metabolite

Showing entry for Enterodiol

Identification

PhytoHub ID
PHUB001386
Name
Enterodiol
Systematic Name
Not Available
Synonyms
Not Available
CAS Number
Not Available
Average Mass
302.37
Monoisotopic Mass
302.151809188
Chemical Formula
C18H22O4
IUPAC Name
(2R,3R)-2,3-bis[(3-hydroxyphenyl)methyl]butane-1,4-diol
InChI Key
DWONJCNDULPHLV-HOTGVXAUSA-N
InChI Identifier
InChI=1S/C18H22O4/c19-11-15(7-13-3-1-5-17(21)9-13)16(12-20)8-14-4-2-6-18(22)10-14/h1-6,9-10,15-16,19-22H,7-8,11-12H2/t15-,16-/m0/s1
SMILES
OC[C@H](CC1=CC(O)=CC=C1)[C@H](CO)CC1=CC(O)=CC=C1
Structure
Similar Structures

Calculated Properties

Solubility (ALOGPS)
Not Available
LogS (ALOGPS)
Not Available
LogP (ALOGPS)
Not Available
Hydrogen Acceptors
4
Hydrogen Donors
4
Rotatable Bond Count
7
Polar Surface Area
80.92
Refractivity
86.3606
Polarizability
32.783796183942016
Formal Charge
0
Physiological Charge
0
pKa (strongest basic)
-2.603209181436301
pKa (strongest acidic)
9.793418141582793
Number of Rings
2
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
Lignan metabolites
Sub-class
Enterolignans

Taxonomy of its Food Phytochemical Precursor(s)

Food PhytochemicalFamilyClassSub-class
SecoisolariciresinolPolyphenolsLignansNot AvailableShow Food Phytochemical
Secoisolariciresinol diglucosidePolyphenolsLignansNot AvailableShow Food Phytochemical
Flaxseed SecoiridoidsNot AvailableNot AvailableShow Food Phytochemical

