H]4O[C@@H](Oc2cc3c(O)cc(O)cc3[o+]c2c1cc(O)c(O)c(O)c1)[C@H](O)[C@@H](O)[C@@H]4O)[C@@H]5O[C@H]([C@H](O)[C@@H](O)[C@H]5O)C
Properties
C27H31ClO16
C27H31O16+
Molar mass 611.52 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 YN ?)


References edit

  1. ^ Harborne, The Handbook of Natural Flavonoids, 2, (1999), 1, Anthocyanins
  2. ^ Tulipanin on kanaya.naist.jp
  3. ^ Structures and Antioxidant Activity of Anthocyanins in Many Accessions of Eggplant and Its Related Species. Keiko Azuma, Akio Ohyama, Katsunari Ippoushi, Takashi Ichiyanagi, Atsuko Takeuchi, Takeo Saito and Hiroyuki Fukuoka, J. Agric. Food Chem., 2008, 56 (21), pp 10154–10159, doi:10.1021/jf801322m



tulipanin, anthocyanin, rutinoside, delphinidin, found, alstroemeria, berberis, cissus, sicyoides, hymenocallis, manihot, utilissima, meliosma, tenuis, musa, acuminata, ophiopogon, japonicus, petunia, exserta, petunia, reitzii, blackcurrant, ribes, nigrum, sch. Tulipanin is an anthocyanin It is the 3 O rutinoside of delphinidin It can be found in Alstroemeria spp Berberis spp Cissus sicyoides Hymenocallis spp Manihot utilissima Meliosma tenuis Musa acuminata Ophiopogon japonicus Petunia exserta Petunia reitzii blackcurrant Ribes nigrum Schismatoglottis concinna Secale cereale Solanum betaceum Thaumatococcus daniellii Tulipa spp 1 2 and in eggplants 3 Tulipanin Names IUPAC name 3 4 5 5 7 Pentahydroxy 3 a L rhamnopyranosyl 1 6 b D glucopyranosyloxy flavylium Systematic IUPAC name 42S 43R 44S 45S 46R 72R 73R 74R 75R 76S 13 14 15 25 27 43 44 45 73 74 75 Undecahydroxy 76 methyl 21l4 3 6 dioxa 2 2 3 1 benzopyrana 4 2 6 7 2 bis oxana 1 1 benzenaheptaphan 21 ylium Other names Delphinidin 3 rutinosideDelphinidin 3 O rutinosideDelphinidin 3 glucorhamnoside Identifiers CAS Number 58285 26 0 Y 3D model JSmol Interactive image ChemSpider 4590910 N KEGG C16315 PubChem CID 5492231 UNII 6I4SV29842 Y InChI InChI 1S C27H30O16 c1 8 18 32 21 35 23 37 26 40 8 39 7 17 20 34 22 36 24 38 27 43 17 42 16 6 11 12 29 4 10 28 5 15 11 41 25 16 9 2 13 30 19 33 14 31 3 9 h2 6 8 17 18 20 24 26 27 32 34 38H 7H2 1H3 H4 28 29 30 31 33 p 1 t8 17 18 20 21 22 23 24 26 27 m0 s1 NKey PLKUTZNSKRWCCA LTSKFBHWSA O N SMILES O C C H 4O C H Oc2cc3c O cc O cc3 o c2c1cc O c O c O c1 C H O C H O C H 4O C H 5O C H C H O C H O C H 5O C Properties Chemical formula C27H31ClO16C27H31O16 Molar mass 611 52 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 Y N Infobox referencesReferences edit Harborne The Handbook of Natural Flavonoids 2 1999 1 Anthocyanins Tulipanin on kanaya naist jp Structures and Antioxidant Activity of Anthocyanins in Many Accessions of Eggplant and Its Related Species Keiko Azuma Akio Ohyama Katsunari Ippoushi Takashi Ichiyanagi Atsuko Takeuchi Takeo Saito and Hiroyuki Fukuoka J Agric Food Chem 2008 56 21 pp 10154 10159 doi 10 1021 jf801322m nbsp This article about an aromatic compound is a stub You can help Wikipedia by expanding it vte Retrieved from https en wikipedia org w index php title Tulipanin amp oldid 1153729928, wikipedia, wiki, book, books, library,

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