Identification

PhytoHub ID
PHUB000503
Name
Cyanidin 3-O-glucoside
Synonyms
  • Kuromanin
CAS Number
Not Available
Average Mass
449.387
Monoisotopic Mass
449.107837916
Chemical Formula
C21H21O11
IUPAC Name
2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-{[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1λ⁴-chromen-1-ylium
InChI Key
RKWHWFONKJEUEF-UNJWAJPSSA-O
InChI Identifier
InChI=1S/C21H20O11/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)/p+1/t16-,17-,18+,19-,21-/m0/s1
SMILES
OC[C@@H]1O[C@H](OC2=CC3=C(O)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)
6.04e-01 g/l
LogS (ALOGPS)
-2.90
LogP (ALOGPS)
0.98
Hydrogen Acceptors
11
Hydrogen Donors
8
Rotatable Bond Count
4
Polar Surface Area
193.44
Refractivity
116.25749999999998
Polarizability
42.54332976376945
Formal Charge
1
Physiological Charge
0
pKa (strongest basic)
-2.9810923799280262
pKa (strongest acidic)
6.388329617449456
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Taxonomy

Family
Polyphenols
Class
Flavonoids
Sub-class
Anthocyanins

Spectra

Record IDSourceDescriptionView
PR040244MassBankLC-ESI-QTOF Spectrum - Ramp 5-60 V, [M-2H]-View Spectra
PR040245MassBankLC-ESI-QTOF Spectrum - Ramp 5-60 V, [M-2H+H2O]-View Spectra
PR040246MassBankLC-ESI-QTOF Spectrum - 30 V, [M-2H]-View Spectra
PR040247MassBankLC-ESI-QTOF Spectrum - 30 V, [M-2H+H2O]-View Spectra
PR040248MassBankLC-ESI-QTOF Spectrum - Ramp 5-60 V, [M]+View Spectra
PR040249MassBankLC-ESI-QTOF Spectrum - 30 V, [M]+View Spectra
PR040250MassBankLC-ESI-QTOF Spectrum - Ramp 5-60 V, [M-2H]-View Spectra
PR040251MassBankLC-ESI-QTOF Spectrum - Ramp 5-60 V, [M-2H+H2O]-View Spectra
PR040252MassBankLC-ESI-QTOF Spectrum - 30 V, [M-2H]-View Spectra
PR040253MassBankLC-ESI-QTOF Spectrum - 30 V, [M-2H+H2O]-View Spectra
PR040254MassBankLC-ESI-QTOF Spectrum - Ramp 5-60 V, [M]+View Spectra
PR040255MassBankLC-ESI-QTOF Spectrum - 30 V, [M]+View Spectra
PR100343MassBankLC-ESI-QTOF Spectrum - Ramp 5-60 V, unspecifiedView Spectra
PR100344MassBankLC-ESI-QTOF Spectrum - Ramp 5-60 V, unspecifiedView Spectra
PR100787MassBankLC-ESI-QTOF Spectrum - Ramp 5-60 V, unspecifiedView Spectra
PR100788MassBankLC-ESI-QTOF Spectrum - Ramp 5-60 V, unspecifiedView Spectra

Food Sources

NameGroup
BlackberryFruit, Berries PublicationsShow
LettuceVegetables, Leaf vegetables PublicationsShow
Olive, blackFruit, Drupes PublicationsShow
Pomegranate juiceBeverages, Non-alcoholic PublicationsShow
StrawberryFruit, Berries PublicationsShow
Sweet cherryFruit, Drupes PublicationsShow