Spectra from Phytohub

Spectrum TypeInstrument TypeIon ModeCollision Energy LevelViewPeaks
LC-MS/MSLC-ESI-QTOFPositivelowView Spectrum(77.04006,0.74674675);(79.05195,0.25325325);(91.05746,0.1981982);(105.06865,0.54854855);(107.05124,1.0);(108.05122,0.25325325);(109.05726,0.2972973);(116.05421,0.27527528);(116.06241,0.22022022);(131.08714,0.22022022);(145.05984,0.3963964)
LC-MS/MSLC-ESI-QTOFPositivelowView Spectrum(107.03743,0.01101101);(107.0483,0.15515516);(121.0647,0.03203203);(121.07237,0.01801802);(133.06387,0.03203203);(135.07913,0.00900901);(147.07056,0.02802803);(147.08502,0.04804805);(147.09402,0.01601602);(147.10429,0.01201201);(159.07797,0.01901902);(159.08826,0.01601602);(160.08321,0.01001001);(160.09595,0.01201201);(161.09483,0.01201201);(161.10666,0.01101101);(161.84908,0.00700701);(162.09311,0.00800801);(173.09352,0.00700701);(173.10262,0.01801802);(174.0946,0.01001001);(195.07086,0.00700701);(199.06078,0.00800801);(206.75131,0.00700701);(246.42589,0.01701702);(249.1254,0.01101101);(267.10989,0.01101101);(267.13815,1.0);(267.21219,0.01001001);(268.13828,0.19019019);(269.14429,0.01701702);(270.13846,0.01201201);(272.27667,0.00700701);(285.14774,0.21421421);(286.04068,0.00700701);(286.15134,0.01801802);(302.14307,0.00900901);(303.16547,0.01501502)
LC-MS/MSLC-ESI-QTOFPositivelowView Spectrum(77.04051,0.22722723);(79.05248,0.35635636);(80.05804,0.10810811);(91.05546,0.15515516);(101.95543,0.1031031);(105.06578,0.1031031);(107.05151,1.0);(115.04939,0.17517518);(115.05793,0.46946947);(116.06097,0.25825826);(119.0799,0.09309309);(122.06435,0.11311311);(128.06656,0.17017017);(131.04907,0.13413413);(133.06152,0.22222222);(136.26953,0.09309309);(144.05431,0.34534535);(145.06213,0.21621622);(161.08887,0.0980981);(168.06105,0.10810811)
LC-MS/MSLC-ESI-QTOFPositivelowView Spectrum(107.0489,0.18118118);(110.52734,0.00600601);(121.06273,0.01401401);(121.0673,0.01401401);(133.06499,0.08108108);(147.07956,0.02702703);(147.09045,0.01901902);(147.22783,0.00600601);(148.08923,0.01301301);(159.08188,0.03403403);(159.36427,0.00700701);(160.08299,0.01801802);(160.09872,0.00700701);(161.09018,0.01901902);(171.08267,0.01201201);(173.08574,0.00700701);(173.10451,0.00600601);(177.09045,0.00900901);(208.0885,0.01001001);(209.10085,0.00900901);(219.97435,0.00800801);(250.12013,0.00700701);(255.14316,0.01901902);(256.00784,0.01401401);(259.15173,0.00800801);(266.83099,0.00600601);(266.96439,0.00700701);(267.14035,1.0);(268.00961,0.00600601);(268.10446,0.00900901);(268.13925,0.16216216);(268.16266,0.01301301);(269.14044,0.04704705);(269.15787,0.01501502);(270.15347,0.00900901);(271.68613,0.00600601);(285.14938,0.17717718);(286.14948,0.02302302);(287.16125,0.00900901);(301.15155,0.01501502)
LC-MS/MSLC-ESI-QTOFPositivelowView Spectrum(55.02267,0.02502503);(77.0429,0.03303303);(79.03775,0.02802803);(106.07167,0.02302302);(107.04922,1.0);(108.05141,0.05405405);(109.06413,0.06006006);(119.24096,0.02102102);(121.05799,0.04504505);(121.06655,0.1031031);(121.07646,0.04504505);(131.052,0.05805806);(131.0831,0.03203203);(133.06473,0.40540541);(135.08257,0.04704705);(144.05211,0.02702703);(144.05904,0.02102102);(145.06509,0.11311311);(147.08351,0.21821822);(148.08969,0.02202202);(159.07417,0.05605606);(159.08264,0.05905906);(160.08701,0.03303303);(199.0768,0.04004004);(249.13657,0.02602603);(267.13846,0.7987988);(268.13925,0.12012012);(268.14984,0.1021021);(269.14038,0.02202202);(285.14752,0.06706707);(285.16028,0.03303303)
