precursor

Showing entry for Hispidulin

Identification

PhytoHub ID
PHUB000886
Name
Hispidulin
Systematic Name
Not Available
Synonyms
  • 5,7,4'-Trihydroxy-6-methoxyflavone
  • 6-Methoxyapigenin
  • 6-Methylscutellarein
CAS Number
Not Available
Average Mass
300.266
Monoisotopic Mass
300.063388106
Chemical Formula
C16H12O6
IUPAC Name
5,7-dihydroxy-2-(4-hydroxyphenyl)-6-methoxy-4H-chromen-4-one
InChI Key
IHFBPDAQLQOCBX-UHFFFAOYSA-N
InChI Identifier
InChI=1S/C16H12O6/c1-21-16-11(19)7-13-14(15(16)20)10(18)6-12(22-13)8-2-4-9(17)5-3-8/h2-7,17,19-20H,1H3
SMILES
COC1=C(O)C2=C(OC(=CC2=O)C2=CC=C(O)C=C2)C=C1O
Structure
Similar Structures

Calculated Properties

Solubility (ALOGPS)
7.91e-02 g/l
LogS (ALOGPS)
-3.58
LogP (ALOGPS)
3.09
Hydrogen Acceptors
6
Hydrogen Donors
3
Rotatable Bond Count
2
Polar Surface Area
96.22000000000001
Refractivity
79.37710000000001
Polarizability
29.815836588100986
Formal Charge
0
Physiological Charge
-1
pKa (strongest basic)
-4.811140617550587
pKa (strongest acidic)
7.091060147517393
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
6-O-methylated flavonoids
Alternative Parent Names
["1-hydroxy-2-unsubstituted benzenoids", "1-hydroxy-4-unsubstituted benzenoids", "4'-hydroxyflavonoids", "5-hydroxyflavonoids", "7-hydroxyflavonoids", "Alkyl aryl ethers", "Anisoles", "Benzene and substituted derivatives", "Chromones", "Flavones", "Heteroaromatic compounds", "Hydrocarbon derivatives", "Organic oxides", "Oxacyclic compounds", "Pyranones and derivatives", "Vinylogous acids"]
External Descriptor Annotations
["Flavones and Flavonols", "flavones", "monomethoxyflavone", "trihydroxyflavone"]
Substituent Names
["1-benzopyran", "1-hydroxy-2-unsubstituted benzenoid", "1-hydroxy-4-unsubstituted benzenoid", "4'-hydroxyflavonoid", "5-hydroxyflavonoid", "6-methoxyflavonoid-skeleton", "7-hydroxyflavonoid", "Alkyl aryl ether", "Anisole", "Aromatic heteropolycyclic compound", "Benzenoid", "Benzopyran", "Chromone", "Ether", "Flavone", "Heteroaromatic compound", "Hydrocarbon derivative", "Hydroxyflavonoid", "Monocyclic benzene moiety", "Organic oxide", "Organic oxygen compound", "Organoheterocyclic compound", "Organooxygen compound", "Oxacycle", "Phenol", "Pyran", "Pyranone", "Vinylogous acid"]

