(-)-Epicatechin
precursor
Showing entry for (-)-Epicatechin
Identification
- PhytoHub ID
- PHUB000262
- Name
- (-)-Epicatechin
- Systematic Name
- (−)-Epicatechin
- Synonyms
- (2R,3R)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol
- 3,5,7,3',4'-Pentahydroxyflavane
- Epicatechol
- CAS Number
- 490-46-0
- Average Mass
- 290.271
- Monoisotopic Mass
- 290.079038171
- Chemical Formula
- C15H14O6
- IUPAC Name
- (2R,3R)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3,5,7-triol
- InChI Key
- PFTAWBLQPZVEMU-UKRRQHHQSA-N
- InChI Identifier
InChI=1S/C15H14O6/c16-8-4-11(18)9-6-13(20)15(21-14(9)5-8)7-1-2-10(17)12(19)3-7/h1-5,13,15-20H,6H2/t13-,15-/m1/s1
- SMILES
O[C@@H]1CC2=C(O[C@@H]1C1=CC(O)=C(O)C=C1)C=C(O)C=C2O
- Structure
Calculated Properties
- Solubility (ALOGPS)
- 6.45e-01 g/l
- LogS (ALOGPS)
- -2.65
- LogP (ALOGPS)
- 1.02
- Hydrogen Acceptors
- 6
- Hydrogen Donors
- 5
- Rotatable Bond Count
- 1
- Polar Surface Area
- 110.38000000000001
- Refractivity
- 73.99970000000002
- Polarizability
- 28.70641069763134
- Formal Charge
- 0
- Physiological Charge
- 0
- pKa (strongest basic)
- -3.2897193322428566
- pKa (strongest acidic)
- 9.004573813837975
- Number of Rings
- 3
- Rule of Five
- Yes
- Bioavailability
- Yes
- Ghose Filter
- Yes
- Veber's Rule
- No
- MDDR-like Rule
- No
External Links
- ChEBI
- 90
- HMDB
- HMDB01871
- KEGG
- C09727
- PubChem
- 72276
- FooDB (Compounds)
- FDB017126
- Phenol-Explorer
- 125
- MetaboLights
- MTBLC76125
- Exposome Explorer
- 1786
- Chemistry Dashboard
- DTXSID4045133
- KNApSAcK
- C00000956
- DrugBank
- DB12039
- Zinc
- ZINC000000119988
- mzCloud
- 23
Taxonomy as Food Phytochemical
- Family
- Polyphenols
- Class
- Flavonoids
- Sub-class
- Flavan-3-ols
Taxonomy as Metabolite
- Metabolite Family
- (Poly)phenol metabolites
- Metabolite Class
- Flavonoid metabolites
- Metabolite Sub-class
- Flavan-3-ols (parent and host metabolites)
Taxonomy of its Food Phytochemical Precursor(s)
Food Phytochemical | Family | Class | Sub-class | |
---|---|---|---|---|
Procyanidin dimer B2 | Polyphenols | Flavonoids | Flavan-3-ols | Show Food Phytochemical |
(-)-Epicatechin | Polyphenols | Flavonoids | Flavan-3-ols | Show Food Phytochemical |
Classyfire Taxonomy
- Kingdom Name
- Organic compounds
- Class
- Flavonoids
- Super-class
- Phenylpropanoids and polyketides
- Sub-class
- Flavans
- Direct Parent Name
- Catechins
- Alternative Parent Names
- ["1-benzopyrans", "1-hydroxy-2-unsubstituted benzenoids", "1-hydroxy-4-unsubstituted benzenoids", "3'-hydroxyflavonoids", "3-hydroxyflavonoids", "4'-hydroxyflavonoids", "5-hydroxyflavonoids", "7-hydroxyflavonoids", "Alkyl aryl ethers", "Benzene and substituted derivatives", "Catechols", "Hydrocarbon derivatives", "Oxacyclic compounds", "Polyols", "Secondary alcohols"]
- External Descriptor Annotations
- ["Condensed tannins (Proanthocyanidins)", "Flavan 3-ols", "Flavans, Flavanols and Leucoanthocyanidins", "catechin", "polyphenol"]
- Substituent Names
- ["1-benzopyran", "1-hydroxy-2-unsubstituted benzenoid", "1-hydroxy-4-unsubstituted benzenoid", "3'-hydroxyflavonoid", "3-hydroxyflavonoid", "4'-hydroxyflavonoid", "5-hydroxyflavonoid", "7-hydroxyflavonoid", "Alcohol", "Alkyl aryl ether", "Aromatic heteropolycyclic compound", "Benzenoid", "Benzopyran", "Catechin", "Catechol", "Chromane", "Ether", "Hydrocarbon derivative", "Hydroxyflavonoid", "Monocyclic benzene moiety", "Organic oxygen compound", "Organoheterocyclic compound", "Organooxygen compound", "Oxacycle", "Phenol", "Polyol", "Secondary alcohol"]
