metabolite

Showing entry for Equol

Identification

PhytoHub ID
PHUB001774
Name
Equol
Systematic Name
3-(4-hydroxyphenyl)-3,4-dihydro-2H-chromen-7-ol
Synonyms
Not Available
CAS Number
Not Available
Average Mass
242.274
Monoisotopic Mass
242.094294311
Chemical Formula
C15H14O3
IUPAC Name
(3S)-3-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-7-ol
InChI Key
ADFCQWZHKCXPAJ-GFCCVEGCSA-N
InChI Identifier
InChI=1S/C15H14O3/c16-13-4-1-10(2-5-13)12-7-11-3-6-14(17)8-15(11)18-9-12/h1-6,8,12,16-17H,7,9H2/t12-/m1/s1
SMILES
OC1=CC=C(C=C1)[C@H]1COC2=CC(O)=CC=C2C1
Structure
Similar Structures

Calculated Properties

Solubility (ALOGPS)
4.45e-02 g/l
LogS (ALOGPS)
-3.74
LogP (ALOGPS)
2.91
Hydrogen Acceptors
3
Hydrogen Donors
2
Rotatable Bond Count
1
Polar Surface Area
49.69
Refractivity
68.96020000000001
Polarizability
25.74821821058413
Formal Charge
0
Physiological Charge
0
pKa (strongest basic)
-4.855539683956429
pKa (strongest acidic)
9.632070985862319
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
Flavonoid metabolites
Sub-class
Isoflavones (parent, host and microbial metabolites)

Taxonomy of its Food Phytochemical Precursor(s)

Food PhytochemicalFamilyClassSub-class
DaidzeinPolyphenolsFlavonoidsIsoflavonesShow Food Phytochemical
DaidzinPolyphenolsFlavonoidsIsoflavonesShow Food Phytochemical

Classyfire Taxonomy

Kingdom Name
Organic compounds
Class
Isoflavonoids
Super-class
Phenylpropanoids and polyketides
Sub-class
Isoflavans
Direct Parent Name
Isoflavanols
Alternative Parent Names
["1-benzopyrans", "1-hydroxy-2-unsubstituted benzenoids", "Alkyl aryl ethers", "Benzene and substituted derivatives", "Hydrocarbon derivatives", "Hydroxyisoflavonoids", "Oxacyclic compounds"]
External Descriptor Annotations
["Isoflavanes", "hydroxyisoflavans", "isoflavans"]
Substituent Names
["1-benzopyran", "1-hydroxy-2-unsubstituted benzenoid", "Alkyl aryl ether", "Aromatic heteropolycyclic compound", "Benzenoid", "Benzopyran", "Chromane", "Ether", "Hydrocarbon derivative", "Hydroxyisoflavonoid", "Isoflavanol", "Monocyclic benzene moiety", "Organic oxygen compound", "Organoheterocyclic compound", "Organooxygen compound", "Oxacycle", "Phenol"]

