Identification

PhytoHub ID
PHUB001398
Name
Urolithin D
Systematic Name
3,4,8,9-tetrahydroxy-urolithin
Synonyms
  • 3,4,8,9-tetrahydroxy-6H-benzo[c]chromen-6-one
  • 3,4,8,9-tetrahydroxy-urolithin
  • tetrahydroxy-dibenzopyran-6-one
CAS Number
131086-98-1
Average Mass
260.201
Monoisotopic Mass
260.032087978
Chemical Formula
C13H8O6
IUPAC Name
3,4,8,9-tetrahydroxy-6H-benzo[c]chromen-6-one
InChI Key
NEZDQSKPNPRYAW-UHFFFAOYSA-N
InChI Identifier
InChI=1S/C13H8O6/c14-8-2-1-5-6-3-9(15)10(16)4-7(6)13(18)19-12(5)11(8)17/h1-4,14-17H
SMILES
OC1=CC2=C(C=C1O)C1=CC=C(O)C(O)=C1OC2=O
Structure

Calculated Properties

Solubility (ALOGPS)
4.20e-01 g/l
LogS (ALOGPS)
-2.79
LogP (ALOGPS)
1.93
Hydrogen Acceptors
5
Hydrogen Donors
4
Rotatable Bond Count
0
Polar Surface Area
107.22
Refractivity
64.86270000000002
Polarizability
24.131212088370738
Formal Charge
0
Physiological Charge
-1
pKa (strongest basic)
-4.686132418476387
pKa (strongest acidic)
7.321175362451282
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
Hydroxycoumarins
Direct Parent Name
7,8-dihydroxycoumarins
Alternative Parent Names
["1-benzopyrans", "1-hydroxy-2-unsubstituted benzenoids", "1-hydroxy-4-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", "1-hydroxy-4-unsubstituted benzenoid", "2-benzopyran", "7,8-dihydroxycoumarin", "Aromatic heteropolycyclic compound", "Benzenoid", "Benzopyran", "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(109.0284026,2.417806962);(124.0154921,3.338367349);(125.0233167,2.027782379);(126.0311413,2.591172449);(133.9998429,1.798752197);(136.0154921,2.351434143);(137.0233167,1.51101361);(149.994757,1.593553759);(152.0104062,2.752623269);(153.0182308,1.912886016);(190.0260554,1.602799069);(200.0104062,2.057940588);(202.0260554,3.110812709);(203.03388,1.943684594);(204.0417046,1.727758799);(213.9896711,1.582329966);(215.03388,2.618169082);(216.0053203,2.57897799);(216.0417046,5.8796309);(218.0209695,1.665201586);(228.0053203,2.381413258);(229.0131449,2.823704427);(230.0209695,9.274852128);(231.0287941,5.514389716);(232.0366187,12.8292305);(233.0400114,1.762758048);(242.0209695,4.976087365);(243.0287941,3.980742836);(245.008059,1.532939701);(259.0237082,1.620818391);(260.0315328,6.240366212)
Predicted GC-MSGC-MSPositiveNot AvailableView Spectrum(73.04679982,8.36294268);(115.0573631,2.443073303);(127.0573631,2.08398035);(253.0710659,1.273354372);(253.1074502,1.771754269);(269.1023643,2.193279064);(347.1129276,1.046186341);(407.1160671,1.205128493);(432.1238917,0.9631176027);(434.1395409,1.027207415);(435.1473655,1.220181828);(446.1395409,2.321737275);(447.1473655,4.619968134);(448.1492975,1.817958923);(461.1266304,1.35314305);(474.134455,0.9248196384);(475.1422796,3.65979698);(476.1442531,1.482470803);(476.1501042,4.125458071);(477.1520793,1.671714651);(477.1579288,1.791151502);(489.176326,2.147354348);(490.1780765,1.002916835);(504.1997998,1.22521162);(505.1712401,2.232004648);(506.1729926,1.043289346);(520.1947139,1.325041131);(532.1583296,0.9752937158);(533.1661542,5.262890919);(534.1679461,2.520879431);(535.1662838,1.340859532)
