PhytoHub: Showing entry for Avenanthramide K

Avenanthramide K

Identification

PhytoHub ID

PHUB000572

Name

Avenanthramide K

Systematic Name

Not Available

Synonyms

AVK
N-[3',4'-Dihydroxy-(E)-cinnamoyl]-4-hydroxyanthranilic acid

CAS Number

Not Available

Average Mass

315.281

Monoisotopic Mass

315.074287143

Chemical Formula

C₁₆H₁₃NO₆

IUPAC Name

2-[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enamido]-4-hydroxybenzoic acid

InChI Key

OSILFOKGSJBVLY-QHHAFSJGSA-N

InChI Identifier

InChI=1S/C16H13NO6/c18-10-3-4-11(16(22)23)12(8-10)17-15(21)6-2-9-1-5-13(19)14(20)7-9/h1-8,18-20H,(H,17,21)(H,22,23)/b6-2+

SMILES

OC(=O)C1=CC=C(O)C=C1NC(=O)\C=C\C1=CC(O)=C(O)C=C1

Structure

Similar Structures

Calculated Properties

Solubility (ALOGPS): 8.67e-02 g/l
LogS (ALOGPS): -3.56
LogP (ALOGPS): 2.55
Hydrogen Acceptors: 6
Hydrogen Donors: 5
Rotatable Bond Count: 4
Polar Surface Area: 127.09000000000002
Refractivity: 84.53610000000002
Polarizability: 31.008006588554952
Formal Charge: 0
Physiological Charge: -1
pKa (strongest basic): -2.0685230336253135
pKa (strongest acidic): 3.867608748009035
Number of Rings: 2
Rule of Five: Yes
Bioavailability: Yes
Ghose Filter: Yes
Veber's Rule: No
MDDR-like Rule: No

External Links

PubChem: 10018570
Phenol-Explorer: 559
FooDB (Compounds): FDB000304
PeakForestCompound: 000440

Taxonomy as Food Phytochemical

Family: N-containing compounds
Class: Miscellaneous N-containing compounds
Sub-class: Not Available

Classyfire Taxonomy

Kingdom Name: Organic compounds
Class: Cinnamic acids and derivatives
Super-class: Phenylpropanoids and polyketides
Sub-class: Hydroxycinnamic acids and derivatives
Direct Parent Name: Avenanthramides
Alternative Parent Names: ["1-hydroxy-2-unsubstituted benzenoids", "1-hydroxy-4-unsubstituted benzenoids", "Acylaminobenzoic acid and derivatives", "Anilides", "Benzoic acids", "Benzoyl derivatives", "Carbonyl compounds", "Carboxylic acids", "Catechols", "Hydrocarbon derivatives", "Hydroxybenzoic acid derivatives", "Monocarboxylic acids and derivatives", "N-arylamides", "N-cinnamoylanthranilic acids", "Organic oxides", "Organopnictogen compounds", "Secondary carboxylic acid amides", "Styrenes", "Vinylogous amides"]
External Descriptor Annotations: Not Available
Substituent Names: ["1-hydroxy-2-unsubstituted benzenoid", "1-hydroxy-4-unsubstituted benzenoid", "Acylaminobenzoic acid or derivatives", "Anilide", "Aromatic homomonocyclic compound", "Avenanthramide", "Benzenoid", "Benzoic acid", "Benzoic acid or derivatives", "Benzoyl", "Carbonyl group", "Carboxamide group", "Carboxylic acid", "Carboxylic acid derivative", "Catechol", "Cinnamic acid amide", "Hydrocarbon derivative", "Hydroxybenzoic acid", "Monocarboxylic acid or derivatives", "Monocyclic benzene moiety", "N-arylamide", "N-cinnamoylanthranilic acid", "Organic nitrogen compound", "Organic oxide", "Organic oxygen compound", "Organonitrogen compound", "Organooxygen compound", "Organopnictogen compound", "Phenol", "Secondary carboxylic acid amide", "Styrene", "Vinylogous amide"]

