Identification

PhytoHub ID
PHUB001396
Name
Urolithin C
Systematic Name
Not Available
Synonyms
  • 3,8,9-trihydroxy-6H-benzo[c]chromen-6-one
  • 3,8,9-trihydroxy-urolithin
  • hydroxyurolithin A
  • trihydroxy-dibenzopyran-6-one
  • trihydroxyurolithin
CAS Number
165393-06-6
Average Mass
244.202
Monoisotopic Mass
244.037173358
Chemical Formula
C13H8O5
IUPAC Name
3,8,9-trihydroxy-6H-benzo[c]chromen-6-one
InChI Key
HHXMEXZVPJFAIJ-UHFFFAOYSA-N
InChI Identifier
InChI=1S/C13H8O5/c14-6-1-2-7-8-4-10(15)11(16)5-9(8)13(17)18-12(7)3-6/h1-5,14-16H
SMILES
OC1=CC2=C(C=C1)C1=C(C=C(O)C(O)=C1)C(=O)O2
Structure

Calculated Properties

Solubility (ALOGPS)
3.89e-01 g/l
LogS (ALOGPS)
-2.80
LogP (ALOGPS)
2.26
Hydrogen Acceptors
4
Hydrogen Donors
3
Rotatable Bond Count
0
Polar Surface Area
86.99000000000001
Refractivity
62.881800000000005
Polarizability
23.211163805124166
Formal Charge
0
Physiological Charge
-1
pKa (strongest basic)
-6.417792450207521
pKa (strongest acidic)
7.271662662636823
Number of Rings
3
Rule of Five
Yes
Bioavailability
Yes
Ghose Filter
Yes
Veber's Rule
No
MDDR-like Rule
No

Taxonomy as Metabolite

Family
(Poly)phenol metabolites
Class
Ellagitannin metabolites
Sub-class
Urolithins (and ellagic acid metabolites)

Taxonomy of its Food Phytochemical Precursor(s)

Food PhytochemicalFamilyClassSub-class
Ellagic acidPolyphenolsPhenolic acidsHydroxybenzoic acidsShow Food Phytochemical

Classyfire Taxonomy

Kingdom Name
Organic compounds
Class
Coumarins and derivatives
Super-class
Phenylpropanoids and polyketides
Sub-class
Not Available
Direct Parent Name
Coumarins and derivatives
Alternative Parent Names
["1-benzopyrans", "1-hydroxy-2-unsubstituted benzenoids", "2-benzopyrans", "Heteroaromatic compounds", "Hydrocarbon derivatives", "Isocoumarins and derivatives", "Lactones", "Organic oxides", "Oxacyclic compounds", "Polyols", "Pyranones and derivatives"]
External Descriptor Annotations
Not Available
Substituent Names
["1-benzopyran", "1-hydroxy-2-unsubstituted benzenoid", "2-benzopyran", "Aromatic heteropolycyclic compound", "Benzenoid", "Benzopyran", "Coumarin", "Heteroaromatic compound", "Hydrocarbon derivative", "Isocoumarin", "Lactone", "Organic oxide", "Organic oxygen compound", "Organoheterocyclic compound", "Organooxygen compound", "Oxacycle", "Polyol", "Pyran", "Pyranone"]