Spectra from Phytohub

Spectrum TypeInstrument TypeIon ModeCollision Energy LevelViewPeaks
Predicted GC-MSGC-MSPositiveNot AvailableView Spectrum(94.04131312,2.299815636);(105.0334885,1.97666005);(118.0413131,3.529330726);(119.0491377,4.27417864);(138.0311413,3.186145657);(144.020578,1.981558868);(146.0362272,2.225089047);(147.0440518,2.078444521);(154.0260554,2.288313928);(164.0104062,3.702615163);(165.0182308,3.219104394);(180.0417046,4.400220518);(181.0495292,2.406870795);(182.0209695,1.898746603);(226.0260554,3.491298858);(228.0417046,2.824761036);(230.0573538,1.729677425);(256.0366187,1.595144365);(257.0444433,1.713076627);(258.0522679,3.212039838);(259.0600925,2.024243484);(270.0522679,2.938226842);(271.0600925,3.620008505);(272.0679171,7.27951135);(282.0522679,5.698093095);(283.0600925,5.214592265);(284.0315328,2.275841451);(285.0393574,3.778894478);(299.0550066,2.177562677);(300.0628312,9.263332053);(301.0662259,1.696601105)
Predicted GC-MSGC-MSPositiveNot AvailableView Spectrum(73.04679982,4.478919568);(99.02606472,1.02892555);(113.0417139,1.936820182);(115.0573631,2.374848349);(175.0573631,1.047997968);(191.0886615,2.957931511);(193.0679264,1.644883646);(217.0679264,1.732414341);(219.0835756,2.278846585);(267.0867151,1.445512555);(282.1101889,1.487296935);(283.1180135,1.415005708);(311.0765433,1.063668172);(327.1078417,0.9652291756);(357.0972784,2.193632143);(359.1129276,0.9117428526);(370.105103,0.9224015426);(372.1207522,1.33760054);(373.1285768,2.143485118);(374.1364014,1.035473431);(415.1391401,0.9236497004);(443.1340542,3.423632555);(444.1363646,1.211400213);(444.1418788,3.582074399);(445.1441909,1.267999837);(445.1497034,1.649638232);(488.1864885,1.024876056);(500.1501042,1.275195519);(501.1579288,6.40004204);(502.1599776,2.737662879);(503.1584397,1.275005039)
Predicted GC-MSGC-MSEiNot AvailableView Spectrum(94.04131312,1.339193116);(105.0334885,1.893409951);(118.0413131,2.055145351);(119.0491377,2.507987328);(121.0284026,0.88706974);(138.0311413,1.849104028);(144.020578,0.8728144354);(145.0284026,0.979952272);(164.0104062,1.596221519);(165.0182308,1.655557067);(180.0417046,2.561745812);(181.0495292,1.401531823);(182.0209695,1.105648792);(200.0467905,0.8989524387);(226.0260554,2.082404403);(228.0417046,1.692892856);(230.0573538,0.9548902344);(256.0366187,0.9288598264);(257.0444433,1.685047071);(258.0522679,1.832103183);(259.0600925,1.178726198);(270.0522679,1.710942868);(271.0600925,2.107947435);(272.0679171,4.737555739);(282.0522679,3.554382384);(283.0600925,3.087139064);(284.0315328,1.896720968);(285.0393574,2.41335996);(299.0550066,1.268004662);(300.0628312,5.355421956);(301.0662259,0.9808581575)
LC-MS/MSESI-TOFNegativeNot AvailableView Spectrum(112.9857,11.0);(116.9283,10.0);(221.082,9.0);(235.9251,10.0);(242.9427,13.0);(248.9588,11.0);(289.0687,10.0);(304.9133,7.0);(313.0716,999.0);(314.0749,119.0);(315.0773,19.0);(349.049,7.0);(381.0592,20.0);(627.1506,76.0);(628.1547,24.0)
LC-MS/MSESI-TOFNegativeNot AvailableView Spectrum(136.9888,2.0);(227.0356,3.0);(228.0431,2.0);(233.215,1.0);(255.0299,1.0);(256.0378,2.0);(283.0253,4.0);(284.0331,999.0);(285.0363,99.0);(286.0385,16.0);(299.0562,108.0);(300.0593,15.0);(301.0624,2.0)
LC-MS/MSESI-TOFNegativeNot AvailableView Spectrum(117.035,286.0);(136.9878,999.0);(156.0562,195.0);(183.0447,234.0);(186.0334,222.0);(211.0398,196.0);(227.035,561.0);(228.0426,266.0);(255.0297,260.0);(283.0259,472.0);(284.0327,818.0)
