Cyanidin 3-O-rutinoside
precursor
Showing entry for Cyanidin 3-O-rutinoside
Identification
- PhytoHub ID
- PHUB000504
- Name
- Cyanidin 3-O-rutinoside
- Systematic Name
- Not Available
- Synonyms
- 2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromenium-3-yl 6-O-(6-deoxy-α-L-mannopyranosyl)-β-D-glucopyran
- Cyanidin 3-O-rhamnosylglucoside
- Cyanidin 3-rhamnoglucoside
- CAS Number
- Not Available
- Average Mass
- 595.529
- Monoisotopic Mass
- 595.165746718
- Chemical Formula
- C27H31O15
- IUPAC Name
- 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-{[(2R,5R)-3,4,5-trihydroxy-6-({[(2S,4R,5S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}-1lambda4-chromen-1-ylium
- InChI Key
- USNPULRDBDVJAO-NNWGXVDZSA-O
- InChI Identifier
InChI=1S/C27H30O15/c1-9-19(32)21(34)23(36)26(39-9)38-8-18-20(33)22(35)24(37)27(42-18)41-17-7-12-14(30)5-11(28)6-16(12)40-25(17)10-2-3-13(29)15(31)4-10/h2-7,9,18-24,26-27,32-37H,8H2,1H3,(H3-,28,29,30,31)/p+1/t9?,18?,19-,20+,21-,22?,23?,24?,26+,27+/m1/s1
- SMILES
CC1O[C@H](OCC2O[C@H](OC3=CC4=C(O)C=C(O)C=C4[O+]=C3C3=CC=C(O)C(O)=C3)C(O)C(O)[C@H]2O)C(O)[C@H](O)[C@@H]1O
- Structure
Structure for Cyanidin 3-O-rutinoside
Calculated Properties
- Solubility (ALOGPS)
- 8.95e-01 g/l
- LogS (ALOGPS)
- -2.85
- LogP (ALOGPS)
- 0.66
- Hydrogen Acceptors
- 15
- Hydrogen Donors
- 10
- Rotatable Bond Count
- 6
- Polar Surface Area
- 252.35999999999996
- Refractivity
- 147.12709999999998
- Polarizability
- 57.93361624341046
- Formal Charge
- 1
- Physiological Charge
- -1
- pKa (strongest basic)
- -3.676496932449043
- pKa (strongest acidic)
- 6.3883291566430795
- Number of Rings
- 5
- Rule of Five
- No
- Bioavailability
- No
- Ghose Filter
- No
- Veber's Rule
- No
- MDDR-like Rule
- Yes
External Links
No external links
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", "Disaccharides", "Flavonoid-3-O-glycosides", "Heteroaromatic compounds", "Hydrocarbon derivatives", "O-glycosyl compounds", "Organic cations", "Oxacyclic compounds", "Oxanes", "Polyols", "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", "Disaccharide", "Flavonoid-3-o-glycoside", "Glycosyl compound", "Heteroaromatic compound", "Hydrocarbon derivative", "Hydroxyflavonoid", "Monocyclic benzene moiety", "O-glycosyl compound", "Organic cation", "Organic oxygen compound", "Organoheterocyclic compound", "Organooxygen compound", "Oxacycle", "Oxane", "Phenol", "Polyol", "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 | (27.0234751,1.898460629);(29.03912516,0.5217743071);(57.03403978,0.6508532496);(87.04460446,1.854382495);(117.0551691,0.7111174678);(129.0551691,0.5496312126);(147.0657338,7.213518223);(149.0813839,0.6413632274);(161.0813839,0.3792403073);(163.0606485,0.6193363404);(165.0762985,1.493509776);(177.0762985,1.674075957);(179.0919486,0.7307568191);(189.0762985,1.236806964);(191.0919486,0.3662040423);(219.0868632,1.230903233);(221.1025133,0.3869733454);(231.0868632,0.4696073574);(249.0974279,1.849112117);(251.1130779,0.6129980331);(279.1079926,0.9125159527);(281.1236426,0.4103246751);(285.1701989,0.5549262747);(287.185849,0.5500481799);(291.1079926,0.5453146287);(301.1651135,0.8624992013);(303.1807636,0.8624992013);(309.1185573,5.166894621);(327.1291219,1.236754145);(593.2809311,12.86164463);(596.1741203,50.94595339) | |