Spectra from Phytohub

Spectrum TypeInstrument TypeIon ModeCollision Energy LevelViewPeaks
Predicted GC-MSGC-MSPositiveNot AvailableView Spectrum(108.020578,1.683066922);(109.0284026,1.738754492);(110.0362272,3.55094646);(111.0440518,1.856161186);(133.9998429,2.464148264);(135.0076675,1.474489968);(136.0154921,1.324845431);(174.0311413,1.782525231);(186.0311413,2.132054968);(187.0389659,1.820416805);(188.0467905,2.478875803);(190.0260554,1.301679893);(200.0104062,4.050813649);(200.0467905,9.026497616);(201.0182308,1.385041459);(201.0501787,1.233487964);(202.0260554,3.578726244);(203.03388,1.705901168);(212.0104062,2.543993556);(213.0182308,2.710343046);(214.0260554,4.347430657);(215.03388,3.259985121);(216.0417046,16.943488);(217.0450951,2.321711839);(226.0260554,3.856143319);(227.03388,2.506254186);(228.0053203,1.430310389);(229.0131449,1.384474023);(243.0287941,1.489177342);(244.0366187,10.98581159);(245.0400086,1.63244342)
Predicted GC-MSGC-MSPositiveNot AvailableView Spectrum(25.00727602,1.084945944);(27.02292522,1.073448989);(73.04679982,9.447392122);(97.01041552,1.162884646);(113.0417139,1.24300611);(115.0573631,1.490889761);(253.1074502,1.17835819);(259.0784897,1.260616639);(329.06598,1.070132424);(331.0816292,1.271079763);(343.0816292,1.305926423);(344.0894538,1.810873206);(346.105103,1.634231529);(347.1129276,1.697500728);(358.105103,2.079678618);(359.1129276,3.89152112);(360.1150735,1.197456847);(373.0921925,3.532995117);(374.0943369,1.087399573);(387.1078417,4.270388539);(388.1100325,1.363441195);(388.1156663,3.423060214);(389.117859,1.093421421);(389.1234909,1.987437882);(401.1418881,1.764232882);(416.1653619,1.778482435);(417.1368022,1.833703939);(432.160276,1.923311006);(444.1238917,1.061695331);(445.1317163,5.297179753);(446.133645,2.082852517)
Predicted GC-MSGC-MSEiNot AvailableView Spectrum(108.020578,1.2767403);(109.0284026,1.318983757);(110.0362272,3.558319256);(111.0440518,1.447239353);(133.9998429,3.06078333);(135.0076675,1.450431653);(136.0154921,1.00500077);(171.0440518,1.093556382);(174.0311413,1.539846269);(176.0104062,0.8664904966);(187.0389659,0.8990551313);(200.0104062,3.319099541);(200.0467905,6.850016675);(201.0182308,1.146772059);(201.0501787,0.9360677284);(202.0260554,2.712609926);(203.03388,1.349756314);(212.0104062,1.766265266);(213.0182308,1.618847221);(214.0260554,3.044918299);(215.03388,2.580672101);(216.0053203,0.8522378197);(216.0417046,10.3912248);(217.0450951,1.42387622);(226.0260554,3.087985554);(227.03388,2.398153749);(228.0053203,1.206936221);(229.0131449,1.153454249);(243.0287941,0.7734585855);(244.0366187,8.550745143);(245.0400086,1.270603226)
Predicted LC-MS/MSNot AvailablePositivelowView Spectrum(19.01838972,0.0276568841);(27.0234751,0.0002838175);(31.01838972,0.0031677646);(43.01838972,0.054777426);(44.99765427,0.0283071403);(45.03403978,0.0048747337);(51.0234751,0.00449872);(55.01838972,0.0219392591);(69.03403978,0.1282351188);(119.0496898,0.0000669123);(145.0289544,0.0003854315);(147.0446045,0.0003497953);(157.0289544,0.0001133724);(159.0446045,0.0002530401);(161.023869,0.0000731254);(171.0446045,0.0002219204);(173.023869,0.0004143254);(175.0395191,0.0001221317);(177.0187836,0.0428025859);(189.0187836,0.0000530909);(189.0551691,0.0091526104);(191.0344337,0.0250512591);(201.0187836,0.1793622517);(201.0551691,0.1971316847);(203.0344337,0.3577034795);(215.0344337,0.2547733617);(217.0136983,0.0811445078);(219.0293483,0.0685763232);(227.0344337,3.103165092);(229.0136983,0.3750667124);(245.0449984,95.03027612)