LC-MS/MSESI-TOFNegativeNot AvailableView Spectrum(117.0354,6.0);(136.9876,85.0);(137.9912,10.0);(149.9952,4.0);(159.0463,4.0);(164.0108,7.0);(165.9917,6.0);(183.0463,4.0);(184.0527,5.0);(186.0335,10.0);(200.0497,11.0);(211.0399,6.0);(212.0485,21.0);(214.0303,4.0);(227.0354,52.0);(228.0424,44.0);(229.0461,5.0);(238.028,4.0);(239.0359,13.0);(240.0415,9.0);(255.0303,14.0);(256.0375,35.0);(257.0379,4.0);(260.0352,5.0);(266.0232,9.0);(283.0258,55.0);(284.033,999.0);(285.0359,108.0);(286.0366,14.0);(299.0566,4.0)
LC-MS/MSESI-TOFNegativeNot AvailableView Spectrum(116.0269,284.0);(117.035,999.0);(118.0383,166.0);(119.0157,155.0);(130.0412,193.0);(136.9879,437.0);(139.0032,148.0);(143.051,158.0);(158.0347,226.0);(167.0005,162.0);(183.0449,437.0);(185.0259,293.0);(199.0394,199.0);(200.0463,176.0);(227.0358,518.0);(239.0384,167.0);(283.0253,227.0)
LC-MS/MSESI-TOFNegativeNot AvailableView Spectrum(112.9867,2.0);(116.9286,3.0);(174.9561,2.0);(235.9266,3.0);(242.9442,2.0);(248.9615,2.0);(284.0325,11.0);(285.0339,2.0);(299.0566,999.0);(300.0599,128.0);(301.0617,14.0);(302.0654,2.0);(304.916,2.0);(335.0319,2.0);(367.0424,7.0);(368.0461,2.0);(429.0133,2.0);(489.9844,1.0);(599.1196,10.0);(600.1261,3.0);(621.1014,1.0);(666.023,3.0);(683.0712,2.0);(689.0901,1.0);(744.0479,1.0)
LC-MS/MSLC-ESI-QTOFNegativelowView Spectrum(284.0327,0.11411411);(285.036,0.02002002);(286.0385,0.002002);(299.0565,1.0);(300.0596,0.12012012);(301.0616,0.01501502);(302.0622,0.002002)
LC-MS/MSLC-ESI-QTOFNegativehighView Spectrum(117.035,0.28628629);(136.9878,1.0);(156.0562,0.1951952);(183.0447,0.23423423);(186.0334,0.22222222);(211.0398,0.1961962);(227.035,0.56156156);(228.0426,0.26626627);(255.0297,0.26026026);(283.0259,0.47247247);(284.0327,0.81881882)
LC-MS/MSLC-ESI-QTOFNegativehighView Spectrum(116.0269,0.28428428);(117.035,1.0);(118.0383,0.16616617);(119.0157,0.15515516);(130.0412,0.19319319);(136.9879,0.43743744);(139.0032,0.14814815);(143.051,0.15815816);(158.0347,0.22622623);(167.0005,0.16216216);(183.0449,0.43743744);(185.0259,0.29329329);(199.0394,0.1991992);(200.0463,0.17617618);(227.0358,0.51851852);(239.0384,0.16716717);(283.0253,0.22722723)
LC-MS/MSLC-ESI-QTOFNegativemediumView Spectrum(117.0354,0.00600601);(136.9876,0.08508509);(137.9912,0.01001001);(149.9952,0.004004);(159.0463,0.004004);(164.0108,0.00700701);(165.9917,0.00600601);(183.0463,0.004004);(184.0527,0.00500501);(186.0335,0.01001001);(200.0497,0.01101101);(211.0399,0.00600601);(212.0485,0.02102102);(214.0303,0.004004);(227.0354,0.05205205);(228.0424,0.04404404);(229.0461,0.00500501);(238.028,0.004004);(239.0359,0.01301301);(240.0415,0.00900901);(255.0303,0.01401401);(256.0375,0.03503504);(257.0379,0.004004);(260.0352,0.00500501);(266.0232,0.00900901);(283.0258,0.05505506);(284.033,1.0);(285.0359,0.10810811);(286.0366,0.01401401);(299.0566,0.004004)
LC-MS/MSLC-ESI-QTOFNegativemediumView Spectrum(136.9888,0.002002);(227.0356,0.003003);(228.0431,0.002002);(233.215,0.001001);(255.0299,0.001001);(256.0378,0.002002);(283.0253,0.004004);(284.0331,1.0);(285.0363,0.0990991);(286.0385,0.01601602);(299.0562,0.10810811);(300.0593,0.01501502);(301.0624,0.002002)
LC-MS/MSLC-ESI-UNKNOWNNegativelowView Spectrum(284.033,0.114);(285.036,0.02);(299.056,1.0);(300.06,0.12);(301.062,0.015)
LC-MS/MSLC-ESI-UNKNOWNNegativemediumView Spectrum(284.033,1.0);(285.036,0.099);(286.038,0.016);(299.056,0.108);(300.059,0.015)
LC-MS/MSLC-ESI-UNKNOWNNegativehighView Spectrum(117.035,0.286);(136.988,1.0);(156.056,0.195);(183.045,0.234);(186.033,0.222);(211.04,0.196);(227.035,0.562);(228.043,0.266);(255.03,0.26);(283.026,0.472);(284.033,0.819)