| Predicted LC-MS/MS | Not Available | Positive | med | View Spectrum | (45.03403978,1.751164419);(57.03403978,1.454563395);(75.04460446,0.5935492914);(87.04460446,0.6301094779);(119.0708192,0.7104316868);(129.0551691,3.862383604);(131.0708192,1.079961608);(145.0500838,0.7700626636);(147.0657338,16.35506893);(149.0813839,1.100574191);(163.0606485,3.93492164);(165.0762985,3.848701389);(171.0657338,0.6555130445);(175.097034,0.6371153146);(177.0762985,0.728076136);(189.0762985,2.448746225);(191.0919486,0.8850252456);(219.0868632,0.7122315548);(271.1545488,0.5661259455);(273.1701989,0.5661259455);(275.185849,0.5661259455);(291.1079926,2.478092976);(293.1236426,1.720774284);(309.1185573,6.116652395);(311.1342073,1.277849102);(575.2703664,7.804537495);(579.2652811,2.601267739);(581.2809311,2.056418108);(593.2809311,23.68320082);(595.2601957,0.876932759);(596.1741203,7.527696672) | |
| Predicted LC-MS/MS | Not Available | Positive | high | View Spectrum | (45.03403978,3.341680804);(57.03403978,5.775877488);(61.0289544,2.408999585);(69.03403978,2.55835876);(75.04460446,2.752968512);(85.0289544,1.83511471);(87.00821896,2.076490896);(87.04460446,6.772376201);(89.02386902,1.629950627);(89.06025453,1.857224369);(91.03951908,2.123753638);(105.0551691,1.970336524);(127.0759046,1.600540908);(129.0551691,1.896803905);(131.0708192,2.997437708);(145.0500838,2.098035482);(147.0657338,13.95928679);(161.0813839,4.730185469);(163.0606485,7.139655121);(165.0762985,2.081407434);(189.0762985,5.927702765);(285.1701989,2.59962188);(291.1079926,1.705822697);(293.1236426,2.188025609);(301.1651135,1.851110183);(303.1807636,1.851110183);(309.1185573,2.950033882);(549.2547164,1.699799996);(551.2703664,1.699799996);(553.2860165,1.699799996);(593.2809311,4.220687883) | |
| Predicted LC-MS/MS | Not Available | Negative | low | View Spectrum | (41.00273965,0.7914845503);(56.99765427,4.058866407);(57.03403978,1.647944797);(59.01330434,1.18532539);(71.01330434,0.7843590088);(73.0289544,2.707686675);(85.0289544,0.4449528389);(87.00821896,3.712722486);(87.04460446,2.727472695);(89.02386902,1.653871519);(103.0395191,0.7406024588);(117.0551691,1.58732899);(133.0500838,1.093261426);(145.0500838,6.140542883);(161.0449984,0.6267840051);(163.0606485,9.84469489);(189.0762985,0.5979284832);(219.0504777,0.7744476592);(219.0868632,1.003968871);(235.0817778,2.05992253);(249.0610424,0.6522678052);(249.0974279,2.776653537);(265.0923425,0.6044161784);(279.1079926,2.133362714);(281.1236426,0.473641986);(295.1029072,0.8714341705);(307.1029072,2.199068844);(323.0978218,0.6056816527);(325.1134719,4.706431822);(591.2652811,5.039121008);(594.1584703,35.75375172) | |