Predicted LC-MS/MSNot AvailablePositivemedView Spectrum(19.01838972,0.0402753736);(27.0234751,0.0182832384);(31.01838972,0.4119779347);(43.01838972,0.2152532582);(45.03403978,0.4672112104);(51.0234751,0.0356858242);(55.01838972,0.2405498626);(69.03403978,0.3940451324);(79.01838972,0.0262105163);(119.0496898,0.0343348184);(133.0289544,0.0248198802);(145.0289544,0.0640145208);(145.0653399,0.0228678343);(147.0446045,0.0823861483);(159.0446045,0.0855992673);(161.023869,0.0285035652);(171.0446045,0.4581977342);(173.023869,0.0530755778);(175.0395191,0.0178761539);(177.0187836,0.2277765153);(189.0551691,0.6307949301);(191.0344337,0.3937897146);(201.0187836,1.14988132);(201.0551691,6.252868863);(203.0344337,2.600392981);(215.0344337,11.06591324);(217.0136983,0.492273907);(219.0293483,0.5718369427);(227.0344337,4.960956842);(229.0136983,0.7083811599);(245.0449984,68.22396574)
Predicted LC-MS/MSNot AvailablePositivehighView Spectrum(43.01838972,0.5745275169);(44.99765427,0.384274223);(51.0234751,5.046358182);(55.01838972,1.273651452);(69.03403978,1.212889491);(109.0289544,0.2904292052);(119.0496898,2.262668626);(123.0446045,0.7148353432);(133.0289544,1.218522048);(137.023869,0.3973741208);(145.0289544,1.229851721);(145.0653399,1.362155142);(147.0446045,2.414750456);(157.0289544,1.579568449);(159.0446045,4.695176371);(161.023869,0.6431869714);(171.0446045,5.404286988);(173.023869,1.819058173);(175.0395191,0.6346616997);(177.0187836,1.733603887);(189.0551691,2.468239416);(191.0344337,1.414951633);(201.0187836,8.816054691);(201.0551691,8.703666045);(203.0344337,5.924687588);(215.0344337,6.126960902);(217.0136983,0.7765033162);(219.0293483,0.345905236);(227.0344337,23.06194645);(229.0136983,3.640027172);(245.0449984,3.829227487)
Predicted LC-MS/MSNot AvailableNegativelowView Spectrum(17.00273965,0.1399523044);(41.00273965,0.0650363027);(43.01838972,0.012987389);(53.00273965,0.0002306717);(55.01838972,0.0001472254);(67.01838972,0.0076895701);(109.0289544,0.0001150544);(117.0340398,0.0039348988);(121.0289544,0.0002211016);(131.0133043,0.0043107567);(133.0289544,0.0002762731);(143.0133043,0.0001361028);(143.0496898,0.0020312731);(145.0289544,0.0029888206);(155.0133043,0.0014319616);(157.0289544,0.0143503391);(169.0289544,0.0056607362);(171.008219,0.0020736658);(173.023869,0.0163999743);(175.0031336,0.1315244812);(187.0395191,0.0568119989);(189.0187836,0.0312849247);(199.0031336,0.064622649);(199.0395191,9.795844884);(201.0187836,0.4315442973);(213.0187836,0.195382427);(214.9980482,0.0641000681);(217.0136983,0.3284135898);(225.0187836,1.095657831);(226.9980482,0.0336069476);(243.0293483,87.49123148)
