Ellagic acid
precursor
Showing entry for Ellagic acid
Identification
- PhytoHub ID
- PHUB000298
- Name
- Ellagic acid
- Systematic Name
- Not Available
- Synonyms
- Benzoaric acid
- Gallic acid dimer
- Lagistase
- CAS Number
- 476-66-4
- Average Mass
- 302.194
- Monoisotopic Mass
- 302.006267153
- Chemical Formula
- C14H6O8
- IUPAC Name
- 6,7,13,14-tetrahydroxy-2,9-dioxatetracyclo[6.6.2.0^{4,16}.0^{11,15}]hexadeca-1(15),4(16),5,7,11,13-hexaene-3,10-dione
- InChI Key
- AFSDNFLWKVMVRB-UHFFFAOYSA-N
- InChI Identifier
InChI=1S/C14H6O8/c15-5-1-3-7-8-4(14(20)22-11(7)9(5)17)2-6(16)10(18)12(8)21-13(3)19/h1-2,15-18H
- SMILES
OC1=CC2=C3C(OC(=O)C4=CC(O)=C(O)C(OC2=O)=C34)=C1O
- Structure
Structure for Ellagic acid
Calculated Properties
- Solubility (ALOGPS)
- 8.23e-01 g/l
- LogS (ALOGPS)
- -2.57
- LogP (ALOGPS)
- 1.59
- Hydrogen Acceptors
- 6
- Hydrogen Donors
- 4
- Rotatable Bond Count
- 0
- Polar Surface Area
- 133.52
- Refractivity
- 70.60760000000002
- Polarizability
- 26.338854697079817
- Formal Charge
- 0
- Physiological Charge
- -2
- pKa (strongest basic)
- -4.795892148122409
- pKa (strongest acidic)
- 5.538315807620176
- Number of Rings
- 4
- Rule of Five
- Yes
- Bioavailability
- Yes
- Ghose Filter
- Yes
- Veber's Rule
- No
- MDDR-like Rule
- No
Taxonomy as Food Phytochemical
- Family
- Polyphenols
- Class
- Phenolic acids
- Sub-class
- Hydroxybenzoic acids
Taxonomy as Metabolite
- Metabolite Family
- (Poly)phenol metabolites
- Metabolite Class
- Phenolic acid metabolites
- Metabolite Sub-class
- Miscellaneous phenolic acid metabolites
Taxonomy of its Food Phytochemical Precursor(s)
| Food Phytochemical | Family | Class | Sub-class | |
|---|---|---|---|---|
| Punicalagin | Polyphenols | Ellagitannins | Not Available | Show Food Phytochemical |
| Pedunculagin | Polyphenols | Ellagitannins | Not Available | Show Food Phytochemical |
| Sanguiin H-6 | Polyphenols | Ellagitannins | Not Available | Show Food Phytochemical |
| Ellagic acid | Polyphenols | Phenolic acids | Hydroxybenzoic acids | Show Food Phytochemical |
Classyfire Taxonomy
- Kingdom Name
- Organic compounds
- Class
- Tannins
- Super-class
- Phenylpropanoids and polyketides
- Sub-class
- Hydrolyzable tannins
- Direct Parent Name
- Hydrolyzable tannins
- Alternative Parent Names
- ["1-benzopyrans", "1-hydroxy-2-unsubstituted benzenoids", "2-benzopyrans", "7,8-dihydroxycoumarins", "Ellagic acids and derivatives", "Heteroaromatic compounds", "Hydrocarbon derivatives", "Isocoumarins and derivatives", "Lactones", "Organic oxides", "Oxacyclic compounds", "Polyols", "Pyranones and derivatives"]
- External Descriptor Annotations
- ["Ellagitannins", "catechols", "cyclic ketone", "lactone", "organic heterotetracyclic compound", "polyphenol"]
- Substituent Names
- ["1-benzopyran", "1-hydroxy-2-unsubstituted benzenoid", "2-benzopyran", "7,8-dihydroxycoumarin", "Aromatic heteropolycyclic compound", "Benzenoid", "Benzopyran", "Coumarin", "Ellagic_acid", "Heteroaromatic compound", "Hydrocarbon derivative", "Hydrolyzable tannin", "Isocoumarin", "Lactone", "Organic oxide", "Organic oxygen compound", "Organoheterocyclic compound", "Organooxygen compound", "Oxacycle", "Polyol", "Pyran", "Pyranone"]
Spectra from Phytohub
| Spectrum Type | Instrument Type | Technology | Ion Mode | Collision Energy | View | |
|---|---|---|---|---|---|---|
| Predicted GC-MS | GC-MS | Predicted by CFMID-EI, energy0 | Positive | Not Available | View Spectrum | |
| Predicted GC-MS | GC-MS | Predicted by CFMID-EI, Ionization energy 70 eV fully TMS-derivatized (structure: C[Si](C)(C)OC1=CC2=C3C(=C1O[Si](C)(C)C)OC(=O)C1=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C(=C13)OC2=O) | Positive | Not Available | View Spectrum | |
| Predicted GC-MS | GC-MS | Predicted by CFMID-EI, energy0 | Ei | Not Available | View Spectrum | |
| LC-MS/MS | Quattro_QQQ | delivery=Flow_Injection analyzer=Triple_Quad | Positive | 10V | View Spectrum | |
| LC-MS/MS | Quattro_QQQ | delivery=Flow_Injection analyzer=Triple_Quad | Positive | 25V | View Spectrum | |
| LC-MS/MS | DI-ESI-qTof | From GNPS Library | Positive | V | View Spectrum | |
