Cyanidin-3-glucoside
precursor
Showing entry for Cyanidin-3-glucoside
Identification
- PhytoHub ID
- PHUB002650
- Name
- Cyanidin-3-glucoside
- Systematic Name
- Not Available
- Synonyms
- 2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromenylium-3-yl β-D-glucopyranoside
- cyanidin 3-O-beta-D-glucoside
- cyanidin-3-O-glucoside
- Kuromamine
- 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=C([O+]=C3C=C(O)C=C(O)C3=C2)C2=CC(O)=C(O)C=C2)[C@@H](O)[C@H](O)[C@H]1O
- Structure
Structure for Cyanidin-3-glucoside
Calculated Properties
- Solubility (ALOGPS)
- 6.65e-01 g/l
- LogS (ALOGPS)
- -2.86
- LogP (ALOGPS)
- 0.51
- Hydrogen Acceptors
- 11
- Hydrogen Donors
- 8
- Rotatable Bond Count
- 4
- Polar Surface Area
- 193.44
- Refractivity
- 116.25749999999998
- Polarizability
- 42.581267293912745
- 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
External Links
- HMDB
- HMDB0030684
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 | Ion Mode | Collision Energy Level | View | Peaks | |
|---|---|---|---|---|---|---|
| Predicted LC-MS/MS | Not Available | Positive | low | View Spectrum | (31.01838972,0.3167085131);(45.03403978,0.6780720412);(47.04968984,0.3316239578);(75.04460446,0.4684074506);(85.0289544,0.7793744013);(103.0395191,2.144041976);(105.0551691,0.5855377144);(115.0395191,0.2492777145);(133.0500838,0.9129975088);(135.0657338,0.3949975733);(145.0500838,1.006055719);(147.0657338,0.2922220707);(163.0606485,7.030079764);(165.0762985,0.3773289301);(181.0712131,1.673231171);(285.1701989,0.6617923187);(287.185849,0.6564711567);(301.1651135,1.007448689);(303.1807636,1.007448689);(343.1756782,0.2180529005);(345.1913283,0.2180529005);(347.2069783,0.2180529005);(403.1968076,0.235042034);(405.2124576,0.235042034);(407.2281077,0.235042034);(429.2124576,0.3948992885);(433.2073723,0.2296812098);(435.2230223,0.232690715);(447.2230223,1.493770664);(447.2230223,10.41312725);(450.1162115,65.30342871) | |
| Predicted LC-MS/MS | Not Available | Positive | med | View Spectrum | (43.01838972,1.380268196);(45.03403978,2.303839953);(47.04968984,0.6096342807);(55.01838972,0.462910384);(57.03403978,0.5398537017);(59.04968984,0.6201294819);(73.0289544,0.6087546754);(75.04460446,0.7378554179);(85.0289544,0.553828438);(103.0395191,0.7401371072);(105.0551691,0.4545439951);(145.0500838,6.790274739);(147.0657338,3.517997638);(149.0813839,0.5458091833);(163.0606485,10.97053578);(165.0762985,2.423136478);(181.0712131,0.4698912075);(271.1545488,0.7716141284);(273.1701989,0.7716141284);(275.185849,0.7716141284);(285.1701989,0.4505033771);(301.1651135,0.6418965588);(303.1807636,0.6418965588);(415.1968076,1.285141133);(417.2124576,1.285141133);(429.2124576,15.21453203);(433.2073723,1.405316317);(435.2230223,1.615967424);(447.2230223,31.5471247);(449.2022869,0.7097851285);(450.1162115,9.158452604) | |
| Predicted LC-MS/MS | Not Available | Positive | high | View Spectrum | (27.0234751,1.497346579);(43.01838972,5.396426269);(45.03403978,5.989739749);(57.03403978,1.733641267);(59.01330434,3.308373696);(61.0289544,1.93595091);(69.03403978,1.506924446);(73.0289544,3.15595796);(75.04460446,1.562390828);(87.00821896,3.097356301);(89.02386902,2.989973927);(91.03951908,1.852093587);(101.023869,2.961965438);(103.0395191,5.117692486);(105.0551691,2.58352364);(113.09664,1.441961269);(127.0759046,2.180058409);(129.0915547,2.373974381);(131.1072047,1.788161741);(143.0708192,1.75923342);(145.0500838,6.173926519);(145.0864693,1.75923342);(147.0657338,6.600572914);(147.1021193,1.75923342);(163.0606485,13.29194443);(283.1545488,1.651493586);(285.1701989,3.741383778);(287.185849,2.245088508);(301.1651135,2.632218595);(303.1807636,2.632218595);(429.2124576,3.279939933) | |
