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

• ChemBase ID: 157261
• Molecular Formular: C22H23ClO11
• Molecular Mass: 498.86442
• Monoisotopic Mass: 498.09288924
• SMILES: COc1cc(ccc1O)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.[Cl-]
• Canonical SMILES: OC[C@H]1O[C@@H](Oc2cc3c(O)cc(cc3[o+]c2c2ccc(c(c2)OC)O)O)[C@@H]([C@H]([C@@H]1O)O)O.[Cl-]
• InChI: InChI=1S/C22H22O11.ClH/c1-30-15-4-9(2-3-12(15)25)21-16(7-11-13(26)5-10(24)6-14(11)31-21)32-22-20(29)19(28)18(27)17(8-23)33-22;/h2-7,17-20,22-23,27-29H,8H2,1H3,(H2-,24,25,26);1H/t17-,18-,19+,20-,22-;/m1./s1
• InChIKey: VDTNZDSOEFSAIZ-VXZFYHBOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1λ^4-chromen-1-ylium chloride
• IUPAC Traditional name: peonidin-3-glucoside chloride
• Synonyms: 3-(Glucosyloxy)-4′,5,7-trihydroxy-3′-methoxyflavylium chloride; Peonidin 3-O-glucoside chloride; 3-(葡糖氧基)-4′,5,7-三羟基-3′-甲氧基-2-苯基苯并喃氯化物; 芍药素 3-邻-葡萄糖苷氯化物

Database IDs

• CAS Number: 6906-39-4
• MDL Number: MFCD00189435
• PubChem SID: 24866309; 162251398
• PubChem CID: 14311152

CALCULATED PROPERTIES

• Acid pKa: 6.395525
• H Acceptors: 11
• H Donor: 7
• LogD (pH = 5.5): 0.36639622
• LogD (pH = 7.4): -0.85010093
• Log P: 0.4187
• Molar Refractivity: 120.7398 cm^3
• Polarizability: 45.910126 Å^3
• Polar Surface Area: 182.44 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥97.0% (HPLC)
• Grade: analytical standard
• Empirical Formula (Hill Notation): C22H23ClO11