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

• ChemBase ID: 126581
• Molecular Formular: C21H21ClO11
• Molecular Mass: 484.83784
• Monoisotopic Mass: 484.07723917
• SMILES: [Cl-].O(c1c([o+]c2c(c1)c(O)cc(O)c2)c1ccc(O)c(O)c1)[C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)CO
• Canonical SMILES: OC[C@H]1O[C@@H](Oc2cc3c(O)cc(cc3[o+]c2c2ccc(c(c2)O)O)O)[C@@H]([C@H]([C@@H]1O)O)O.[Cl-]
• InChI: InChI=1S/C21H20O11.ClH/c22-7-16-17(27)18(28)19(29)21(32-16)31-15-6-10-12(25)4-9(23)5-14(10)30-20(15)8-1-2-11(24)13(26)3-8;/h1-6,16-19,21-22,27-29H,7H2,(H3-,23,24,25,26);1H/t16-,17-,18+,19-,21-;/m1./s1
• InChIKey: YTMNONATNXDQJF-UBNZBFALSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-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: cyanidin 3-glucoside chloride
• Synonyms: Cyanidin 3-O-glucoside chloride; Kuromanin chloride; Chrysontenin; Glucocyanidin; Asterin; Chrysanthemin; Purple corn color; Kuromanin chloride; Cyanidin 3-glucoside; Cyanidol 3-glucoside; Cyanidine 3-glucoside; Cyanidin 3-O-glucoside; cyanidin-3-O-beta-D-glucoside; Cyanidin 3-monoglucoside; Chrysanthemin

Database IDs

• CAS Number: 7084-24-4
• EC Number: 230-384-7
• PubChem SID: 24877707; 162220911
• PubChem CID: 197081
• Chemspider ID: 170681
• Wikipedia Title: Chrysanthemin

CALCULATED PROPERTIES

• Acid pKa: 6.3883295
• H Acceptors: 11
• H Donor: 8
• LogD (pH = 5.5): 0.33378032
• LogD (pH = 7.4): -0.9419018
• Log P: 0.387
• Molar Refractivity: 116.2575 cm^3
• Polarizability: 44.011936 Å^3
• Polar Surface Area: 193.44 Å^2
• Rotatable Bonds: 4
• 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: ≥95% (HPLC)
• Empirical Formula (Hill Notation): C21H21ClO11

DETAILS

Sigma Aldrich - 52976

Biochem/physiol Actions
Anthocyanin. Antioxidant. Studied for its neuroprotective property.
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. 52976.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.