Predicted GC-MSGC-MSEiNot AvailableView Spectrum(108.020578,1.704548254);(109.0284026,2.164237015);(110.0362272,1.092401459);(124.0154921,1.725657375);(125.0233167,1.269359776);(126.0311413,1.496911631);(133.9998429,1.582788001);(136.0154921,1.468039173);(137.0233167,1.068507639);(152.0104062,1.022906022);(188.0104062,1.311644529);(189.0182308,1.015747367);(190.0260554,1.537984315);(200.0104062,1.14171226);(202.0260554,1.432696449);(204.0417046,1.179092295);(213.9896711,1.193403449);(216.0053203,1.77665229);(216.0417046,3.799598506);(218.0209695,1.27804396);(228.0053203,1.771443868);(229.0131449,2.816013767);(230.0209695,5.622245309);(231.0287941,4.680170137);(232.0366187,8.421672047);(233.0400114,1.157152035);(242.0209695,2.92553485);(243.0287941,2.260451629);(244.0002344,1.174115594);(245.008059,1.214599329);(260.0315328,4.727670103)
Predicted GC-MSGC-MSEiNot AvailableView Spectrum(108.020578,1.704548254);(109.0284026,2.164237015);(110.0362272,1.092401459);(124.0154921,1.725657375);(125.0233167,1.269359776);(126.0311413,1.496911631);(133.9998429,1.582788001);(136.0154921,1.468039173);(137.0233167,1.068507639);(152.0104062,1.022906022);(188.0104062,1.311644529);(189.0182308,1.015747367);(190.0260554,1.537984315);(200.0104062,1.14171226);(202.0260554,1.432696449);(204.0417046,1.179092295);(213.9896711,1.193403449);(216.0053203,1.77665229);(216.0417046,3.799598506);(218.0209695,1.27804396);(228.0053203,1.771443868);(229.0131449,2.816013767);(230.0209695,5.622245309);(231.0287941,4.680170137);(232.0366187,8.421672047);(233.0400114,1.157152035);(242.0209695,2.92553485);(243.0287941,2.260451629);(244.0002344,1.174115594);(245.008059,1.214599329);(260.0315328,4.727670103)
Predicted LC-MS/MSNot AvailablePositivelowView Spectrum(31.01838972,0.004257296);(43.01838972,0.0255635652);(44.99765427,0.0127986476);(55.01838972,0.0330539166);(56.99765427,0.0115288014);(57.03403978,0.0205520865);(59.01330434,0.0062356896);(83.01330434,0.0266158487);(85.0289544,0.0182948782);(109.0289544,0.022468208);(125.023869,0.3448480733);(137.023869,0.0332009844);(153.0187836,0.058266579);(177.0187836,0.1838188059);(179.0344337,0.0195613056);(187.0395191,0.0016484636);(201.0187836,0.0803896349);(203.0344337,0.0638633646);(205.0136983,0.0206561424);(205.0500838,0.0140153125);(207.0293483,0.0404588737);(215.0344337,0.1542699133);(217.0136983,0.1731371915);(217.0500838,0.1461333301);(219.0293483,0.1205964783);(229.0136983,0.3727082823);(231.0293483,0.8264161957);(233.0086129,0.0821082763);(235.0242629,0.0399888444);(243.0293483,5.974444255);(261.039913,91.06810076)
Predicted LC-MS/MSNot AvailablePositivemedView Spectrum(31.01838972,0.2504238006);(43.01838972,0.4585490379);(45.03403978,0.2346640519);(55.01838972,0.3827438497);(56.99765427,0.4747366882);(57.03403978,0.3234813234);(59.01330434,0.3102548713);(61.0289544,0.617494995);(83.01330434,0.4293126966);(85.0289544,0.1492980353);(109.0289544,0.1385449783);(125.023869,0.3279262608);(159.0446045,0.0765770801);(177.0187836,0.6236910242);(179.0344337,0.1772512996);(187.0395191,0.3909466199);(201.0187836,1.206718499);(203.0344337,1.765948926);(205.0136983,0.2510293953);(205.0500838,0.9952538445);(207.0293483,0.2600455024);(215.0344337,1.145614572);(217.0136983,1.026860275);(217.0500838,2.71442922);(219.0293483,0.9291103749);(229.0136983,2.527261998);(231.0293483,12.98044471);(233.0086129,0.2172530273);(235.0242629,0.2905241679);(243.0293483,12.66007266);(261.039913,55.66353622)
