Identification

PhytoHub ID
PHUB000262
Name
(-)-Epicatechin
Systematic Name
Not Available
Synonyms
  • 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
Not Available
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[[email protected]@H]1CC2=C(O[[email protected]@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
Not Available
Hydrogen Donors
Not Available
Rotatable Bond Count
Not Available
Polar Surface Area
Not Available
Refractivity
Not Available
Polarizability
Not Available
Formal Charge
Not Available
Physiological Charge
Not Available
pKa (strongest basic)
Not Available
pKa (strongest acidic)
Not Available
Number of Rings
Not Available
Rule of Five
No
Bioavailability
No
Ghose Filter
No
Veber's Rule
No
MDDR-like Rule
No

Taxonomy

Family
Polyphenols
Class
Flavonoids
Sub-class
Flavanols

Spectra

Record IDSourceDescriptionView
BML00626MassBankLC-ESI-QTOF Spectrum - 10 ev, unspecifiedView Spectra
BML00630MassBankLC-ESI-QTOF Spectrum - 20 ev, unspecifiedView Spectra
BML00634MassBankLC-ESI-QTOF Spectrum - 40 ev, unspecifiedView Spectra
BML80050MassBankLC-ESI-QTOF Spectrum - -, unspecifiedView Spectra
BML80051MassBankLC-ESI-QTOF Spectrum - -, unspecifiedView Spectra
CE000088MassBankLC-ESI-ITFT Spectrum - 35eV, unspecifiedView Spectra
CE000089MassBankLC-ESI-ITFT Spectrum - 45eV, unspecifiedView Spectra
CE000090MassBankLC-ESI-ITFT Spectrum - 55eV, unspecifiedView Spectra
CE000091MassBankLC-ESI-ITFT Spectrum - 70eV, unspecifiedView Spectra
CE000092MassBankLC-ESI-ITFT Spectrum - -, unspecifiedView Spectra
FIO00067MassBankLC-ESI-QTOF Spectrum - 10 eV, unspecifiedView Spectra
FIO00068MassBankLC-ESI-QTOF Spectrum - 20 eV, unspecifiedView Spectra
FIO00069MassBankLC-ESI-QTOF Spectrum - 30 eV, unspecifiedView Spectra
FIO00070MassBankLC-ESI-QTOF Spectrum - 40 eV, unspecifiedView Spectra
FIO00071MassBankLC-ESI-QTOF Spectrum - 50 eV, unspecifiedView Spectra
FIO00072MassBankLC-ESI-QTOF Spectrum - 10 eV, unspecifiedView Spectra
FIO00073MassBankLC-ESI-QTOF Spectrum - 20 eV, unspecifiedView Spectra
FIO00074MassBankLC-ESI-QTOF Spectrum - 30 eV, unspecifiedView Spectra
FIO00075MassBankLC-ESI-QTOF Spectrum - 40 eV, unspecifiedView Spectra
FIO00076MassBankLC-ESI-QTOF Spectrum - 50 eV, unspecifiedView Spectra
OUF00223MassBankGC-EI-TOF Spectrum - -, unspecifiedView Spectra
PB001329MassBankLC-ESI-QTOF Spectrum - 15 eV, unspecifiedView Spectra
PB001330MassBankLC-ESI-QTOF Spectrum - 25 eV, unspecifiedView Spectra
PB001331MassBankLC-ESI-QTOF Spectrum - 40 eV, unspecifiedView Spectra
PB001332MassBankLC-ESI-QTOF Spectrum - 55 eV, unspecifiedView Spectra
PB001337MassBankLC-ESI-QTOF Spectrum - 15 eV, unspecifiedView Spectra
PB001338MassBankLC-ESI-QTOF Spectrum - 25 eV, unspecifiedView Spectra
PB001339MassBankLC-ESI-QTOF Spectrum - 40 eV, unspecifiedView Spectra
PB001340MassBankLC-ESI-QTOF Spectrum - 55 eV, unspecifiedView Spectra
PB002429MassBankLC-ESI-QTOF Spectrum - 15 eV, unspecifiedView Spectra
PB002430MassBankLC-ESI-QTOF Spectrum - 25 eV, unspecifiedView Spectra
PB002431MassBankLC-ESI-QTOF Spectrum - 40 eV, unspecifiedView Spectra
PB002432MassBankLC-ESI-QTOF Spectrum - 55 eV, unspecifiedView Spectra
PB006281MassBankLC-ESI-QTOF Spectrum - 10 eV, unspecifiedView Spectra
PB006301MassBankLC-ESI-QTOF Spectrum - 15 eV, unspecifiedView Spectra
PB006302MassBankLC-ESI-QTOF Spectrum - 20 eV, unspecifiedView Spectra
PR100262MassBankLC-ESI-QTOF Spectrum - Ramp 5-60 V, unspecifiedView Spectra
PR100263MassBankLC-ESI-QTOF Spectrum - Ramp 5-60 V, unspecifiedView Spectra
PR100264MassBankLC-ESI-QTOF Spectrum - Ramp 5-60 V, unspecifiedView Spectra
PR100687MassBankLC-ESI-QTOF Spectrum - Ramp 5-60 V, unspecifiedView Spectra
PR100688MassBankLC-ESI-QTOF Spectrum - Ramp 5-60 V, unspecifiedView Spectra
PR100689MassBankLC-ESI-QTOF Spectrum - Ramp 5-60 V, unspecifiedView Spectra