LC-MS/MSLC-ESI-QTOFPositivelowView Spectrum(107.04351,0.03003003);(107.04998,0.08208208);(108.05109,0.01501502);(111.07821,0.00600601);(117.31875,0.00600601);(121.06068,0.00800801);(121.06757,0.01801802);(131.69775,0.00600601);(133.06508,0.11311311);(134.07561,0.00600601);(134.79233,0.00700701);(135.08035,0.01301301);(147.07303,0.02302302);(147.08226,0.01401401);(159.06403,0.00700701);(159.08168,0.07607608);(160.08334,0.01401401);(173.09209,0.02902903);(173.10181,0.02502503);(174.09552,0.01201201);(177.09586,0.00900901);(223.10918,0.00800801);(249.12511,0.00600601);(257.79858,0.00600601);(265.13992,0.00600601);(266.14252,0.00900901);(266.19989,0.00600601);(267.138,1.0);(268.13843,0.14314314);(268.1525,0.05705706);(269.14066,0.02702703);(269.15625,0.00500501);(285.1478,0.19319319);(286.14014,0.01801802);(286.15497,0.07207207);(287.16098,0.00900901);(303.14743,0.00700701)
LC-MS/MSLC-ESI-QTOFPositivelowView Spectrum(73.13854,0.53153153);(77.03902,0.51351351);(79.05267,0.22922923);(80.06115,0.25725726);(91.04647,0.18318318);(103.05363,0.75175175);(104.06058,0.25725726);(105.06921,1.0);(107.0391,0.18318318);(107.04883,0.70570571);(107.05462,0.43143143);(115.05253,0.43143143);(115.05623,0.22022022);(116.06094,0.16516517);(132.05676,0.18318318);(143.07625,0.16516517);(144.05544,0.32132132);(145.06276,0.42242242);(157.06889,0.24824825);(205.06975,0.18318318)
LC-MS/MSLC-ESI-QTOFPositivelowView Spectrum(77.0402,0.04804805);(78.03982,0.02002002);(79.05612,0.01501502);(93.37904,0.02602603);(94.07289,0.01301301);(95.04609,0.02102102);(99.07812,0.02202202);(105.06721,0.16916917);(107.02744,0.02702703);(107.04927,1.0);(108.0519,0.04904905);(109.0551,0.01901902);(117.06284,0.02402402);(117.07281,0.03003003);(119.08627,0.01501502);(120.09122,0.02102102);(121.06294,0.08108108);(121.06917,0.07307307);(122.06395,0.02802803);(129.07007,0.03403403);(131.08292,0.08608609);(131.09386,0.01501502);(132.06021,0.01401401);(133.05196,0.02402402);(133.06367,0.47747748);(134.06903,0.02702703);(137.77682,0.01501502);(141.06529,0.01301301);(141.07317,0.03303303);(142.07072,0.01901902);(144.05383,0.07707708);(144.06761,0.01801802);(144.90201,0.01501502);(145.04494,0.02102102);(145.06216,0.05905906);(147.06276,0.01801802);(147.0817,0.20920921);(147.66631,0.01301301);(148.08813,0.01501502);(158.07329,0.01501502);(159.07356,0.05305305);(159.08101,0.14914915);(160.08508,0.05405405);(161.09813,0.06306306);(161.22766,0.01301301);(179.08476,0.02502503);(219.06978,0.01901902);(234.10867,0.03703704);(267.12256,0.02302302)
LC-MS/MSLC-ESI-QTOFPositivelowView Spectrum(77.03575,0.02102102);(93.07352,0.02602603);(94.03532,0.02802803);(105.06915,0.15715716);(107.04824,1.0);(107.06636,0.02002002);(108.04851,0.17517518);(108.32787,0.02002002);(109.06089,0.03903904);(109.37241,0.03803804);(115.05978,0.02502503);(116.06709,0.02602603);(119.08489,0.07707708);(120.08636,0.03403403);(121.06268,0.27827828);(121.06785,0.11611612);(124.14555,0.02002002);(127.05551,0.02702703);(129.06833,0.02402402);(130.07913,0.02202202);(131.04851,0.13513514);(131.086,0.16016016);(132.08463,0.04104104);(133.06084,0.36036036);(135.0797,0.03103103);(138.06575,0.03703704);(141.06546,0.07907908);(142.07397,0.02102102);(144.05339,0.1011011);(145.05606,0.03803804);(145.06619,0.08608609);(147.07878,0.16016016);(147.08867,0.05105105);(152.0658,0.04304304);(157.05849,0.08508509);(159.08061,0.34034034);(160.08327,0.06206206);(173.09109,0.12712713);(179.08156,0.03903904);(181.05074,0.02802803);(181.06683,0.02702703);(207.07968,0.02002002);(222.40346,0.02602603);(267.13763,0.02102102)
