Identification

PhytoHub ID
PHUB000503
Name
Cyanidin 3-O-glucoside
Systematic Name
Not Available
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}-1lambda4-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[[email protected]@H]1O[[email protected]](OC2=CC3=C(O)C=C(O)C=C3[O+]=C2C2=CC(O)=C(O)C=C2)[[email protected]@H](O)[[email protected]](O)[[email protected]]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
42.541729979538985
Formal Charge
1
Physiological Charge
-1
pKa (strongest basic)
-2.9810923799280262
pKa (strongest acidic)
6.388329617449456
Number of Rings
4
Rule of Five
No
Bioavailability
No
Ghose Filter
Yes
Veber's Rule
No
MDDR-like Rule
No

Taxonomy

Family
Polyphenols
Class
Flavonoids
Sub-class
Anthocyanins

Classyfire Taxonomy

Kingdom Name
Organic compounds
Class
Flavonoids
Super-class
Phenylpropanoids and polyketides
Sub-class
Flavonoid glycosides
Direct Parent Name
Anthocyanidin-3-O-glycosides
Alternative Parent Names
["1-benzopyrans", "1-hydroxy-2-unsubstituted benzenoids", "1-hydroxy-4-unsubstituted benzenoids", "3'-hydroxyflavonoids", "4'-hydroxyflavonoids", "5-hydroxyflavonoids", "7-hydroxyflavonoids", "Acetals", "Anthocyanidins", "Benzene and substituted derivatives", "Catechols", "Flavonoid-3-O-glycosides", "Heteroaromatic compounds", "Hexoses", "Hydrocarbon derivatives", "O-glycosyl compounds", "Organic cations", "Oxacyclic compounds", "Oxanes", "Polyols", "Primary alcohols", "Secondary alcohols"]
External Descriptor Annotations
Not Available
Substituent Names
["1-benzopyran", "1-hydroxy-2-unsubstituted benzenoid", "1-hydroxy-4-unsubstituted benzenoid", "3'-hydroxyflavonoid", "4'-hydroxyflavonoid", "5-hydroxyflavonoid", "7-hydroxyflavonoid", "Acetal", "Alcohol", "Anthocyanidin", "Anthocyanidin-3-o-glycoside", "Aromatic heteropolycyclic compound", "Benzenoid", "Benzopyran", "Catechol", "Flavonoid-3-o-glycoside", "Glycosyl compound", "Heteroaromatic compound", "Hexose monosaccharide", "Hydrocarbon derivative", "Hydroxyflavonoid", "Monocyclic benzene moiety", "Monosaccharide", "O-glycosyl compound", "Organic cation", "Organic oxygen compound", "Organoheterocyclic compound", "Organooxygen compound", "Oxacycle", "Oxane", "Phenol", "Polyol", "Primary alcohol", "Secondary alcohol"]

