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

• ChemBase ID: 153792
• Molecular Formular: C27H31ClO16
• Molecular Mass: 646.97844
• Monoisotopic Mass: 646.13006259
• SMILES: c1cc(c(cc1c1c(cc2c([o+]1)cc(cc2O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)O)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)O)O.[Cl-]
• Canonical SMILES: OC[C@H]1O[C@@H](Oc2cc(O)cc3c2cc(O[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O)O)O)c([o+]3)c2ccc(c(c2)O)O)[C@@H]([C@H]([C@@H]1O)O)O.[Cl-]
• InChI: InChI=1S/C27H30O16.ClH/c28-7-17-19(33)21(35)23(37)26(42-17)40-15-5-10(30)4-14-11(15)6-16(25(39-14)9-1-2-12(31)13(32)3-9)41-27-24(38)22(36)20(34)18(8-29)43-27;/h1-6,17-24,26-29,33-38H,7-8H2,(H2-,30,31,32);1H/t17-,18-,19-,20-,21+,22+,23-,24-,26-,27-;/m1./s1
• InChIKey: QDVZZZBBPRFPDG-DHJOXOLYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(3,4-dihydroxyphenyl)-7-hydroxy-3,5-bis({[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})-1λ^4-chromen-1-ylium chloride
• IUPAC Traditional name: cyanin chloride
• Synonyms: Cyanidin-3,5-di-O-glucoside; Cyanin chloride

Database IDs

• CAS Number: 2611-67-8
• EC Number: 220-034-1
• MDL Number: MFCD00135655
• PubChem SID: 162247931; 24886687
• PubChem CID: 164999

CALCULATED PROPERTIES

• Acid pKa: 6.648194
• H Acceptors: 16
• H Donor: 11
• LogD (pH = 5.5): -2.306138
• LogD (pH = 7.4): -3.1780672
• Log P: -2.2763
• Molar Refractivity: 148.4019 cm^3
• Polarizability: 57.760384 Å^3
• Polar Surface Area: 272.59 Å^2
• Rotatable Bonds: 7
• 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: 2-8°C

Product Information

• Purity: ≥90% (HPLC)
• Empirical Formula (Hill Notation): C27H31ClO16

DETAILS

Sigma Aldrich - 74397

Biochem/physiol Actions
Anthocyanin.
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. 74397.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.