Spectra from Phytohub
Spectrum Type | Instrument Type | Technology | Ion Mode | Collision Energy | View | |
---|---|---|---|---|---|---|
GC-MS | GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) | Not Available | Positive | Not Available | View Spectrum | |
GC-MS | GC-EI-TOF | instrument=Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies | positive | Not Available | View Spectrum | |
GC-MS | GC-EI-TOF | instrument=Leco Pegasus IV | positive | Not Available | View Spectrum | |
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=C(C[C@@H](O[Si](C)(C)C)[C@@H](C3=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C3)O2)C(O[Si](C)(C)C)=C1) | 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 | Quattro_QQQ | delivery=Flow_Injection analyzer=Triple_Quad | Positive | 40V | View Spectrum | |
LC-MS/MS | LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) | Not Available | Positive | 5V | View Spectrum | |
LC-MS/MS | LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) | Not Available | Positive | V | View Spectrum | |
LC-MS/MS | LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) | Not Available | Negative | V | View Spectrum | |
LC-MS/MS | ESI-TOF | Not Available | Negative | V | View Spectrum | |
LC-MS/MS | ESI-TOF | Not Available | Negative | 20V | View Spectrum | |
LC-MS/MS | ESI-TOF | Not Available | Negative | 10V | View Spectrum | |
LC-MS/MS | ESI-TOF | Not Available | Negative | V | View Spectrum | |
LC-MS/MS | ESI-TOF | From Sumner Library | Negative | V | View Spectrum | |
LC-MS/MS | ESI-TOF | From Sumner Library | Negative | 20V | View Spectrum | |
LC-MS/MS | ESI-TOF | From Sumner Library | Negative | 10V | View Spectrum | |
LC-MS/MS | ESI-TOF | From Sumner Library | Negative | 10V | View Spectrum | |
LC-MS/MS | ESI-TOF | From Sumner Library | Negative | V | View Spectrum | |
LC-MS/MS | DI-ESI-qTof | From GNPS Library | Positive | V | View Spectrum | |
LC-MS/MS | DI-ESI-qTof | From GNPS Library | Negative | V | View Spectrum | |
LC-MS/MS | LC-ESI-QTOF | instrument=maXis (Bruker Daltonics) | negative | V | View Spectrum | |
LC-MS/MS | LC-ESI-QTOF | instrument=maXis (Bruker Daltonics) | negative | V | 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 |
Food Sources
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 | ||||
---|---|---|---|---|---|---|---|---|---|---|---|---|---|
(-)-Epicatechin | (-)-Epicatechin | human | plasma, urine | unchanged | 1h-3h | 50-200 nmol/L | 5-10% | C15H14O6 | 290.079038171 | Detailed Intervention Studies | Publications | ||
(-)-Epicatechin | 4'-Hydroxyphenylacetic acid | human | Not Available | gut microbiota metabolite | Not Available | Not Available | Not Available | C8H8O3 | 152.047344118 | Publications | |||
(-)-Epicatechin | (-)-Epicatechin 3'-O-glucuronide | human | plasma, plasma (major), urine, urine (major) | host metabolism | 1h-3h | 200-500 nmol/L | 1-5% | C21H22O12 | 466.111126148 | Detailed Intervention Studies | Publications | ||
(-)-Epicatechin | (-)-Epicatechin 3'-O-sulfate | human | plasma, plasma (major), urine, urine (major) | host metabolism | 1h-3h | 200-500 nmol/L | 1-5% | C15H14O9S | 370.035853205 | Detailed Intervention Studies | Publications | ||