Food Sources

Metabolism

PrecursorMetaboliteSpeciesBiofluidsOriginFormulaMonoisotopic mass
(-)-Epicatechin 4'-Hydroxyphenylacetic acidhumanNot Availablegut microbiota metaboliteC8H8O3152.047344118 Publications
(-)-Epicatechin (-)-Epicatechin 3'-O-glucuronidehumanplasma (major), urine (major)host metabolismC21H22O12466.111126148 Publications
(-)-Epicatechin (-)-Epicatechin 3'-O-sulfatehumanplasma (major), urine (major)host metabolismC15H14O9S370.035853205 Publications
(-)-Epicatechin (-)-Epicatechin 4'-O-glucuronidehumanplasma, urine (minor)host metabolismC21H22O12466.111126148 Publications
(-)-Epicatechin (-)-Epicatechin 4'-O-sulfatehumanplasma (minor), urine (minor)host metabolismC15H14O9S370.035853205 Publications
(-)-Epicatechin (-)-Epicatechin 5-O-sulfatehumanurine (minor)host metabolismC15H14O9S370.035853205 Publications
(-)-Epicatechin (-)-Epicatechin 7-O-glucuronidehuman ratplasma, urine (major)host metabolismC21H22O12466.111126148 Publications
(-)-Epicatechin (-)-Epicatechin glucuronidehumanplasmaNot AvailableC21H22O12466.3989068 Publications
(-)-Epicatechin (-)-Epicatechin sulfoglucuronidehumanplasma, urineNot AvailableC21H22O15S546.4612115 Publications
(-)-Epicatechin (Epi)catechin O-glucuronidehumanileal fluid, plasma, urineNot AvailableC21H22O12466.3989068 Publications
(-)-Epicatechin (Epi)catechin O-sulfatehumanileal fluid, plasma, urineNot AvailableC15H14O9S370.335352 Publications
(-)-Epicatechin 1-(3',4'-Dihydroxyphenyl)-3-(2'',4'',6''-trihydroxyphenyl)propan-2-olin vitro (human)Not Availablegut microbiota metaboliteC15H16O6292.094688235 Publications
(-)-Epicatechin 1-(Hydroxyphenyl)-3-(2'',4'',6''-trihydroxyphenyl)propan-2-olin vitro (human)Not Availablegut microbiota metaboliteC15H16O5276.2896941 Publications
(-)-Epicatechin 3-(3',4'-Dihydroxyphenyl)propionic acidin vitro (human)Not Availablegut microbiota metaboliteC9H10O4182.057908802 Publications
(-)-Epicatechin 3-(3'-Hydroxyphenyl)propionic acidin vitro (human)Not Availablegut microbiota metaboliteC9H10O3166.062994182 Publications
(-)-Epicatechin 3'-Hydroxyphenylacetic acidin vitro (human)Not Availablegut microbiota metaboliteC8H8O3152.047344118 Publications
(-)-Epicatechin 3'-O-Methyl-(-)-epicatechin 4'-O-sulfatehumanplasma, urine (minor)host metabolismC16H16O9S384.051503269 Publications
(-)-Epicatechin 3'-O-Methyl-(-)-epicatechin 5-O-sulfatehuman ratplasma (major), urine (major)host metabolismC16H16O9S384.051503269 Publications
(-)-Epicatechin 3'-O-Methyl-(-)-epicatechin 7-O-sulfatehumanplasma, urine (minor)host metabolismC16H16O9S384.051503269 Publications
(-)-Epicatechin 3'-O-Methyl-(-)-epicatechin glucuronidehumanurine (minor)host metabolismC22H24O12480.4258956 Publications
(-)-Epicatechin 3'-O-Methyl(epi)catechin O-sulfatehumanileal fluid, plasma, urinehost metabolismC16H16O9S384.3623408 Publications
(-)-Epicatechin 4'-O-Methyl-(-)-epicatechin 5-O-sulfatehumanplasma (minor), urine (minor)host metabolismC16H16O9S384.051503269 Publications
(-)-Epicatechin 4'-O-Methyl-(-)-epicatechin 7-O-sulfatehumanplasma (major), urine (major)host metabolismC16H16O9S384.051503269 Publications
(-)-Epicatechin 4'-O-Methyl-(-)-epicatechin glucuronidehumanurine (minor)host metabolismC22H24O12480.4258956 Publications