Metabolism

PrecursorMetaboliteSpeciesBiofluidsFormulaMonoisotopic mass
Cyanidin 3-O-glucoside 3-Hydroxybenzoic acidhumanfaeces, urineC7H6O3138.031694053 Publications
Cyanidin 3-O-glucoside 4-Hydroxybenzoic acidhumanfaeces, urineC7H6O3138.031694053 Publications
Cyanidin 3-O-glucoside Protocatechuic acidhumanfaeces, serum, urineC7H6O4154.026608673 Publications
Cyanidin 3-O-glucoside Vanillic acidhumanfaeces, serum, urineC8H8O4168.042258738 Publications
Cyanidin 3-O-glucoside 3',4'-Dihydroxyphenylacetic acidhumanfaeces, urineC8H8O4168.042258744 Publications
Cyanidin 3-O-glucoside 4-Hydroxybenzaldehydehumanfaeces, urineC7H6O2122.036779436 Publications
Cyanidin 3-O-glucoside 4'-Hydroxyphenylacetic acidhumanfaeces, urineC8H8O3152.047344122 Publications
Cyanidin 3-O-glucoside Caffeic acidhumanfaecesC9H8O4180.042258744 Publications
Cyanidin 3-O-glucoside Ferulic acidhumanfaeces, serum, urineC10H10O4194.057908808 Publications
Cyanidin 3-O-glucoside Hippuric acidhumanfaeces, serum, urineC9H9NO3179.058243159 Publications
Cyanidin 3-O-glucoside 3-(1-Carboxy-4-hydroxyphenyl)beta-D-glucuronic acidNot AvailableNot AvailableC13H14O10330.058696651 Publications
Cyanidin 3-O-glucoside 4-(1-Carboxy-3-hydroxyphenyl)beta-D-glucuronic acidNot AvailableNot AvailableC13H14O10330.058696651 Publications
Cyanidin 3-O-glucoside 4-(1-Carboxyphenyl)beta-D-glucuronic acidNot AvailableNot AvailableC13H14O9314.063782031 Publications
Cyanidin 3-O-glucoside Peonidin 3-glucosidehuman pig ratliver, urineC22H23O11463.123487981 Publications
Cyanidin 3-O-glucoside 2-Hydroxy-4-methoxybenzoic acidhumanfaeces, urineC8H8O4168.042258744 Publications
Cyanidin 3-O-glucoside Protocatechualdehydehumanfaeces, urineC7H6O3138.031694058 Publications
Cyanidin 3-O-glucoside 4-MethoxybenzaldehydehumanfaecesC8H8O2136.0524295 Publications
Cyanidin 3-O-glucoside Cyanidin 3-glucoside glucuronidepigurineC28H31O17639.5444741 Publications
Cyanidin 3-O-glucoside Cyanidin glucuronidehuman pigplasma, urineC22H21O12477.4019678 Publications
Cyanidin 3-O-glucoside Isopeonidin 3-glucosidepigurineC22H23O11463.123487981 Publications
Cyanidin 3-O-glucoside Isopeonidin glucuronidepigurineC23H23O12491.4289566 Publications
Cyanidin 3-O-glucoside Isovanillic acidhumanfaeces, serum, urineC8H8O4168.042258744 Publications
Cyanidin 3-O-glucoside Isovanillic acid-3-O-glucuronidehumanfaeces, serum, urineC14H16O10344.074346715 Publications
Cyanidin 3-O-glucoside Isovanillic acid-3-O-sulfatehumanfaeces, serum, urineC8H8O7S247.999073772 Publications
Cyanidin 3-O-glucoside Methyl-3,4-dihydroxybenzoatehumanfaeces, serum, urineC8H8O4168.042258738 Publications
Cyanidin 3-O-glucoside Methylcyanidin 3-glucoside-glucuronidehumanurineC29H33O17653.5714628 Publications
Cyanidin 3-O-glucoside Methylcyanidin glucuronidehumanurineC23H23O12491.4289566 Publications
Cyanidin 3-O-glucoside MethylvanillatehumanfaecesC9H10O4182.057908808 Publications
Cyanidin 3-O-glucoside Peonidin 3-glucoside glucuronidepigurineC29H33O17653.5714628 Publications
Cyanidin 3-O-glucoside Peonidin glucuronidepigurineC23H23O12491.4289566 Publications
Cyanidin 3-O-glucoside Phloroglucinaldehydehumanfaeces, serum, urineC7H6O4154.026608673 Publications
Cyanidin 3-O-glucoside Protocatechuic acid-3-O-glucuronidehumanfaeces, serum, urineC13H14O10330.058696651 Publications
Cyanidin 3-O-glucoside Protocatechuic acid-3-O-sulfatehumanfaeces, serum, urineC7H6O7S233.983423707 Publications
Cyanidin 3-O-glucoside Protocatechuic acid-4-O-glucuronidehumanfaeces, serum, urineC13H14O10330.058696651 Publications
Cyanidin 3-O-glucoside Protocatechuic acid-4-O-sulfatehumanfaeces, serum, urineC7H6O7S233.983423707 Publications
Cyanidin 3-O-glucoside Vanillic acid 4-O-glucuronidehumanfaeces, serum, urineC15H18O9342.09508216 Publications
Cyanidin 3-O-glucoside Vanillic acid-4-O-sulfatehumanfaeces, serum, urineC8H8O7S247.9990733 Publications
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