Spectra from Phytohub

Spectrum TypeInstrument TypeIon ModeCollision Energy LevelViewPeaks
Predicted GC-MSGC-MSPositiveNot AvailableView Spectrum(81.03348852,1.574507118);(94.04131312,3.54989236);(95.04913772,1.362323051);(96.05696232,1.662014547);(97.06478692,1.113840319);(119.0491377,1.840383932);(120.0569623,2.2227243);(121.0647869,1.735173464);(122.0362272,1.465889951);(135.0440518,1.633241516);(136.0518764,1.80933209);(137.059701,1.636340509);(174.0675256,1.258542104);(175.0753502,1.006960961);(184.0518764,1.123479824);(185.059701,2.001697787);(187.0753502,1.094911308);(198.0675256,1.461226105);(200.0831748,1.234715526);(210.0675256,2.10371619);(211.0753502,2.074403879);(212.0831748,3.184112822);(213.0909994,3.277669207);(214.0624397,1.092027819);(214.098824,2.651409325);(224.0831748,1.89571939);(225.0909994,1.397819328);(226.0624397,2.140593501);(227.0702643,2.479726399);(242.0937381,7.554922002);(243.0971351,1.292902325)
Predicted GC-MSGC-MSPositiveNot AvailableView Spectrum(27.02292522,1.846127128);(73.04679982,10.88418216);(74.04796012,0.931318503);(75.02606472,1.565076486);(99.02606472,1.01912746);(101.0417139,0.8444578491);(115.0573631,1.223307477);(151.0573631,1.176705222);(163.0573631,2.144646679);(165.0730123,1.286479133);(166.0808369,0.9192936016);(179.0886615,0.9505891777);(191.0886615,1.61217007);(192.0964861,0.9063367109);(270.1070494,0.8351611719);(273.1305232,0.9518625367);(283.114874,0.8800346527);(284.1226986,0.9170344394);(285.1305232,2.444807278);(299.1097881,2.744690577);(312.1176127,0.8560224488);(313.1254373,3.316904236);(314.1280845,0.8504541359);(314.1332619,2.852261232);(315.1410865,1.646992373);(358.1414873,0.8034587406);(370.1414873,0.8587403965);(371.1493119,6.533831021);(372.151545,2.158269561);(373.1497248,0.810750443);(386.1727857,0.9155435558)
Predicted GC-MSGC-MSEiNot AvailableView Spectrum(81.03348852,0.9458855136);(94.04131312,3.548610213);(95.04913772,1.361831008);(96.05696232,1.661414262);(97.06478692,1.113438023);(119.0491377,1.839688049);(120.0569623,2.221921498);(121.0647869,1.734546755);(122.0362272,1.465360502);(123.0440518,0.8436641687);(135.0440518,2.240990439);(136.0518764,1.808678597);(137.059701,1.635749497);(174.0675256,0.868796773);(184.0518764,1.123074047);(185.059701,2.000974815);(187.0753502,1.094515849);(198.0675256,1.182819026);(200.0831748,1.246388572);(210.0675256,1.827412323);(211.0753502,2.251695666);(212.0831748,3.341451832);(213.0909994,3.366942707);(214.0624397,1.091633401);(214.098824,2.686482829);(224.0831748,1.895034695);(225.0909994,1.397314464);(226.0624397,2.102099527);(227.0702643,2.416069815);(242.0937381,7.550488217);(243.0971351,1.292143555)
Predicted LC-MS/MSNot AvailablePositivelowView Spectrum(69.03403978,0.0873248165);(81.03403978,0.0779270964);(83.04968984,0.0850808027);(95.04968984,0.7357030617);(107.0496898,2.199257696);(109.0653399,0.1160235365);(111.08099,0.1512862414);(119.0496898,1.206430401);(121.0653399,0.5796412999);(123.0446045,35.13744596);(125.0602545,4.801445028);(137.0602545,0.3170427327);(147.0446045,0.2994845803);(149.0602545,1.441958958);(161.0602545,0.0609354938);(163.0759046,0.0850808027);(171.0446045,0.0650906703);(173.0602545,0.0767364299);(175.0759046,0.0918265029);(189.0915547,0.0688213231);(195.08099,0.0449342294);(197.0602545,0.0812475534);(199.0759046,0.1287391259);(201.0915547,0.2245818268);(211.0759046,1.744467694);(213.0915547,1.647301492);(215.0708192,0.0935983491);(217.0864693,0.0713933441);(225.0915547,2.446339933);(227.0708192,0.7345097846);(243.1021193,45.09834324)