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

PrecursorMetaboliteSpeciesBiofluidsOriginFormulaMonoisotopic mass
Cyanidin 3-O-glucoside 3-Hydroxybenzoic acidhumanfaeces, urineNot AvailableC7H6O3138.031694053 Publications
Cyanidin 3-O-glucoside p-Hydroxybenzoic acidhumanfaeces, urineNot AvailableC7H6O3138.031694053 Publications
Cyanidin 3-O-glucoside Protocatechuic acidhumanfaeces, serum, urineNot AvailableC7H6O4154.026608673 Publications
Cyanidin 3-O-glucoside Vanillic acidhumanfaeces, serum, urineNot AvailableC8H8O4168.042258738 Publications
Cyanidin 3-O-glucoside 3',4'-Dihydroxyphenylacetic acidhumanfaeces, urineNot AvailableC8H8O4168.042258738 Publications
Cyanidin 3-O-glucoside p-Hydroxybenzaldehydehumanfaeces, urineNot AvailableC7H6O2122.036779433 Publications
Cyanidin 3-O-glucoside 4'-Hydroxyphenylacetic acidhumanfaeces, urineNot AvailableC8H8O3152.047344118 Publications
Cyanidin 3-O-glucoside Caffeic acidhumanfaecesNot AvailableC9H8O4180.042258738 Publications
Cyanidin 3-O-glucoside Ferulic acidhumanfaeces, serum, urineNot AvailableC10H10O4194.057908802 Publications
Cyanidin 3-O-glucoside Hippuric acidhumanfaeces, serum, urineNot AvailableC9H9NO3179.058243154 Publications
Cyanidin 3-O-glucoside 3-(1-Carboxy-4-hydroxyphenyl)beta-D-glucuronic acidNot AvailableNot AvailableNot AvailableC13H14O10330.058696651 Publications
Cyanidin 3-O-glucoside 4-(1-Carboxy-3-hydroxyphenyl)beta-D-glucuronic acidNot AvailableNot AvailableNot AvailableC13H14O10330.058696651 Publications
Cyanidin 3-O-glucoside 4-(1-Carboxyphenyl)beta-D-glucuronic acidNot AvailableNot AvailableNot AvailableC13H14O9314.063782031 Publications
Cyanidin 3-O-glucoside Peonidin 3-glucosidehuman pig ratliver, urineNot AvailableC22H23O11463.123487981 Publications
Cyanidin 3-O-glucoside 2-Hydroxy-4-methoxybenzoic acidhumanfaeces, urineNot AvailableC8H8O4168.042258738 Publications
Cyanidin 3-O-glucoside Protocatechualdehydehumanfaeces, urineNot AvailableC7H6O3138.031694053 Publications
Cyanidin 3-O-glucoside 4-MethoxybenzaldehydehumanfaecesNot AvailableC8H8O2136.052429498 Publications
Cyanidin 3-O-glucoside Cyanidin 3-glucoside glucuronidepigurineNot AvailableC28H31O17639.5444741 Publications
Cyanidin 3-O-glucoside Cyanidin glucuronidehuman pigplasma, urineNot AvailableC22H21O12477.4019678 Publications
Cyanidin 3-O-glucoside Isopeonidin 3-glucosidepigurineNot AvailableC22H23O11463.123487981 Publications
Cyanidin 3-O-glucoside Isopeonidin glucuronidepigurineNot AvailableC23H23O12491.4289566 Publications
Cyanidin 3-O-glucoside Isovanillic acidhumanfaeces, serum, urineNot AvailableC8H8O4168.042258738 Publications
Cyanidin 3-O-glucoside Isovanillic acid-3-O-glucuronidehumanfaeces, serum, urineNot AvailableC14H16O10344.074346715 Publications
Cyanidin 3-O-glucoside Isovanillic acid-3-O-sulfatehumanfaeces, serum, urineNot AvailableC8H8O7S247.999073772 Publications
Cyanidin 3-O-glucoside Methyl-3,4-dihydroxybenzoatehumanfaeces, serum, urineNot AvailableC8H8O4168.042258738 Publications
Cyanidin 3-O-glucoside Methylcyanidin 3-glucoside-glucuronidehumanurineNot AvailableC29H33O17653.5714628 Publications
Cyanidin 3-O-glucoside Methylcyanidin glucuronidehumanurineNot AvailableC23H23O12491.4289566 Publications
Cyanidin 3-O-glucoside MethylvanillatehumanfaecesNot AvailableC9H10O4182.057908802 Publications
Cyanidin 3-O-glucoside Peonidin 3-glucoside glucuronidepigurineNot AvailableC29H33O17653.5714628 Publications
Cyanidin 3-O-glucoside Peonidin glucuronidepigurineNot AvailableC23H23O12491.4289566 Publications
Cyanidin 3-O-glucoside Phloroglucinaldehydehumanfaeces, serum, urineNot AvailableC7H6O4154.026608673 Publications
Cyanidin 3-O-glucoside Protocatechuic acid-3-O-glucuronidehumanfaeces, serum, urineNot AvailableC13H14O10330.058696651 Publications
Cyanidin 3-O-glucoside Protocatechuic acid-3-O-sulfatehumanfaeces, serum, urineNot AvailableC7H6O7S233.983423707 Publications
Cyanidin 3-O-glucoside Protocatechuic acid-4-O-glucuronidehumanfaeces, serum, urineNot AvailableC13H14O10330.058696651 Publications
Cyanidin 3-O-glucoside Protocatechuic acid-4-O-sulfatehumanfaeces, serum, urineNot AvailableC7H6O7S233.983423707 Publications
Cyanidin 3-O-glucoside Vanillic acid 4-O-glucuronidehumanfaeces, serum, urineNot AvailableC15H18O9342.09508216 Publications
Cyanidin 3-O-glucoside Vanillic acid-4-O-sulfatehumanfaeces, serum, urineNot AvailableC8H8O7S247.999073772 Publications
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