| LC-MS/MS | LC-ESI-qTof | From GNPS Library | Positive | V | View Spectrum | |
| LC-MS/MS | Linear Ion Trap | instrument=Thermo Finnigan LTQ | negative | V | View Spectrum | |
| LC-MS/MS | Linear Ion Trap | instrument=Thermo Finnigan LTQ | positive | V | View Spectrum | |
| LC-MS/MS | Linear Ion Trap | instrument=Thermo Finnigan LTQ | positive | V | View Spectrum | |
| LC-MS/MS | Not Available | instrument=qTof | positive | V | View Spectrum | |
| LC-MS/MS | LC-ESI-QFT | Thermo Fisher Scientific Q-Exactive HF | Negative | 35V | View Spectrum | |
| LC-MS/MS | LC-ESI-QFT | Thermo Fisher Scientific Q-Exactive HF | Positive | 35V | View Spectrum | |
| LC-MS/MS | LC-ESI-QFT | Thermo Fisher Scientific Q-Exactive HF | Negative | 45V | View Spectrum | |
| LC-MS/MS | LC-ESI-QFT | Thermo Fisher Scientific Q-Exactive HF | Negative | 65V | View Spectrum | |
| LC-MS/MS | LC-ESI-QFT | Thermo Fisher Scientific Q-Exactive HF | Positive | 45V | View Spectrum | |
| Predicted LC-MS/MS | Not Available | Predicted by CFM-ID | Positive | 10V | View Spectrum | |
| Predicted LC-MS/MS | Not Available | Predicted by CFM-ID | Positive | 20V | View Spectrum | |
| Predicted LC-MS/MS | Not Available | Predicted by CFM-ID | Positive | 40V | View Spectrum | |
| Predicted LC-MS/MS | Not Available | Predicted by CFM-ID | Negative | 10V | View Spectrum | |
| Predicted LC-MS/MS | Not Available | Predicted by CFM-ID | Negative | 20V | View Spectrum | |
| Predicted LC-MS/MS | Not Available | Predicted by CFM-ID | Negative | 40V | View Spectrum | |
| Predicted LC-MS/MS | Not Available | Predicted by CFM-ID 4.0 | Negative | 10V | View Spectrum | |
| Predicted LC-MS/MS | Not Available | Predicted by CFM-ID 4.0 | Negative | 20V | View Spectrum | |
| Predicted LC-MS/MS | Not Available | Predicted by CFM-ID 4.0 | Negative | 40V | View Spectrum | |
| Predicted LC-MS/MS | Not Available | Predicted by CFM-ID 4.0 | Positive | 10V | View Spectrum | |
| Predicted LC-MS/MS | Not Available | Predicted by CFM-ID 4.0 | Positive | 20V | View Spectrum | |
| Predicted LC-MS/MS | Not Available | Predicted by CFM-ID 4.0 | Positive | 40V | View Spectrum |
Food Sources
| Name | Group | |||
|---|---|---|---|---|
| American cranberry | Fruit, Berries | Publications | Show | |
| Blackberry | Fruit, Berries | Publications | Show | |
| Cagaita | Fruit, Tropical fruits | Publications | Show | |
| Common walnut | Nuts | Publications | Show | |
| Cranberry | Fruit, Berries | Show | ||
| European chestnut | Nuts | Publications | Show | |
| Grapes | Fruit, Berries | Show | ||
| Grumixama juice | Beverages, Non-alcoholic | Publications | Show | |
| Jabuticaba | Fruit, Berries | Publications | Show | |
| Peach | Fruit, Drupes | Show | ||
| Pecan nut | Nuts | Publications | Show | |
| Pomegranate | Fruit, Tropical fruits | Publications | Show | |
| Pomegranate juice | Beverages, Non-alcoholic | Publications | Show | |
| Red raspberry | Fruit, Berries | Publications | Show | |
| Strawberry | Fruit, Berries | Publications | Show | |
| Whisky | Beverages, Alcoholic | Publications | Show |
Food Sources of its Food Phytochemical(s)
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 | ||||
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Ellagic acid | Ellagic acid | human | urine | unchanged | Not Available | Not Available | Not Available | C14H6O8 | 302.006267153 | Detailed Intervention Studies | |||
| Ellagic acid | Urolithin A | human | plasma, urine | gut microbiota metabolite | Not Available | Not Available | Not Available | C13H8O4 | 228.042258738 | Detailed Intervention Studies | Publications | ||
| Ellagic acid | Urolithin A-3-glucuronide | human | plasma, urine | host-gut microbiota co-metabolite | Not Available | Not Available | Not Available | C19H16O10 | 404.074346715 | Detailed Intervention Studies | Publications | ||
| Ellagic acid | Urolithin A-8-O-glucuronide | human | plasma, urine | host-gut microbiota co-metabolite | Not Available | Not Available | Not Available | C19H16O10 | 404.074346715 | Publications | |||
