Antirrhinin

Antirrhinin is an anthocyanin. It is the 3-rutinoside of cyanidin.

Antirrhinin

Names
IUPAC name (2S,3R,4S,5S,6R)-2-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromenylium-3-yl]oxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxane-3,4,5-triol chloride
Other names Keracyanin Prunicyanin Sambucin Cyaninoside Keraciannai Keracyanine Keracyaninum Cyanidin 3-rutinoside Cyanidin 3-O-rutinoside Keracyanin chloride cyanidin-3-rhamnoglucoside
Identifiers
CAS Number	18719-76-1 Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:16726 Y
ChEMBL	ChEMBL592218 Y
ChemSpider	27186 Y
ECHA InfoCard	100.038.646
KEGG	C04491 Y
PubChem CID	29231
UNII	V0N2VMB4FV Y
CompTox Dashboard (EPA)	DTXSID00927864
InChI InChI=1S/C27H30O15.ClH/c1-9-19(32)21(34)23(36)26(39-9)38-8-18-20(33)22(35)24(37)27(42-18)41-17-7-12-14(30)5-11(28)6-16(12)40-25(17)10-2-3-13(29)15(31)4-10;/h2-7,9,18-24,26-27,32-37H,8H2,1H3,(H3-,28,29,30,31);1H/t9-,18+,19-,20+,21+,22-,23+,24+,26+,27+;/m0./s1 Y Key: ADZHXBNWNZIHIX-XYGAWYNKSA-N Y InChI=1S/C27H30O15.ClH/c1-9-19(32)21(34)23(36)26(39-9)38-8-18-20(33)22(35)24(37)27(42-18)41-17-7-12-14(30)5-11(28)6-16(12)40-25(17)10-2-3-13(29)15(31)4-10;/h2-7,9,18-24,26-27,32-37H,8H2,1H3,(H3-,28,29,30,31);1H/t9-,18+,19-,20+,21+,22-,23+,24+,26+,27+;/m0./s1 Key: ADZHXBNWNZIHIX-XYGAWYNKSA-N
SMILES [Cl-].O(C[C@H]4O[C@@H](Oc2cc3c(O)cc(O)cc3[o+]c2c1ccc(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	C27H31O15+, Cl−
Molar mass	630.97 g/mol (chloride) 595.52 g/mol (cation)
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

Occurrence

It can be found in Antirrhinum majus (common snapdragon).^[1][2]

It can be found in blackcurrant,^[3] açaí,^[4] black raspberry,^[5] litchi pericarp^[6] and common fig.^[7]

Metabolism

Cyanidin 3-O-rutinoside 5-O-glucosyltransferase uses UDP-glucose and cyanidin 3-O-rutinoside (antirrhinin) to produce UDP and cyanidin 3-O-rutinoside 5-O-beta-D-glucoside.