precursor

Showing entry for (+)-Catechin

Identification

PhytoHub ID
PHUB000261
Name
(+)-Catechin
Systematic Name
(+)-Catechin
Synonyms
  • (2R,3S)-2-(3,4-dihydroxyphenyl)chromane-3,5,7-triol
  • 3,5,7,3',4'-Pentahydroxyflavane
  • catechuic acid
  • Cianidanol
CAS Number
154-23-4
Average Mass
290.271
Monoisotopic Mass
290.079038171
Chemical Formula
C15H14O6
IUPAC Name
(2R,3S)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3,5,7-triol
InChI Key
PFTAWBLQPZVEMU-DZGCQCFKSA-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+/m0/s1
SMILES
O[C@H]1CC2=C(O)C=C(O)C=C2O[C@@H]1C1=CC(O)=C(O)C=C1
Structure
Similar Structures

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
73.99969999999999
Polarizability
28.523855267889235
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

Taxonomy as Food Phytochemical

Family
Polyphenols
Class
Flavonoids
Sub-class
Flavan-3-ols

Spectra from Phytohub

Spectrum TypeInstrument TypeTechnologyIon ModeCollision EnergyView

Food Sources

NameGroup
AppleFruit, Pomes PublicationsShow
Apple ciderBeverages, Alcoholic PublicationsShow
Apple juiceBeverages, Non-alcoholic PublicationsShow
ApricotFruit, Drupes PublicationsShow
BananaFruit, Tropical fruits PublicationsShow
BeerBeverages, Alcoholic PublicationsShow
Black teaTeas and herbal teas PublicationsShow
BlackberryFruit, Berries PublicationsShow
Broad beanPulses and beans PublicationsShow
ChocolateCocoa and cocoa products PublicationsShow
CocoaCocoa and cocoa products PublicationsShow
Cocoa beanCocoa and cocoa products PublicationsShow
European plumFruit, Drupes PublicationsShow
Green teaTeas and herbal teas PublicationsShow
PeachFruit, Drupes PublicationsShow
PearFruit, Pomes PublicationsShow
Pecan nutNuts PublicationsShow
Red wineBeverages, Alcoholic PublicationsShow
StrawberryFruit, Berries PublicationsShow
Sweet cherryFruit, Drupes PublicationsShow

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

Food PhytochemicalMetaboliteSpeciesBiofluidsOriginTMaxCMaxUrinary ExcretionFormulaMonoisotopic mass
(+)-Catechin (+)-Catechinhumanplasma, urineunchangedNot Available<20 nmol/L<1%C15H14O6290.079038171 Detailed Intervention Studies Publications
(+)-Catechin 4'-Hydroxyphenylacetic acidhumanNot Availablegut microbiota metaboliteNot AvailableNot AvailableNot AvailableC8H8O3152.047344118 Publications
(+)-Catechin (Epi)catechin O-glucuronidehumanplasma, urinehost metabolismNot Available<20 nmol/L1-5%C21H22O12466.3989068 Publications
(+)-Catechin (Epi)catechin O-sulfatehumanplasma, urinehost metabolismNot Available50-200 nmol/L30-50%C15H14O9S370.335352 Publications
(+)-Catechin 5-(3',4'-dihydroxyphenyl)-gamma-valerolactonehumanNot Availablegut microbiota metaboliteNot AvailableNot AvailableNot AvailableC11H12O4208.073558866 Publications
(+)-Catechin 5-(3',4'-dihydroxyphenyl)valeric acidhumanNot Availablegut microbiota metaboliteNot AvailableNot AvailableNot AvailableC11H14O4210.089208931 Publications
(+)-Catechin 5-(4’-hydroxyphenyl)-gamma-valerolactonehumanNot Availablegut microbiota metaboliteNot AvailableNot AvailableNot AvailableC11H12O3192.078644246 Publications
(+)-Catechin Methoxy-(epi)catechin-sulfatehumanplasma, urinehost metabolismNot Available<20 nmol/L5-10% Publications
(+)-Catechin Methoxy-(epi)catechin-glucuronidehumanplasma, urinehost metabolismNot Available20-50 nmol/L1-5% Publications
(+)-Catechin 3'-Methoxy-(+)-catechinNot AvailableNot AvailableNot AvailableNot AvailableNot AvailableNot AvailableC16H16O6304.094688235 Detailed Intervention Studies

Inter-Individual Variations in Metabolism

Food PhytochemicalMetaboliteEffectValue
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