Predicted LC-MS/MSNot AvailablePositivehighView Spectrum(44.99765427,0.4580249699);(51.0234751,0.4681737788);(55.01838972,2.073148115);(56.99765427,0.6477615839);(57.03403978,0.8828903308);(109.0289544,1.383354285);(133.0289544,2.887727782);(135.0446045,0.6336644517);(137.023869,1.988442062);(147.0446045,0.528496408);(159.0446045,4.484442248);(161.023869,2.441898291);(161.0602545,0.4620953553);(163.0395191,0.5145685763);(173.023869,3.121322671);(175.0395191,2.418841348);(177.0187836,2.585830542);(185.023869,0.4759615306);(187.0395191,9.672331388);(189.0187836,0.702965567);(201.0187836,13.75648168);(203.0344337,4.399718206);(205.0500838,1.266348031);(215.0344337,1.455827004);(217.0136983,3.734911388);(217.0500838,2.375666511);(219.0293483,0.9332268329);(229.0136983,4.483226678);(231.0293483,2.873516855);(243.0293483,24.29808599);(261.039913,1.591049543)
Predicted LC-MS/MSNot AvailableNegativelowView Spectrum(17.00273965,0.0502329697);(41.00273965,0.1675569319);(43.01838972,0.0470710371);(53.00273965,0.0618621554);(55.01838972,0.0633416074);(83.01330434,0.0153447077);(107.0133043,0.8137434894);(123.008219,0.6428654425);(135.008219,0.0316624773);(151.0031336,0.0736759956);(157.0289544,0.0363827811);(173.023869,0.0365660978);(175.0031336,0.2064455549);(177.0187836,0.1125299358);(185.023869,0.0428039249);(189.0187836,0.0173759099);(199.0031336,0.1070003519);(201.0187836,0.5583267883);(202.9980482,0.0638448702);(203.0344337,0.10475924);(205.0136983,0.0338032165);(213.0187836,2.124173176);(214.9980482,0.0875582754);(215.0344337,17.03474004);(217.0136983,0.4024801069);(226.9980482,0.0460013495);(229.0136983,0.3814495824);(230.9929628,0.0358855397);(233.0086129,0.1524882043);(241.0136983,1.850614229);(259.0242629,74.59741401)
Predicted LC-MS/MSNot AvailableNegativemedView Spectrum(17.00273965,0.0627074462);(41.00273965,0.359115454);(53.00273965,0.1041523648);(55.01838972,0.0691458827);(80.99765427,0.0749376237);(83.01330434,0.089794372);(107.0133043,3.843266375);(123.008219,1.450498499);(131.0133043,0.1333610784);(135.008219,0.5962991749);(151.0031336,0.4834319663);(157.0289544,0.3486338459);(173.023869,0.2484261202);(175.0031336,0.8234034768);(177.0187836,0.1755855543);(185.023869,0.2053156515);(199.0031336,2.066708198);(201.0187836,2.596652186);(202.9980482,0.0793644885);(203.0344337,0.7855622738);(205.0136983,0.1190720138);(213.0187836,5.489445479);(214.9980482,1.188295874);(215.0344337,18.23358962);(217.0136983,1.83544993);(226.9980482,0.6630936244);(229.0136983,0.6629679207);(230.9929628,0.2204644423);(233.0086129,0.2743431002);(241.0136983,6.260563521);(259.0242629,50.45635244)
Predicted LC-MS/MSNot AvailableNegativehighView Spectrum(41.00273965,3.02372101);(44.99765427,0.8346183544);(53.00273965,0.7812572516);(80.99765427,1.139525806);(107.0133043,11.13792836);(123.008219,1.166544508);(131.0133043,3.478269987);(133.0289544,0.9469887012);(135.008219,2.790762416);(151.0031336,1.474582681);(157.0289544,5.408843361);(159.008219,1.302434121);(161.023869,0.8243422371);(171.008219,1.652026973);(172.9874835,0.6668203439);(173.023869,2.67744487);(175.0031336,2.737164172);(183.008219,0.7928883104);(185.023869,5.149060879);(187.0031336,1.048486917);(189.0187836,1.177066315);(199.0031336,3.292055838);(201.0187836,2.070027694);(213.0187836,10.61814576);(214.9980482,2.427204641);(215.0344337,14.91074456);(217.0136983,1.522385881);(226.9980482,1.519224174);(229.0136983,3.174525353);(241.0136983,8.285959019);(259.0242629,1.968949501)