LC-MS/MSLC-ESI-QTOFPositivelowView Spectrum(91.05343,0.03903904);(107.04752,1.0);(107.05562,0.15615616);(108.04764,0.06706707);(108.05425,0.04504505);(115.05144,0.02802803);(120.08346,0.02802803);(121.06551,0.12512513);(131.08803,0.05905906);(132.05812,0.05505506);(132.09676,0.03103103);(133.04752,0.05005005);(133.06392,0.26526527);(133.08781,0.03103103);(135.07211,0.05005005);(145.06972,0.04404404);(148.08115,0.03303303);(148.36522,0.04504505);(148.9407,0.04704705);(149.0907,0.03303303);(158.32098,0.02802803);(159.07794,0.31531532);(159.09528,0.03303303);(161.09015,0.03703704);(177.09021,0.03403403);(255.13333,0.03103103);(267.13235,0.84084084);(267.14819,0.14714715);(268.12881,0.07507508);(268.13962,0.15115115);(285.14548,0.11711712);(287.15167,0.03103103);(303.15344,0.03403403)
LC-MS/MSLC-ESI-QTOFPositivelowView Spectrum(92.05529,0.03703704);(95.48875,0.03403403);(103.05389,0.03103103);(107.03499,0.04504505);(107.0496,1.0);(108.04549,0.03203203);(117.07012,0.02902903);(132.05977,0.03203203);(133.0645,0.33333333);(134.06735,0.07307307);(135.08563,0.06206206);(135.6304,0.03403403);(141.07092,0.07507508);(142.08073,0.04104104);(145.06595,0.08608609);(147.08182,0.27127127);(148.08684,0.06206206);(148.33873,0.02802803);(154.07323,0.04404404);(159.07693,0.17017017);(159.08582,0.11211211);(160.08328,0.17917918);(177.08597,0.03203203);(179.07486,0.02902903);(211.06731,0.03203203);(221.0981,0.10910911);(267.13986,0.79379379);(268.125,0.05205205);(268.1456,0.36436436);(285.15213,0.0990991);(286.15027,0.04404404)
LC-MS/MSLC-ESI-QTOFPositivelowView Spectrum(91.053,0.039);(107.048,1.0);(107.056,0.156);(108.048,0.067);(108.054,0.045);(115.051,0.028);(120.083,0.028);(121.066,0.125);(131.088,0.059);(132.058,0.055);(132.097,0.031);(133.048,0.05);(133.064,0.265);(133.088,0.031);(135.072,0.05);(145.07,0.044);(148.081,0.033);(148.365,0.045);(148.941,0.047);(149.091,0.033);(158.321,0.028);(159.078,0.315);(159.095,0.033);(161.09,0.037);(177.09,0.034);(255.133,0.031);(267.132,0.841);(267.148,0.147);(268.129,0.075);(268.14,0.151);(285.145,0.117);(287.152,0.031);(303.153,0.034)
LC-MS/MSLC-ESI-QTOFPositivelowView Spectrum(107.037,0.011);(107.048,0.155);(121.065,0.032);(121.072,0.018);(133.064,0.032);(147.071,0.028);(147.085,0.048);(147.094,0.016);(147.104,0.012);(159.078,0.019);(159.088,0.016);(160.083,0.01);(160.096,0.012);(161.095,0.012);(161.107,0.011);(173.103,0.018);(174.095,0.01);(246.426,0.017);(249.125,0.011);(267.11,0.011);(267.138,1.0);(267.212,0.01);(268.138,0.19);(269.144,0.017);(270.138,0.012);(285.148,0.214);(286.151,0.018);(303.165,0.015)
LC-MS/MSLC-ESI-QTOFPositivehighView Spectrum(73.139,0.532);(77.039,0.514);(79.053,0.229);(80.061,0.257);(91.046,0.183);(103.054,0.752);(104.061,0.257);(105.069,1.0);(107.039,0.183);(107.049,0.706);(107.055,0.431);(115.053,0.431);(115.056,0.22);(116.061,0.165);(132.057,0.183);(143.076,0.165);(144.055,0.321);(145.063,0.422);(157.069,0.248);(205.07,0.183)
LC-MS/MSLC-ESI-QTOFPositivelowView Spectrum(55.023,0.025);(77.043,0.033);(79.038,0.028);(106.072,0.023);(107.049,1.0);(108.051,0.054);(109.064,0.06);(119.241,0.021);(121.058,0.045);(121.067,0.103);(121.076,0.045);(131.052,0.058);(131.083,0.032);(133.065,0.405);(135.083,0.047);(144.052,0.027);(144.059,0.021);(145.065,0.113);(147.084,0.218);(148.09,0.022);(159.074,0.056);(159.083,0.059);(160.087,0.033);(199.077,0.04);(249.137,0.026);(267.138,0.799);(268.139,0.12);(268.15,0.102);(269.14,0.022);(285.148,0.067);(285.16,0.033)
LC-MS/MSLC-ESI-QTOFPositivelowView Spectrum(107.044,0.03);(107.05,0.082);(108.051,0.015);(121.068,0.018);(133.065,0.113);(135.08,0.013);(147.073,0.023);(147.082,0.014);(159.082,0.076);(160.083,0.014);(173.092,0.029);(173.102,0.025);(174.096,0.012);(267.138,1.0);(268.138,0.143);(268.152,0.057);(269.141,0.027);(285.148,0.193);(286.14,0.018);(286.155,0.072)