LC-MS/MSLC-ESI-UNKNOWNNegativemediumView Spectrum(136.988,0.085);(137.991,0.01);(186.034,0.01);(200.05,0.011);(212.048,0.021);(227.035,0.052);(228.042,0.044);(239.036,0.013);(255.03,0.014);(256.038,0.035);(283.026,0.055);(284.033,1.0);(285.036,0.108);(286.037,0.014)
LC-MS/MSLC-ESI-UNKNOWNNegativehighView Spectrum(116.027,0.284);(117.035,1.0);(118.038,0.166);(119.016,0.155);(130.041,0.193);(136.988,0.437);(139.003,0.148);(143.051,0.158);(158.035,0.226);(167.0,0.162);(183.045,0.437);(185.026,0.293);(199.039,0.199);(200.046,0.176);(227.036,0.519);(239.038,0.167);(283.025,0.227)
Predicted LC-MS/MSNot AvailablePositivelowView Spectrum(55.01838972,0.3555013102);(69.03403978,0.0250553801);(73.0289544,0.0271337722);(79.01838972,0.0700601275);(119.0496898,0.2011813821);(121.0289544,0.0149441993);(139.0395191,0.0916470779);(145.0289544,0.0242824112);(157.0500838,0.0071585625);(163.0395191,0.0535840215);(165.0187836,0.0013454928);(181.0500838,0.0316117521);(183.0293483,0.6979298969);(223.0606485,0.0209922619);(229.0500838,0.0189350512);(231.0293483,0.0071103216);(233.0449984,0.0350984193);(241.0500838,0.0040655974);(243.0293483,0.0016089849);(247.0606485,0.1617069506);(253.0500838,0.0028683188);(255.0293483,0.0696974941);(257.0449984,0.0075087176);(259.0606485,0.1452268373);(267.0293483,0.0016074431);(271.0606485,1.098988704);(273.039913,0.2334662477);(275.0555631,0.1334032725);(283.0606485,0.249141163);(285.039913,0.4872856177);(301.0712131,95.71985321)
Predicted LC-MS/MSNot AvailablePositivemedView Spectrum(47.04968984,0.3205262911);(51.0234751,0.0920263924);(55.01838972,0.1563251166);(69.03403978,0.3080249441);(73.0289544,0.3481895733);(79.01838972,0.7457425892);(119.0496898,0.3998899832);(121.0289544,0.0986077471);(139.0395191,0.3134758182);(145.0289544,0.4449736816);(163.0395191,0.2355044421);(165.0187836,0.0864689025);(181.0500838,0.9889599224);(183.0293483,1.161507704);(223.0606485,0.0943159452);(229.0500838,0.5335759923);(231.0293483,0.063568174);(233.0449984,0.6962587794);(241.0500838,0.1248762035);(243.0293483,0.0375156959);(247.0606485,0.6519073853);(253.0500838,0.03424527);(255.0293483,0.3262099556);(257.0449984,0.0541709869);(259.0606485,3.018926649);(271.0606485,4.379636378);(273.039913,0.844256161);(275.0555631,0.54272991);(283.0606485,1.512223853);(285.039913,1.238519129);(301.0712131,80.14684042)
Predicted LC-MS/MSNot AvailablePositivehighView Spectrum(55.01838972,3.619573548);(67.01838972,1.601403434);(68.99765427,2.505635167);(79.01838972,5.506179611);(89.03912516,2.011583051);(91.01838972,2.557655705);(92.99765427,1.857598194);(109.0289544,1.904946563);(115.0395191,3.624661477);(119.0496898,4.427006847);(121.0289544,8.092819822);(123.008219,2.64979036);(139.0395191,7.815421353);(141.0187836,1.622828761);(145.0289544,4.756434393);(153.0187836,1.41607426);(163.0395191,3.631197325);(166.9980482,2.947111195);(183.0293483,6.143953159);(187.0395191,1.662587487);(211.0395191,1.435222205);(229.0500838,4.154766012);(231.0293483,1.430376426);(241.0500838,3.048111107);(243.0293483,1.311000118);(253.0500838,2.114988658);(255.0293483,4.107392603);(271.0606485,4.916096704);(283.0606485,1.770818837);(285.039913,3.203588716);(301.0712131,2.1531769)
Predicted LC-MS/MSNot AvailableNegativelowView Spectrum(15.0234751,0.0659659895);(29.00273965,0.0091323662);(41.00273965,0.0744064289);(67.01838972,0.00781485);(71.01330434,0.028510023);(107.0133043,0.004803127);(117.0340398,0.2656658829);(119.0133043,0.1436018198);(120.9925689,0.0158287585);(137.023869,0.5631776744);(139.0031336,0.014360139);(143.0133043,0.0206003616);(149.023869,0.0033232978);(155.0344337,0.1737202938);(161.023869,0.2824102232);(163.0031336,0.0295976871);(164.9823981,0.0027484432);(179.0344337,0.3232859738);(181.0136983,0.6298404391);(227.0344337,0.5885749679);(229.0136983,0.0021850372);(231.0293483,0.0131612718);(245.0449984,0.0234516445);(253.0136983,0.0242780737);(257.0449984,0.0409105418);(269.0449984,0.7661551884);(271.0242629,0.0714136477);(273.039913,0.3353876706);(281.0449984,0.1121337174);(283.0242629,0.9661471746);(299.0555631,94.39740729)
