Identification

PhytoHub ID
PHUB000880
Name
Diosmetin
Systematic Name
Not Available
Synonyms
  • Luteolin 4'-methyl ether
CAS Number
Not Available
Average Mass
300.266
Monoisotopic Mass
300.063388106
Chemical Formula
C16H12O6
IUPAC Name
5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4H-chromen-4-one
InChI Key
MBNGWHIJMBWFHU-UHFFFAOYSA-N
InChI Identifier
InChI=1S/C16H12O6/c1-21-13-3-2-8(4-10(13)18)14-7-12(20)16-11(19)5-9(17)6-15(16)22-14/h2-7,17-19H,1H3
SMILES
COC1=C(O)C=C(C=C1)C1=CC(=O)C2=C(O1)C=C(O)C=C2O
Structure

Calculated Properties

Solubility (ALOGPS)
7.54e-02 g/l
LogS (ALOGPS)
-3.60
LogP (ALOGPS)
3.06
Hydrogen Acceptors
6
Hydrogen Donors
3
Rotatable Bond Count
2
Polar Surface Area
96.22000000000001
Refractivity
79.37710000000001
Polarizability
29.836699899501987
Formal Charge
0
Physiological Charge
-1
pKa (strongest basic)
-4.774841182688161
pKa (strongest acidic)
6.577279820841693
Number of Rings
3
Rule of Five
Yes
Bioavailability
Yes
Ghose Filter
Yes
Veber's Rule
No
MDDR-like Rule
No

Taxonomy as Food Phytochemical

Family
Polyphenols
Class
Flavonoids
Sub-class
Flavones

Classyfire Taxonomy

Kingdom Name
Organic compounds
Class
Flavonoids
Super-class
Phenylpropanoids and polyketides
Sub-class
O-methylated flavonoids
Direct Parent Name
4'-O-methylated flavonoids
Alternative Parent Names
["1-hydroxy-2-unsubstituted benzenoids", "1-hydroxy-4-unsubstituted benzenoids", "3'-hydroxyflavonoids", "5-hydroxyflavonoids", "7-hydroxyflavonoids", "Alkyl aryl ethers", "Anisoles", "Chromones", "Flavones", "Heteroaromatic compounds", "Hydrocarbon derivatives", "Methoxybenzenes", "Methoxyphenols", "Organic oxides", "Oxacyclic compounds", "Phenoxy compounds", "Pyranones and derivatives", "Vinylogous acids"]
External Descriptor Annotations
["3'-hydroxyflavonoid", "Flavones and Flavonols", "flavones", "monomethoxyflavone", "trihydroxyflavone"]
Substituent Names
["1-benzopyran", "1-hydroxy-2-unsubstituted benzenoid", "1-hydroxy-4-unsubstituted benzenoid", "3'-hydroxyflavonoid", "4p-methoxyflavonoid-skeleton", "5-hydroxyflavonoid", "7-hydroxyflavonoid", "Alkyl aryl ether", "Anisole", "Aromatic heteropolycyclic compound", "Benzenoid", "Benzopyran", "Chromone", "Ether", "Flavone", "Heteroaromatic compound", "Hydrocarbon derivative", "Hydroxyflavonoid", "Methoxybenzene", "Methoxyphenol", "Monocyclic benzene moiety", "Organic oxide", "Organic oxygen compound", "Organoheterocyclic compound", "Organooxygen compound", "Oxacycle", "Phenol", "Phenol ether", "Phenoxy compound", "Pyran", "Pyranone", "Vinylogous acid"]

