Cyanidin 3-O-glucoside
precursor
Showing entry for Cyanidin 3-O-glucoside
Identification
- PhytoHub ID
- PHUB000503
- Name
- Cyanidin 3-O-glucoside
- Systematic Name
- Not Available
- Synonyms
- 2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromenylium-3-yl β-D-glucopyranoside
- Cyanidin 3-glucoside
- cyanidin 3-O-β-D-glucoside
- Kuromanin
- CAS Number
- 7084-24-4
- 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[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
Structure for Cyanidin 3-O-glucoside
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 as Food Phytochemical
- 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 from Phytohub
| Spectrum Type | Instrument Type | Technology | Ion Mode | Collision Energy | View | |
|---|---|---|---|---|---|---|
| Predicted LC-MS/MS | Not Available | Predicted by CFM-ID | Positive | 10V | View Spectrum | |
| Predicted LC-MS/MS | Not Available | Predicted by CFM-ID | Positive | 20V | View Spectrum | |
| Predicted LC-MS/MS | Not Available | Predicted by CFM-ID | Positive | 40V | View Spectrum | |
| Predicted LC-MS/MS | Not Available | Predicted by CFM-ID | Negative | 10V | View Spectrum | |
| Predicted LC-MS/MS | Not Available | Predicted by CFM-ID | Negative | 20V | View Spectrum | |
| Predicted LC-MS/MS | Not Available | Predicted by CFM-ID | Negative | 40V | View Spectrum |
Food Sources
| Name | Group | |||
|---|---|---|---|---|
| Blackberry | Fruit, Berries | Publications | Show | |
| Blackcurrant | Fruit, Berries | Publications | Show | |
| Elderberry | Fruit, Berries | Publications | Show | |
| European plum | Fruit, Drupes | Publications | Show | |
| Lettuce | Vegetables, Leaf vegetables | Publications | Show | |
| Olive, black | Fruit, Drupes | Publications | Show | |
| Peach | Fruit, Drupes | Publications | Show | |
| Pomegranate juice | Beverages, Non-alcoholic | Publications | Show | |
| Red raspberry | Fruit, Berries | Publications | Show | |
| Strawberry | Fruit, Berries | Publications | Show | |
| Sweet cherry | Fruit, Drupes | Publications | Show |
Role as Biomarker of intake
No roles as Biomarker of intake found
Metabolism
| Food Phytochemical | Metabolite | Species | Biofluids | Origin | TMax | CMax | Urinary Excretion | Formula | Monoisotopic mass | ||||
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Cyanidin 3-O-glucoside | 3-Hydroxybenzoic acid | human | feces, urine | Not Available | Not Available | Not Available | Not Available | C7H6O3 | 138.031694053 | Publications | |||
| Cyanidin 3-O-glucoside | p-Hydroxybenzoic acid | human | feces, urine | Not Available | Not Available | Not Available | Not Available | C7H6O3 | 138.031694053 | Publications | |||
| Cyanidin 3-O-glucoside | Protocatechuic acid | human | feces, serum, urine | Not Available | Not Available | Not Available | Not Available | C7H6O4 | 154.026608673 | Publications | |||
| Cyanidin 3-O-glucoside | Vanillic acid | human | feces, serum, urine | Not Available | Not Available | Not Available | Not Available | C8H8O4 | 168.042258738 | Publications | |||
| Cyanidin 3-O-glucoside | Cyanidin 3-O-glucoside | human | plasma, urine | unchanged | 1h-3h | <20 nmol/L | <1% | C21H21O11 | 449.107837916 | Detailed Intervention Studies | Publications | ||
| Cyanidin 3-O-glucoside | 3',4'-Dihydroxyphenylacetic acid | human | feces, urine | Not Available | Not Available | Not Available | Not Available | C8H8O4 | 168.042258738 | Publications | |||
| Cyanidin 3-O-glucoside | p-Hydroxybenzaldehyde | human | feces, urine | Not Available | Not Available | Not Available | Not Available | C7H6O2 | 122.036779433 | Publications | |||
| Cyanidin 3-O-glucoside | 4'-Hydroxyphenylacetic acid | human | feces, urine | Not Available | Not Available | Not Available | Not Available | C8H8O3 | 152.047344118 | Publications | |||
| Cyanidin 3-O-glucoside | Ferulic acid | human | feces, serum, urine | Not Available | Not Available | Not Available | Not Available | C10H10O4 | 194.057908802 | Publications | |||
| Cyanidin 3-O-glucoside | Hippuric acid | human | feces, serum, urine | Not Available | Not Available | Not Available | Not Available | C9H9NO3 | 179.058243154 | Publications | |||
| Cyanidin 3-O-glucoside | 3-(1-Carboxy-4-hydroxyphenyl)beta-D-glucuronic acid | Not Available | Not Available | Not Available | Not Available | Not Available | Not Available | C13H14O10 | 330.058696651 | Publications | |||
| Cyanidin 3-O-glucoside | 4-(1-Carboxy-3-hydroxyphenyl)beta-D-glucuronic acid | Not Available | Not Available | Not Available | Not Available | Not Available | Not Available | C13H14O10 | 330.058696651 | Publications | |||
