PhytoHub: Showing entry for Avenanthramide O

Avenanthramide O

Identification

PhytoHub ID

PHUB002973

Name

Avenanthramide O

Systematic Name

Not Available

Synonyms

Avenanthramide 2pd

CAS Number

Not Available

Average Mass

325.32

Monoisotopic Mass

325.095022587

Chemical Formula

C₁₈H₁₅NO₅

IUPAC Name

5-hydroxy-2-[(2E,4E)-5-(4-hydroxyphenyl)penta-2,4-dienamido]benzoic acid

InChI Key

FRNDILDQFSAXAR-ZPUQHVIOSA-N

InChI Identifier

InChI=1S/C18H15NO5/c20-13-7-5-12(6-8-13)3-1-2-4-17(22)19-16-10-9-14(21)11-15(16)18(23)24/h1-11,20-21H,(H,19,22)(H,23,24)/b3-1+,4-2+

SMILES

OC(=O)C1=C(NC(=O)\C=C\C=C\C2=CC=C(O)C=C2)C=CC(O)=C1

Structure

Similar Structures

Calculated Properties

Solubility (ALOGPS): Not Available
LogS (ALOGPS): Not Available
LogP (ALOGPS): Not Available
Hydrogen Acceptors: 5
Hydrogen Donors: 4
Rotatable Bond Count: 5
Polar Surface Area: 106.86
Refractivity: 92.87380000000002
Polarizability: 33.80788128840767
Formal Charge: 0
Physiological Charge: -1
pKa (strongest basic): -1.6100212917755072
pKa (strongest acidic): 3.3071329604039654
Number of Rings: 2
Rule of Five: Yes
Bioavailability: Yes
Ghose Filter: Yes
Veber's Rule: No
MDDR-like Rule: No

External Links

No external links

Taxonomy as Food Phytochemical

Family: N-containing compounds
Class: Alkaloids
Sub-class: Miscellaneous alkaloids

Taxonomy as Metabolite

Metabolite Family: N-containing compound metabolites
Metabolite Class: Alkaloid metabolites
Metabolite Sub-class: Aventhramides

Taxonomy of its Food Phytochemical Precursor(s)

Food Phytochemical	Family	Class	Sub-class
Avenanthramide O	N-containing compounds	Alkaloids	Miscellaneous alkaloids	Show Food Phytochemical

