2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-{[(2S,4S,5R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1λ4-chromen-1-ylium chloride

• ChemBase ID: 165068
• Molecular Formular: C21H21ClO11
• Molecular Mass: 484.83784
• Monoisotopic Mass: 484.07723917
• SMILES: c1(cc(c2c(c1)[o+]c(c(c2)O[C@H]1C([C@H]([C@H](C(O1)CO)O)O)O)c1ccc(c(c1)O)O)O)O.[Cl-]
• Canonical SMILES: OCC1O[C@@H](Oc2cc3c(O)cc(cc3[o+]c2c2ccc(c(c2)O)O)O)C([C@H]([C@H]1O)O)O.[Cl-]
• InChI: InChI=1S/C21H20O11.ClH/c22-7-16-17(27)18(28)19(29)21(32-16)31-15-6-10-12(25)4-9(23)5-14(10)30-20(15)8-1-2-11(24)13(26)3-8;/h1-6,16-19,21-22,27-29H,7H2,(H3-,23,24,25,26);1H/t16?,17-,18-,19?,21+;/m0./s1
• InChIKey: YTMNONATNXDQJF-DJBUQWCWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-{[(2S,4S,5R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1λ^4-chromen-1-ylium chloride
• IUPAC Traditional name: 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-{[(2S,4S,5R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1λ^4-chromen-1-ylium chloride
• Synonyms: 2-(3,4-Dihydroxyphenyl)-3-(β-D-galactopyranosyloxy)-5,7-dihydroxy-1-]benzopyrylium Chloride; Cyanidin Galactoside; Cyanindin-3-Gal; Idaein; Ideain; Ideanin; Idein Chloride; Cyanidin 3-O-β-D-Galactopyranoside Chloride

Database IDs

• CAS Number: 27661-36-5
• PubChem SID: 162259201
• PubChem CID: 46783719

CALCULATED PROPERTIES

• Acid pKa: 6.3883295
• H Acceptors: 11
• H Donor: 8
• LogD (pH = 5.5): 0.33378032
• LogD (pH = 7.4): -0.9419018
• Log P: 0.387
• Molar Refractivity: 116.2575 cm^3
• Polarizability: 44.011936 Å^3
• Polar Surface Area: 193.44 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Black Solid
• Melting Point: >190°C (dec.)

Safety Information

• Storage Condition: Amber Vial, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - C958000

An anthocyanin responsible for red pigment in fruits and berries. It is an antioxidant, protecting the cell against damage from SOD.

REFERENCES

• Riihinen, K., et al.: Food Chem., 110, 156 (2008)
• Khanizadeh, S., et al.: J. Food Comp. Anal., 21, 396 (2008)
• Viskelis, P., et al.: J. Food Sci., 74, C157 (2008)
• Comeskey, D., et al.: J. Agric. Food Chem., 57, 2035 (2008)