6-Hydroxycyanidin

6-Hydroxycyanidin
Names

IUPAC name 3,3′,4′,5,6,7-Hexahydroxyflavylium
Systematic IUPAC name 2-(3,4-Dihydroxyphenyl)-3,5,6,7-tetrahydroxy-1λ⁴-benzopyran-1-ylium
Other names 6-Hydroxycyanidin Quercetagetinidin
Identifiers
CAS Number	42529-06-6^N
3D model (JSmol)	Interactive image Interactive image
ChEBI	CHEBI:28090^N
ChemSpider	390305^Y
PubChem CID	441697
UNII	3X52YLJ8GX^Y
CompTox Dashboard (EPA)	DTXSID30331612
InChI InChI=1S/C15H10O7/c16-8-2-1-6(3-9(8)17)15-11(19)4-7-12(22-15)5-10(18)14(21)13(7)20/h1-5H,(H5-,16,17,18,19,20,21)/p+1^Y Key: PWDAKBACEAGRSH-UHFFFAOYSA-O^Y InChI=1S/C15H10O7/c16-8-2-1-6(3-9(8)17)15-11(19)4-7-12(22-15)5-10(18)14(21)13(7)20/h1-5H,(H5-,16,17,18,19,20,21)/p+1 Key: PWDAKBACEAGRSH-IKLDFBCSAI Key: PWDAKBACEAGRSH-UHFFFAOYSA-O
SMILES Oc1c(O)cc2[o+]c(-c(cc3O)ccc3O)c(O)cc2c1O Oc1ccc(cc1O)c3[o+]c2cc(O)c(O)c(O)c2cc3O
Properties
Chemical formula	C₁₅H₁₁O₇ (C₁₅H₁₁ClO₇)
Molar mass	303.24 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 ?) Infobox references

Chemical compound

6-Hydroxycyanidin is an anthocyanidin.

Glycosides

6-Hydroxycyanidin 3-malonylglucoside can be extracted from the flowers of Alstroemeria sp.^[1]^[2]

^ 6-Hydroxycyanidin 3-malonylglucoside, a novel malonylanthocyanin from the flowers of Alstroemeria sp. (ca. 50 g). F. Tatsuzawa, N. Murata, K. Shinoda, N. Saito, A. Shigihara and T. Honda, Heterocycles, 2001, 55(6), pp. 1195-1199, doi:10.3987/COM-01-9225
^ Structure determination OF 6-hydroxycyanidin- and 6-hydroxydelphinidin-3-(6".O.alpha .L-rhamnopyranosyl-beta -D-glucopyranosides) and other anthocyanins from Alstroemeria cultivars. Nygatd A.-M., Aksnes D. W., Andersen O. M. and Bakken A. K., Acta chemica scandinavica, 1997, vol. 51, no. 1, pp. 108-112, INIST 10723875

Anthocyanidins and their anthocyanin glucosides

3-Hydroxyanthocyanidins

O-Methylated anthocyanidins

Anthocyanins
(anthocyaninidin glycosides)

Glucosides:

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:

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)