(-)-Epicatechin | (-)-Epicatechin 4'-O-glucuronide | human | plasma, urine, urine (minor) | host metabolism | 1h-3h | 20-50 nmol/L | <1% | C21H22O12 | 466.111126148 | Detailed Intervention Studies | Publications | ||
(-)-Epicatechin | (-)-Epicatechin 4'-O-sulfate | human | plasma, plasma (minor), urine, urine (minor) | host metabolism | 3h-5h | <20 nmol/L | <1% | C15H14O9S | 370.035853205 | Detailed Intervention Studies | Publications | ||
(-)-Epicatechin | (-)-Epicatechin 5-O-sulfate | human | plasma, urine, urine (minor) | host metabolism | 1h-3h | 20-50 nmol/L | <1% | C15H14O9S | 370.035853205 | Detailed Intervention Studies | Publications | ||
(-)-Epicatechin | (-)-Epicatechin 7-O-glucuronide | human rat | plasma, urine (major) | host metabolism | Not Available | Not Available | Not Available | C21H22O12 | 466.111126148 | Detailed Intervention Studies | Publications | ||
(-)-Epicatechin | (-)-Epicatechin glucuronide | human | plasma | Not Available | Not Available | Not Available | Not Available | C21H22O12 | 466.3989068 | Publications | |||
(-)-Epicatechin | (-)-Epicatechin sulfoglucuronide | human | plasma, urine | Not Available | Not Available | Not Available | Not Available | C21H22O15S | 546.4612115 | Publications | |||
(-)-Epicatechin | (Epi)catechin O-glucuronide | human | ileal fluid, plasma, urine | host metabolism | Not Available | 50-200 nmol/L | 10-30% | C21H22O12 | 466.3989068 | Publications | |||
(-)-Epicatechin | (Epi)catechin O-sulfate | human | ileal fluid, plasma, urine | host metabolism | Not Available | 50-200 nmol/L | 10-30% | C15H14O9S | 370.335352 | Publications | |||
(-)-Epicatechin | 1-(3',4'-Dihydroxyphenyl)-3-(2'',4'',6''-trihydroxyphenyl)propan-2-ol | in vitro (human) | Not Available | gut microbiota metabolite | Not Available | Not Available | Not Available | C15H16O6 | 292.094688235 | Publications | |||
(-)-Epicatechin | 1-(Hydroxyphenyl)-3-(2'',4'',6''-trihydroxyphenyl)propan-2-ol | in vitro (human) | Not Available | gut microbiota metabolite | Not Available | Not Available | Not Available | C15H16O5 | 276.2896941 | Publications | |||
(-)-Epicatechin | 3-(3',4'-Dihydroxyphenyl)propionic acid | in vitro (human) | Not Available | gut microbiota metabolite | Not Available | Not Available | Not Available | C9H10O4 | 182.057908802 | Publications | |||
(-)-Epicatechin | 3-(3'-Hydroxyphenyl)propionic acid | in vitro (human) | Not Available | gut microbiota metabolite | Not Available | Not Available | Not Available | C9H10O3 | 166.062994182 | Publications | |||
(-)-Epicatechin | 3'-Hydroxyphenylacetic acid | in vitro (human) | Not Available | gut microbiota metabolite | Not Available | Not Available | Not Available | C8H8O3 | 152.047344118 | Publications | |||
(-)-Epicatechin | 3'-O-Methyl-(-)-epicatechin 4'-O-sulfate | human | plasma, urine, urine (minor) | host metabolism | 3h-5h | 50-200 nmol/L | <1% | C16H16O9S | 384.051503269 | Detailed Intervention Studies | Publications | ||
(-)-Epicatechin | 3'-O-Methyl-(-)-epicatechin 5-O-sulfate | human rat | plasma, plasma (major), urine, urine (major) | host metabolism | 1h-3h | 50-200 nmol/L | 1-5% | C16H16O9S | 384.051503269 | Detailed Intervention Studies | Publications | ||