| Ellagic acid | Urolithin B | human | plasma, urine | gut microbiota metabolite | Not Available | Not Available | Not Available | C13H8O3 | 212.047344118 | Detailed Intervention Studies | Publications | ||
| Ellagic acid | Urolithin B-3-glucuronide | human | plasma, urine | host-gut microbiota co-metabolite | Not Available | Not Available | Not Available | C19H16O9 | 388.079432095 | Detailed Intervention Studies | Publications | ||
| Ellagic acid | Urolithin C | human | plasma, urine | gut microbiota metabolite | Not Available | Not Available | Not Available | C13H8O5 | 244.037173358 | Detailed Intervention Studies | Publications | ||
| Ellagic acid | Urolithin C-3-glucuronide | human | plasma, urine | host-gut microbiota co-metabolite | Not Available | Not Available | Not Available | C19H16O11 | 420.069261335 | Publications | |||
| Ellagic acid | Urolithin D | human | plasma, urine | gut microbiota metabolite | Not Available | Not Available | Not Available | C13H8O6 | 260.032087978 | Detailed Intervention Studies | Publications | ||
| Ellagic acid | Urolithin D glucuronide | human | urine | host-gut microbiota co-metabolite | Not Available | Not Available | Not Available | Detailed Intervention Studies | |||||
| Ellagic acid | Isourolithin A | human | urine | gut microbiota metabolite | Not Available | Not Available | Not Available | C13H8O4 | 228.042258738 | Detailed Intervention Studies | Publications | ||
| Ellagic acid | Isourolithin A-3-glucuronide | human | urine | host-gut microbiota co-metabolite | Not Available | Not Available | Not Available | C19H16O10 | 404.074346715 | Detailed Intervention Studies | Publications | ||
| Ellagic acid | Urolithin M6 | human | urine | gut microbiota metabolite | Not Available | Not Available | Not Available | C13H8O6 | 260.032087978 | Detailed Intervention Studies | |||
| Ellagic acid | Urolithin M6R | human | feces | gut microbiota metabolite | Not Available | Not Available | Not Available | C13H8O6 | 260.032087978 | Detailed Intervention Studies | |||
| Ellagic acid | Urolithin M7 | human | urine | gut microbiota metabolite | Not Available | Not Available | Not Available | C13H8O5 | 244.037173358 | Detailed Intervention Studies | |||
| Ellagic acid | Urolithin CR | human | feces | gut microbiota metabolite | Not Available | Not Available | Not Available | C13H8O5 | 244.037173358 | Detailed Intervention Studies | |||
| Ellagic acid | Urolithin M7R | human | feces | gut microbiota metabolite | Not Available | Not Available | Not Available | C13H8O5 | 244.037173358 | Detailed Intervention Studies | |||
| Ellagic acid | Urolithin AR | human | feces | gut microbiota metabolite | Not Available | Not Available | Not Available | C13H8O4 | 228.042258738 | Detailed Intervention Studies | |||
| Ellagic acid | Urolithin M5 | human | urine | gut microbiota metabolite | Not Available | Not Available | Not Available | C13H8O7 | 276.027002598 | Detailed Intervention Studies | |||
| Ellagic acid | Urolithin A-3-sulfate | human | urine | host-gut microbiota co-metabolite | Not Available | Not Available | Not Available | C13H8O7S | 307.999073772 | Detailed Intervention Studies | |||
| Ellagic acid | Urolithin B-sulfate | human | urine | host-gut microbiota co-metabolite | Not Available | Not Available | Not Available | Detailed Intervention Studies | |||||
| Ellagic acid | Isourolithin A-9-glucuronide | human | urine | host-gut microbiota co-metabolite | Not Available | Not Available | Not Available | C19H16O10 | Detailed Intervention Studies | ||||
| Punicalagin | Ellagic acid | human | Not Available | host metabolism | Not Available | Not Available | Not Available | C14H6O8 | 302.006267153 | Publications | |||
| Pedunculagin | Ellagic acid | human | Not Available | host metabolism | Not Available | Not Available | Not Available | C14H6O8 | 302.006267153 | Publications | |||
| Sanguiin H-6 | Ellagic acid | human | Not Available | host metabolism | Not Available | Not Available | Not Available | C14H6O8 | 302.006267153 | Publications |
Inter-Individual Variations in Metabolism
| Food Phytochemical | Metabolite | Effect | Value |
|---|