Spectra from Phytohub

Spectrum Type	Instrument Type	Ion Mode	Collision Energy Level	View	Peaks

Predicted GC-MS	GC-MS	Positive	Not Available	View Spectrum	(105.0334885,0.9488887709);(106.0413131,0.7674176396);(107.0491377,2.164867389);(108.0569623,0.768439737);(126.0311413,0.7250728018);(138.0311413,0.8638879501);(143.0491377,1.021507603);(144.0569623,1.055580419);(145.0647869,5.121806989);(146.0726115,1.394434579);(151.0263899,0.770252746);(152.0342145,1.148462996);(153.0420391,3.07556799);(154.0498637,0.8782555828);(171.0440518,0.9097194532);(173.059701,2.601336069);(180.0291286,1.635529581);(268.060427,1.070226267);(277.0733375,1.000522237);(278.0811621,0.9973920928);(279.0889867,1.492161973);(280.0968113,1.2951537);(281.1046359,2.447026942);(294.0760762,0.8610590393);(296.0917254,1.666775671);(307.0839008,3.301200956);(308.0917254,4.576244924);(309.0950051,0.9553684475);(323.0788149,1.040122486);(324.0866395,1.251397738);(325.0944641,2.106156029)
Predicted GC-MS	GC-MS	Positive	Not Available	View Spectrum	(71.03115062,0.8060153348);(72.03897522,0.6951448647);(73.04679982,6.533725155);(74.05462442,0.6456745686);(75.06244902,0.6311317023);(89.04171392,1.310826969);(179.0886615,0.7565069396);(217.1043107,1.347379722);(245.0992248,11.12599407);(246.1017083,2.343682936);(247.0995131,0.6421996311);(296.1132621,0.7719129962);(297.1210867,1.636996609);(324.1081762,0.5814622448);(425.1836835,0.6200341842);(440.170773,1.270430127);(451.1629484,0.8076347889);(452.170773,3.026356573);(453.1730949,1.148802908);(467.1578625,0.6694677409);(468.1656871,2.477823937);(469.1680108,0.9415092351);(469.1735117,2.573514023);(470.175837,0.9782550868);(470.1813363,1.350992708);(524.2102968,0.9770941552);(525.1817371,0.6869213993);(526.1895617,11.32974423);(527.1916368,5.142531016);(528.1902566,2.363025035);(529.1910384,0.6631296271)
Predicted GC-MS	GC-MS	Ei	Not Available	View Spectrum	(105.0334885,0.9488887709);(106.0413131,0.7674176396);(107.0491377,2.164867389);(108.0569623,0.768439737);(126.0311413,0.7250728018);(138.0311413,0.8638879501);(143.0491377,1.021507603);(144.0569623,1.055580419);(145.0647869,5.121806989);(146.0726115,1.394434579);(151.0263899,0.770252746);(152.0342145,1.148462996);(153.0420391,3.07556799);(154.0498637,0.8782555828);(171.0440518,0.9097194532);(173.059701,2.601336069);(180.0291286,1.635529581);(268.060427,1.070226267);(277.0733375,1.000522237);(278.0811621,0.9973920928);(279.0889867,1.492161973);(280.0968113,1.2951537);(281.1046359,2.447026942);(294.0760762,0.8610590393);(296.0917254,1.666775671);(307.0839008,3.301200956);(308.0917254,4.576244924);(309.0950051,0.9553684475);(323.0788149,1.040122486);(324.0866395,1.251397738);(325.0944641,2.106156029)
LC-MS/MS	Not Available	positive	Not Available	View Spectrum	(91.055382,0.313023);(103.052834,0.55191);(107.048759,0.304786);(115.054558,2.012686);(116.059357,0.422856);(117.069786,7.298388);(118.072983,0.58486);(126.04493,0.381669);(127.053726,4.725555);(128.059982,1.051649);(131.048584,4.302699);(132.050598,0.689201);(144.056519,0.689201);(145.064499,13.303495);(146.06752,1.716137);(155.060104,6.804141);(156.062302,1.15599);(172.949829,0.21692);(172.981354,0.200445);(173.059875,100.0);(173.268753,0.230649);(173.497192,0.18397);(174.062332,8.54499);(175.063263,1.035174);(175.310638,0.241632);(175.353485,0.208682);(176.064758,0.172987);(267.265717,0.30204);(285.28125,0.343227)
LC-MS/MS	Not Available	positive	Not Available	View Spectrum	(115.053963,0.733629);(117.06958,1.915157);(118.073326,0.362953);(127.054573,0.955004);(128.05983,0.339786);(131.048355,0.790259);(144.056625,0.234246);(145.063553,4.170099);(146.070038,0.360379);(155.060776,0.409287);(156.062286,0.254839);(172.835434,0.167319);(173.059677,100.0);(173.456879,0.249691);(173.490448,0.169893);(174.062561,12.788303);(175.067459,1.052821);(308.086761,0.288303);(326.101959,7.750721);(327.10379,1.554778);(328.10968,0.38612);(341.086914,0.172467);(373.052032,0.332063);(496.135101,0.205931);(656.139893,0.241969)
