precursor

Showing entry for (-)-Epigallocatechin

Identification

PhytoHub ID
PHUB000264
Name
(-)-Epigallocatechin
Systematic Name
(−)-Epigallocatechin
Synonyms
Not Available
CAS Number
Not Available
Average Mass
306.27
Monoisotopic Mass
306.073952791
Chemical Formula
C15H14O7
IUPAC Name
Not Available
InChI Key
XMOCLSLCDHWDHP-KEKZHRQWSA-N
InChI Identifier
InChI=1S/C15H14O7/c16-7-3-9(17)8-5-12(20)15(22-13(8)4-7)6-1-10(18)14(21)11(19)2-6/h1-4,12,15-21H,5H2/t12-,15?/m1/s1
SMILES
O[C@@H]1CC2=C(O)C=C(O)C=C2OC1C1=CC(O)=C(O)C(O)=C1
Structure
Similar Structures

Calculated Properties

Solubility (ALOGPS)
Not Available
LogS (ALOGPS)
Not Available
LogP (ALOGPS)
Not Available
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 as Food Phytochemical

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

Classyfire Taxonomy

Kingdom Name
Organic compounds
Class
Flavonoids
Super-class
Phenylpropanoids and polyketides
Sub-class
Flavans
Direct Parent Name
Epigallocatechins
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", "Hydrocarbon derivatives", "Oxacyclic compounds", "Polyols", "Pyrogallols and derivatives", "Secondary alcohols"]
External Descriptor Annotations
Not Available
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", "Benzenetriol", "Benzenoid", "Benzopyran", "Chromane", "Epigallocatechin", "Ether", "Hydrocarbon derivative", "Hydroxyflavonoid", "Monocyclic benzene moiety", "Organic oxygen compound", "Organoheterocyclic compound", "Organooxygen compound", "Oxacycle", "Phenol", "Polyol", "Pyrogallol derivative", "Secondary alcohol"]

Spectra from Phytohub

Spectrum TypeInstrument TypeIon ModeCollision Energy LevelViewPeaks
Predicted LC-MS/MSNot AvailablePositivelowView Spectrum(111.0446045,0.2647970376);(113.0602545,0.1650368067);(123.0446045,5.566402464);(125.023869,2.799953963);(125.0602545,1.424253871);(127.0395191,0.8192008159);(127.0759046,1.263913106);(135.0446045,0.2109896628);(139.0395191,16.518263);(141.0551691,1.157076763);(143.0708192,0.8529936292);(149.023869,0.5276584219);(151.0395191,0.731541179);(153.0187836,0.660227421);(153.0551691,0.4182880531);(155.0344337,2.352853758);(159.0657338,0.1778279213);(163.0395191,0.9681424561);(169.0500838,0.3506191222);(179.0344337,0.1996220101);(181.0500838,1.165733695);(185.0449984,0.3168899902);(195.0293483,0.2610695684);(197.0449984,0.6863881665);(263.0555631,0.3000402558);(271.0606485,0.4329405142);(275.0555631,0.5909032705);(277.0712131,0.8678340445);(289.0712131,11.60366711);(291.0504777,0.453688493);(307.0817778,45.89118343)
Predicted LC-MS/MSNot AvailablePositivemedView Spectrum(43.01838972,0.6556503351);(61.0289544,0.4885287344);(111.0446045,0.4687773879);(123.0446045,5.82911917);(125.023869,3.839841614);(125.0602545,0.6791515406);(127.0395191,1.482455718);(127.0759046,0.8177751377);(135.0446045,0.6575103173);(139.0395191,44.19329034);(141.0551691,1.78344232);(143.0708192,2.171338159);(149.023869,0.683101245);(151.0395191,2.279676596);(153.0187836,1.857784393);(153.0551691,0.9913462703);(155.0344337,5.297620556);(163.0395191,1.061943964);(167.0344337,0.8954631463);(169.0500838,2.11015058);(181.0500838,0.8252612336);(185.0449984,0.6081315338);(205.0500838,0.489570761);(263.0555631,0.8765357154);(265.0712131,0.6102944063);(271.0606485,0.5628379894);(275.0555631,0.6739724987);(277.0712131,2.643235917);(289.0712131,5.234731569);(291.0504777,0.4853314547);(307.0817778,8.746129401)
Predicted LC-MS/MSNot AvailablePositivehighView Spectrum(53.03912516,2.069227231);(67.01838972,1.528870022);(69.03403978,4.043382722);(80.99765427,1.273315106);(81.03403978,2.30680971);(93.03403978,3.072396872);(95.01330434,2.278144473);(95.04968984,2.802881897);(97.0289544,4.035835874);(107.0496898,7.320179977);(109.0289544,2.247410271);(109.0653399,2.171099537);(111.0446045,1.180643767);(123.0446045,15.89068316);(125.023869,6.264723428);(125.0602545,2.75637535);(127.0395191,1.357689176);(127.0759046,1.407341938);(135.0446045,2.607052225);(137.0602545,1.549242585);(139.0395191,9.974597782);(141.0551691,2.419383465);(143.0708192,1.070968205);(149.023869,3.912152451);(151.0395191,3.766157406);(153.0187836,1.621908601);(155.0344337,1.408851535);(163.0395191,4.370881502);(165.0187836,1.309870109);(263.0555631,1.034282952);(265.0712131,0.9476406718)
Predicted LC-MS/MSNot AvailableNegativelowView Spectrum(109.0289544,0.1470292307);(121.0289544,1.401572617);(123.0446045,0.1689254227);(125.023869,2.184251166);(125.0602545,0.1750773706);(137.023869,5.755437054);(139.0395191,1.678544704);(141.0551691,0.140208933);(151.0031336,0.1150073219);(151.0395191,0.1277052747);(153.0187836,0.9217891543);(163.0395191,0.1614681911);(167.0344337,1.057240518);(179.0344337,1.536257396);(181.0500838,0.8252640378);(183.0293483,1.421238984);(217.0500838,0.1963173124);(219.0657338,0.3299407375);(231.0293483,0.1136583953);(233.0449984,0.3498597821);(235.0606485,0.2097846991);(245.0449984,0.0844288422);(247.0606485,0.339446399);(261.039913,0.3378776643);(263.0555631,0.4773493217);(273.039913,0.5087694842);(275.0555631,2.05801646);(287.0555631,6.282580125);(287.0555631,0.2078638771);(289.0348276,0.1273528938);(305.0661278,70.55973663)
Predicted LC-MS/MSNot AvailableNegativemedView Spectrum(17.00273965,0.5670835193);(41.00273965,0.6037448033);(43.01838972,1.519315966);(109.0289544,1.372857958);(111.0446045,0.5406867263);(121.0289544,1.671707619);(123.008219,0.4269807484);(123.0446045,0.9022987768);(125.023869,5.168981783);(137.023869,20.48029791);(139.0395191,1.513129209);(149.023869,1.775865419);(151.0395191,0.9522217714);(153.0187836,3.000763046);(161.023869,0.479158336);(163.0395191,0.4556689157);(165.0187836,2.540474781);(167.0344337,16.6835996);(179.0344337,4.431298294);(181.0500838,0.9477433403);(219.0657338,0.4733370055);(245.0449984,0.6279409978);(247.0606485,0.8263460189);(261.039913,2.117250663);(263.0555631,2.200076481);(273.039913,0.9784437524);(275.0555631,1.29678251);(287.0555631,5.806695276);(289.0348276,1.059798923);(289.0348276,0.542840867);(305.0661278,18.03660899)
Predicted LC-MS/MSNot AvailableNegativehighView Spectrum(41.00273965,2.055039876);(43.01838972,1.295913026);(57.03403978,1.308306756);(65.00273965,0.7652990332);(67.01838972,5.272035561);(83.01330434,5.716814875);(91.01838972,1.876069194);(93.03403978,2.65331239);(95.01330434,1.513996711);(105.0340398,1.086327239);(107.0133043,9.652656276);(109.0289544,6.325626418);(111.0446045,2.212198935);(121.0289544,5.92318262);(123.0446045,1.922275939);(125.023869,21.1093407);(125.0602545,0.8915205674);(137.023869,7.150824917);(139.0395191,2.217853233);(141.0551691,1.033731995);(149.023869,1.483861957);(153.0187836,1.847081579);(161.023869,0.7903886425);(167.0344337,2.256454111);(179.0344337,1.631338262);(231.0293483,1.291660653);(261.039913,2.378229051);(263.0555631,3.141103939);(273.039913,0.8483731509);(275.0555631,1.062107941);(287.0555631,1.287074451)

