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

• ChemBase ID: 128709
• Molecular Formular: C23H25O12+
• Molecular Mass: 493.4374
• Monoisotopic Mass: 493.13460124
• SMILES: COc1cc(cc(c1O)OC)c1c(cc2c(cc(cc2[o+]1)O)O)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O
• Canonical SMILES: OC[C@H]1O[C@@H](Oc2cc3c(O)cc(cc3[o+]c2c2cc(OC)c(c(c2)OC)O)O)[C@@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C23H24O12/c1-31-14-3-9(4-15(32-2)18(14)27)22-16(7-11-12(26)5-10(25)6-13(11)33-22)34-23-21(30)20(29)19(28)17(8-24)35-23/h3-7,17,19-21,23-24,28-30H,8H2,1-2H3,(H2-,25,26,27)/p+1/t17-,19-,20+,21-,23-/m1/s1
• InChIKey: PXUQTDZNOHRWLI-OXUVVOBNSA-O

NAMES AND DATABASE IDS

Names

• IUPAC name: 5,7-dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1λ^4-chromen-1-ylium
• IUPAC Traditional name: malvidin-3-glucoside
• Synonyms: Enin; Malvidin-3-glucoside; Malvidin 3-O-glucoside; Oenin

Database IDs

• CAS Number: 7228-78-6
• PubChem SID: 162223015
• PubChem CID: 443652
• CHEMBL: 403236
• Wikipedia Title: Oenin

CALCULATED PROPERTIES

• Acid pKa: 6.382928
• H Acceptors: 11
• H Donor: 7
• LogD (pH = 5.5): 0.11210496
• LogD (pH = 7.4): -1.1929935
• Log P: 0.166
• Molar Refractivity: 127.203 cm^3
• Polarizability: 48.460262 Å^3
• Polar Surface Area: 191.67 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: dark brown powder (chloride)