Peonidin 3-glucoside
precursor
Showing entry for Peonidin 3-glucoside
Identification
- PhytoHub ID
- PHUB001257
- Name
- Peonidin 3-glucoside
- Systematic Name
- Not Available
- Synonyms
- 3'-Methylcyanidin 3-glucoside
- CAS Number
- Not Available
- Average Mass
- 463.414
- Monoisotopic Mass
- 463.123487981
- Chemical Formula
- C22H23O11
- IUPAC Name
- 5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-{[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1lambda4-chromen-1-ylium
- InChI Key
- ZZWPMFROUHHAKY-OTVISBKVSA-O
- InChI Identifier
InChI=1S/C22H22O11/c1-30-15-4-9(2-3-12(15)25)21-16(7-11-13(26)5-10(24)6-14(11)31-21)32-22-20(29)19(28)18(27)17(8-23)33-22/h2-7,17-20,22-23,27-29H,8H2,1H3,(H2-,24,25,26)/p+1/t17-,18-,19+,20-,22-/m0/s1
- SMILES
COC1=C(O)C=CC(=C1)C1=[O+]C2=CC(O)=CC(O)=C2C=C1O[C@H]1O[C@@H](CO)[C@H](O)[C@@H](O)[C@@H]1O
- Structure
Structure for Peonidin 3-glucoside
Calculated Properties
- Solubility (ALOGPS)
- 4.18e-01 g/l
- LogS (ALOGPS)
- -3.08
- LogP (ALOGPS)
- 1.18
- Hydrogen Acceptors
- 11
- Hydrogen Donors
- 7
- Rotatable Bond Count
- 5
- Polar Surface Area
- 182.43999999999997
- Refractivity
- 120.7398
- Polarizability
- 44.78556563749113
- Formal Charge
- 1
- Physiological Charge
- -1
- pKa (strongest basic)
- -2.9810923799280262
- pKa (strongest acidic)
- 6.395525209261993
- 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
Taxonomy as Metabolite
- Metabolite Family
- (Poly)phenol metabolites
- Metabolite Class
- Flavonoid metabolites
- Metabolite Sub-class
- Anthocyanidins (parent and host metabolites)
Taxonomy of its Food Phytochemical Precursor(s)
| Food Phytochemical | Family | Class | Sub-class | |
|---|---|---|---|---|
| Cyanidin 3,5-O-diglucoside | Polyphenols | Flavonoids | Anthocyanins | Show Food Phytochemical |
| Cyanidin 3-O-glucoside | Polyphenols | Flavonoids | Anthocyanins | Show Food Phytochemical |
| Peonidin 3-glucoside | Polyphenols | Flavonoids | Anthocyanins | Show Food Phytochemical |
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'-O-methylated flavonoids", "4'-hydroxyflavonoids", "5-hydroxyflavonoids", "7-hydroxyflavonoids", "Acetals", "Alkyl aryl ethers", "Anisoles", "Anthocyanidins", "Flavonoid-3-O-glycosides", "Heteroaromatic compounds", "Hexoses", "Hydrocarbon derivatives", "Methoxybenzenes", "Methoxyphenols", "O-glycosyl compounds", "Organic cations", "Oxacyclic compounds", "Oxanes", "Phenoxy compounds", "Polyols", "Primary alcohols", "Secondary alcohols"]
- External Descriptor Annotations
- Not Available
- Substituent Names
- ["1-benzopyran", "1-hydroxy-2-unsubstituted benzenoid", "1-hydroxy-4-unsubstituted benzenoid", "3p-methoxyflavonoid-skeleton", "4'-hydroxyflavonoid", "5-hydroxyflavonoid", "7-hydroxyflavonoid", "Acetal", "Alcohol", "Alkyl aryl ether", "Anisole", "Anthocyanidin", "Anthocyanidin-3-o-glycoside", "Aromatic heteropolycyclic compound", "Benzenoid", "Benzopyran", "Ether", "Flavonoid-3-o-glycoside", "Glycosyl compound", "Heteroaromatic compound", "Hexose monosaccharide", "Hydrocarbon derivative", "Hydroxyflavonoid", "Methoxybenzene", "Methoxyphenol", "Monocyclic benzene moiety", "Monosaccharide", "O-glycosyl compound", "Organic cation", "Organic oxygen compound", "Organoheterocyclic compound", "Organooxygen compound", "Oxacycle", "Oxane", "Phenol", "Phenol ether", "Phenoxy compound", "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 | (31.01838972,0.3159732349);(45.03403978,0.6767657421);(47.04968984,0.3308144196);(57.03403978,0.3889568947);(75.04460446,0.4671514951);(85.0289544,0.778774384);(103.0395191,2.137634041);(105.0551691,0.5838970582);(115.0395191,0.2489312339);(133.0500838,0.9105248405);(135.0657338,0.3938971374);(145.0500838,1.005158634);(147.0657338,0.2918109043);(163.0606485,7.016905349);(165.0762985,0.3761844802);(181.0712131,1.668269967);(299.185849,0.6602246874);(301.201499,0.6549127927);(315.1807636,1.004514271);(317.1964136,1.004514271);(357.1913283,0.2175405736);(359.2069783,0.2175405736);(361.2226284,0.2175405736);(417.2124576,0.3128808141);(419.2281077,0.2853172035);(443.2281077,0.3644963108);(449.2386724,0.2701066059);(461.2386724,9.967259761);(461.2386724,1.48983454);(463.2179369,0.7273735855);(464.1318616,65.01429362) | |
| Predicted LC-MS/MS | Not Available | Positive | med | View Spectrum | (43.01838972,1.333796866);(45.03403978,2.232441941);(47.04968984,0.5894450311);(55.01838972,0.4411952188);(57.03403978,0.7070368864);(59.04968984,0.9751264968);(73.0289544,0.583107859);(75.04460446,0.717124573);(85.0289544,0.5339692792);(103.0395191,0.7136131395);(105.0551691,0.4416610271);(145.0500838,6.612361958);(147.0657338,3.327269917);(149.0813839,0.5127300241);(163.0606485,11.0609227);(165.0762985,2.287000932);(181.0712131,0.4538522007);(285.1701989,0.7472881794);(287.185849,0.7472881794);(289.201499,0.7472881794);(315.1807636,0.5687098857);(317.1964136,0.5687098857);(429.2124576,2.430854274);(431.2281077,2.39819978);(443.2281077,13.80461062);(445.2073723,0.9639110012);(447.2230223,2.030170088);(449.2386724,1.992298609);(461.2386724,29.36155599);(463.2179369,1.39032443);(464.1318616,8.726134849) | |
| Predicted LC-MS/MS | Not Available | Positive | high | View Spectrum | (27.0234751,1.556629845);(31.01838972,1.199529546);(43.01838972,5.624867488);(45.03403978,6.23467158);(47.04968984,1.287992533);(57.03403978,2.11138686);(59.01330434,3.439248596);(61.0289544,2.012533215);(69.03403978,1.566586921);(73.0289544,3.284798398);(75.04460446,1.624077491);(85.0289544,1.457538598);(87.00821896,3.219987494);(89.02386902,3.108275341);(91.03951908,1.925308903);(101.023869,3.079236208);(103.0395191,5.326049229);(105.0551691,2.685700827);(113.09664,1.499051708);(127.0759046,1.902882761);(129.0915547,2.454236033);(131.1072047,1.845229774);(145.0500838,6.435081368);(147.0657338,6.895852802);(163.0606485,11.94844124);(297.1701989,1.653728309);(299.185849,3.826198554);(301.201499,2.340261146);(315.1807636,2.627150777);(317.1964136,2.627150777);(443.2281077,3.200315677) | |
| Predicted LC-MS/MS | Not Available | Negative | low | View Spectrum | (17.00273965,0.3392788902);(31.01838972,0.3674380298);(41.00273965,0.3522384909);(43.01838972,0.9333555128);(45.03403978,0.5828839679);(56.99765427,2.054407697);(59.01330434,1.460185678);(71.01330434,0.4099819518);(73.0289544,1.750891539);(85.0289544,0.479947863);(87.00821896,1.808974752);(89.02386902,3.616809631);(91.03951908,0.3950637983);(101.023869,0.5648785331);(103.0395191,3.90724693);(105.0551691,0.3663782182);(119.0344337,0.6282566086);(133.0500838,2.965693331);(135.0657338,0.6213792356);(149.0449984,1.395408389);(151.0606485,0.3303875529);(161.0449984,3.603809892);(177.039913,0.5068474406);(179.0555631,7.550279217);(385.1862429,0.2950993319);(387.201893,0.2950993319);(389.217543,0.2950993319);(447.2230223,0.2843227292);(459.2230223,5.792117395);(461.2022869,0.8384997124);(462.1162115,55.20773902) | |