(-)-Epicatechin | 3'-O-Methyl-(-)-epicatechin 7-O-sulfate | human | plasma, urine, urine (minor) | host metabolism | 1h-3h | 50-200 nmol/L | <1% | C16H16O9S | 384.051503269 | Detailed Intervention Studies | Publications | ||
(-)-Epicatechin | 3'-O-Methyl-(-)-epicatechin glucuronide | human | urine (minor) | host metabolism | Not Available | Not Available | Not Available | C22H24O12 | 480.4258956 | Publications | |||
(-)-Epicatechin | 3'-O-Methyl(epi)catechin O-sulfate | human | ileal fluid, plasma, urine | host metabolism | Not Available | Not Available | Not Available | C16H16O9S | 384.3623408 | Publications | |||
(-)-Epicatechin | 4'-O-Methyl-(-)-epicatechin 5-O-sulfate | human | plasma, plasma (minor), urine, urine (minor) | host metabolism | 3h-5h | <20 nmol/L | <1% | C16H16O9S | 384.051503269 | Detailed Intervention Studies | Publications | ||
(-)-Epicatechin | 4'-O-Methyl-(-)-epicatechin 7-O-sulfate | human | plasma, plasma (major), urine, urine (major) | host metabolism | 3h-5h | <20 nmol/L | <1% | C16H16O9S | 384.051503269 | Detailed Intervention Studies | Publications | ||
(-)-Epicatechin | 4'-O-Methyl-(-)-epicatechin glucuronide | human | urine, urine (minor) | host metabolism | Not Available | Not Available | <1% | C22H24O12 | 480.4258956 | Detailed Intervention Studies | Publications | ||
(-)-Epicatechin | 4'-O-methyl(epi)catechin O-sulfate | human | ileal fluid, plasma, urine | Not Available | Not Available | Not Available | Not Available | C16H16O9S | 384.3623408 | Publications | |||
(-)-Epicatechin | 5-(3',4'-dihydroxyphenyl)-gamma-valerolactone | human in vitro (human) rat | plasma, urine | gut microbiota metabolite | 5h-8h | Not Available | Not Available | C11H12O4 | 208.073558866 | Publications | |||
(-)-Epicatechin | 5-(3',4'-dihydroxyphenyl)valeric acid | in vitro (human) | Not Available | gut microbiota metabolite | Not Available | Not Available | Not Available | C11H14O4 | 210.089208931 | Publications | |||
(-)-Epicatechin | 5-(3'-hydroxyphenyl)valeric acid | in vitro (human) | Not Available | gut microbiota metabolite | Not Available | Not Available | Not Available | C11H14O3 | 194.094294311 | Publications | |||
(-)-Epicatechin | Methyl-(-)-epicatechin sulfate | human | plasma, urine | host metabolism | 1h-3h | 20-50 nmol/L | 1-5% | C16H16O9S | 384.3623408 | Publications | |||
(-)-Epicatechin | Methyl-(-)-epicatechin sulfoglucuronide | human | plasma, urine | Not Available | Not Available | Not Available | Not Available | C22H24O15S | 560.4882003 | Publications | |||
(-)-Epicatechin | Phenylacetic acid | in vitro (human) | Not Available | gut microbiota metabolite | Not Available | Not Available | Not Available | C8H8O2 | 136.052429498 | Publications | |||
(-)-Epicatechin | 3-Hydroxyhippuric acid | human | urine | host-gut microbiota co-metabolite | Not Available | Not Available | 5-10% | C9H9NO4 | 195.053157774 | Detailed Intervention Studies | Publications | ||
(-)-Epicatechin | Hippuric acid | human rat | urine | host-gut microbiota co-metabolite | Not Available | Not Available | 10-30% | C9H9NO3 | 179.058243154 | Detailed Intervention Studies | Publications | ||
(-)-Epicatechin | 5-(3'-Hydroxyphenyl)-gamma-valerolactone | in vitro (human) | Not Available | Not Available | Not Available | Not Available | Not Available | C11H12O3 | 192.078644246 | Publications | |||