Predicted LC-MS/MSNot AvailablePositivemedView Spectrum(69.03403978,0.4349609693);(81.03403978,0.3619821529);(95.04968984,2.732017898);(107.0496898,5.944076278);(119.0496898,3.391749134);(121.0653399,2.260434661);(123.0446045,30.54154907);(125.0602545,0.3930302556);(131.0496898,0.2228838571);(133.0289544,0.3932685617);(133.0653399,0.3419943836);(135.0446045,0.7332351484);(137.0602545,2.584124406);(147.0446045,1.651111728);(149.0602545,7.211023741);(151.0759046,0.1867200413);(163.0759046,0.1840100182);(175.0759046,0.2948643695);(185.0602545,0.3675169657);(187.0759046,0.3115985633);(189.0915547,0.2366919066);(195.0446045,0.3782980618);(197.0602545,0.6851508164);(199.0759046,0.8797316241);(201.0915547,1.150765966);(209.0602545,3.119530533);(211.0759046,0.9268884012);(213.0915547,3.895055593);(225.0915547,3.027499851);(227.0708192,12.80916284);(243.1021193,12.3490722)
Predicted LC-MS/MSNot AvailablePositivehighView Spectrum(51.0234751,3.712533047);(53.03912516,2.047366547);(65.03912516,2.339762479);(69.03403978,0.9525910699);(77.03912516,6.381392495);(79.01838972,2.371203998);(79.05477522,3.950502232);(81.03403978,2.821426317);(89.03912516,1.753169044);(91.05477522,1.159562783);(93.03403978,1.515324106);(93.07042529,0.9924623748);(95.04968984,4.553159554);(103.0547752,2.110294221);(107.0496898,18.97323428);(109.0653399,1.055818496);(111.08099,1.012115187);(119.0496898,8.374205521);(121.0653399,1.467159891);(123.0446045,14.4194124);(125.0602545,1.467808077);(147.0446045,0.8608643513);(149.0602545,1.802800872);(151.0759046,0.874880351);(171.0446045,1.610094118);(195.08099,1.947778296);(201.0915547,0.9415579395);(211.0759046,2.876775855);(213.0915547,1.845157669);(225.0915547,1.709422793);(227.0708192,2.100163642)
Predicted LC-MS/MSNot AvailableNegativelowView Spectrum(25.00782503,0.0059382096);(29.00273965,0.1698763245);(41.00273965,0.0688343732);(43.01838972,0.0110895042);(67.01838972,0.0434453787);(93.03403978,0.7016663346);(95.04968984,0.019922783);(101.0391252,0.0131830668);(105.0340398,0.4549580101);(117.0340398,0.4607704045);(119.0496898,6.16153163);(121.0289544,12.57926491);(123.0446045,2.791841905);(131.0133043,0.0984230682);(133.0289544,0.2331689106);(135.0446045,1.127699913);(145.0289544,0.016516521);(147.0446045,0.4768293913);(173.0602545,0.0855618374);(183.0446045,0.0091379045);(187.0759046,0.0376478);(195.0446045,0.0055766666);(197.0602545,0.039527796);(199.0759046,0.201148875);(209.0602545,0.139714932);(211.0759046,0.7065960854);(213.0551691,0.0256545341);(215.0708192,0.1851564474);(223.0759046,1.936962339);(225.0551691,0.6366931144);(241.0864693,70.55566103)
