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

• ChemBase ID: 154109
• Molecular Formular: C15H11ClO6
• Molecular Mass: 322.69724
• Monoisotopic Mass: 322.02441575
• SMILES: c1cc(c(cc1c1c(cc2c(cc(cc2[o+]1)O)O)O)O)O.[Cl-]
• Canonical SMILES: Oc1cc(O)c2c(c1)[o+]c(c(c2)O)c1ccc(c(c1)O)O.[Cl-]
• InChI: InChI=1S/C15H10O6.ClH/c16-8-4-11(18)9-6-13(20)15(21-14(9)5-8)7-1-2-10(17)12(19)3-7;/h1-6H,(H4-,16,17,18,19,20);1H
• InChIKey: COAWNPJQKJEHPG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-1λ^4-chromen-1-ylium chloride
• IUPAC Traditional name: cyanidin chloride
• Synonyms: 3,3′,4,5,7-Pentahydroxyflavylium chloride; Cyanidin chloride

Database IDs

• CAS Number: 528-58-5
• EC Number: 208-438-6
• MDL Number: MFCD00017582
• PubChem SID: 24887460; 162248248
• PubChem CID: 68247

CALCULATED PROPERTIES

• Acid pKa: 6.0099115
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): 2.9321935
• LogD (pH = 7.4): 1.0552145
• Log P: 3.0503
• Molar Refractivity: 84.1131 cm^3
• Polarizability: 30.337397 Å^3
• Polar Surface Area: 114.29 Å^2
• Rotatable Bonds: 1
• 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: ≥95% (HPLC)
• Empirical Formula (Hill Notation): C15H11ClO6

DETAILS

Sigma Aldrich - 79457

Biochem/physiol Actions
Anthocyanidin. Pigment found in several varieties of berries. Antioxidant.
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. 79457.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.