| Cyanidin 3-O-glucoside | 4-(1-Carboxyphenyl)beta-D-glucuronic acid | Not Available | Not Available | Not Available | Not Available | Not Available | Not Available | C13H14O9 | 314.063782031 | Publications | |||
| Cyanidin 3-O-glucoside | Peonidin 3-glucoside | human pig rat | liver, urine | Not Available | Not Available | Not Available | Not Available | C22H23O11 | 463.123487981 | Publications | |||
| Cyanidin 3-O-glucoside | 2-Hydroxy-4-methoxybenzoic acid | human | feces, urine | Not Available | Not Available | Not Available | Not Available | C8H8O4 | 168.042258738 | Publications | |||
| Cyanidin 3-O-glucoside | Protocatechualdehyde | human | feces, urine | Not Available | Not Available | Not Available | Not Available | C7H6O3 | 138.031694053 | Publications | |||
| Cyanidin 3-O-glucoside | 4-Methoxybenzaldehyde | human | feces | Not Available | Not Available | Not Available | Not Available | C8H8O2 | 136.052429498 | Publications | |||
| Cyanidin 3-O-glucoside | Cyanidin 3-glucoside glucuronide | pig | urine | Not Available | Not Available | Not Available | Not Available | C28H31O17 | 639.5444741 | Publications | |||
| Cyanidin 3-O-glucoside | Cyanidin glucuronide | human pig | plasma, urine | Not Available | Not Available | Not Available | Not Available | C22H21O12 | 477.4019678 | Publications | |||
| Cyanidin 3-O-glucoside | Isovanillic acid | human | feces, serum, urine | Not Available | Not Available | Not Available | Not Available | C8H8O4 | 168.042258738 | Publications | |||
| Cyanidin 3-O-glucoside | Isovanillic acid-3-O-glucuronide | human | feces, serum, urine | Not Available | Not Available | Not Available | Not Available | C14H16O10 | 344.074346715 | Publications | |||
| Cyanidin 3-O-glucoside | Isovanillic acid-3-O-sulfate | human | feces, serum, urine | Not Available | Not Available | Not Available | Not Available | C8H8O7S | 247.999073772 | Publications | |||
| Cyanidin 3-O-glucoside | Methyl-3,4-dihydroxybenzoate | human | feces, serum, urine | Not Available | Not Available | Not Available | Not Available | C8H8O4 | 168.042258738 | Publications | |||
| Cyanidin 3-O-glucoside | Methylcyanidin 3-glucoside-glucuronide | human | urine | Not Available | Not Available | Not Available | Not Available | C29H33O17 | 653.5714628 | Publications | |||
| Cyanidin 3-O-glucoside | Methylcyanidin glucuronide | human | urine | Not Available | Not Available | Not Available | Not Available | C23H23O12 | 491.4289566 | Publications | |||
| Cyanidin 3-O-glucoside | Methylvanillate | human | feces | Not Available | Not Available | Not Available | Not Available | C9H10O4 | 182.057908802 | Publications | |||
| Cyanidin 3-O-glucoside | Phloroglucinaldehyde | human | feces, serum, urine | Not Available | Not Available | Not Available | Not Available | C7H6O4 | 154.026608673 | Publications | |||
| Cyanidin 3-O-glucoside | Protocatechuic acid-3-O-glucuronide | human | feces, serum, urine | Not Available | Not Available | Not Available | Not Available | C13H14O10 | 330.058696651 | Publications | |||
| Cyanidin 3-O-glucoside | Protocatechuic acid-3-O-sulfate | human | feces, serum, urine | Not Available | Not Available | Not Available | Not Available | C7H6O7S | 233.983423707 | Publications | |||
| Cyanidin 3-O-glucoside | Protocatechuic acid-4-O-glucuronide | human | feces, serum, urine | Not Available | Not Available | Not Available | Not Available | C13H14O10 | 330.058696651 | Publications | |||
| Cyanidin 3-O-glucoside | Protocatechuic acid-4-O-sulfate | human | feces, serum, urine | Not Available | Not Available | Not Available | Not Available | C7H6O7S | 233.983423707 | Publications | |||
| Cyanidin 3-O-glucoside | Vanillic acid 4-O-glucuronide | human | feces, serum, urine | Not Available | Not Available | Not Available | Not Available | C14H16O10 | 344.074346715 | Publications | |||
| Cyanidin 3-O-glucoside | Vanillic acid-4-O-sulfate | human | feces, serum, urine | Not Available | Not Available | Not Available | Not Available | C8H8O7S | 247.999073772 | Publications |
Inter-Individual Variations in Metabolism
| Food Phytochemical | Metabolite | Effect | Value | |||
|---|---|---|---|---|---|---|
| Cyanidin 3-O-glucoside | Cyanidin 3-O-glucoside | Age | Not studied | |||
| Cyanidin 3-O-glucoside | Cyanidin 3-O-glucoside | Bmi | Effect, continuous | Publications | ||
| Cyanidin 3-O-glucoside | Cyanidin 3-O-glucoside | Ethnicity | Not studied | |||
| Cyanidin 3-O-glucoside | Cyanidin 3-O-glucoside | Genotype | Not studied | |||
| Cyanidin 3-O-glucoside | Cyanidin 3-O-glucoside | Health_status | Not studied | |||
| Cyanidin 3-O-glucoside | Cyanidin 3-O-glucoside | Microbiota | Not studied | |||
| Cyanidin 3-O-glucoside | Cyanidin 3-O-glucoside | Sex | Not studied | |||
| Cyanidin 3-O-glucoside | Cyanidin 3-O-glucoside | Smoking | Not studied |