(-)-Epicatechin | 3-(3'-Hydroxyphenyl)hydracrylic acid | human | urine | gut microbiota metabolite | Not Available | Not Available | 5-10% | C9H10O4 | 182.057908802 | Detailed Intervention Studies | Publications | ||
(-)-Epicatechin | (-)-Epicatechin-5-O-glucuronide | human rat | plasma (minor), urine (minor) | host metabolism | Not Available | Not Available | Not Available | C21H22O12 | 466.111126148 | Publications | |||
(-)-Epicatechin | 3'-O-Methoxy-(-)-epicatechin-5-O-glucuronide | human rat | plasma, urine | host metabolism | Not Available | Not Available | Not Available | C22H24O12 | 480.126776213 | Publications | |||
(-)-Epicatechin | 5-(3'-hydroxyphenyl)-gamma-hydroxyvaleric acid -4'-O-glucuronide | human rat | plasma, urine | host-gut microbiota co-metabolite | 5h-8h | 50-200 nmol/L | <1% | C17H22O11 | 402.116211528 | Detailed Intervention Studies | Publications | ||
(-)-Epicatechin | (-)-Epicatechin-7-O-glucuronide | human | plasma, urine | host metabolism | <1h | 20-50 nmol/L | 1-5% | C21H22O12 | 466.111126148 | Publications | |||
(-)-Epicatechin | 3'-O-Methyl-epicatechin | rat | urine | host metabolism | Not Available | Not Available | Not Available | C16H16O6 | 304.094688235 | Publications | |||
(-)-Epicatechin | 4-hydroxy-5-(3'-methoxyphenyl)valeric acid-4'-glucuronide | rat | urine | gut microbiota metabolite | Not Available | Not Available | Not Available | C18H24O11 | 416.131861593 | Publications | |||
(-)-Epicatechin | 5-(3'-Hydroxyphenyl)-gamma-hydroxyvaleric acid | rat | urine | gut microbiota metabolite | Not Available | Not Available | Not Available | C11H14O4 | 210.089208931 | Publications | |||
(-)-Epicatechin | 5-(Phenyl)-gamma-hydroxyvaleric acid-3'-sulfate | rat | urine | gut microbiota metabolite | Not Available | Not Available | Not Available | C11H14O7S | 290.046023965 | Publications | |||
(-)-Epicatechin | 5-(Phenyl)-gamma-valerolactone-3'-sulfate | human rat | plasma, urine | host-gut microbiota co-metabolite | 8h-12h | Not Available | 1-5% | C11H12O6S | 272.03545928 | Detailed Intervention Studies | Publications | ||
(-)-Epicatechin | 4-Hydroxybenzoic acid -3-sulfate | rat | urine | gut microbiota metabolite | Not Available | Not Available | Not Available | C7H6O7S | 233.983423707 | Publications | |||
(-)-Epicatechin | 3-(4'-Hydroxyphenyl)propionic acid-3'-sulfate | rat | urine | gut microbiota metabolite | Not Available | Not Available | Not Available | C9H10O7S | 262.014723836 | Publications | |||
(-)-Epicatechin | 5-(3'-hydroxyphenyl)-gamma-valerolactone-4'-O-beta-D-glucuronide | rat | urine | gut microbiota metabolite | Not Available | Not Available | Not Available | C17H20O10 | 384.105646844 | Publications | |||
(-)-Epicatechin | 5-(4'-hydroxyphenyl)-gamma-valerolactone-3'-sulfate | human rat | plasma, urine | host-gut microbiota co-metabolite | 5h-8h | 200-500 nmol/L | 10-30% | C11H12O7S | 288.0303739 | Detailed Intervention Studies | Publications | ||
(-)-Epicatechin | 5-(4’-hydroxyphenyl)-gamma-valerolactone | human | urine | gut microbiota metabolite | Not Available | Not Available | Not Available | C11H12O3 | 192.078644246 | Publications | |||
(-)-Epicatechin | 3'-Methyl-epicatechin-7-O-glucuronide | human | plasma | host metabolism | <1h | 20-50 nmol/L | Not Available | C22H24O12 | 480.126776213 | Publications | |||
