Tulipanin

Tulipanin
Names
	Preferred 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
CAS Number	15674-58-5 ;
3D model (JSmol)	Interactive image;
ChemSpider	4590910 ;
PubChem CID	5492231;
UNII	6I4SV29842 ;
	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 Key: PLKUTZNSKRWCCA-LTSKFBHWSA-O ;
	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	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).
	(what is ?)
	Infobox references

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, , Musa acuminata, Ophiopogon japonicus, Petunia exserta, , blackcurrant (Ribes nigrum), , Secale cereale, Solanum betaceum, Thaumatococcus daniellii, Tulipa spp^[1]^[2] and in eggplants.^[3]

References[]

^ 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

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Names

Preferred 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
CAS Number	15674-58-5^Y
3D model (JSmol)	Interactive image
ChemSpider	4590910^N
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^N Key: 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	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 (what is ^YN ?)
Infobox references