(-)-Epicatechin 4'-O-methyl(epi)catechin O-sulfatehumanileal fluid, plasma, urineNot AvailableC16H16O9S384.3623408 Publications
(-)-Epicatechin 5-(3',4'-dihydroxyphenyl)-gamma-valerolactonein vitro (human) raturinegut microbiota metaboliteC11H12O4208.073558866 Publications
(-)-Epicatechin 5-(3',4'-dihydroxyphenyl)valeric acidin vitro (human)Not Availablegut microbiota metaboliteC11H14O4210.089208931 Publications
(-)-Epicatechin 5-(3'-hydroxyphenyl)valeric acidin vitro (human)Not Availablegut microbiota metaboliteC11H14O3194.094294311 Publications
(-)-Epicatechin Methyl-(-)-epicatechin sulfatehumanplasma, urineNot AvailableC16H16O9S384.3623408 Publications
(-)-Epicatechin Methyl-(-)-epicatechin sulfoglucuronidehumanplasma, urineNot AvailableC22H24O15S560.4882003 Publications
(-)-Epicatechin Phenylacetic acidin vitro (human)Not Availablegut microbiota metaboliteC8H8O2136.052429498 Publications
(-)-Epicatechin 3-Hydroxyhippuric acidhumanurinegut microbiota metaboliteC9H9NO4195.053157774 Publications
(-)-Epicatechin Hippuric acidhuman raturinegut microbiota metaboliteC9H9NO3179.058243154 Publications
(-)-Epicatechin 5-(3'-Hydroxyphenyl)-gamma-valerolactonein vitro (human)Not AvailableNot AvailableC11H12O3192.078644246 Publications
(-)-Epicatechin (-)-Epicatechin-5-O-glucuronidehuman ratplasma (minor), urine (minor)host metabolismC21H22O12466.111126148 Publications
(-)-Epicatechin 3'-O-Methyl-epicatechin-5-O-glucuronidehuman ratplasma, urinehost metabolismC22H26O12482.142426277 Publications
(-)-Epicatechin 5-(3'-hydroxyphenyl)-gamma-hydroxyvaleric acid -4'-O-glucuronideratplasma, urinehost metabolismC17H22O11402.116211528 Publications
(-)-Epicatechin (-)-Epicatechin-7-O-glucuronidehumanurinehost metabolismC21H22O12466.111126148 Publications
(-)-Epicatechin 3'-O-Methyl-epicatechinraturinehost metabolismC16H16O6304.094688235 Publications
(-)-Epicatechin 4-hydroxy-5-(3'-methoxyphenyl)valeric acid-4'-glucuronideraturinegut microbiota metaboliteC18H24O11416.131861593 Publications
(-)-Epicatechin 5-(3'-Hydroxyphenyl)-gamma-hydroxyvaleric acidraturinegut microbiota metaboliteC11H14O4210.089208931 Publications
(-)-Epicatechin 5-(Phenyl)-gamma-hydroxyvaleric acid-3'-sulfateraturinegut microbiota metaboliteC11H13O7S289.038747513 Publications
(-)-Epicatechin 5-(Phenyl)-gamma-valerolactone-3'-sulfateraturinegut microbiota metaboliteC11H11O6S271.028182828 Publications
(-)-Epicatechin 4-Hydroxybenzoic acid -3-sulfateraturinegut microbiota metaboliteC7H5O7S232.976147255 Publications
(-)-Epicatechin 3-(4'-Hydroxyphenyl)propionic acid-3'-sulfateraturinegut microbiota metaboliteC9H9O7S261.007447384 Publications
(-)-Epicatechin 5-(3'-hydroxyphenyl)-gamma-valerolactone-4'-O-beta-D-glucuronideraturinegut microbiota metaboliteC17H20O10384.105646844 Publications
(-)-Epicatechin 5-(4'-hydroxyphenyl)-gamma-valerolactone-3'-sulfateraturinegut microbiota metaboliteC11H11O7S287.023097448 Publications
(-)-Epicatechin 5-(4’-hydroxyphenyl)-gamma-valerolactonehumanNot Availablegut microbiota metaboliteC11H12O3192.078644246 Publications
(-)-Epicatechin 3'-Methyl-epicatechin-7-O-glucuronidehumanNot Availablehost metabolismC22H24O12480.126776213 Publications
Procyanidin dimer B2 (-)-Epicatechinin vitro (human)Not Availablegut microbiota metaboliteC15H14O6290.079038171 Publications
Back