Spectra from Phytohub

Spectrum Type	Instrument Type	Ion Mode	Collision Energy Level	View	Peaks

Predicted LC-MS/MS	Not Available	Positive	low	View Spectrum	(109.0289544,1.463570419);(110.0242034,0.2428874785);(111.0446045,0.5778300389);(133.0289544,0.2654691984);(135.0446045,4.404045784);(136.0398534,3.553458081);(137.0602545,0.4148111945);(138.0555035,0.376781275);(154.0504181,5.923740874);(161.023869,0.7408901612);(163.0395191,1.185489742);(180.0296827,0.9159299314);(184.0609828,0.2450285538);(188.0347681,0.2981445667);(206.0453327,1.140628566);(208.0609828,0.3611491428);(228.0296827,0.3468898561);(232.0609828,0.2396115125);(252.0660682,1.005556785);(254.0453327,0.4270938554);(256.0609828,0.2747381616);(268.0609828,0.9030171715);(270.0766329,11.58757974);(272.0558974,0.5035899098);(272.0922829,1.082224322);(274.0715475,0.5114883631);(280.0609828,1.762098855);(284.0558974,0.3323228573);(286.0715475,0.4038161756);(298.0715475,18.07435159);(316.0821122,40.43576584)
Predicted LC-MS/MS	Not Available	Positive	med	View Spectrum	(55.01838972,0.5693165454);(105.0340398,1.109898732);(109.0289544,2.829694001);(110.0242034,0.7151529119);(111.0446045,0.6742183323);(121.0289544,0.6382840462);(133.0289544,0.7818796655);(135.0446045,12.34854929);(136.0398534,9.202646384);(137.0602545,1.02680337);(138.0555035,0.5907685315);(154.0504181,3.816759731);(161.023869,1.556062066);(163.0395191,11.36118058);(180.0296827,1.115055594);(188.0347681,0.9864386486);(206.0453327,1.844774894);(232.0609828,0.6168795684);(240.0660682,1.873476939);(242.0817182,1.197323071);(252.0660682,1.95143949);(254.0817182,1.069937797);(268.0609828,1.438069929);(270.0766329,12.37575622);(272.0558974,0.6080157547);(272.0922829,3.685276509);(280.0609828,2.616762387);(284.0558974,0.6858116093);(286.0715475,2.273065498);(298.0715475,10.34119815);(316.0821122,8.099503751)
Predicted LC-MS/MS	Not Available	Positive	high	View Spectrum	(51.0234751,4.733945463);(53.03912516,2.164442755);(77.03912516,10.36980677);(79.01838972,1.267067307);(79.05477522,4.512753282);(93.03403978,1.264143585);(103.0183897,1.66372306);(105.0340398,6.437149525);(107.0496898,1.056145678);(109.0289544,5.11402959);(110.0242034,4.477930733);(111.0446045,1.012918738);(119.0496898,3.138345373);(121.0289544,1.017719838);(133.0289544,2.911209667);(135.0446045,18.38658629);(136.0398534,9.948381121);(137.0602545,1.298344449);(154.0504181,1.818880927);(161.023869,0.9250813523);(162.019118,1.283350874);(162.0555035,1.325073665);(180.0296827,1.173580817);(188.0347681,1.028590587);(212.0711536,1.241497858);(240.0660682,1.921929542);(252.0660682,4.437443391);(254.0817182,1.061612315);(274.0715475,1.055033818);(280.0609828,0.9878394376);(298.0715475,0.9654421976)
Predicted LC-MS/MS	Not Available	Negative	low	View Spectrum	(41.00273965,0.0922236606);(93.03403978,0.4272259324);(109.0289544,0.1030307745);(133.0289544,0.1157543388);(134.0242034,1.309996724);(135.0446045,0.9606490555);(136.0398534,0.237221772);(137.023869,0.1565797814);(152.0347681,3.202835604);(154.0504181,0.2147639018);(159.008219,0.1087119811);(161.023869,0.5374792966);(178.0140326,0.5355782611);(180.0296827,0.3306011139);(202.0504181,0.4127729639);(204.0660682,0.1448901452);(212.0711536,0.1077738775);(226.0504181,0.11284237);(228.0660682,0.1704175462);(250.0504181,0.221254195);(252.0660682,9.146219416);(256.0609828,0.092677239);(260.0558974,0.1186316979);(266.0453327,0.1427251094);(268.0609828,0.7666258561);(270.0766329,36.89335907);(272.0558974,0.2501226784);(284.0558974,0.201293629);(288.050812,0.0787463549);(296.0558974,5.245788456);(314.0664621,37.56120719)