Predicted LC-MS/MS	Not Available	Positive	low	View Spectrum	(95.04968984,0.4269597643);(107.0496898,1.125735532);(108.0449388,1.048777706);(109.0653399,0.4925494239);(119.0496898,0.4601686337);(131.0496898,0.3318489274);(133.0653399,0.3189231671);(136.0398534,2.640595301);(138.0555035,0.3022398992);(145.0653399,3.092950742);(147.08099,0.2730188894);(152.0347681,30.98644378);(154.0504181,4.202801675);(171.0446045,0.5031096918);(173.0602545,0.7723889892);(175.0759046,0.3652975089);(180.0296827,0.7591799529);(194.0453327,0.4092309362);(206.0453327,0.2603586718);(218.0453327,1.189838956);(220.0609828,0.8955566261);(232.0609828,0.6448301752);(254.0817182,0.3575224849);(262.0868036,0.7579764425);(278.0817182,0.5871279155);(280.0973683,7.537840997);(282.1130184,0.7277632537);(290.0817182,1.260132681);(296.0922829,0.3885812838);(308.0922829,12.3999581);(326.1028476,24.4802919)
Predicted LC-MS/MS	Not Available	Positive	med	View Spectrum	(51.0234751,0.4651631609);(67.01838972,0.4832137993);(95.04968984,0.4225813513);(107.0496898,2.610446597);(108.0449388,8.724963937);(119.0496898,1.183750377);(131.0496898,2.591859663);(133.0653399,0.5692773289);(136.0398534,5.196988529);(145.0653399,6.09796018);(147.08099,0.504710472);(152.0347681,39.83475752);(154.0504181,1.83589085);(155.0496898,1.575542942);(157.0653399,0.5514865745);(171.0446045,0.7134243743);(173.0602545,5.37979324);(174.0555035,0.819313547);(175.0759046,0.6918767666);(180.0296827,0.797096323);(186.0555035,0.4581696801);(218.0453327,0.8878634138);(232.0609828,0.5394819361);(262.0868036,0.7396862235);(280.0973683,4.408628012);(282.1130184,1.793356562);(284.0922829,0.6096494082);(290.0817182,1.42178335);(296.0922829,0.5187522611);(308.0922829,4.668431443);(326.1028476,2.904100176)
Predicted LC-MS/MS	Not Available	Positive	high	View Spectrum	(51.0234751,3.239146621);(52.01872406,1.238848964);(54.03437413,2.210152333);(55.01838972,1.316064311);(77.03912516,1.449452745);(80.01363868,8.454609763);(82.02928875,3.618549424);(95.04968984,1.379448514);(101.023869,1.088990743);(101.0391252,1.479248479);(103.0547752,1.518220257);(107.0496898,2.016450269);(108.0449388,11.91275123);(113.0391252,1.654229529);(115.0547752,1.830546257);(119.0496898,2.398505873);(123.008219,1.184007776);(124.0034679,1.050021672);(125.023869,1.083778768);(126.019118,1.453019309);(127.0547752,1.658237561);(131.0496898,1.534153598);(133.0653399,1.083994503);(136.0398534,4.024500374);(143.0496898,1.188738066);(145.0653399,5.964760864);(152.0347681,27.14301418);(157.0653399,1.014606062);(160.0398534,1.650121246);(250.0868036,1.346422566);(262.0868036,1.815408138)
Predicted LC-MS/MS	Not Available	Negative	low	View Spectrum	(106.0292887,1.799279435);(107.0496898,0.1717090572);(129.0340398,0.2178941942);(131.0496898,0.5716531284);(134.0242034,1.082435114);(136.0398534,0.206998236);(137.023869,0.1431639399);(145.0653399,0.8915468596);(148.0398534,0.2943388697);(150.019118,0.4228408332);(152.0347681,2.651044216);(154.0504181,0.1880161964);(155.0496898,0.1401417228);(171.0446045,0.5003366437);(173.0602545,5.620315563);(178.0140326,0.5118682437);(180.0296827,0.3091647589);(192.0296827,0.4077808304);(194.0453327,0.3139149256);(224.0711536,0.1358981767);(226.0868036,0.1942160666);(260.0711536,0.2069308928);(262.0868036,8.36038504);(276.0660682,0.1304658996);(278.0817182,0.7023931546);(280.0973683,33.94140666);(294.0766329,0.1595165504);(298.0715475,0.1624339707);(306.0766329,0.3329586032);(306.0766329,4.573389341);(324.0871975,34.65556288)