Spectra from Phytohub

Spectrum TypeInstrument TypeIon ModeCollision Energy LevelViewPeaks
Predicted GC-MSGC-MSPositiveNot AvailableView Spectrum(110.0362272,2.085528919);(122.0362272,2.470607119);(123.0440518,1.87822807);(136.0154921,3.357721048);(137.0233167,1.565881285);(147.0440518,1.736248488);(148.0518764,2.837676912);(149.059701,2.292476245);(150.0311413,3.561882915);(151.0389659,1.506115345);(152.0104062,1.354177445);(153.0182308,1.628003765);(174.0311413,1.716334937);(190.0260554,1.621899391);(216.0417046,1.359123027);(230.0573538,1.81110168);(256.0366187,4.309971132);(257.0444433,4.071709941);(258.0522679,3.119114027);(259.0600925,1.562493915);(270.0522679,3.800693422);(271.0600925,2.354366193);(272.0679171,9.675013861);(273.0713126,1.660073103);(282.0522679,6.012556741);(283.0600925,5.461571817);(284.0315328,4.014418702);(285.0393574,5.115631705);(299.0550066,2.384839417);(300.0628312,11.55771642);(301.0662259,2.116823012)
Predicted GC-MSGC-MSPositiveNot AvailableView Spectrum(73.04679982,4.632908575);(75.02606472,1.050741645);(115.0573631,2.368436071);(205.0679264,0.8955272717);(220.0914002,0.9240625851);(221.0992248,2.440670736);(231.0471913,0.8822552739);(247.0784897,2.386131231);(252.0996256,0.864213101);(253.1074502,1.134401265);(265.0710659,2.201794652);(279.0867151,1.676344749);(280.0945397,1.282178778);(281.06598,1.635354436);(281.1023643,2.124912761);(297.0972784,1.427943705);(402.1313155,1.10473875);(403.1391401,1.358467888);(442.1262296,0.8746392515);(443.1340542,3.541339911);(444.1363646,1.253049168);(444.1418788,3.705229117);(445.1441909,1.311594734);(445.1497034,1.706354177);(473.1630147,2.373562633);(474.1650264,0.9878487476);(488.1864885,1.060112153);(500.1501042,1.319037809);(501.1579288,8.555545464);(502.1599776,3.65969459);(503.1584397,1.704420613)
Predicted GC-MSGC-MSEiNot AvailableView Spectrum(41.00219012,1.075036095);(110.0362272,1.248035424);(122.0362272,1.535544657);(123.0440518,1.064281446);(136.0154921,4.963851987);(137.0233167,2.28230754);(147.0440518,0.8438922697);(148.0518764,2.136892867);(149.059701,1.82971181);(150.0311413,2.009610674);(151.0389659,0.7898584726);(153.0182308,0.9479968627);(174.0311413,1.425813004);(175.0389659,1.106254164);(216.0417046,0.8748586873);(230.0573538,1.337955631);(256.0366187,2.825939893);(257.0444433,2.8944342);(258.0522679,1.90222342);(259.0600925,1.050642588);(270.0522679,1.813442897);(271.0600925,1.193588571);(272.0679171,5.640424642);(273.0713126,0.967804013);(282.0522679,3.1656067);(283.0600925,3.155366773);(284.0315328,2.451000681);(285.0393574,3.123746185);(299.0550066,1.557401075);(300.0628312,7.507611313);(301.0662259,1.375036712)
LC-MS/MSESI-TOFNegativeNot AvailableView Spectrum(469.3332,999.0);(470.3365,264.0);(471.3395,37.0);(537.3201,18.0);(939.675,850.0);(940.6785,529.0);(941.6818,159.0);(942.6852,29.0);(961.6588,20.0);(962.6625,12.0);(1410.0203,13.0);(1411.0253,13.0);(1432.0042,11.0);(1433.0084,11.0)
LC-MS/MSESI-TOFNegativeNot AvailableView Spectrum(469.3332,999.0);(470.3365,264.0);(471.3395,37.0);(537.3201,18.0);(939.675,850.0);(940.6785,529.0);(941.6818,159.0);(942.6852,29.0);(961.6588,20.0);(962.6625,12.0);(1410.0203,13.0);(1411.0253,13.0);(1432.0042,11.0);(1433.0084,11.0)