Predicted LC-MS/MSNot AvailableNegativelowView Spectrum(259.02481,100.0);(259.02481,100.0);(259.02481,100.0);(259.02481,100.0);(259.02481,100.0);(259.02481,100.0);(259.02481,100.0);(259.02481,100.0);(259.02481,100.0);(259.02481,100.0);(259.02481,100.0);(259.02481,100.0);(259.02481,100.0);(259.02481,100.0);(259.02481,100.0)
Predicted LC-MS/MSNot AvailableNegativemediumView Spectrum(215.03498,3.73);(215.03498,3.73);(215.03498,3.73);(215.03498,3.73);(215.03498,3.73);(217.01425,4.19);(217.01425,4.19);(217.01425,4.19);(217.01425,4.19);(217.01425,4.19);(217.01425,4.19);(217.01425,4.19);(217.01425,4.19);(217.01425,4.19);(217.01425,4.19);(217.01425,4.19);(217.01425,4.19);(217.01425,4.19);(217.01425,4.19);(231.0299,7.65);(231.0299,7.65);(231.0299,7.65);(231.0299,7.65);(231.0299,7.65);(231.0299,7.65);(231.0299,7.65);(231.0299,7.65);(231.0299,7.65);(231.0299,7.65);(231.0299,7.65);(231.0299,7.65);(231.0299,7.65);(231.0299,7.65);(231.0299,7.65);(231.0299,7.65);(231.0299,7.65);(231.0299,7.65);(231.0299,7.65);(231.0299,7.65);(231.0299,7.65);(231.0299,7.65);(231.0299,7.65);(231.0299,7.65);(231.0299,7.65);(241.01425,6.58);(241.01425,6.58);(241.01425,6.58);(241.01425,6.58);(241.01425,6.58);(241.01425,6.58);(241.01425,6.58);(241.01425,6.58);(241.01425,6.58);(241.01425,6.58);(241.01425,6.58);(241.01425,6.58);(241.01425,6.58);(259.02481,100.0);(259.02481,100.0);(259.02481,100.0);(259.02481,100.0);(259.02481,100.0);(259.02481,100.0);(259.02481,100.0);(259.02481,100.0);(259.02481,100.0);(259.02481,100.0);(259.02481,100.0);(259.02481,100.0);(259.02481,100.0);(259.02481,100.0);(259.02481,100.0)
Predicted LC-MS/MSNot AvailableNegativehighView Spectrum(41.00329,37.35);(107.01385,36.33);(107.01385,36.33);(107.01385,36.33);(107.01385,36.33);(107.01385,36.33);(123.00877,17.39);(123.00877,17.39);(123.00877,17.39);(135.00877,22.82);(135.00877,22.82);(135.00877,22.82);(135.00877,22.82);(135.00877,22.82);(135.00877,22.82);(135.00877,22.82);(147.00877,18.77);(147.00877,18.77);(147.00877,18.77);(173.02442,27.98);(173.02442,27.98);(173.02442,27.98);(173.02442,27.98);(173.02442,27.98);(175.00368,46.88);(175.00368,46.88);(175.00368,46.88);(175.00368,46.88);(175.00368,46.88);(189.01933,50.74);(189.01933,50.74);(189.01933,50.74);(189.01933,50.74);(189.01933,50.74);(189.01933,50.74);(189.01933,50.74);(189.01933,50.74);(199.00368,35.68);(199.00368,35.68);(199.00368,35.68);(201.01933,100.0);(201.01933,100.0);(201.01933,100.0);(201.01933,100.0);(201.01933,100.0);(201.01933,100.0);(201.01933,100.0);(201.01933,100.0);(201.01933,100.0);(203.03498,48.65);(203.03498,48.65);(203.03498,48.65);(203.03498,48.65);(203.03498,48.65);(203.03498,48.65);(203.03498,48.65);(203.03498,48.65);(203.03498,48.65);(203.03498,48.65);(203.03498,48.65);(203.03498,48.65);(203.03498,48.65);(203.03498,48.65);(213.01933,28.91);(213.01933,28.91);(213.01933,28.91);(213.01933,28.91);(213.01933,28.91);(213.01933,28.91);(213.01933,28.91);(213.01933,28.91);(213.01933,28.91);(213.01933,28.91);(213.01933,28.91);(213.01933,28.91);(213.01933,28.91);(214.9986,21.04);(214.9986,21.04);(214.9986,21.04);(214.9986,21.04);(214.9986,21.04);(214.9986,21.04);(214.9986,21.04);(214.9986,21.04);(214.9986,21.04);(214.9986,21.04);(229.01425,30.02);(229.01425,30.02);(229.01425,30.02);(229.01425,30.02);(229.01425,30.02);(229.01425,30.02);(229.01425,30.02);(229.01425,30.02);(229.01425,30.02);(229.01425,30.02);(229.01