Peonidin 3-O-arabinoside
precursor
Showing entry for Peonidin 3-O-arabinoside
Identification
- PhytoHub ID
- PHUB001651
- Name
- Peonidin 3-O-arabinoside
- Systematic Name
- Not Available
- Synonyms
- 3-[(2R,3S,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-2-(4-hydroxy-3-methoxyphenyl)chromen
- 3,4',5,7-Tetrahydroxy-3'-methoxyflavylium(1+); 3-O-α-L-Arabinopyranoside
- Peonidin 3-arabinoside
- CAS Number
- 27214-74-0
- Average Mass
- 449.387
- Monoisotopic Mass
- 449.107837916
- Chemical Formula
- C21H21O11
- IUPAC Name
- 2-(3,4-dihydroxy-5-methoxyphenyl)-5,7-dihydroxy-3-{[(2R,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy}-1lambda4-chromen-1-ylium
- InChI Key
- XYWFSSFJPFAYCA-BSOUQAEPSA-O
- InChI Identifier
InChI=1S/C21H20O11/c1-29-15-3-8(2-12(24)17(15)26)20-16(32-21-19(28)18(27)13(25)7-30-21)6-10-11(23)4-9(22)5-14(10)31-20/h2-6,13,18-19,21,25,27-28H,7H2,1H3,(H3-,22,23,24,26)/p+1/t13-,18+,19-,21-/m1/s1
- SMILES
COC1=CC(=CC(O)=C1O)C1=[O+]C2=CC(O)=CC(O)=C2C=C1O[C@H]1OC[C@@H](O)[C@H](O)[C@H]1O
- Structure
Structure for Peonidin 3-O-arabinoside
Calculated Properties
- Solubility (ALOGPS)
- 3.38e-01 g/l
- LogS (ALOGPS)
- -3.16
- LogP (ALOGPS)
- 1.42
- Hydrogen Acceptors
- 11
- Hydrogen Donors
- 7
- Rotatable Bond Count
- 4
- Polar Surface Area
- 182.43999999999997
- Refractivity
- 116.7582
- Polarizability
- 43.48847103361649
- Formal Charge
- 1
- Physiological Charge
- -1
- pKa (strongest basic)
- -3.5265985690834403
- pKa (strongest acidic)
- 6.394362066685298
- Number of Rings
- 4
- Rule of Five
- No
- Bioavailability
- No
- 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'-O-methylated flavonoids", "3'-hydroxyflavonoids", "4'-hydroxyflavonoids", "5-hydroxyflavonoids", "7-hydroxyflavonoids", "Acetals", "Alkyl aryl ethers", "Anisoles", "Anthocyanidins", "Catechols", "Heteroaromatic compounds", "Hydrocarbon derivatives", "Methoxybenzenes", "Methoxyphenols", "Monosaccharides", "O-glycosyl compounds", "Organic cations", "Oxacyclic compounds", "Oxanes", "Phenoxy compounds", "Polyols", "Secondary alcohols"]
- External Descriptor Annotations
- Not Available
- Substituent Names
- ["1-benzopyran", "1-hydroxy-2-unsubstituted benzenoid", "1-hydroxy-4-unsubstituted benzenoid", "3'-hydroxyflavonoid", "3p-methoxyflavonoid-skeleton", "4'-hydroxyflavonoid", "5-hydroxyflavonoid", "7-hydroxyflavonoid", "Acetal", "Alcohol", "Alkyl aryl ether", "Anisole", "Anthocyanidin", "Aromatic heteropolycyclic compound", "Benzenoid", "Benzopyran", "Catechol", "Ether", "Flavonoid-3-o-glycoside", "Glycosyl compound", "Heteroaromatic compound", "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", "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 | (133.0495352,1.937487784);(139.0389705,1.549705484);(299.0550145,8.688921279);(301.0706646,8.299488664);(303.0863146,2.260820264);(315.0499291,8.48278733);(317.0655792,30.89826304);(319.0812292,3.308551948);(431.0972732,6.643696594);(449.1078379,8.611064608) | |
| Predicted LC-MS/MS | Not Available | Positive | med | View Spectrum | (123.0440559,2.024315625);(133.0495352,2.90464912);(139.0389705,3.426567485);(287.0550145,5.635150606);(289.0706646,10.4349389);(291.0863146,2.577504655);(299.0550145,4.138112895);(301.0706646,7.621632562);(303.0499291,2.954058472);(315.0499291,2.213736057);(317.0655792,26.00926258);(319.0812292,8.491579096);(431.0972732,1.825680686) | |
| Predicted LC-MS/MS | Not Available | Positive | high | View Spectrum | (55.01784114,1.234793652);(71.01275576,0.7732220708);(73.02840582,1.355883171);(115.0389705,0.8849358275);(117.0546206,0.818618561);(121.0284058,4.618563736);(123.0440559,6.9634017);(133.0495352,0.7875964382);(137.0233204,6.296607931);(139.0389705,4.74191364);(151.0389705,1.584694008);(165.0182351,0.8565030657);(167.0338851,0.8142492759);(179.0338851,0.9278518709);(241.0495352,1.498201853);(243.0287997,2.912596593);(243.0651853,1.145708731);(245.0444498,2.465254785);(257.0444498,4.5067978);(259.0600999,5.801108811);(275.0550145,1.059871015);(285.0393644,1.107594317);(287.0550145,2.660465736);(289.0706646,3.048079099);(297.0393644,1.189406731);(299.0550145,4.369640893);(301.0706646,2.448511018);(303.0499291,0.8869171743);(317.0655792,2.597107502);(387.0710585,0.86615229);(389.0867085,0.8294086153) |
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 | ||||
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Peonidin 3-O-arabinoside | Peonidin 3-O-arabinoside | human | plasma, urine | unchanged | 1h-3h | <20 nmol/L | <1% | C21H21O11 | 449.107837916 | Detailed Intervention Studies | Publications |
Inter-Individual Variations in Metabolism
| Food Phytochemical | Metabolite | Effect | Value | |||
|---|---|---|---|---|---|---|
| Peonidin 3-O-arabinoside | Peonidin 3-O-arabinoside | Age | Not studied | |||
| Peonidin 3-O-arabinoside | Peonidin 3-O-arabinoside | Bmi | Not studied | |||
| Peonidin 3-O-arabinoside | Peonidin 3-O-arabinoside | Ethnicity | Not studied | |||
| Peonidin 3-O-arabinoside | Peonidin 3-O-arabinoside | Genotype | Not studied | |||
| Peonidin 3-O-arabinoside | Peonidin 3-O-arabinoside | Health_status | Not studied | |||
| Peonidin 3-O-arabinoside | Peonidin 3-O-arabinoside | Microbiota | Not studied | |||
| Peonidin 3-O-arabinoside | Peonidin 3-O-arabinoside | Sex | Not studied | |||
| Peonidin 3-O-arabinoside | Peonidin 3-O-arabinoside | Smoking | Not studied |