LC-MS/MSESI-TOFNegativeNot AvailableView Spectrum(107.0144,365.0);(133.0296,378.0);(151.0047,353.0);(199.0425,185.0);(211.0403,252.0);(227.0364,999.0);(228.0411,191.0);(239.036,161.0);(255.0317,492.0);(256.0385,250.0);(284.0352,404.0)
LC-MS/MSESI-TOFNegativeNot AvailableView Spectrum(107.0148,36.0);(123.0073,36.0);(132.0231,46.0);(133.0305,57.0);(134.0377,34.0);(150.0007,32.0);(151.0051,155.0);(188.0483,28.0);(200.0477,41.0);(211.0424,63.0);(227.0362,270.0);(228.0426,95.0);(239.0359,56.0);(240.0413,23.0);(255.0315,154.0);(256.0392,334.0);(257.0439,56.0);(283.0248,77.0);(284.0347,999.0);(285.0388,148.0);(286.0392,33.0)
LC-MS/MSESI-TOFNegativeNot AvailableView Spectrum(284.0347,999.0);(285.0374,129.0);(299.058,300.0);(300.0611,34.0)
LC-MS/MSESI-TOFNegativeNot AvailableView Spectrum(284.0321,165.0);(285.0355,23.0);(299.056,999.0);(300.0593,166.0);(301.061,21.0)
LC-MS/MSESI-TOFNegativeNot AvailableView Spectrum(107.0144,365.0);(133.0296,378.0);(151.0047,353.0);(199.0425,185.0);(211.0403,252.0);(227.0364,999.0);(228.0411,191.0);(239.036,161.0);(255.0317,492.0);(256.0385,250.0);(284.0352,404.0)
LC-MS/MSESI-TOFNegativeNot AvailableView Spectrum(107.0148,36.0);(123.0073,36.0);(132.0231,46.0);(133.0305,57.0);(134.0377,34.0);(150.0007,32.0);(151.0051,155.0);(188.0483,28.0);(200.0477,41.0);(211.0424,63.0);(227.0362,270.0);(228.0426,95.0);(239.0359,56.0);(240.0413,23.0);(255.0315,154.0);(256.0392,334.0);(257.0439,56.0);(283.0248,77.0);(284.0347,999.0);(285.0388,148.0);(286.0392,33.0)
LC-MS/MSLC-ESI-ITTOFnegativeNot AvailableView Spectrum(283.9308,1.220168);(284.0279,100.0);(284.1899,1.737994);(284.3357,2.391428);(284.5302,1.106334);(285.0329,14.146423);(286.0397,2.443329)
LC-MS/MSLinear Ion TrapnegativeNot AvailableView Spectrum(284.184726,100.0);(285.000006,0.665572);(299.157373,3.895097);(300.102019,4.384147)
LC-MS/MSLinear Ion TrapnegativeNot AvailableView Spectrum(284.209525,100.0);(299.194824,6.80355);(300.088628,8.882403)
LC-MS/MSLC-ESI-TOFnegativeNot AvailableView Spectrum(284.0347,100.0);(285.0374,12.912913);(299.058,30.03003);(300.0611,3.403403)
LC-MS/MSLC-ESI-TOFnegativeNot AvailableView Spectrum(107.0144,36.536537);(133.0296,37.837838);(151.0047,35.335335);(199.0425,18.518519);(211.0403,25.225225);(227.0364,100.0);(228.0411,19.119119);(239.036,16.116116);(255.0317,49.249249);(256.0385,25.025025);(284.0352,40.44044)
LC-MS/MSLC-ESI-TOFnegativeNot AvailableView Spectrum(107.0148,3.603604);(123.0073,3.603604);(132.0231,4.604605);(133.0305,5.705706);(134.0377,3.403403);(150.0007,3.203203);(151.0051,15.515516);(188.0483,2.802803);(200.0477,4.104104);(211.0424,6.306306);(227.0362,27.027027);(228.0426,9.50951);(239.0359,5.605606);(240.0413,2.302302);(255.0315,15.415415);(256.0392,33.433433);(257.0439,5.605606);(283.0248,7.707708);(284.0347,100.0);(285.0388,14.814815);(286.0392,3.303303)
LC-MS/MSLinear Ion TrappositiveNot AvailableView Spectrum(258.425935,0.561738);(259.407128,0.658143);(273.457377,0.93946);(286.203211,100.0);(287.08334,7.231074);(301.240552,21.625);(302.151217,27.559447)
LC-MS/MSLC-ESI-QFTpositivelowView Spectrum(183.0295,0.2458366376);(286.0471,79.30214116);(301.071,20.4520222)
