Tulipanin

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
CAS Number	58285-26-0 ;
3D model ( JSmol)	Interactive image;
ChemSpider	4590910 ;
KEGG	C16315;
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). verify (what is ?) Infobox references

Tulipanin is an

Tulipa spp^[1]^[2] and in eggplants.^[3]

References

^ Harborne, The Handbook of Natural Flavonoids, 2, (1999), 1, Anthocyanins
^ Tulipanin on kanaya.naist.jp
doi:10.1021/jf801322m

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Anthocyanidins and their anthocyanin glucosides
3-Hydroxyanthocyanidins

5-Desoxy-peonidin

Aurantinidin

Cyanidin

6-Hydroxycyanidin

Delphinidin

Fisetinidin

Guibourtinidin

Pelargonidin

Robinetinidin

3-Deoxyanthocyanidins

Apigeninidin

Columnidin

Diosmetinidin

Gesneridin

Luteolinidin

Tricetinidin

O-Methylated anthocyanidins

5-Desoxy-malvidin

Capensinidin

Europinidin

Hirsutidin

Kaempferidinidin

Malvidin

Peonidin

Petunidin

Pulchellidin

Rosinidin

Anthocyanins
(anthocyaninidin glycosides)
Glucosides:
Callistephin (Pelargonidin 3-O-glucoside)

Chrysanthemin (Cyanidin 3-O-glucoside)

Myrtillin (Delphinidin 3-O-glucoside)

Oenin (Malvidin 3-O-glucoside)

Peonidin 3-O-glucoside

Petunidin 3-O-glucoside

Pulchellidin 3-glucoside

Diglucosides:

Cyanin (Cyanidin 3,5-O-diglucoside)

Delphin (Delphinidin 3,5-O-diglucoside)

Malvin (Malvidin 3,5-diglucoside)

Pelargonin (Pelargonidin 3,5-O-diglucoside)

Peonin (Peonidin 3,5-O-diglucoside)

Petunin (Petunidin 3,5-O-diglucoside)

Others glycosides:

Antirrhinin (Cyanidin 3-O-rutinoside)

Ideain (Cyanidin 3-O-galactoside)

Delphinidin 3-O-rhamnoside

Petunidin 3-O-arabinoside

Petunidin 3-O-galactoside

Petunidin 3-O-rhamnoside

Petunidin 3-O-rutinoside

Primulin (Malvidin 3-O-galactoside)

Pulchellidin 3-rhamnoside

Tulipanin (Delphinidin 3-O-rutinoside)
Acylated anthocyanins
Acetylated anthocyanins

Cyanidin 3-O-(6-acetyl)glucoside

Delphinidin 3-O-(6-acetyl)glucoside

Malvidin 3-O-(6-acetyl)glucoside

Petunidin 3-O-(6-acetyl)galactoside

Petunidin 3-O-(6-acetyl)glucoside

Peonidin 3-O-(6-acetyl)glucoside

Coumaroylated anthocyanins
(cis- and trans-)

Cyanidin 3-O-(6-p-coumaroyl)glucoside

Delphinidin 3-O-(6-p-coumaroyl)glucoside

Malvidin 3-O-(6-p-coumaroyl)glucoside

Petunidin 3-O-(6-p-coumaroyl)glucoside

Peonidin 3-O-(6-p-coumaroyl)glucoside

Caffeoylated anthocyanins

Malvidin 3-O-(6-p-caffeoyl)glucoside

Peonidin 3-O-(6-p-caffeoyl)glucoside

Malonylated anthocyanins

Malonylmalvin (malvidin 3-(6″-malonylglucoside)-5-glucoside)

Acylated anthocyanin diglycosides

Cyanidin 3-O-(di-p-coumarylglucoside)-5-glucoside

Gentiodelphin (delphinidin 3-''O''-glucosyl-5-''O''-(6-''O''-caffeoyl-glucosyl)-3′-''O''-(6-''O''-caffeoyl-glucoside))

Nasunin (Delphinidin 3-(p-coumaroylrutinoside)-5-glucoside
)

Petanin (petunidin 3-[6-O-(4-O-(E)-p-coumaroyl-O-α-l-rhamnopyranosyl)-β-D-glucopyranoside]-5-O-β-D-glucopyranoside)

Violdelphin (Delphinidin 3-rutinoside-7-O-(6-O-(4-(6-O-(4-hydroxybenzoyl)-β-D-glucosyl)oxybenzoyl)-β-D-glucoside)

Flavanol-anthocyanin adducts

Malvidin glucoside-ethyl-catechin

Catechin(4α→8)pelargonidin 3-O-β-glucopyranoside

Epicatechin(4α→8)pelargonidin 3-O-β-glucopyranoside

Afzelechin(4α→8)pelargonidin 3-O-β-glucopyranoside

Epiafzelechin(4α→8)pelargonidin 3-O-β-glucopyranoside

Miscellaneous

Metalloanthocyanins (commelinin)

Cyanosalvianin

Protocyanin

Protodelphin)

Pyranoanthocyanins

Copigmentation

Anthocyanone A (degradation product of oenin)

Malvone (oxidation product of malvin)

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[1] Harborne, The Handbook of Natural Flavonoids, 2, (1999), 1, Anthocyanins

[2] Tulipanin on kanaya.naist.jp

[3] doi:10.1021/jf801322m

[1]

[2]

[3]