6-Hydroxycyanidin
Chemical structure of 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
ChEBI
ChemSpider
UNII
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
Oc1c(O)cc2[o+]c(-c(cc3O)ccc3O)c(O)cc2c1O
Oc1ccc(cc1O)c3[o+]c2cc(O)c(O)c(O)c2cc3O
Properties
C15 H11 O7 (C15 H11 ClO7 )
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).
Infobox references
6-Hydroxycyanidin is an anthocyanidin .
Glycosides
6-Hydroxycyanidin 3-malonylglucoside can be extracted from the flowers of Alstroemeria sp.[ 1] [ 2]
References
^ 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
3-Hydroxyanthocyanidins 3-Deoxyanthocyanidins O -Methylated anthocyanidinsAnthocyanins (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:
Antirrhinin (Cyanidin 3-O -rutinoside)
Idaein (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 -) 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