Cyanidin 3-O-arabinoside
precursor
Showing entry for Cyanidin 3-O-arabinoside
Identification
- PhytoHub ID
- PHUB000499
- Name
- Cyanidin 3-O-arabinoside
- Systematic Name
- Not Available
- Synonyms
- 3-[(2R,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-2-(3,4-dihydroxyphenyl)chromenylium-
- CAS Number
- Not Available
- Average Mass
- 419.361
- Monoisotopic Mass
- 419.097273232
- Chemical Formula
- C20H19O10
- IUPAC Name
- 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-{[(2R,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy}-1lambda4-chromen-1-ylium
- InChI Key
- KUCVMQMKRICXJC-FEUVXWNVSA-O
- InChI Identifier
InChI=1S/C20H18O10/c21-9-4-12(23)10-6-16(30-20-18(27)17(26)14(25)7-28-20)19(29-15(10)5-9)8-1-2-11(22)13(24)3-8/h1-6,14,17-18,20,25-27H,7H2,(H3-,21,22,23,24)/p+1/t14-,17-,18+,20+/m0/s1
- SMILES
O[C@H]1CO[C@H](OC2=CC3=C(O)C=C(O)C=C3[O+]=C2C2=CC(O)=C(O)C=C2)[C@H](O)[C@H]1O
- Structure
Structure for Cyanidin 3-O-arabinoside
Calculated Properties
- Solubility (ALOGPS)
- 4.56e-01 g/l
- LogS (ALOGPS)
- -3.00
- LogP (ALOGPS)
- 1.37
- Hydrogen Acceptors
- 10
- Hydrogen Donors
- 7
- Rotatable Bond Count
- 3
- Polar Surface Area
- 173.20999999999998
- Refractivity
- 110.295
- Polarizability
- 39.995557006783805
- Formal Charge
- 1
- Physiological Charge
- -1
- pKa (strongest basic)
- -3.5265985690834403
- pKa (strongest acidic)
- 6.388332879836749
- Number of Rings
- 4
- Rule of Five
- No
- Bioavailability
- Yes
- Ghose Filter
- Yes
- Veber's Rule
- No
- MDDR-like Rule
- No
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
- Flavonoid-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", "Heteroaromatic compounds", "Hydrocarbon derivatives", "Monosaccharides", "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", "Aromatic heteropolycyclic compound", "Benzenoid", "Benzopyran", "Catechol", "Flavonoid-3-o-glycoside", "Glycosyl compound", "Heteroaromatic compound", "Hydrocarbon derivative", "Hydroxyflavonoid", "Monocyclic benzene moiety", "Monosaccharide", "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 | (45.03403978,0.1615485758);(55.01838972,0.3200769474);(57.03403978,0.1508261656);(73.0289544,2.378251276);(75.04460446,0.3821654496);(85.0289544,0.1716162723);(87.04460446,0.1235928427);(103.0395191,0.7321495901);(105.0551691,0.1965060154);(115.0395191,0.5649360983);(117.0551691,0.2969599796);(133.0500838,7.646024833);(135.0657338,0.4009586685);(151.0606485,1.530708712);(285.1701989,0.6669929462);(287.185849,0.6546063099);(301.1651135,1.011127934);(303.1807636,1.003296229);(343.1756782,0.2410105609);(345.1913283,0.2410105609);(347.2069783,0.2410105609);(373.1862429,0.522728785);(375.201893,0.5904702142);(377.217543,0.6019606282);(399.201893,0.392020671);(403.1968076,0.388481984);(405.2124576,0.388481984);(417.2124576,1.876927817);(417.2124576,10.07657201);(419.1917222,0.5632983435);(420.1056468,65.48368103) | |
| Predicted LC-MS/MS | Not Available | Positive | med | View Spectrum | (55.01838972,0.4561791323);(73.0289544,0.8339835489);(75.04460446,0.6137047158);(85.0289544,0.9279273753);(87.04460446,0.6557615243);(103.0395191,0.62170546);(105.0551691,0.8768264991);(115.0395191,4.935318995);(117.0551691,2.959828904);(119.0708192,0.4702585444);(121.0500838,0.5453815317);(133.0500838,18.92542758);(135.0657338,2.138845489);(151.0606485,0.6456385384);(271.1545488,0.847097327);(273.1701989,0.79309642);(275.185849,0.7677391584);(285.1701989,0.5330442374);(287.185849,0.4341029939);(301.1651135,0.7127569918);(303.1807636,0.6799195297);(343.1756782,0.3916735713);(345.1913283,0.3916735713);(385.1862429,1.04772139);(387.201893,1.04772139);(399.201893,10.17848931);(403.1968076,2.319642102);(405.2124576,2.319642102);(417.2124576,27.78176605);(419.1917222,0.9099455321);(420.1056468,13.23718048) | |
| Predicted LC-MS/MS | Not Available | Positive | high | View Spectrum | (43.01838972,1.991025738);(55.01838972,2.537964432);(56.99765427,3.811358615);(59.01330434,3.286994193);(61.0289544,1.208821361);(69.03403978,1.526106197);(73.0289544,14.45271357);(75.04460446,4.595020986);(77.06025453,1.570933643);(85.0289544,1.1985429);(87.00821896,1.302580999);(89.02386902,2.268218918);(113.09664,1.490379978);(115.0395191,6.672515905);(117.0551691,6.242310972);(127.0759046,2.583455063);(129.0915547,2.813090364);(131.1072047,2.20760709);(133.0500838,15.36723634);(143.0708192,1.789418368);(145.0864693,1.789418368);(147.1021193,1.789418368);(283.1545488,1.649382521);(285.1701989,3.50834424);(287.185849,2.28313196);(301.1651135,2.677453673);(343.1756782,1.065377955);(345.1913283,1.065377955);(347.2069783,1.065377955);(377.217543,1.533540297);(399.201893,2.656881077) | |