Predicted LC-MS/MSNot AvailableNegativemedView Spectrum(17.00273965,1.578875112);(29.00273965,0.2119562991);(41.00273965,0.0772246301);(67.01838972,0.0769090468);(79.01838972,0.0626323012);(93.03403978,4.347613017);(95.04968984,0.0783356217);(105.0340398,0.613006677);(107.0496898,0.2227355753);(117.0340398,0.4531496708);(119.0496898,1.944156256);(121.0289544,14.97062543);(123.0446045,1.316130239);(133.0289544,0.0968236528);(135.0446045,0.9005222759);(145.0289544,0.6191713472);(147.0446045,3.519009374);(149.0602545,0.0757807485);(173.0602545,0.3754141578);(183.0446045,0.1110607404);(187.0759046,0.2523873061);(195.0446045,0.138908609);(197.0602545,0.990392727);(199.0759046,1.829270021);(209.0602545,1.904162754);(211.0759046,7.620152697);(213.0551691,0.2878994809);(215.0708192,0.4484179104);(223.0759046,3.040253699);(225.0551691,0.8123201349);(241.0864693,51.02470249)
Predicted LC-MS/MSNot AvailableNegativehighView Spectrum(41.00273965,2.297814495);(51.0234751,0.970324308);(53.00273965,1.712017354);(63.0234751,0.7348509935);(67.01838972,1.087090977);(77.00273965,0.6593116615);(77.03912516,0.6306625859);(79.01838972,2.006315345);(87.0234751,1.072970394);(89.03912516,0.9207281463);(93.03403978,13.52017634);(101.0391252,0.7792337199);(105.0340398,5.672404488);(117.0340398,6.57818062);(119.0496898,10.4815332);(121.0289544,15.35116587);(123.0446045,2.728528877);(135.0446045,0.6726855912);(145.0289544,5.08249857);(147.0446045,2.315347963);(169.0653399,0.6488245406);(173.0602545,0.6754171818);(179.0496898,0.7738493693);(197.0602545,1.004999807);(199.0759046,1.543360452);(209.0602545,7.084467143);(211.0759046,5.537256398);(215.0708192,0.7140501979);(223.0759046,2.805138183);(225.0551691,3.214263375);(241.0864693,0.724531849)
Predicted LC-MS/MSNot AvailablePositivelowView Spectrum(149.05971,100.0);(149.05971,100.0);(149.05971,100.0);(149.05971,100.0);(149.05971,100.0);(149.05971,100.0);(149.05971,100.0);(149.05971,100.0);(149.05971,100.0);(149.05971,100.0);(149.05971,100.0);(243.10157,74.83);(243.10157,74.83);(243.10157,74.83);(243.10157,74.83);(243.10157,74.83);(243.10157,74.83);(243.10157,74.83);(243.10157,74.83);(243.10157,74.83);(243.10157,74.83);(243.10157,74.83);(243.10157,74.83);(243.10157,74.83);(243.10157,74.83)
Predicted LC-MS/MSNot AvailablePositivemediumView Spectrum(95.04914,6.88);(95.04914,6.88);(95.04914,6.88);(95.04914,6.88);(95.04914,6.88);(95.04914,6.88);(107.04914,6.97);(107.04914,6.97);(107.04914,6.97);(107.04914,6.97);(107.04914,6.97);(107.04914,6.97);(107.04914,6.97);(107.04914,6.97);(107.04914,6.97);(119.04914,6.32);(119.04914,6.32);(119.04914,6.32);(119.04914,6.32);(119.04914,6.32);(121.06479,6.2);(121.06479,6.2);(121.06479,6.2);(121.06479,6.2);(121.06479,6.2);(121.06479,6.2);(123.04406,21.2);(123.04406,21.2);(123.04406,21.2);(123.04406,21.2);(123.04406,21.2);(123.04406,21.2);(123.04406,21.2);(123.04406,21.2);(133.06479,7.14);(133.06479,7.14);(133.06479,7.14);(135.04406,5.75);(135.04406,5.75);(135.04406,5.75);(137.05971,7.52);(137.05971,7.52);(137.05971,7.52);(137.05971,7.52);(137.05971,7.52);(149.05971,20.65);(149.05971,20.65);(149.05971,20.65);(149.05971,20.65);(149.05971,20.65);(149.05971,20.65);(149.05971,20.65);(149.05971,20.65);(149.05971,20.65);(149.05971,20.65);(149.05971,20.65);(213.09101,7.47);(213.09101,7.47);(213.09101,7.47);(213.09101,7.47);(213.09