Food Sources

NameGroup
AlmondNuts PublicationsShow
ApricotFruit, Drupes PublicationsShow
Black teaTeas and herbal teas PublicationsShow
Green teaTeas and herbal teas PublicationsShow

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

Food PhytochemicalMetaboliteSpeciesBiofluidsOriginTMaxCMaxUrinary ExcretionFormulaMonoisotopic mass
(-)-Epigallocatechin (-)-Epigallocatechinhumanplasma, urinehost metabolism1h-3h200-500 nmol/L1-5%C15H14O7306.073952791 Detailed Intervention Studies Publications
(-)-Epigallocatechin (Epi)gallocatechin O-glucuronidehumanileal fluid, plasma, urineNot AvailableNot AvailableNot AvailableNot AvailableC21H22O13482.3982119 Publications
(-)-Epigallocatechin (Epi)gallocatechin O-sulfatehumanileal fluid, urineNot AvailableNot AvailableNot AvailableNot AvailableC15H14O10S386.3346571 Publications
(-)-Epigallocatechin 4'-O-methyl(epi)gallocatechin O-glucuronidehumanileal fluid, plasma, urineNot AvailableNot AvailableNot AvailableNot AvailableC22H24O13496.4252007 Publications
(-)-Epigallocatechin 4'-O-Methyl(epi)gallocatechin O-sulfatehumanileal fluid, plasma, urineNot AvailableNot AvailableNot AvailableNot AvailableC16H16O10S400.3616459 Publications
(-)-Epigallocatechin 5-(3’,4’,5’-trihydroxyphenyl)-gamma-valerolactonehumanNot Availablegut microbiota metaboliteNot AvailableNot AvailableNot AvailableC11H12O5224.068473486 Publications

Inter-Individual Variations in Metabolism

Food PhytochemicalMetaboliteEffectValue
(-)-Epigallocatechin (-)-EpigallocatechinGenotypeDiscordant Publications
(-)-Epigallocatechin (-)-EpigallocatechinSmokingEffect, clusters Publications
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