| Predicted LC-MS/MS | Not Available | Negative | low | View Spectrum | (29.00273965,0.2370066126);(41.00273965,0.2075959992);(43.01838972,3.00424177);(45.03403978,0.2562382139);(55.01838972,0.2808364813);(56.99765427,0.451710202);(59.01330434,2.797164008);(61.0289544,0.3501576372);(71.01330434,0.6326651681);(72.99256889,0.2506069141);(73.0289544,4.069393032);(75.04460446,0.2949642294);(85.0289544,0.1652894667);(87.00821896,0.4915400394);(89.02386902,0.5679352179);(101.023869,0.1027829169);(103.0395191,2.314736757);(105.0551691,0.3032830191);(119.0344337,1.147323369);(121.0500838,0.2285561503);(131.0344337,5.427005957);(147.0293483,0.8280537232);(149.0449984,9.536669904);(299.1494635,0.1710337919);(301.1651135,0.1710366232);(357.1549428,0.2054808463);(359.1705928,0.2054808463);(361.1862429,0.1946300935);(415.1968076,0.1949707776);(415.1968076,5.907644547);(418.0899968,59.00396568) | |
| Predicted LC-MS/MS | Not Available | Negative | med | View Spectrum | (41.00273965,1.363066848);(43.01838972,2.069969023);(56.99765427,1.640577687);(59.01330434,5.645230031);(61.0289544,1.861280529);(71.01330434,1.526892261);(73.0289544,2.580685345);(75.00821896,0.5673190362);(75.04460446,0.6277534863);(89.02386902,0.9281238097);(101.023869,1.216881859);(103.0395191,1.267752549);(113.023869,0.4057908071);(115.0395191,0.3279977704);(119.0344337,0.7441611519);(131.0344337,16.35328162);(147.0293483,0.7958319442);(149.0449984,12.80688341);(173.0449984,0.4204092955);(283.1545488,0.6379188238);(285.1701989,0.6379188238);(299.1494635,0.5179526476);(301.1651135,0.5192112197);(357.1549428,0.3692682445);(359.1705928,0.3692682445);(387.1655074,0.6193392997);(389.1811575,0.6193392997);(391.1968076,0.6193392997);(415.1968076,2.12614506);(415.1968076,5.816057749);(418.0899968,33.99835283) | |
| Predicted LC-MS/MS | Not Available | Negative | high | View Spectrum | (25.00782503,1.753823867);(29.00273965,1.796394918);(41.00273965,8.048970651);(43.01838972,33.76504465);(45.03403978,3.69354528);(55.01838972,0.8621973208);(56.99765427,2.235472709);(57.03403978,0.8384578139);(59.01330434,9.789145358);(61.0289544,1.70775466);(67.01838972,1.616522643);(71.01330434,3.804500376);(73.0289544,3.709235113);(75.00821896,0.8135765386);(89.02386902,2.157727152);(101.023869,0.7033338359);(103.0395191,0.7473005531);(109.0289544,1.425880325);(119.0344337,0.758172202);(125.023869,1.058616215);(129.0551691,1.093903877);(131.0344337,6.060175006);(131.0708192,1.576520587);(141.0551691,1.040206393);(149.0449984,1.646257884);(255.1232487,0.9906402561);(257.1388988,0.9906402561);(259.1545488,0.9906402561);(271.1545488,0.9862772695);(273.1701989,2.196552704);(301.1651135,1.142513327) |
Food Sources
| Name | Group | |||
|---|---|---|---|---|
| American cranberry | Fruit, Berries | Publications | Show | |
| Cranberry | Fruit, Berries | Publications | Show | |
| Cranberry juice | Beverages, Non-alcoholic | 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-arabinoside | Cyanidin 3-O-arabinoside | human | plasma, urine | unchanged | 1h-3h | <20 nmol/L | Not Available | C20H19O10 | 419.097273232 | Detailed Intervention Studies | Publications |
Inter-Individual Variations in Metabolism
| Food Phytochemical | Metabolite | Effect | Value | |||
|---|---|---|---|---|---|---|
| Cyanidin 3-O-arabinoside | Cyanidin 3-O-arabinoside | Age | Not studied | |||
| Cyanidin 3-O-arabinoside | Cyanidin 3-O-arabinoside | Bmi | Not studied | |||
| Cyanidin 3-O-arabinoside | Cyanidin 3-O-arabinoside | Ethnicity | Not studied | |||
| Cyanidin 3-O-arabinoside | Cyanidin 3-O-arabinoside | Genotype | Not studied | |||
| Cyanidin 3-O-arabinoside | Cyanidin 3-O-arabinoside | Health_status | Not studied | |||
| Cyanidin 3-O-arabinoside | Cyanidin 3-O-arabinoside | Microbiota | Not studied | |||
| Cyanidin 3-O-arabinoside | Cyanidin 3-O-arabinoside | Sex | Not studied | |||
| Cyanidin 3-O-arabinoside | Cyanidin 3-O-arabinoside | Smoking | Not studied |