3,5,7-trihydroxy-2-(4-hydroxy-3-methoxyphenyl)-1λ4-chromen-1-ylium chloride

• ChemBase ID: 156419
• Molecular Formular: C16H13ClO6
• Molecular Mass: 336.72382
• Monoisotopic Mass: 336.04006582
• SMILES: COc1cc(ccc1O)c1c(cc2c(cc(cc2[o+]1)O)O)O.[Cl-]
• Canonical SMILES: COc1cc(ccc1O)c1[o+]c2cc(O)cc(c2cc1O)O.[Cl-]
• InChI: InChI=1S/C16H12O6.ClH/c1-21-15-4-8(2-3-11(15)18)16-13(20)7-10-12(19)5-9(17)6-14(10)22-16;/h2-7H,1H3,(H3-,17,18,19,20);1H
• InChIKey: OGBSHLKSHNAPEW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3,5,7-trihydroxy-2-(4-hydroxy-3-methoxyphenyl)-1λ^4-chromen-1-ylium chloride
• IUPAC Traditional name: peonidin chloride
• Synonyms: 3,4′,5,7-Tetrahydroxy-3′-methoxyflavylium chloride; Peonidin chloride; 3,4′,5,7-四羟基-3′-甲氧基-2-苯基苯并喃氯化物; 氯化芍药素

Database IDs

• CAS Number: 134-01-0
• EC Number: 205-125-6
• MDL Number: MFCD00017587
• PubChem SID: 24874314; 162250557
• PubChem CID: 164544

CALCULATED PROPERTIES

• Acid pKa: 6.0123367
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): 2.9646204
• LogD (pH = 7.4): 1.1287355
• Log P: 3.082
• Molar Refractivity: 88.5954 cm^3
• Polarizability: 32.249634 Å^3
• Polar Surface Area: 103.29 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

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: ≥96.5% (HPLC)
• Empirical Formula (Hill Notation): C16H13ClO6

DETAILS

Sigma Aldrich - 52527

Biochem/physiol Actions
Anthocyanidin. Antioxidant.