LC-MS/MSLC-ESI-QTOFPositivemediumView Spectrum(77.04,0.048);(78.04,0.02);(79.056,0.015);(93.379,0.026);(94.073,0.013);(95.046,0.021);(99.078,0.022);(105.067,0.169);(107.027,0.027);(107.049,1.0);(108.052,0.049);(109.055,0.019);(117.063,0.024);(117.073,0.03);(119.086,0.015);(120.091,0.021);(121.063,0.081);(121.069,0.073);(122.064,0.028);(129.07,0.034);(131.083,0.086);(131.094,0.015);(132.06,0.014);(133.052,0.024);(133.064,0.477);(134.069,0.027);(137.777,0.015);(141.065,0.013);(141.073,0.033);(142.071,0.019);(144.054,0.077);(144.068,0.018);(144.902,0.015);(145.045,0.021);(145.062,0.059);(147.063,0.018);(147.082,0.209);(147.666,0.013);(148.088,0.015);(158.073,0.015);(159.074,0.053);(159.081,0.149);(160.085,0.054);(161.098,0.063);(161.228,0.013);(179.085,0.025);(219.07,0.019);(234.109,0.037);(267.123,0.023)
LC-MS/MSLC-ESI-QTOFPositivehighView Spectrum(77.04,0.747);(79.052,0.253);(91.057,0.198);(105.069,0.549);(107.051,1.0);(108.051,0.253);(109.057,0.297);(116.054,0.275);(116.062,0.22);(131.087,0.22);(145.06,0.396)
LC-MS/MSLC-ESI-QTOFPositivelowView Spectrum(92.055,0.037);(95.489,0.034);(103.054,0.031);(107.035,0.045);(107.05,1.0);(108.045,0.032);(117.07,0.029);(132.06,0.032);(133.064,0.333);(134.067,0.073);(135.086,0.062);(135.63,0.034);(141.071,0.075);(142.081,0.041);(145.066,0.086);(147.082,0.271);(148.087,0.062);(148.339,0.028);(154.073,0.044);(159.077,0.17);(159.086,0.112);(160.083,0.179);(177.086,0.032);(179.075,0.029);(211.067,0.032);(221.098,0.109);(267.14,0.794);(268.125,0.052);(268.146,0.364);(285.152,0.099);(286.15,0.044)
LC-MS/MSLC-ESI-QTOFPositivelowView Spectrum(107.049,0.181);(121.063,0.014);(121.067,0.014);(133.065,0.081);(147.08,0.027);(147.09,0.019);(148.089,0.013);(159.082,0.034);(160.083,0.018);(161.09,0.019);(171.083,0.012);(208.088,0.01);(255.143,0.019);(256.008,0.014);(267.14,1.0);(268.139,0.162);(268.163,0.013);(269.14,0.047);(269.158,0.015);(285.149,0.177);(286.149,0.023);(301.152,0.015)
LC-MS/MSLC-ESI-QTOFPositivemediumView Spectrum(77.036,0.021);(93.074,0.026);(94.035,0.028);(105.069,0.157);(107.048,1.0);(107.066,0.02);(108.049,0.175);(108.328,0.02);(109.061,0.039);(109.372,0.038);(115.06,0.025);(116.067,0.026);(119.085,0.077);(120.086,0.034);(121.063,0.278);(121.068,0.116);(124.146,0.02);(127.056,0.027);(129.068,0.024);(130.079,0.022);(131.049,0.135);(131.086,0.16);(132.085,0.041);(133.061,0.36);(135.08,0.031);(138.066,0.037);(141.065,0.079);(142.074,0.021);(144.053,0.101);(145.056,0.038);(145.066,0.086);(147.079,0.16);(147.089,0.051);(152.066,0.043);(157.058,0.085);(159.081,0.34);(160.083,0.062);(173.091,0.127);(179.082,0.039);(181.051,0.028);(181.067,0.027);(207.08,0.02);(222.403,0.026);(267.138,0.021)
LC-MS/MSLC-ESI-QTOFPositivehighView Spectrum(77.041,0.227);(79.052,0.356);(80.058,0.108);(91.055,0.155);(101.955,0.103);(105.066,0.103);(107.052,1.0);(115.049,0.175);(115.058,0.469);(116.061,0.258);(119.08,0.093);(122.064,0.113);(128.067,0.17);(131.049,0.134);(133.062,0.222);(136.27,0.093);(144.054,0.345);(145.062,0.216);(161.089,0.098);(168.061,0.108)

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

Food PhytochemicalMetaboliteSpeciesBiofluidsOriginTMaxCMaxUrinary ExcretionFormulaMonoisotopic mass
Secoisolariciresinol Enterodiolhumanblood, urinegut microbiota metaboliteNot AvailableNot AvailableNot AvailableC18H22O4302.151809188 Publications
Secoisolariciresinol diglucoside EnterodiolNot AvailableNot AvailableNot AvailableNot AvailableNot AvailableNot AvailableC18H22O4302.151809188 Detailed Intervention Studies
Flaxseed Secoiridoids EnterodiolNot AvailableNot AvailableNot AvailableNot AvailableNot AvailableNot AvailableC18H22O4302.151809188 Detailed Intervention Studies

Inter-Individual Variations in Metabolism

Food PhytochemicalMetaboliteEffectValue
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