(-)-Epicatechin | 4-hydroxy-5-(4'-hydroxyphenyl)valeric acid-3'-sulfate | human | plasma, urine | host-gut microbiota co-metabolite | 5h-8h | 50-200 nmol/L | <1% | C11H14O8S | 306.040938585 | Detailed Intervention Studies | Publications | ||
(-)-Epicatechin | 5-(3',4'-dihydroxyphenyl)-γ-valerolactone | human | plasma, urine | gut microbiota metabolite | 5h-8h | Not Available | Not Available | C11H12O4 | 208.073558866 | Publications | |||
(-)-Epicatechin | 5-(3'-hydroxyphenyl)-γ-valerolactone-4'-sulfate | human | urine | host-gut microbiota co-metabolite | Not Available | Not Available | 30-50% | C11H12O7S | 288.0303739 | Detailed Intervention Studies | Publications | ||
(-)-Epicatechin | 5-(4′-Hydroxyphenyl)-γ-valerolactone-3′-glucuronide | human | plasma, urine | host-gut microbiota co-metabolite | 5h-8h | 50-200 nmol/L | 5-10% | C17H20O10 | 384.105646844 | Detailed Intervention Studies | Publications | ||
(-)-Epicatechin | (−)-Epicatechin-7-sulfate | human | plasma | host metabolism | 1h-3h | <20 nmol/L | Not Available | C15H14O9S | 370.035853205 | Detailed Intervention Studies | Publications | ||
(-)-Epicatechin | 3′-Methoxy-(−)-epicatechin-7-glucuronide | Not Available | Not Available | Not Available | Not Available | Not Available | Not Available | C22H24O12 | 480.126776213 | Detailed Intervention Studies | |||
(-)-Epicatechin | 5-(Phenyl)-γ-valerolactone-sulfate-glucuronide | human | plasma, urine | host-gut microbiota co-metabolite | 5h-8h | 20-50 nmol/L | <1% | Detailed Intervention Studies | Publications | ||||
(-)-Epicatechin | Dihydroxyphenylacetic acid-sulfate | human | urine | host-gut microbiota co-metabolite | Not Available | Not Available | 1-5% | Detailed Intervention Studies | Publications | ||||
(-)-Epicatechin | 5-(Phenyl)-γ-valerolactone-glucuronide | human | urine | host-gut microbiota co-metabolite | Not Available | Not Available | <1% | Publications | |||||
(-)-Epicatechin | 5-(Hydroxyphenyl)-γ-valerolactone-glucuronide | human | urine | host-gut microbiota co-metabolite | Not Available | Not Available | Not Available | Publications | |||||
(-)-Epicatechin | Methoxy-(epi)catechin-sulfate | human | plasma, urine | host metabolism | Not Available | 20-50 nmol/L | 10-30% | Publications | |||||
(-)-Epicatechin | 5-(Dihydroxyphenyl)-γ-valerolactone-glucuronide | human | urine | host-gut microbiota co-metabolite | Not Available | Not Available | 1-5% | Publications | |||||
(-)-Epicatechin | 5-(Hydroxyphenyl)-γ-valerolactone-methoxy-sulfate | human | urine | host-gut microbiota co-metabolite | Not Available | Not Available | Not Available | Publications | |||||
(-)-Epicatechin | 5-(Phenyl)-γ-valerolactone-methoxy-sulfate | human | urine | host-gut microbiota co-metabolite | Not Available | Not Available | Not Available | Publications | |||||
(-)-Epicatechin | 5-(Phenyl)-γ-valerolactone-4′-sulfate | human | plasma | host-gut microbiota co-metabolite | Not Available | Not Available | Not Available | Publications | |||||
(-)-Epicatechin | 5-(Phenyl)-γ-valerolactone-3′-glucuronide | human | plasma, urine | host-gut microbiota co-metabolite | Not Available | Not Available | Not Available | C17H20O9 | 368.110732224 | Publications | |||
(-)-Epicatechin | 5-(5′-Hydroxyphenyl)-γ-valerolactone-3′-sulfate | human | urine | host-gut microbiota co-metabolite | Not Available | Not Available | Not Available | C11H12O7S | 288.0303739 | Publications | |||