Predicted LC-MS/MS	Not Available	Negative	med	View Spectrum	(41.00273965,0.3251146775);(93.03403978,0.3083687068);(105.0340398,0.3071612481);(106.0292887,10.5579035);(107.0496898,0.3350258851);(131.0496898,0.5764663186);(134.0242034,3.498667034);(136.0398534,1.086070625);(143.0496898,0.4523004042);(145.0653399,2.349270352);(148.0398534,2.120707998);(150.019118,0.8852151374);(152.0347681,3.96583257);(154.0504181,0.3461226194);(155.0496898,0.4949525034);(171.0446045,5.224083824);(173.0602545,5.524331328);(178.0140326,1.034774903);(186.0555035,0.5347100676);(192.0296827,0.7120411614);(194.0453327,0.6678038376);(238.0868036,0.57247348);(250.0868036,0.4453671484);(260.0711536,0.2959208613);(262.0868036,14.75644036);(276.0660682,0.3219169998);(278.0817182,1.348850797);(280.0973683,29.68186256);(282.0766329,0.4353853994);(306.0766329,3.130983956);(324.0871975,7.703873741)
Predicted LC-MS/MS	Not Available	Negative	high	View Spectrum	(40.01872406,0.6631865331);(41.00273965,5.860419183);(41.99798862,3.407302746);(43.01838972,1.88519576);(44.99765427,0.7285731141);(67.01838972,0.8159844464);(80.01363868,1.194629586);(93.03403978,2.604004727);(105.0340398,1.921829514);(106.0292887,31.57857613);(108.0449388,0.6594897293);(110.0242034,0.8182067478);(122.0242034,1.655404982);(129.0340398,1.154838029);(131.0496898,1.750660158);(134.0242034,8.469885452);(136.0398534,1.804276653);(143.0496898,2.138050276);(145.0653399,2.29875659);(148.0398534,4.431918225);(150.019118,5.175384998);(152.0347681,4.971448334);(155.0496898,1.185347127);(171.0446045,2.184403405);(173.0602545,3.771658922);(178.0140326,1.135102697);(188.0711536,1.106008215);(192.0296827,0.7785979941);(238.0868036,0.6887613665);(262.0868036,2.101111608);(280.0973683,1.060986748)
Predicted LC-MS/MS	Not Available	Positive	low	View Spectrum	(136.0393,12.69);(136.0393,12.69);(154.04987,12.33);(173.05971,41.47);(173.05971,41.47);(173.05971,41.47);(173.05971,41.47);(308.09173,26.25);(308.09173,26.25);(308.09173,26.25);(308.09173,26.25);(308.09173,26.25);(308.09173,26.25);(308.09173,26.25);(308.09173,26.25);(308.09173,26.25);(308.09173,26.25);(326.1023,100.0);(326.1023,100.0);(326.1023,100.0);(326.1023,100.0);(326.1023,100.0);(326.1023,100.0);(326.1023,100.0);(326.1023,100.0);(326.1023,100.0);(326.1023,100.0)
Predicted LC-MS/MS	Not Available	Positive	medium	View Spectrum	(107.04914,6.53);(119.04914,8.75);(119.04914,8.75);(129.03349,41.81);(129.03349,41.81);(131.04914,21.67);(131.04914,21.67);(131.04914,21.67);(133.06479,5.78);(133.06479,5.78);(133.06479,5.78);(133.06479,5.78);(136.0393,12.31);(136.0393,12.31);(145.06479,62.78);(145.06479,62.78);(145.06479,62.78);(145.06479,62.78);(145.06479,62.78);(153.03349,5.8);(153.03349,5.8);(155.04914,16.38);(155.04914,16.38);(171.04406,17.48);(171.04406,17.48);(173.05971,100.0);(173.05971,100.0);(173.05971,100.0);(173.05971,100.0);(175.07536,5.69);(175.07536,5.69);(175.07536,5.69);(280.09682,9.16);(280.09682,9.16);(280.09682,9.16);(280.09682,9.16);(280.09682,9.16);(280.09682,9.16);(280.09682,9.16);(290.08117,6.47);(290.08117,6.47);(290.08117,6.47);(308.09173,76.18);(308.09173,76.18);(308.09173,76.18);(308.09173,76.18);(308.09173,76.18);(308.09173,76.18);(308.09173,76.18);(308.09173,76.18);(308.09173,76.18);(308.09173,76.18);(326.1023,36.55);(326.1023,36.55);(326.1023,36.55);(326.1023,36.55);(326.1023,36.55);(326.1023,36.55);(326.1023,36.55);(326.1023,36.55);(326.1023,36.55);(326.1023,36.55)