Predicted LC-MS/MS	Not Available	Negative	med	View Spectrum	(93.03403978,0.3178452688);(108.0449388,0.2990042506);(133.0289544,0.4514941454);(134.0242034,5.037412402);(135.0446045,2.656555889);(136.0398534,1.345927561);(152.0347681,5.962306734);(154.0504181,0.5765543881);(161.023869,6.131344043);(176.0347681,0.5117425735);(178.0140326,1.091497585);(180.0296827,0.3174545415);(202.0504181,0.3212115728);(212.0711536,0.5562342617);(226.0504181,0.713919954);(228.0660682,1.814366062);(238.0504181,0.3648643806);(240.0660682,1.491267688);(244.0609828,0.4285097594);(250.0504181,0.3367759457);(252.0660682,17.43429289);(254.0453327,0.2928573082);(266.0453327,0.4341056517);(268.0609828,1.760111309);(270.0402474,0.3511513921);(270.0766329,34.89855749);(272.0558974,0.8337221274);(282.0402474,0.5941907405);(284.0558974,0.4381632389);(296.0558974,3.715638519);(314.0664621,8.520920331)
Predicted LC-MS/MS	Not Available	Negative	high	View Spectrum	(40.01872406,1.877623113);(41.99798862,5.003928946);(67.01838972,1.692218905);(68.01363868,0.9238253428);(93.03403978,2.033656013);(105.0340398,1.106793583);(108.0449388,2.176466285);(109.0289544,1.226326167);(117.0340398,1.826243935);(119.0133043,0.7163563279);(131.0133043,1.322930756);(133.0289544,3.159540044);(134.0242034,28.20185562);(135.0446045,4.437452514);(136.0398534,3.312818163);(137.023869,0.7873256224);(150.019118,1.3434476);(152.0347681,13.28968073);(154.0504181,0.8064279141);(161.023869,6.087916476);(176.0347681,1.125742811);(178.0140326,1.506471005);(228.0660682,0.920414891);(238.0504181,0.8559085261);(240.0660682,2.392124904);(252.0660682,5.92463453);(266.0453327,0.7050670171);(270.0402474,0.791365776);(270.0766329,2.715442165);(282.0402474,0.7139858586);(296.0558974,1.016008455)
Predicted LC-MS/MS	Not Available	Positive	low	View Spectrum	(135.04406,20.76);(135.04406,20.76);(135.04406,20.76);(135.04406,20.76);(135.04406,20.76);(135.04406,20.76);(135.04406,20.76);(135.04406,20.76);(145.02841,23.08);(145.02841,23.08);(145.02841,23.08);(163.03897,100.0);(163.03897,100.0);(163.03897,100.0);(163.03897,100.0);(163.03897,100.0);(163.03897,100.0);(163.03897,100.0);(298.071,12.18);(298.071,12.18);(298.071,12.18);(298.071,12.18);(298.071,12.18);(298.071,12.18);(298.071,12.18);(298.071,12.18);(298.071,12.18);(298.071,12.18);(298.071,12.18);(298.071,12.18);(298.071,12.18);(298.071,12.18);(298.071,12.18);(298.071,12.18);(298.071,12.18);(316.08156,19.68);(316.08156,19.68);(316.08156,19.68);(316.08156,19.68);(316.08156,19.68);(316.08156,19.68);(316.08156,19.68);(316.08156,19.68);(316.08156,19.68);(316.08156,19.68);(316.08156,19.68);(316.08156,19.68);(316.08156,19.68)
Predicted LC-MS/MS	Not Available	Positive	medium	View Spectrum	