Predicted LC-MS/MSNot AvailableNegativemedView Spectrum(17.00273965,0.1106051335);(41.00273965,0.0742534595);(43.01838972,0.030491615);(49.00782503,0.0116350089);(55.01838972,0.0069508857);(67.01838972,0.0609220543);(117.0340398,0.0145726762);(121.0289544,0.011173615);(131.0133043,0.0486335788);(133.0289544,0.0063023236);(143.0133043,0.0195002973);(143.0496898,0.0401980723);(145.0289544,0.0420061931);(155.0133043,0.0530565961);(157.0289544,0.2548148994);(159.008219,0.0127058965);(169.0289544,0.0732051386);(171.008219,0.0429456083);(173.023869,0.1464714241);(175.0031336,0.6413179651);(187.0395191,0.4312832778);(189.0187836,0.1386453979);(199.0031336,1.370722064);(199.0395191,21.26184396);(201.0187836,3.139305358);(213.0187836,0.6086730857);(214.9980482,0.569643621);(217.0136983,0.5182729496);(225.0187836,2.444367806);(226.9980482,0.1788608861);(243.0293483,67.63661916)
Predicted LC-MS/MSNot AvailableNegativehighView Spectrum(41.00273965,3.147303);(43.01838972,0.4989862146);(49.00782503,0.4690545026);(53.00273965,0.4990502472);(67.01838972,1.328449012);(117.0340398,0.4814970696);(121.0289544,0.6356642457);(131.0133043,7.24244001);(133.0289544,0.4009015719);(135.008219,0.3734211986);(143.0133043,0.7922477458);(143.0496898,0.7664874255);(145.0289544,1.528753019);(155.0133043,3.688992919);(157.0289544,6.723787024);(159.008219,1.191632606);(169.0289544,3.384296198);(171.008219,2.016928025);(173.023869,2.639896279);(175.0031336,7.268564836);(187.0395191,0.3955699207);(189.0187836,0.4697988872);(199.0031336,4.286083679);(199.0395191,25.57374016);(201.0187836,6.069478809);(213.0187836,3.786393031);(214.9980482,0.7377647824);(217.0136983,0.9923084367);(225.0187836,5.621674633);(226.9980482,1.437867322);(243.0293483,5.550967189)
Predicted LC-MS/MSNot AvailablePositivelowView Spectrum(245.04445,100.0);(245.04445,100.0);(245.04445,100.0);(245.04445,100.0);(245.04445,100.0);(245.04445,100.0);(245.04445,100.0);(245.04445,100.0);(245.04445,100.0);(245.04445,100.0);(245.04445,100.0);(245.04445,100.0);(245.04445,100.0);(245.04445,100.0)
Predicted LC-MS/MSNot AvailablePositivemediumView Spectrum(245.04445,100.0);(245.04445,100.0);(245.04445,100.0);(245.04445,100.0);(245.04445,100.0);(245.04445,100.0);(245.04445,100.0);(245.04445,100.0);(245.04445,100.0);(245.04445,100.0);(245.04445,100.0);(245.04445,100.0);(245.04445,100.0);(245.04445,100.0)
Predicted LC-MS/MSNot AvailablePositivehighView Spectrum(109.02841,11.05);(109.02841,11.05);(109.02841,11.05);(109.02841,11.05);(129.03349,15.92);(143.04914,13.94);(145.02841,10.02);(145.06479,10.42);(147.04406,16.24);(147.04406,16.24);(159.04406,50.18);(159.04406,50.18);(159.04406,50.18);(159.04406,50.18);(159.04406,50.18);(171.04406,20.54);(171.04406,20.54);(171.04406,20.54);(173.05971,39.04);(173.05971,39.04);(173.05971,39.04);(175.03897,23.23);(175.03897,23.23);(175.03897,23.23);(175.03897,23.23);(175.03897,23.23);(187.03897,10.7);(187.03897,10.7);(187.03897,10.7);(189.01824,16.39);(189.05462,61.01);(189.05462,61.01);(189.05462,61.01);(189.05462,61.01);(189.05462,61.01);(189.05462,61.01);(189.05462,61.01);(189.05462,61.01);(191.03389,17.5);(201.01824,14.56);(201.01824,14.56);(201.01824,14.56);(201.01824,14.56);(201.05462,100.0);(201.05462,100.0);(201.05462,100.0);(201.05462,100.0);(201.05462,100.0);(201.05462,100.0);(201.05462,100.0);(201.05462,100.0);(217.04954,71.18);(217.04954,71.18);(217.04954,71.18);(217.04954,71.18);(217.04954,71.18);(217.04954,71.18);(217.04954,71.18);(217.04954,71.18);(217.04954,71.18);(217.04954,71.18);(217.04954,71.18);(217.04954,71.18);(217.04954,71.18);(217.04954,71.18);(217.04954,71.18);(217.04954,71.18);(217.04954,71.18);(217.04954,71.18);(217.04954,71.18);(227.03389,20.98);(227.03389,20.98);(227.03389,20.98);(227.03389,20.98);(227.03389,20.98);(227.03389,20.98);(227.03389,20.98);(227.03389,20.98);(227.03389,20.98)