425,30.02);(229.01425,30.02);(229.01425,30.02);(229.01425,30.02);(229.01425,30.02);(231.0299,22.8);(231.0299,22.8);(231.0299,22.8);(231.0299,22.8);(231.0299,22.8);(231.0299,22.8);(231.0299,22.8);(231.0299,22.8);(231.0299,22.8);(231.0299,22.8);(231.0299,22.8);(231.0299,22.8);(231.0299,22.8);(231.0299,22.8);(231.0299,22.8);(231.0299,22.8);(231.0299,22.8);(231.0299,22.8);(231.0299,22.8);(231.0299,22.8);(231.0299,22.8);(231.0299,22.8);(231.0299,22.8);(231.0299,22.8);(231.0299,22.8);(241.01425,16.93);(241.01425,16.93);(241.01425,16.93);(241.01425,16.93);(241.01425,16.93);(241.01425,16.93);(241.01425,16.93);(241.01425,16.93);(241.01425,16.93);(241.01425,16.93);(241.01425,16.93);(241.01425,16.93);(241.01425,16.93)
Predicted LC-MS/MSNot AvailablePositivelowView Spectrum(261.03936,100.0);(261.03936,100.0);(261.03936,100.0);(261.03936,100.0);(261.03936,100.0);(261.03936,100.0);(261.03936,100.0);(261.03936,100.0);(261.03936,100.0);(261.03936,100.0);(261.03936,100.0);(261.03936,100.0);(261.03936,100.0);(261.03936,100.0);(261.03936,100.0)
Predicted LC-MS/MSNot AvailablePositivemediumView Spectrum(261.03936,100.0);(261.03936,100.0);(261.03936,100.0);(261.03936,100.0);(261.03936,100.0);(261.03936,100.0);(261.03936,100.0);(261.03936,100.0);(261.03936,100.0);(261.03936,100.0);(261.03936,100.0);(261.03936,100.0);(261.03936,100.0);(261.03936,100.0);(261.03936,100.0)
Predicted LC-MS/MSNot AvailablePositivehighView Spectrum(109.02841,34.47);(109.02841,34.47);(177.01824,19.37);(177.01824,19.37);(189.01824,58.47);(189.01824,58.47);(189.01824,58.47);(189.01824,58.47);(191.03389,64.03);(191.03389,64.03);(191.03389,64.03);(191.03389,64.03);(191.03389,64.03);(191.03389,64.03);(191.03389,64.03);(191.03389,64.03);(191.03389,64.03);(201.01824,54.15);(201.01824,54.15);(201.01824,54.15);(201.01824,54.15);(203.03389,72.26);(203.03389,72.26);(203.03389,72.26);(203.03389,72.26);(205.04954,94.43);(205.04954,94.43);(205.04954,94.43);(205.04954,94.43);(205.04954,94.43);(205.04954,94.43);(205.04954,94.43);(205.04954,94.43);(205.04954,94.43);(205.04954,94.43);(205.04954,94.43);(215.03389,100.0);(215.03389,100.0);(215.03389,100.0);(215.03389,100.0);(215.03389,100.0);(215.03389,100.0);(215.03389,100.0);(215.03389,100.0);(217.04954,81.82);(233.04445,38.7);(233.04445,38.7);(233.04445,38.7);(233.04445,38.7);(233.04445,38.7);(233.04445,38.7);(233.04445,38.7);(233.04445,38.7);(233.04445,38.7);(233.04445,38.7);(233.04445,38.7);(233.04445,38.7);(233.04445,38.7);(233.04445,38.7);(233.04445,38.7);(233.04445,38.7);(233.04445,38.7);(233.04445,38.7);(233.04445,38.7);(233.04445,38.7);(233.04445,38.7);(233.04445,38.7);(233.04445,38.7);(243.0288,42.35);(243.0288,42.35);(243.0288,42.35);(243.0288,42.35);(243.0288,42.35);(243.0288,42.35);(243.0288,42.35);(243.0288,42.35);(243.0288,42.35);(243.0288,42.35);(243.0288,42.35);(243.0288,42.35);(243.0288,42.35);(243.0288,42.35);(243.0288,42.35)

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

Food PhytochemicalMetaboliteSpeciesBiofluidsOriginTMaxCMaxUrinary ExcretionFormulaMonoisotopic mass
Ellagic acid Urolithin Dhumanplasma, urinegut microbiota metaboliteNot AvailableNot AvailableNot AvailableC13H8O6260.032087978 Detailed Intervention Studies Publications

Inter-Individual Variations in Metabolism

Food PhytochemicalMetaboliteEffectValue
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