Predicted LC-MS/MS	Not Available	Positive	high	View Spectrum	(89.03858,12.85);(95.04914,10.3);(103.05423,8.73);(103.05423,8.73);(107.04914,17.4);(108.04439,22.99);(117.06988,9.23);(119.04914,12.23);(119.04914,12.23);(125.03858,12.26);(127.05423,39.05);(129.03349,21.43);(129.03349,21.43);(129.06988,10.5);(131.04914,12.98);(131.04914,12.98);(131.04914,12.98);(136.0393,8.68);(136.0393,8.68);(137.02332,23.63);(141.03349,16.95);(141.03349,16.95);(143.04914,15.5);(143.04914,15.5);(143.04914,15.5);(145.06479,100.0);(145.06479,100.0);(145.06479,100.0);(145.06479,100.0);(145.06479,100.0);(153.03349,13.74);(153.03349,13.74);(155.04914,16.31);(155.04914,16.31);(157.06479,21.72);(157.06479,21.72);(162.05495,8.79);(173.05971,9.21);(173.05971,9.21);(173.05971,9.21);(173.05971,9.21);(224.0706,8.17);(226.08626,13.34);(228.10191,19.59);(264.10191,8.7);(264.10191,8.7);(264.10191,8.7);(268.06043,17.5);(272.09173,8.34);(282.07608,13.42);(282.07608,13.42);(284.09173,17.63);(284.09173,17.63)
Predicted LC-MS/MS	Not Available	Negative	low	View Spectrum	(280.09792,18.1);(280.09792,18.1);(280.09792,18.1);(280.09792,18.1);(280.09792,18.1);(280.09792,18.1);(280.09792,18.1);(324.08775,100.0);(324.08775,100.0);(324.08775,100.0);(324.08775,100.0);(324.08775,100.0);(324.08775,100.0);(324.08775,100.0);(324.08775,100.0);(324.08775,100.0);(324.08775,100.0)
Predicted LC-MS/MS	Not Available	Negative	medium	View Spectrum	(93.03459,3.99);(106.02984,7.47);(108.04549,35.43);(110.06114,10.75);(136.0404,5.44);(138.05605,3.58);(145.06589,4.43);(152.03532,4.65);(152.03532,4.65);(152.03532,4.65);(152.03532,4.65);(152.03532,4.65);(171.04515,6.77);(250.05097,4.0);(250.05097,4.0);(252.103,4.81);(252.103,4.81);(254.08227,5.2);(254.08227,5.2);(262.08735,28.28);(262.08735,28.28);(262.08735,28.28);(278.08227,10.99);(278.08227,10.99);(278.08227,10.99);(278.08227,10.99);(280.09792,100.0);(280.09792,100.0);(280.09792,100.0);(280.09792,100.0);(280.09792,100.0);(280.09792,100.0);(280.09792,100.0);(296.09283,3.85);(296.09283,3.85);(306.07718,5.79);(306.07718,5.79);(306.07718,5.79);(306.07718,5.79);(306.07718,5.79);(324.08775,7.9);(324.08775,7.9);(324.08775,7.9);(324.08775,7.9);(324.08775,7.9);(324.08775,7.9);(324.08775,7.9);(324.08775,7.9);(324.08775,7.9);(324.08775,7.9)
Predicted LC-MS/MS	Not Available	Negative	high	View Spectrum	(41.99854,11.0);(93.03459,100.0);(106.02984,24.13);(108.04549,35.49);(119.05024,45.86);(131.05024,9.14);(134.02475,48.86);(134.02475,48.86);(147.08154,8.5);(152.03532,8.99);(152.03532,8.99);(152.03532,8.99);(152.03532,8.99);(152.03532,8.99);(153.03459,11.75);(171.04515,12.38);(172.0404,7.92);(174.05605,13.2);(184.0404,9.42);(184.0404,9.42);(186.05605,9.03);(186.05605,9.03);(208.0404,23.61);(210.05605,46.6);(210.05605,46.6);(212.0717,77.18);(212.0717,77.18);(226.08735,8.84);(226.08735,8.84);(248.0717,12.44);(248.0717,12.44);(250.08735,27.4);(250.08735,27.4);(252.06662,14.66);(252.103,11.47);(252.103,11.47);(254.08227,8.57);(254.08227,8.57);(256.06153,13.42);(256.06153,13.42);(262.08735,55.29);(262.08735,55.29);(262.08735,55.29);(276.06662,10.42);(276.06662,10.42);(278.08227,27.68);(278.08227,27.68);(278.08227,27.68);(278.08227,27.68);(280.09792,20.12);(280.09792,20.12);(280.09792,20.12);(280.09792,20.12);(280.09792,20.12);(280.09792,20.12);(280.09792,20.12);(306.07718,8.33);(306.07718,8.33);(306.07718,8.33);(306.07718,8.33);(306.07718,8.33)

Food Sources

No food source information available

Food Sources of its Food Phytochemical(s)

No food source information available of its precursor(s)

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

	Food Phytochemical		Metabolite	Species	Biofluids	Origin	TMax	CMax	Urinary Excretion	Formula	Monoisotopic mass
	Avenanthramide O		Avenanthramide 2c	human	plasma	unknown	1h-3h	20-50 nmol/L	Not Available	C₁₆H₁₃NO₆	315.074287143		Publications
	Avenanthramide O		Avenanthramide O	human	plasma	unchanged	3h-5h	20-50 nmol/L	Not Available	C₁₈H₁₅NO₅	325.095022587		Publications

Inter-Individual Variations in Metabolism

	Food Phytochemical		Metabolite	Effect	Value

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Showing entry for Avenanthramide O