Predicted LC-MS/MSNot AvailableNegativelowView Spectrum(243.0299,100.0);(243.0299,100.0);(243.0299,100.0);(243.0299,100.0);(243.0299,100.0);(243.0299,100.0);(243.0299,100.0);(243.0299,100.0);(243.0299,100.0);(243.0299,100.0);(243.0299,100.0)
Predicted LC-MS/MSNot AvailableNegativemediumView Spectrum(201.01933,7.34);(201.01933,7.34);(201.01933,7.34);(201.01933,7.34);(201.01933,7.34);(201.01933,7.34);(201.01933,7.34);(201.01933,7.34);(201.01933,7.34);(201.01933,7.34);(201.01933,7.34);(201.01933,7.34);(201.01933,7.34);(201.01933,7.34);(201.01933,7.34);(201.01933,7.34);(201.01933,7.34);(215.03498,5.67);(215.03498,5.67);(215.03498,5.67);(215.03498,5.67);(215.03498,5.67);(215.03498,5.67);(215.03498,5.67);(215.03498,5.67);(215.03498,5.67);(215.03498,5.67);(215.03498,5.67);(215.03498,5.67);(215.03498,5.67);(215.03498,5.67);(215.03498,5.67);(243.0299,100.0);(243.0299,100.0);(243.0299,100.0);(243.0299,100.0);(243.0299,100.0);(243.0299,100.0);(243.0299,100.0);(243.0299,100.0);(243.0299,100.0);(243.0299,100.0);(243.0299,100.0)
Predicted LC-MS/MSNot AvailableNegativehighView Spectrum(41.00329,23.61);(129.03459,17.27);(161.02442,26.7);(161.02442,26.7);(161.02442,26.7);(161.02442,26.7);(161.02442,26.7);(171.04515,24.78);(171.04515,24.78);(171.04515,24.78);(173.02442,69.45);(173.02442,69.45);(173.02442,69.45);(173.02442,69.45);(173.02442,69.45);(173.02442,69.45);(173.02442,69.45);(173.02442,69.45);(173.02442,69.45);(173.02442,69.45);(173.02442,69.45);(173.02442,69.45);(173.02442,69.45);(173.02442,69.45);(185.02442,23.21);(185.02442,23.21);(187.04007,49.37);(187.04007,49.37);(187.04007,49.37);(187.04007,49.37);(187.04007,49.37);(187.04007,49.37);(187.04007,49.37);(189.01933,16.24);(189.01933,16.24);(189.01933,16.24);(199.04007,47.09);(199.04007,47.09);(199.04007,47.09);(199.04007,47.09);(199.04007,47.09);(199.04007,47.09);(201.01933,46.81);(201.01933,46.81);(201.01933,46.81);(201.01933,46.81);(201.01933,46.81);(201.01933,46.81);(201.01933,46.81);(201.01933,46.81);(201.01933,46.81);(201.01933,46.81);(201.01933,46.81);(201.01933,46.81);(201.01933,46.81);(201.01933,46.81);(201.01933,46.81);(201.01933,46.81);(201.01933,46.81);(213.01933,100.0);(213.01933,100.0);(213.01933,100.0);(213.01933,100.0);(213.01933,100.0);(213.01933,100.0);(213.01933,100.0);(215.03498,52.99);(215.03498,52.99);(215.03498,52.99);(215.03498,52.99);(215.03498,52.99);(215.03498,52.99);(215.03498,52.99);(215.03498,52.99);(215.03498,52.99);(215.03498,52.99);(215.03498,52.99);(215.03498,52.99);(215.03498,52.99);(215.03498,52.99);(215.03498,52.99);(241.01425,63.21);(241.01425,63.21);(241.01425,63.21);(241.01425,63.21)

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

Food PhytochemicalMetaboliteSpeciesBiofluidsOriginTMaxCMaxUrinary ExcretionFormulaMonoisotopic mass
Ellagic acid Urolithin Chumanplasma, urinegut microbiota metaboliteNot AvailableNot AvailableNot AvailableC13H8O5244.037173358 Detailed Intervention Studies Publications

Inter-Individual Variations in Metabolism

Food PhytochemicalMetaboliteEffectValue
Back