101,7.47);(213.09101,7.47);(213.09101,7.47);(215.10666,6.02);(215.10666,6.02);(215.10666,6.02);(215.10666,6.02);(215.10666,6.02);(215.10666,6.02);(215.10666,6.02);(215.10666,6.02);(225.09101,14.31);(225.09101,14.31);(225.09101,14.31);(225.09101,14.31);(225.09101,14.31);(225.09101,14.31);(225.09101,14.31);(225.09101,14.31);(243.10157,100.0);(243.10157,100.0);(243.10157,100.0);(243.10157,100.0);(243.10157,100.0);(243.10157,100.0);(243.10157,100.0);(243.10157,100.0);(243.10157,100.0);(243.10157,100.0);(243.10157,100.0);(243.10157,100.0);(243.10157,100.0);(243.10157,100.0)
Predicted LC-MS/MSNot AvailablePositivehighView Spectrum(51.02293,20.17);(77.03858,37.22);(79.05423,42.21);(79.05423,42.21);(79.05423,42.21);(91.05423,68.66);(91.05423,68.66);(91.05423,68.66);(93.03349,15.14);(93.03349,15.14);(93.03349,15.14);(93.03349,15.14);(95.04914,30.54);(95.04914,30.54);(95.04914,30.54);(95.04914,30.54);(95.04914,30.54);(95.04914,30.54);(101.03858,12.97);(103.05423,17.94);(103.05423,17.94);(105.03349,28.71);(105.03349,28.71);(105.03349,28.71);(105.06988,60.56);(107.04914,51.57);(107.04914,51.57);(107.04914,51.57);(107.04914,51.57);(107.04914,51.57);(107.04914,51.57);(107.04914,51.57);(107.04914,51.57);(107.04914,51.57);(117.03349,20.51);(117.03349,20.51);(117.03349,20.51);(117.03349,20.51);(117.03349,20.51);(119.04914,37.0);(119.04914,37.0);(119.04914,37.0);(119.04914,37.0);(119.04914,37.0);(121.06479,41.19);(121.06479,41.19);(121.06479,41.19);(121.06479,41.19);(121.06479,41.19);(121.06479,41.19);(123.04406,47.02);(123.04406,47.02);(123.04406,47.02);(123.04406,47.02);(123.04406,47.02);(123.04406,47.02);(123.04406,47.02);(123.04406,47.02);(133.06479,13.1);(133.06479,13.1);(133.06479,13.1);(135.04406,16.25);(135.04406,16.25);(135.04406,16.25);(137.05971,60.55);(137.05971,60.55);(137.05971,60.55);(137.05971,60.55);(137.05971,60.55);(147.04406,21.86);(147.04406,21.86);(147.04406,21.86);(147.04406,21.86);(147.04406,21.86);(147.04406,21.86);(213.09101,43.07);(213.09101,43.07);(213.09101,43.07);(213.09101,43.07);(213.09101,43.07);(213.09101,43.07);(213.09101,43.07);(215.10666,29.4);(215.10666,29.4);(215.10666,29.4);(215.10666,29.4);(215.10666,29.4);(215.10666,29.4);(215.10666,29.4);(215.10666,29.4);(225.09101,100.0);(225.09101,100.0);(225.09101,100.0);(225.09101,100.0);(225.09101,100.0);(225.09101,100.0);(225.09101,100.0);(225.09101,100.0);(227.07027,15.18);(227.07027,15.18)
Predicted LC-MS/MSNot AvailableNegativelowView Spectrum(119.05024,28.61);(119.05024,28.61);(119.05024,28.61);(119.05024,28.61);(119.05024,28.61);(119.05024,28.61);(121.0295,98.69);(121.0295,98.69);(121.0295,98.69);(121.0295,98.69);(121.0295,98.69);(121.0295,98.69);(241.08702,100.0);(241.08702,100.0);(241.08702,100.0);(241.08702,100.0);(241.08702,100.0);(241.08702,100.0);(241.08702,100.0);(241.08702,100.0);(241.08702,100.0);(241.08702,100.0);(241.08702,100.0);(241.08702,100.0);(241.08702,100.0);(241.08702,100.0)