LC-MS/MSLC-ESI-ITpositivelowView Spectrum(286.0453,91.90331771);(301.0936,8.09668229)
LC-MS/MSNot AvailableNegativeNot AvailableView Spectrum(120.01782,2.19);(151.00476,2.65);(158.04117,5.18);(172.05055,3.57);(182.04276,2.3);(189.01472,2.3);(193.04326,3.8);(199.03972,3.92);(211.03477,2.19);(239.03238,5.76);(255.02715,2.19);(256.0387,2.3);(283.02902,4.38);(284.0329,30.65);(285.02829,4.84);(286.04697,4.49);(299.05444,100.0)
LC-MS/MSNot AvailablePositiveNot AvailableView Spectrum(108.0195,1.36);(112.0132,2.11);(119.0502,1.43);(121.0506,1.29);(124.015,1.52);(140.0134,4.76);(153.0184,13.13);(155.0428,1.07);(168.0019,14.63);(174.0557,1.08);(184.0443,1.09);(186.0251,1.26);(187.035,1.4);(201.0454,1.95);(202.057,1.11);(203.0268,1.51);(212.0435,1.11);(229.0488,21.75);(257.0454,9.03);(258.0516,100.0);(286.045,32.37);(301.064,1.69)
LC-MS/MSNot AvailablePositiveNot AvailableView Spectrum(286.0488,4.99);(301.0713,100.0)
LC-MS/MSNot AvailablePositiveNot AvailableView Spectrum(168.0052,1.88);(258.0524,5.2);(286.0487,53.89);(301.0717,100.0)
LC-MS/MSNot AvailableNegativeNot AvailableView Spectrum(137.9951,1.99);(165.9877,2.0);(168.9511,1.76);(256.0383,1.95);(284.0334,100.0);(299.0589,9.61)
LC-MS/MSNot AvailableNegativeNot AvailableView Spectrum(284.0325,28.32);(299.0567,100.0)
LC-MS/MSNot AvailableNegativeNot AvailableView Spectrum(104.0263,4.61);(107.0121,52.79);(108.6704,2.8);(109.9994,70.75);(119.0027,4.87);(120.0182,9.86);(121.0336,7.82);(123.0056,6.97);(126.6463,5.18);(128.7896,3.74);(129.9307,5.49);(132.0159,21.35);(133.0323,43.71);(134.0352,28.05);(135.5207,2.81);(137.9946,22.05);(138.8102,10.71);(140.5331,6.88);(142.0387,6.97);(148.015,14.7);(149.0155,3.37);(149.9919,10.23);(151.0015,97.55);(156.058,4.56);(160.0073,4.65);(161.0265,2.83);(163.004,3.72);(164.9318,7.26);(165.9902,12.24);(170.0338,3.65);(171.0573,5.65);(174.0313,11.54);(182.0309,7.69);(183.0395,22.55);(184.0575,8.31);(185.0183,3.66);(188.0507,2.82);(195.0413,3.38);(199.0383,28.05);(200.0385,9.32);(200.8887,7.45);(201.8328,4.11);(206.9664,3.06);(210.0325,11.13);(211.0358,35.39);(212.049,12.16);(213.0139,5.31);(215.0221,5.65);(227.0378,100.0);(229.7817,2.79);(239.0279,3.78);(241.0054,3.99);(250.755,7.6);(255.0288,15.95);(256.0402,43.94);(261.5782,8.4);(283.008,17.76);(284.0315,84.9)
LC-MS/MSNot AvailablePositiveNot AvailableView Spectrum(284.0347,100.0);(285.0374,12.91);(299.058,30.03);(300.0611,3.4)
LC-MS/MSNot AvailablePositiveNot AvailableView Spectrum(107.0144,36.54);(133.0296,37.84);(151.0047,35.34);(199.0425,18.52);(211.0403,25.23);(227.0364,100.0);(228.0411,19.12);(239.036,16.12);(255.0317,49.25);(256.0385,25.03);(284.0352,40.44)
LC-MS/MSNot AvailablePositiveNot AvailableView Spectrum(107.0148,3.6);(123.0073,3.6);(132.0231,4.6);(133.0305,5.71);(134.0377,3.4);(150.0007,3.2);(151.0051,15.52);(188.0483,2.8);(200.0477,4.1);(211.0424,6.31);(227.0362,27.03);(228.0426,9.51);(239.0359,5.61);(240.0413,2.3);(255.0315,15.42);(256.0392,33.43);(257.0439,5.61);(283.0248,7.71);(284.0347,100.0);(285.0388,14.81);(286.0392,3.3)