(107.04914,16.14);(107.04914,16.14);(117.03349,15.57);(117.03349,15.57);(121.02841,11.91);(121.02841,11.91);(121.02841,11.91);(121.02841,11.91);(133.02841,22.99);(133.02841,22.99);(133.02841,22.99);(133.02841,22.99);(133.02841,22.99);(135.04406,57.33);(135.04406,57.33);(135.04406,57.33);(135.04406,57.33);(135.04406,57.33);(135.04406,57.33);(135.04406,57.33);(135.04406,57.33);(136.0393,40.79);(136.0393,40.79);(138.05495,21.41);(138.05495,21.41);(145.02841,100.0);(145.02841,100.0);(145.02841,100.0);(161.02332,20.78);(161.02332,20.78);(161.02332,20.78);(161.02332,20.78);(163.03897,94.93);(163.03897,94.93);(163.03897,94.93);(163.03897,94.93);(163.03897,94.93);(163.03897,94.93);(163.03897,94.93);(166.04987,16.69);(166.04987,16.69);(258.07608,13.34);(270.07608,69.45);(270.07608,69.45);(270.07608,69.45);(270.07608,69.45);(270.07608,69.45);(270.07608,69.45);(270.07608,69.45);(270.07608,69.45);(270.07608,69.45);(280.06043,48.01);(280.06043,48.01);(280.06043,48.01);(280.06043,48.01);(280.06043,48.01);(298.071,61.12);(298.071,61.12);(298.071,61.12);(298.071,61.12);(298.071,61.12);(298.071,61.12);(298.071,61.12);(298.071,61.12);(298.071,61.12);(298.071,61.12);(298.071,61.12);(298.071,61.12);(298.071,61.12);(298.071,61.12);(298.071,61.12);(298.071,61.12);(298.071,61.12)
Predicted LC-MS/MS	Not Available	Positive	high	View Spectrum	(65.03858,16.37);(65.03858,16.37);(75.02293,14.95);(77.03858,37.05);(79.05423,38.52);(91.01784,20.48);(91.01784,20.48);(93.03349,22.38);(93.03349,22.38);(103.01784,9.88);(105.03349,24.75);(105.03349,24.75);(107.04914,25.03);(107.04914,25.03);(110.06004,64.21);(117.03349,65.45);(117.03349,65.45);(119.04914,27.21);(119.04914,27.21);(121.02841,11.22);(121.02841,11.22);(121.02841,11.22);(121.02841,11.22);(131.01276,16.41);(131.01276,16.41);(131.01276,16.41);(133.02841,23.23);(133.02841,23.23);(133.02841,23.23);(133.02841,23.23);(133.02841,23.23);(135.04406,58.4);(135.04406,58.4);(135.04406,58.4);(135.04406,58.4);(135.04406,58.4);(135.04406,58.4);(135.04406,58.4);(135.04406,58.4);(136.0393,45.18);(136.0393,45.18);(138.05495,14.16);(138.05495,14.16);(145.02841,100.0);(145.02841,100.0);(145.02841,100.0);(154.04987,14.8);(154.04987,14.8);(154.04987,14.8);(154.04987,14.8);(176.03422,8.66);(176.03422,8.66);(228.02913,8.85);(228.02913,8.85);(228.02913,8.85);(254.08117,14.78);(254.08117,14.78);(254.08117,14.78);(258.07608,18.08);(260.09173,10.89);(270.07608,20.19);(270.07608,20.19);(270.07608,20.19);(270.07608,20.19);(270.07608,20.19);(270.07608,20.19);(270.07608,20.19);(270.07608,20.19);(270.07608,20.19);(280.06043,14.33);(280.06043,14.33);(280.06043,14.33);(280.06043,14.33);(280.06043,14.33);(298.071,10.47);(298.071,10.47);(298.071,10.47);(298.071,10.47);(298.071,10.47);(298.071,10.47);(298.071,10.47);(298.071,10.47);(298.071,10.47);(298.071,10.47);(298.071,10.47);(298.071,10.47);(298.071,10.47);(298.071,10.47);(298.071,10.47);(298.071,10.47);(298.071,10.47);(314.06591,9.55)
Predicted LC-MS/MS	Not Available	Negative	low	View Spectrum	(133.0295,21.68);(133.0295,21.68);(133.0295,21.68);(133.0295,21.68);(133.0295,21.68);(135.04515,94.92);(135.04515,94.92);(135.04515,94.92);(135.04515,94.92);(135.04515,94.92);(135.04515,94.92);(135.04515,94.92);(161.02442,24.21);(161.02442,24.21);(161.02442,24.21);(161.02442,24.21);(252.06662,28.64);(252.06662,28.64);(252.06662,28.64);(252.06662,28.64);(270.07718,100.0);(270.07718,100.0);(270.07718,100.0);(270.07718,100.0);(270.07718,100.0);(270.07718,100.0);(270.07718,100.0);(270.07718,100.0);(270.07718,100.0);(270.07718,100.0);(270.07718,100.0);(270.07718,100.0);(270.07718,100.0);(314.06701,42.42);(314.06701,42.42);(314.06701,42.42);(314.06701,42.42);(314.06701,42.42);(314.06701,42.42);(314.06701,42.42);(314.06701,42.42);(314.06701,42.42);(314.06701,42.42);(314.06701,42.42);(314.06701,42.42);(314.06701,42.42)