(-)-Epicatechin | 5-(5′-Hydroxyphenyl)-γ-valerolactone-3′-glucuronide | human | urine | host-gut microbiota co-metabolite | Not Available | Not Available | Not Available | C17H20O10 | 384.105646844 | Publications | |||
(-)-Epicatechin | 5-(Phenyl)-γ-valerolactone-4′-methoxy-3′-sulfate | human | urine | host-gut microbiota co-metabolite | Not Available | Not Available | Not Available | C12H14O7S | 302.046023965 | Publications | |||
(-)-Epicatechin | Methoxy-(epi)catechin-glucuronide | human | plasma, urine | host metabolism | Not Available | <20 nmol/L | 1-5% | Publications | |||||
(-)-Epicatechin | 5-(Phenyl)-γ-valerolactone-3'-methoxy-4'-sulfate | human | urine | host-gut microbiota co-metabolite | Not Available | Not Available | Not Available | C12H14O7S | 302.046023965 | Publications | |||
(-)-Epicatechin | 4-Hydroxy-5-(phenyl)valeric acid-3'-sulfate | human | urine | host-gut microbiota co-metabolite | Not Available | Not Available | 1-5% | C11H14O7S | 290.046023965 | Detailed Intervention Studies | Publications | ||
(-)-Epicatechin | 3'-Methoxy-(−)-epicatechin-glucuronide | human | urine | host metabolism | Not Available | Not Available | <1% | Detailed Intervention Studies | Publications | ||||
(-)-Epicatechin | 5-(3′-Hydroxyphenyl)-γ-valerolactone-4′-glucuronide | human | plasma, urine | host-gut microbiota co-metabolite | 5h-8h | Not Available | Not Available | C17H20O10 | 384.105646844 | Publications | |||
(-)-Epicatechin | 5-(3′,5′-Dihydroxyphenyl)-γ-valerolactone | human | urine | gut microbiota metabolite | Not Available | Not Available | Not Available | C11H12O4 | 208.073558866 | Publications | |||
(-)-Epicatechin | Methoxy-(−)-epicatechin-sulfate | Not Available | Not Available | Not Available | Not Available | Not Available | Not Available | Detailed Intervention Studies | |||||
(-)-Epicatechin | 4-Hydroxy-5-(4'-hydroxyphenyl)valeric acid-3'-glucuronide | human | urine | host-gut microbiota co-metabolite | Not Available | Not Available | Not Available | C17H22O11 | 402.116211528 | Publications | |||
(-)-Epicatechin | 5-(Phenyl)-valeric acid-sulfate-glucuronide | human | plasma, urine | host-gut microbiota co-metabolite | 5h-8h | Not Available | Not Available | Publications | |||||
(-)-Epicatechin | 4-Hydroxy-5-(phenyl)valeric acid-methoxy-sulfate | human | urine | host-gut microbiota co-metabolite | Not Available | Not Available | Not Available | Publications | |||||
(-)-Epicatechin | 3′-Methoxy-(−)-epicatechin-5′-glucuronide | human | plasma, urine | host metabolism | <1h | 20-50 nmol/L | <1% | C22H24O12 | 480.126776213 | Detailed Intervention Studies | Publications | ||
(-)-Epicatechin | 5-(Phenyl)-γ-valerolactone-sulfate | human | urine | host-gut microbiota co-metabolite | Not Available | Not Available | Not Available | Publications | |||||
(-)-Epicatechin | 4′-methoxy-(−)-epicatechin-7-β-D-glucuronide | human | plasma | host metabolism | 1h-3h | 20-50 nmol/L | Not Available | C22H24O12 | 480.126776213 | Detailed Intervention Studies | Publications | ||
Procyanidin dimer B2 | (-)-Epicatechin | in vitro (human) | Not Available | gut microbiota metabolite | Not Available | Not Available | Not Available | C15H14O6 | 290.079038171 | Publications |