Predicted LC-MS/MSNot AvailablePositivelowView Spectrum(43.01838972,0.0308327426);(47.04968984,0.0206355029);(55.01838972,0.0046295609);(57.03403978,0.0918367197);(67.01838972,0.0054880228);(68.99765427,0.0126530841);(71.04968984,0.1519476491);(73.0289544,0.0649826211);(97.0289544,0.1253360478);(99.04460446,0.0384834131);(149.0602545,0.1978094839);(153.0187836,0.6906279121);(187.0395191,0.006530147);(203.0344337,0.1831139424);(205.0500838,0.0571661444);(227.0344337,0.0538041583);(229.0500838,0.0246715332);(231.0293483,0.0758716053);(241.0500838,0.0151791978);(245.0449984,0.0483627509);(253.0500838,0.0175681344);(255.0293483,0.0295051961);(257.0449984,0.4063600547);(259.0606485,0.3271174816);(267.0293483,0.013303637);(271.0606485,0.7503910939);(275.0555631,0.3051261112);(283.0606485,2.098307594);(285.039913,0.2624100115);(285.039913,0.4766522451);(301.0712131,93.4132962)
Predicted LC-MS/MSNot AvailablePositivemedView Spectrum(43.01838972,0.0856167706);(47.04968984,0.7233401017);(57.03403978,0.6059427351);(67.01838972,0.0343936725);(68.99765427,0.208530928);(71.04968984,0.5090625943);(73.0289544,0.0669740099);(97.0289544,0.2800853947);(99.04460446,0.0792093397);(149.0602545,0.4092756609);(153.0187836,1.184978578);(187.0395191,0.1311889277);(203.0344337,1.320417032);(205.0500838,0.7193942694);(227.0344337,0.2334904293);(229.0500838,0.4470029105);(231.0293483,0.2744601205);(239.0344337,0.0584373855);(241.0500838,0.0466143307);(245.0449984,0.1098529801);(253.0500838,0.1786969414);(255.0293483,0.2414820142);(257.0449984,1.221241915);(259.0606485,1.535919251);(267.0293483,0.0742533138);(271.0606485,1.466685569);(275.0555631,0.5692596256);(283.0606485,3.961924174);(285.039913,0.6252049632);(285.039913,1.238740123);(301.0712131,81.35832394)
Predicted LC-MS/MSNot AvailablePositivehighView Spectrum(43.01838972,1.70775105);(51.0234751,2.642912075);(67.01838972,2.102141753);(68.99765427,4.66616733);(77.03912516,1.712949245);(85.0289544,1.851958595);(97.0289544,0.8679836734);(119.0496898,1.548229259);(133.0289544,2.608988189);(135.008219,1.666114778);(149.0602545,4.259336434);(153.0187836,17.99299291);(187.0395191,1.220972124);(203.0344337,3.047588532);(211.0395191,2.906854521);(227.0344337,4.408850007);(229.0500838,6.851127999);(237.0187836,1.140942171);(241.0500838,1.699322172);(243.0293483,1.242617262);(245.0449984,1.278309436);(253.0500838,2.856186561);(255.0293483,1.444670796);(257.0449984,4.198629491);(259.0606485,2.108304954);(267.0293483,3.363383845);(271.0606485,3.055885458);(275.0555631,1.454935955);(283.0606485,5.570757544);(285.039913,5.401693171);(301.0712131,3.12144271)
Predicted LC-MS/MSNot AvailableNegativelowView Spectrum(15.0234751,0.0662132159);(39.0234751,0.0100052153);(41.00273965,0.0271766498);(43.01838972,0.0124892368);(55.01838972,0.2720942311);(69.03403978,0.118442366);(71.01330434,0.0631880552);(97.0289544,0.0174296538);(131.0133043,0.00227384);(147.0446045,0.2637976533);(151.0031336,0.6388630173);(185.023869,0.0021781462);(201.0187836,0.0340766144);(203.0344337,0.0290337062);(225.0187836,0.011378786);(227.0344337,0.0754081373);(229.0136983,0.0311204769);(231.0657338,0.0167222658);(239.0344337,0.007985229);(241.0136983,0.004000104);(243.0293483,0.0661504966);(251.0344337,0.0116179281);(253.0136983,0.009607591);(255.0293483,0.1305167278);(257.0449984,0.4929675011);(265.0136983,0.0091826146);(269.0449984,0.3127541903);(273.039913,0.6210086521);(281.0449984,0.752408498);(283.0242629,1.016627598);(299.0555631,94.8732816)