| Predicted LC-MS/MS | Not Available | Negative | low | View Spectrum | (17.00273965,0.3400067534);(31.01838972,0.3682360374);(41.00273965,0.4242690118);(43.01838972,0.9347437605);(45.03403978,0.5825745701);(56.99765427,2.053838351);(59.01330434,1.460040655);(71.01330434,0.4084909027);(73.0289544,1.751939412);(85.0289544,0.4798570072);(87.00821896,1.808586123);(89.02386902,3.617382643);(91.03951908,0.3934458593);(101.023869,0.5651690999);(103.0395191,3.911718143);(105.0551691,0.3673647373);(119.0344337,0.6393529952);(133.0500838,2.957279321);(135.0657338,0.6227501305);(149.0449984,1.399547085);(151.0606485,0.3311050936);(161.0449984,3.595799085);(177.039913,0.5086549804);(179.0555631,7.537792415);(341.1600281,0.2611101071);(343.1756782,0.2611101071);(371.1705928,0.2957402332);(373.1862429,0.2957402332);(375.201893,0.2957402332);(445.2073723,6.023354082);(448.1005615,55.50726083) | |
| Predicted LC-MS/MS | Not Available | Negative | med | View Spectrum | (17.00273965,1.018727239);(41.00273965,1.811874042);(43.01838972,4.670826879);(45.03403978,2.581700393);(56.99765427,0.6496713076);(59.01330434,4.220562464);(71.01330434,1.591766942);(73.0289544,7.264377577);(75.00821896,0.5499140207);(75.04460446,0.9664164911);(87.00821896,0.6701893451);(89.02386902,1.589448881);(101.023869,1.763902268);(103.0395191,2.483930313);(105.0551691,0.6269720546);(117.0551691,0.7699008419);(131.0344337,2.07829039);(133.0500838,4.349665606);(135.0657338,0.5828861336);(149.0449984,1.196118707);(161.0449984,10.64007083);(177.039913,0.6328376631);(179.0555631,9.599570692);(283.1545488,0.5417323629);(285.1701989,0.5417323629);(417.1760721,0.5259542904);(431.1917222,1.117324695);(433.2073723,0.9990477927);(445.2073723,1.504178849);(445.2073723,6.503710739);(448.1005615,25.95669782) | |
| Predicted LC-MS/MS | Not Available | Negative | high | View Spectrum | (29.00273965,1.553193765);(41.00273965,6.471578732);(43.01838972,16.82282161);(45.03403978,6.070259794);(55.01838972,1.586800338);(56.99765427,3.707413507);(59.01330434,10.36198182);(61.0289544,1.807020699);(67.01838972,1.0480412);(71.01330434,4.559520262);(73.0289544,7.634501661);(75.04460446,0.9502976181);(85.0289544,0.8989476991);(87.00821896,1.282467321);(89.02386902,5.14370886);(101.023869,1.725369746);(103.0395191,3.124962334);(109.0289544,1.523014065);(119.0344337,0.9984261735);(125.023869,2.330225992);(129.0551691,0.9424930654);(131.0344337,4.186504986);(131.0708192,1.360416277);(133.0500838,1.103223316);(141.0551691,0.8976182869);(147.0293483,2.277050439);(149.0449984,1.102495163);(161.0449984,4.65202107);(179.0555631,0.99626647);(273.1701989,1.89545641);(301.1651135,0.9859013195) |
Food Sources
No food source information available
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-glucoside | Ferulic acid | human | serum, urine | host-gut microbiota co-metabolite | 8h-12h | 0.5-2µmol/L | <1% | C10H10O4 | 194.057908802 | Detailed Intervention Studies | Publications | ||
| Cyanidin-3-glucoside | Hydroxymethoxycinnamic acid | human | serum, urine | host-gut microbiota co-metabolite | 12h-24h | 50-200 nmol/L | <1% | Detailed Intervention Studies | Publications |
Inter-Individual Variations in Metabolism
| Food Phytochemical | Metabolite | Effect | Value |
|---|