Identification

PhytoHub ID
PHUB000498
Name
Cyanidin 3,5-O-diglucoside
Synonyms
  • Cyanidin 3-O-glucoside-5-O-glucoside
  • Cyanin
CAS Number
20905-74-2
Average Mass
611.528
Monoisotopic Mass
611.160661338
Chemical Formula
C27H31O16
IUPAC Name
2-(3,4-dihydroxyphenyl)-7-hydroxy-3-{[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-5-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1λ⁴-chromen-1-ylium
InChI Key
RDFLLVCQYHQOBU-PKICTZKZSA-O
InChI Identifier
InChI=1S/C27H30O16/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)/p+1/t17-,18+,19-,20+,21+,22-,23-,24+,26-,27+/m1/s1
SMILES
OC[C@@H]1O[C@H](OC2=CC3=C(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)C=C(O)C=C3[O+]=C2C2=CC(O)=C(O)C=C2)[C@@H](O)[C@H](O)[C@H]1O
Structure

Calculated Properties

Solubility (ALOGPS)
1.34e+00 g/l
LogS (ALOGPS)
-2.68
LogP (ALOGPS)
-0.18
Hydrogen Acceptors
16
Hydrogen Donors
11
Rotatable Bond Count
7
Polar Surface Area
272.5899999999999
Refractivity
148.40190000000004
Polarizability
57.945094329782066
Formal Charge
1
Physiological Charge
0
pKa (strongest basic)
-3.6483954110345156
pKa (strongest acidic)
6.648193800752229
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Taxonomy

Family
Polyphenols
Class
Flavonoids
Sub-class
Anthocyanins

Spectra

Record IDSourceDescriptionView
PR040238MassBankLC-ESI-QTOF Spectrum - Ramp 5-60 V, [M-2H]-View Spectra
PR040239MassBankLC-ESI-QTOF Spectrum - Ramp 5-60 V, [M-2H+H2O]-View Spectra
PR040240MassBankLC-ESI-QTOF Spectrum - 30 V, [M-2H]-View Spectra
PR040241MassBankLC-ESI-QTOF Spectrum - 30 V, [M-2H+H2O]-View Spectra
PR040242MassBankLC-ESI-QTOF Spectrum - Ramp 5-60 V, [M]+View Spectra
PR040243MassBankLC-ESI-QTOF Spectrum - 30 V, [M]+View Spectra
PR100342MassBankLC-ESI-QTOF Spectrum - Ramp 5-60 V, unspecifiedView Spectra
PR100786MassBankLC-ESI-QTOF Spectrum - Ramp 5-60 V, unspecifiedView Spectra

Food Sources

NameGroup
Pomegranate juiceBeverages, Non-alcoholic PublicationsShow

Metabolism

PrecursorMetaboliteSpeciesBiofluidsFormulaMonoisotopic mass
Cyanidin 3,5-O-diglucoside Peonidin 3-glucosidehuman ratliver, plasmaC22H23O11463.123487981 Publications
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