Predicted LC-MS/MSNot AvailableNegativemedView Spectrum(15.0234751,0.1757005438);(31.01838972,0.0722921835);(39.0234751,0.0425851248);(41.00273965,0.3981808693);(43.01838972,0.1374581601);(55.01838972,0.1879934107);(69.03403978,0.2412117154);(71.01330434,0.0536868115);(97.0289544,0.2225409642);(147.0446045,0.5319725128);(151.0031336,1.521966988);(201.0187836,0.3989687181);(203.0344337,0.081068264);(215.0344337,0.0717917777);(225.0187836,0.4658311994);(227.0344337,1.206464968);(229.0136983,0.2442549074);(231.0657338,0.0710131966);(239.0344337,0.1014396924);(241.0136983,0.2860052694);(243.0293483,0.9282145408);(251.0344337,0.1983069254);(253.0136983,0.7400625668);(255.0293483,4.051502421);(257.0449984,4.986981179);(265.0136983,0.0954567995);(269.0449984,2.51349475);(273.039913,1.199230487);(281.0449984,1.323657981);(283.0242629,11.97016868);(299.0555631,65.4804964)
Predicted LC-MS/MSNot AvailableNegativehighView Spectrum(41.00273965,1.812621499);(55.01838972,2.500600044);(65.00273965,0.8345191007);(75.0234751,0.905015121);(103.0183897,0.8190694967);(105.0340398,1.073323337);(108.9925689,1.099453283);(117.0340398,1.130508122);(131.0133043,2.363824383);(147.0446045,2.222648746);(151.0031336,13.51275606);(185.023869,1.620837368);(187.0395191,1.883003347);(201.0187836,5.080433031);(211.0031336,1.060650163);(213.0187836,1.437161423);(215.0344337,4.705802505);(225.0187836,3.114051339);(227.0344337,7.184178132);(229.0136983,1.576762631);(239.0344337,1.028647837);(241.0136983,5.510133356);(243.0293483,1.335797762);(251.0344337,1.304422844);(253.0136983,3.884223636);(255.0293483,3.229260033);(257.0449984,4.865610412);(265.0136983,2.694130671);(269.0449984,3.657745026);(283.0242629,14.4553193);(299.0555631,2.097489995)
Predicted LC-MS/MSNot AvailableNegativelowView Spectrum(284.03263,14.0);(299.0561,100.0)
Predicted LC-MS/MSNot AvailableNegativemediumView Spectrum(284.03263,100.0);(299.0561,38.0)
Predicted LC-MS/MSNot AvailableNegativehighView Spectrum(107.01384,38.0);(149.02441,8.0);(151.00367,27.0);(187.04006,11.0);(255.06627,43.0);(284.03263,33.0);(299.0561,100.0)
Predicted LC-MS/MSNot AvailablePositivelowView Spectrum(286.04718,3.0);(301.07066,100.0)
Predicted LC-MS/MSNot AvailablePositivemediumView Spectrum(258.05227,9.0);(286.04718,35.0);(301.07066,100.0)
Predicted LC-MS/MSNot AvailablePositivehighView Spectrum(153.01823,21.0);(258.05227,100.0);(286.04718,35.0)

Food Sources

No food source information available

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

Food PhytochemicalMetaboliteSpeciesBiofluidsOriginTMaxCMaxUrinary ExcretionFormulaMonoisotopic mass
Diosmetin Diosmetin 3'-O-glucuronidehumanplasma, urinehost metabolismNot AvailableNot AvailableNot AvailableC22H22O11462.116211528 Publications
Diosmin Diosmetinhumanplasmahost-gut microbiota co-metabolite1h-3h200-500 nmol/LNo dataC16H12O6300.063388106 Publications

Inter-Individual Variations in Metabolism

Food PhytochemicalMetaboliteEffectValue
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