Predicted LC-MS/MSNot AvailableNegativemediumView Spectrum(93.03459,17.99);(93.03459,17.99);(93.03459,17.99);(93.03459,17.99);(93.03459,17.99);(93.03459,17.99);(117.03459,20.55);(117.03459,20.55);(117.03459,20.55);(117.03459,20.55);(119.05024,57.76);(119.05024,57.76);(119.05024,57.76);(119.05024,57.76);(119.05024,57.76);(119.05024,57.76);(121.0295,18.87);(121.0295,18.87);(121.0295,18.87);(121.0295,18.87);(121.0295,18.87);(121.0295,18.87);(123.04515,10.03);(123.04515,10.03);(123.04515,10.03);(123.04515,10.03);(123.04515,10.03);(123.04515,10.03);(123.04515,10.03);(123.04515,10.03);(135.04515,16.17);(135.04515,16.17);(135.04515,16.17);(135.04515,16.17);(135.04515,16.17);(135.04515,16.17);(135.04515,16.17);(147.04515,11.72);(147.04515,11.72);(147.04515,11.72);(147.04515,11.72);(147.04515,11.72);(147.04515,11.72);(147.04515,11.72);(147.04515,11.72);(147.04515,11.72);(211.07645,8.85);(211.07645,8.85);(211.07645,8.85);(211.07645,8.85);(213.0921,8.32);(213.0921,8.32);(213.0921,8.32);(213.0921,8.32);(241.08702,100.0);(241.08702,100.0);(241.08702,100.0);(241.08702,100.0);(241.08702,100.0);(241.08702,100.0);(241.08702,100.0);(241.08702,100.0);(241.08702,100.0);(241.08702,100.0);(241.08702,100.0);(241.08702,100.0);(241.08702,100.0);(241.08702,100.0)
Predicted LC-MS/MSNot AvailableNegativehighView Spectrum(41.00329,14.02);(65.03967,11.8);(91.05532,8.95);(93.03459,63.11);(93.03459,63.11);(93.03459,63.11);(93.03459,63.11);(93.03459,63.11);(93.03459,63.11);(105.03459,14.88);(105.03459,14.88);(105.03459,14.88);(117.03459,31.59);(117.03459,31.59);(117.03459,31.59);(117.03459,31.59);(119.05024,100.0);(119.05024,100.0);(119.05024,100.0);(119.05024,100.0);(119.05024,100.0);(119.05024,100.0);(121.0295,16.29);(121.0295,16.29);(121.0295,16.29);(121.0295,16.29);(121.0295,16.29);(121.0295,16.29);(147.04515,33.45);(147.04515,33.45);(147.04515,33.45);(147.04515,33.45);(147.04515,33.45);(147.04515,33.45);(147.04515,33.45);(147.04515,33.45);(147.04515,33.45);(173.0608,14.28);(173.0608,14.28);(173.0608,14.28);(187.07645,11.29);(187.07645,11.29);(197.0608,8.36);(197.0608,8.36);(197.0608,8.36);(197.0608,8.36);(197.0608,8.36);(197.0608,8.36);(199.07645,25.38);(199.07645,25.38);(199.07645,25.38);(199.07645,25.38);(209.0608,13.15);(209.0608,13.15);(209.0608,13.15);(209.0608,13.15);(225.05572,15.21);(225.05572,15.21);(225.05572,15.21);(225.05572,15.21);(225.05572,15.21);(225.05572,15.21);(239.07137,18.91);(239.07137,18.91);(239.07137,18.91)

Food Sources

No food source information available

Food Sources of its Food Phytochemical(s)

Food PhytochemicalFood SourceFood Source Group
DaidzeinRed cloverPulses and beans PublicationsShow
DaidzeinSoy beanSoy and soy productsShow
DaidzeinSoy milkSoy and soy productsShow

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

Food PhytochemicalMetaboliteSpeciesBiofluidsOriginTMaxCMaxUrinary ExcretionFormulaMonoisotopic mass
Daidzein Equolhumanplasma, serum, urinegut microbiota metabolite12h-24h50-200 nmol/L10-30%C15H14O3242.094294311 Publications
Daidzin Equolhumanplasma, urinegut microbiota metabolite12h-24h50-200 nmol/L1-5%C15H14O3242.094294311 Publications

Inter-Individual Variations in Metabolism

Food PhytochemicalMetaboliteEffectValue
Daidzein EquolGenotypeEffect, clusters Publications
Daidzein EquolMicrobiotaEffect, clusters Publications
Daidzein EquolSexEffect, clusters Publications
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