| Predicted LC-MS/MS | Not Available | Negative | med | View Spectrum | (17.00273965,0.9946863292);(41.00273965,0.8774900037);(43.01838972,4.471933644);(45.03403978,2.531347096);(55.01838972,1.754312574);(56.99765427,0.6397342526);(59.01330434,4.136145662);(71.01330434,1.5700887);(73.0289544,7.141947677);(75.04460446,0.9569706737);(87.00821896,0.6585467505);(89.02386902,1.566432428);(101.023869,1.739723056);(103.0395191,2.4477782);(105.0551691,0.6119215124);(117.0551691,0.7597913649);(131.0344337,2.0190452);(133.0500838,4.230077689);(149.0449984,1.173920102);(161.0449984,10.56453869);(177.039913,0.6171794943);(179.0555631,9.614343079);(417.1760721,0.6177800939);(419.1917222,0.6177800939);(421.2073723,0.6177800939);(445.2073723,1.090570253);(447.2230223,1.375543911);(459.2230223,5.847227238);(459.2230223,1.450484677);(461.2022869,2.531089217);(462.1162115,24.77379024) | |
| Predicted LC-MS/MS | Not Available | Negative | high | View Spectrum | (29.00273965,1.529114486);(41.00273965,6.596904455);(43.01838972,16.15693141);(45.03403978,5.951794626);(55.01838972,1.777173337);(56.99765427,3.634961312);(59.01330434,10.16024916);(61.0289544,1.772256113);(67.01838972,1.026923771);(71.01330434,4.482315625);(73.0289544,7.510632931);(75.04460446,0.9311069431);(85.0289544,0.8808344179);(87.00821896,1.262634939);(89.02386902,5.045881172);(101.023869,1.689448547);(103.0395191,3.060923894);(109.0289544,1.492326204);(125.023869,2.565564769);(129.0551691,0.9223837451);(131.0344337,4.164788617);(131.0708192,1.331886043);(133.0500838,1.077569441);(143.0344337,0.8895883384);(147.0293483,2.231169177);(149.0449984,1.079566654);(161.0449984,4.808004988);(179.0555631,1.388555698);(287.185849,1.855705478);(315.1807636,0.9652252989);(431.1917222,1.757578411) |
Food Sources
No food source information available
Food Sources of its Food Phytochemical(s)
| Food Phytochemical | Food Source | Food Source Group | |||
|---|---|---|---|---|---|
| Cyanidin 3-O-glucoside | Blackberry | Fruit, Berries | Publications | Show | |
| Cyanidin 3-O-glucoside | Blackcurrant | Fruit, Berries | Publications | Show | |
| Cyanidin 3,5-O-diglucoside | Elderberry | Fruit, Berries | Publications | Show | |
| Cyanidin 3-O-glucoside | Elderberry | Fruit, Berries | Publications | Show | |
| Cyanidin 3-O-glucoside | European plum | Fruit, Drupes | Publications | Show | |
| Cyanidin 3-O-glucoside | Lettuce | Vegetables, Leaf vegetables | Publications | Show | |
| Cyanidin 3-O-glucoside | Olive, black | Fruit, Drupes | Publications | Show | |
| Cyanidin 3-O-glucoside | Peach | Fruit, Drupes | Publications | Show | |
| Cyanidin 3,5-O-diglucoside | Pomegranate juice | Beverages, Non-alcoholic | Publications | Show | |
| Cyanidin 3-O-glucoside | Pomegranate juice | Beverages, Non-alcoholic | Publications | Show | |
| Cyanidin 3-O-glucoside | Red raspberry | Fruit, Berries | Publications | Show | |
| Cyanidin 3-O-glucoside | Strawberry | Fruit, Berries | Publications | Show | |
| Cyanidin 3-O-glucoside | 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 | ||||
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Peonidin 3-glucoside | Peonidin 3-glucoside | human | plasma, urine | unchanged | 1h-3h | 20-50 nmol/L | <1% | C22H23O11 | 463.123487981 | Detailed Intervention Studies | 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 |
Inter-Individual Variations in Metabolism
| Food Phytochemical | Metabolite | Effect | Value | |||
|---|---|---|---|---|---|---|
| Peonidin 3-glucoside | Peonidin 3-glucoside | Age | Not studied | |||
| Peonidin 3-glucoside | Peonidin 3-glucoside | Bmi | Not studied | |||
| Peonidin 3-glucoside | Peonidin 3-glucoside | Ethnicity | Not studied | |||
| Peonidin 3-glucoside | Peonidin 3-glucoside | Genotype | Not studied | |||
| Peonidin 3-glucoside | Peonidin 3-glucoside | Health_status | Not studied | |||
| Peonidin 3-glucoside | Peonidin 3-glucoside | Microbiota | Not studied | |||
| Peonidin 3-glucoside | Peonidin 3-glucoside | Sex | Not studied | |||
| Peonidin 3-glucoside | Peonidin 3-glucoside | Smoking | Not studied |