| Predicted LC-MS/MS | Not Available | Negative | med | View Spectrum | (41.00273965,0.9072715698);(43.01838972,4.522639309);(56.99765427,0.9069081094);(57.03403978,0.8045770474);(59.01330434,4.06609586);(71.01330434,1.926076139);(73.0289544,1.384395457);(75.00821896,0.9393208916);(87.00821896,2.455871624);(87.04460446,1.548544787);(89.02386902,7.330131171);(91.03951908,0.7010521165);(103.0395191,0.5865015174);(133.0500838,1.397075925);(145.0500838,21.3560217);(161.0449984,2.300602279);(163.0606485,17.54453086);(175.0606485,0.6234083746);(177.0762985,0.8407950119);(189.0762985,1.261656269);(191.0919486,0.5981401204);(205.0712131,1.363658764);(219.0868632,1.328690866);(249.0974279,1.081427173);(277.0923425,0.8048210061);(279.1079926,1.596529123);(307.1029072,4.208193699);(325.1134719,2.956753562);(591.2652811,2.968951348);(591.2652811,1.596452815);(594.1584703,8.0929055) | |
| Predicted LC-MS/MS | Not Available | Negative | high | View Spectrum | (29.00273965,2.115667954);(41.00273965,3.351034812);(43.01838972,9.278447496);(55.01838972,4.051999619);(56.99765427,2.273067098);(57.03403978,7.830175275);(59.01330434,6.313384642);(71.01330434,2.319038479);(73.0289544,7.651637568);(85.0289544,3.578655304);(87.04460446,1.235937098);(89.02386902,1.877491561);(89.06025453,1.89760632);(103.0395191,1.968378949);(109.0289544,1.067653198);(131.0344337,1.268808858);(145.0500838,9.554811121);(147.0293483,1.878543164);(163.0606485,13.22039963);(189.0762985,2.215692482);(203.0555631,2.025956173);(205.0712131,1.510589394);(219.0504777,1.296009304);(219.0868632,1.044360018);(221.0661278,1.034871179);(235.0817778,1.430678275);(249.0974279,1.172589972);(265.0923425,1.636712218);(271.1545488,1.318763929);(273.1701989,1.318763929);(307.1029072,1.262274981) |
Food Sources
| Name | Group | |||
|---|---|---|---|---|
| Blackberry | Fruit, Berries | Publications | Show | |
| Blackcurrant | Fruit, Berries | Publications | Show | |
| European plum | Fruit, Drupes | Publications | Show | |
| Olive, black | Fruit, Drupes | Publications | Show | |
| Peach | Fruit, Drupes | Publications | Show | |
| Redcurrant | 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-rutinoside | Cyanidin 3-O-rutinoside | human | plasma, urine | unchanged | 1h-3h | <20 nmol/L | <1% | C27H31O15 | 595.165746718 | Detailed Intervention Studies | Publications |
Inter-Individual Variations in Metabolism
| Food Phytochemical | Metabolite | Effect | Value | |||
|---|---|---|---|---|---|---|
| Cyanidin 3-O-rutinoside | Cyanidin 3-O-rutinoside | Age | Not studied | |||
| Cyanidin 3-O-rutinoside | Cyanidin 3-O-rutinoside | Bmi | Effect, continuous | Publications | ||
| Cyanidin 3-O-rutinoside | Cyanidin 3-O-rutinoside | Ethnicity | Not studied | |||
| Cyanidin 3-O-rutinoside | Cyanidin 3-O-rutinoside | Genotype | Not studied | |||
| Cyanidin 3-O-rutinoside | Cyanidin 3-O-rutinoside | Health_status | Not studied | |||
| Cyanidin 3-O-rutinoside | Cyanidin 3-O-rutinoside | Microbiota | Not studied | |||
| Cyanidin 3-O-rutinoside | Cyanidin 3-O-rutinoside | Sex | Not studied | |||
| Cyanidin 3-O-rutinoside | Cyanidin 3-O-rutinoside | Smoking | Not studied |