Predicted LC-MS/MS	Not Available	Negative	medium	View Spectrum	(91.01894,5.29);(91.01894,5.29);(107.05024,11.92);(107.05024,11.92);(108.04549,48.22);(117.03459,9.67);(117.03459,9.67);(133.0295,33.92);(133.0295,33.92);(133.0295,33.92);(133.0295,33.92);(133.0295,33.92);(134.02475,55.34);(134.02475,55.34);(135.04515,100.0);(135.04515,100.0);(135.04515,100.0);(135.04515,100.0);(135.04515,100.0);(135.04515,100.0);(135.04515,100.0);(136.0404,38.08);(138.05605,23.57);(152.03532,7.73);(152.03532,7.73);(152.03532,7.73);(152.03532,7.73);(152.03532,7.73);(161.02442,7.67);(161.02442,7.67);(161.02442,7.67);(161.02442,7.67);(228.03023,4.96);(228.03023,4.96);(228.03023,4.96);(228.06662,5.21);(228.06662,5.21);(228.06662,5.21);(242.08227,7.21);(242.08227,7.21);(242.08227,7.21);(252.06662,13.84);(252.06662,13.84);(252.06662,13.84);(252.06662,13.84);(268.06153,5.22);(268.06153,5.22);(268.06153,5.22);(270.07718,23.21);(270.07718,23.21);(270.07718,23.21);(270.07718,23.21);(270.07718,23.21);(270.07718,23.21);(270.07718,23.21);(270.07718,23.21);(270.07718,23.21);(270.07718,23.21);(270.07718,23.21);(270.07718,23.21);(270.07718,23.21);(296.05645,6.53);(296.05645,6.53);(296.05645,6.53);(296.05645,6.53);(296.05645,6.53);(296.05645,6.53);(296.05645,6.53);(296.05645,6.53);(296.05645,6.53);(296.05645,6.53);(296.05645,6.53);(296.05645,6.53);(312.05136,7.13);(312.05136,7.13);(312.05136,7.13);(314.06701,7.73);(314.06701,7.73);(314.06701,7.73);(314.06701,7.73);(314.06701,7.73);(314.06701,7.73);(314.06701,7.73);(314.06701,7.73);(314.06701,7.73);(314.06701,7.73);(314.06701,7.73);(314.06701,7.73);(314.06701,7.73)
Predicted LC-MS/MS	Not Available	Negative	high	View Spectrum	(41.00329,18.63);(51.02402,10.01);(63.02402,10.05);(65.00329,9.73);(67.01894,19.06);(91.01894,37.96);(91.01894,37.96);(93.03459,23.65);(93.03459,23.65);(93.03459,23.65);(103.01894,13.66);(103.01894,13.66);(105.03459,26.62);(105.03459,26.62);(107.05024,14.13);(107.05024,14.13);(108.04549,16.15);(117.03459,13.04);(117.03459,13.04);(131.01385,26.99);(131.01385,26.99);(133.0295,100.0);(133.0295,100.0);(133.0295,100.0);(133.0295,100.0);(133.0295,100.0);(134.02475,61.36);(134.02475,61.36);(135.04515,55.96);(135.04515,55.96);(135.04515,55.96);(135.04515,55.96);(135.04515,55.96);(135.04515,55.96);(135.04515,55.96);(136.0404,25.24);(161.02442,13.83);(161.02442,13.83);(161.02442,13.83);(161.02442,13.83);(186.01967,13.97);(198.05605,9.32);(200.03532,22.8);(212.0717,27.72);(228.03023,7.59);(228.03023,7.59);(228.03023,7.59);(228.06662,15.1);(228.06662,15.1);(228.06662,15.1);(240.06662,7.81);(240.06662,7.81);(240.06662,7.81);(242.04588,7.92);(242.04588,7.92);(242.04588,7.92);(242.04588,7.92);(242.04588,7.92);(242.04588,7.92);(244.06153,15.12);(244.06153,15.12);(244.06153,15.12);(244.06153,15.12);(244.06153,15.12);(244.06153,15.12);(244.06153,15.12);(244.06153,15.12);(252.06662,25.35);(252.06662,25.35);(252.06662,25.35);(252.06662,25.35);(282.0408,8.08);(282.0408,8.08);(296.05645,16.37);(296.05645,16.37);(296.05645,16.37);(296.05645,16.37);(296.05645,16.37);(296.05645,16.37);(296.05645,16.37);(296.05645,16.37);(296.05645,16.37);(296.05645,16.37);(296.05645,16.37);(296.05645,16.37)

Food Sources

No food source information available

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

No metabolism information available

Inter-Individual Variations in Metabolism

No data on inter-individual variations available

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Showing entry for Avenanthramide K