Predicted LC-MS/MSNot AvailableNegativemedView Spectrum(15.0234751,0.1820235807);(17.00273965,0.3203033396);(29.00273965,0.0792347042);(41.00273965,0.1119595466);(67.01838972,0.1709487854);(71.01330434,0.0605259165);(107.0133043,0.1053836177);(117.0340398,0.6290126336);(119.0133043,0.0803948184);(120.9925689,0.1626846628);(137.023869,1.559107377);(139.0031336,0.4819326504);(143.0133043,0.5751964472);(155.0344337,1.059588971);(161.023869,0.6049100954);(163.0031336,0.4397798383);(164.9823981,0.0896006358);(179.0344337,1.05997255);(181.0136983,1.368278147);(227.0344337,3.431570081);(231.0293483,0.1238712473);(241.0136983,0.0573948952);(245.0449984,0.0725963006);(253.0136983,0.2333803251);(257.0449984,0.5308561477);(269.0449984,3.695584338);(271.0242629,0.7332526137);(273.039913,0.8452763541);(281.0449984,0.3019715095);(283.0242629,12.07010679);(299.0555631,68.76330108)
Predicted LC-MS/MSNot AvailableNegativehighView Spectrum(41.00273965,1.965703866);(65.00273965,8.861497917);(67.01838972,0.6220960058);(77.00273965,0.7787133282);(107.0133043,6.097462339);(108.9925689,1.265641143);(113.023869,0.7129183703);(117.0340398,7.037530945);(119.0133043,2.121164804);(120.9925689,9.475624565);(137.023869,8.706748856);(139.0031336,2.294980369);(143.0133043,2.027881953);(159.0446045,2.70413091);(161.023869,1.50898185);(163.0031336,6.521711509);(164.9823981,1.957835625);(179.0344337,1.829965796);(181.0136983,1.393772568);(185.023869,2.717600994);(197.023869,0.9834580713);(209.023869,1.008308747);(214.9980482,0.5683256775);(227.0344337,9.186295);(229.0136983,1.199404602);(241.0136983,0.5731807307);(253.0136983,5.179286991);(269.0449984,1.552313231);(273.039913,0.8703232723);(283.0242629,7.076840373);(299.0555631,1.200299591)
Predicted LC-MS/MSNot AvailableNegativelowView Spectrum(299.0561,100.0)
Predicted LC-MS/MSNot AvailableNegativemediumView Spectrum(255.06627,4.0);(299.0561,100.0)
Predicted LC-MS/MSNot AvailableNegativehighView Spectrum(137.02441,30.0);(159.04514,100.0);(181.01424,56.0);(185.06079,22.0);(195.04514,8.0);(231.06627,6.0);(255.06627,13.0);(299.0561,38.0)
Predicted LC-MS/MSNot AvailablePositivelowView Spectrum(301.07066,100.0)
Predicted LC-MS/MSNot AvailablePositivemediumView Spectrum(301.07066,100.0)
Predicted LC-MS/MSNot AvailablePositivehighView Spectrum(119.04914,45.0);(123.04405,14.0);(183.02879,100.0);(185.04444,21.0);(227.07027,23.0);(301.07066,85.0)

Food Sources

NameGroup
Common oreganoHerbs and Spices PublicationsShow
Common sageHerbs and Spices PublicationsShow
Common thymeHerbs and Spices PublicationsShow
Mexican origanoHerbs and Spices PublicationsShow
RosemaryHerbs and Spices PublicationsShow

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

Food PhytochemicalMetaboliteSpeciesBiofluidsOriginTMaxCMaxUrinary ExcretionFormulaMonoisotopic mass
Hispidulin Hispidulinratplasmaunchanged<1h50-200 nmol/LNo dataC16H12O6300.063388106 Publications
Homoplantaginin Hispidulinratplasmahost-gut microbiota co-metabolite<1h>20µmol/LNo dataC16H12O6300.063388106 Publications

Inter-Individual Variations in Metabolism

Food PhytochemicalMetaboliteEffectValue
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