Prunin
precursor
Showing entry for Prunin
Identification
- PhytoHub ID
- PHUB000388
- Name
- Prunin
- Systematic Name
- Not Available
- Synonyms
- Naringenin 7-O-glucoside
- CAS Number
- Not Available
- Average Mass
- 434.397
- Monoisotopic Mass
- 434.121296908
- Chemical Formula
- C21H22O10
- IUPAC Name
- 5-hydroxy-2-(4-hydroxyphenyl)-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-1-benzopyran-4-one
- InChI Key
- DLIKSSGEMUFQOK-RGHIGTIISA-N
- InChI Identifier
InChI=1S/C21H22O10/c22-8-16-18(26)19(27)20(28)21(31-16)29-11-5-12(24)17-13(25)7-14(30-15(17)6-11)9-1-3-10(23)4-2-9/h1-6,14,16,18-24,26-28H,7-8H2/t14?,16-,18-,19+,20-,21-/m1/s1
- SMILES
OC[C@H]1O[C@@H](OC2=CC(O)=C3C(=O)CC(OC3=C2)C2=CC=C(O)C=C2)[C@H](O)[C@@H](O)[C@@H]1O
- Structure
Structure for Prunin
Calculated Properties
- Solubility (ALOGPS)
- 1.53e+00 g/l
- LogS (ALOGPS)
- -2.45
- LogP (ALOGPS)
- 0.17
- Hydrogen Acceptors
- 10
- Hydrogen Donors
- 6
- Rotatable Bond Count
- 4
- Polar Surface Area
- 166.14
- Refractivity
- 103.4342
- Polarizability
- 42.85062565534151
- Formal Charge
- 0
- Physiological Charge
- 0
- pKa (strongest basic)
- -2.9810923437586574
- pKa (strongest acidic)
- 8.579384760542238
- Number of Rings
- 4
- Rule of Five
- No
- Bioavailability
- Yes
- Ghose Filter
- Yes
- Veber's Rule
- No
- MDDR-like Rule
- No
Taxonomy as Food Phytochemical
- Family
- Polyphenols
- Class
- Flavonoids
- Sub-class
- Flavanones
Classyfire Taxonomy
- Kingdom Name
- Organic compounds
- Class
- Flavonoids
- Super-class
- Phenylpropanoids and polyketides
- Sub-class
- Flavonoid glycosides
- Direct Parent Name
- Flavonoid-7-O-glycosides
- Alternative Parent Names
- ["1-hydroxy-2-unsubstituted benzenoids", "1-hydroxy-4-unsubstituted benzenoids", "4'-hydroxyflavonoids", "5-hydroxyflavonoids", "Acetals", "Alkyl aryl ethers", "Aryl alkyl ketones", "Benzene and substituted derivatives", "Chromones", "Flavanones", "Hexoses", "Hydrocarbon derivatives", "O-glycosyl compounds", "Organic oxides", "Oxacyclic compounds", "Oxanes", "Phenolic glycosides", "Polyols", "Primary alcohols", "Secondary alcohols", "Vinylogous acids"]
- External Descriptor Annotations
- Not Available
- Substituent Names
- ["1-benzopyran", "1-hydroxy-2-unsubstituted benzenoid", "1-hydroxy-4-unsubstituted benzenoid", "4'-hydroxyflavonoid", "5-hydroxyflavonoid", "Acetal", "Alcohol", "Alkyl aryl ether", "Aromatic heteropolycyclic compound", "Aryl alkyl ketone", "Aryl ketone", "Benzenoid", "Benzopyran", "Chromane", "Chromone", "Ether", "Flavan", "Flavanone", "Flavonoid-7-o-glycoside", "Glycosyl compound", "Hexose monosaccharide", "Hydrocarbon derivative", "Hydroxyflavonoid", "Ketone", "Monocyclic benzene moiety", "Monosaccharide", "O-glycosyl compound", "Organic oxide", "Organic oxygen compound", "Organoheterocyclic compound", "Organooxygen compound", "Oxacycle", "Oxane", "Phenol", "Phenolic glycoside", "Polyol", "Primary alcohol", "Secondary alcohol", "Vinylogous acid"]
Spectra from Online Resources
| Record ID | Source | Description | View |
|---|---|---|---|
| PR040149 | MassBank | LC-ESI-QTOF Spectrum - Ramp 5-60 V, [M-H]- | View Spectra |
| PR040150 | MassBank | LC-ESI-QTOF Spectrum - Ramp 5-60 V, [M-H-C6H10O5}- | View Spectra |
| PR040151 | MassBank | LC-ESI-QTOF Spectrum - 30 V, [M-H]- | View Spectra |
| PR040152 | MassBank | LC-ESI-QTOF Spectrum - 30 V, [M-H-C6H10O5}- | View Spectra |
| PR040153 | MassBank | LC-ESI-QTOF Spectrum - Ramp 5-60 V, [M+H]+ | View Spectra |
| PR040154 | MassBank | LC-ESI-QTOF Spectrum - Ramp 5-60 V, [M+H-C6H10O5]+ | View Spectra |
| PR040155 | MassBank | LC-ESI-QTOF Spectrum - 30 V, [M+H]+ | View Spectra |
| PR040156 | MassBank | LC-ESI-QTOF Spectrum - 30 V, [M+H-C6H10O5]+ | View Spectra |
| PR100249 | MassBank | LC-ESI-QTOF Spectrum - Ramp 5-60 V, unspecified | View Spectra |
| PR100671 | MassBank | LC-ESI-QTOF Spectrum - Ramp 5-60 V, unspecified | View Spectra |
| PS042801 | ReSpect | N/A Spectrum - 10, [M+H]+ | View Spectra |
| PS042802 | ReSpect | N/A Spectrum - 20, [M+H]+ | View Spectra |
| PS042803 | ReSpect | N/A Spectrum - 30, [M+H]+ | View Spectra |
| PS042804 | ReSpect | N/A Spectrum - 40, [M+H]+ | View Spectra |
| PS042805 | ReSpect | N/A Spectrum - 50, [M+H]+ | View Spectra |
| PS042806 | ReSpect | N/A Spectrum - 60, [M+H]+ | View Spectra |
| PS042807 | ReSpect | N/A Spectrum - 10, [M-H]- | View Spectra |
| PS042808 | ReSpect | N/A Spectrum - 20, [M-H]- | View Spectra |
| PS042809 | ReSpect | N/A Spectrum - 30, [M-H]- | View Spectra |
| PS042810 | ReSpect | N/A Spectrum - 40, [M-H]- | View Spectra |
| PS042811 | ReSpect | N/A Spectrum - 50, [M-H]- | View Spectra |
| TY000160 | MassBank | LC-ESI-ITTOF Spectrum - -, unspecified | View Spectra |
| TY000161 | MassBank | LC-ESI-ITTOF Spectrum - -, unspecified | View Spectra |
| TY000162 | MassBank | LC-ESI-ITTOF Spectrum - -, unspecified | View Spectra |
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 | ||||
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Prunin | Naringenin-4'-glucuronide | human | plasma (major), urine (major) | host metabolism | Not Available | Not Available | Not Available | C21H20O11 | 448.100561464 | Publications | |||
| Prunin | Naringenin-7-glucuronide | human | plasma (major), urine (major) | host metabolism | Not Available | Not Available | Not Available | C21H20O11 | 448.100561464 | Publications |
Inter-Individual Variations in Metabolism
| Food Phytochemical | Metabolite | Effect | Value |
|---|