PhytoHub: Showing entry for Caffeic acid ethyl ester

Caffeic acid ethyl ester

Identification

PhytoHub ID

PHUB000576

Name

Caffeic acid ethyl ester

Systematic Name

Not Available

Synonyms

Ethyl 3,4-dihydroxycinnamate
Ethyl caffeate

CAS Number

Not Available

Average Mass

208.213

Monoisotopic Mass

208.073558866

Chemical Formula

C₁₁H₁₂O₄

IUPAC Name

ethyl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate

InChI Key

WDKYDMULARNCIS-GQCTYLIASA-N

InChI Identifier

InChI=1S/C11H12O4/c1-2-15-11(14)6-4-8-3-5-9(12)10(13)7-8/h3-7,12-13H,2H2,1H3/b6-4+

SMILES

CCOC(=O)\C=C\C1=CC(O)=C(O)C=C1

Structure

Similar Structures

Calculated Properties

Solubility (ALOGPS): 8.10e-01 g/l
LogS (ALOGPS): -2.41
LogP (ALOGPS): 2.60
Hydrogen Acceptors: 3
Hydrogen Donors: 2
Rotatable Bond Count: 4
Polar Surface Area: 66.76
Refractivity: 56.539400000000015
Polarizability: 21.56731766498017
Formal Charge: 0
Physiological Charge: 0
pKa (strongest basic): -6.283759908269715
pKa (strongest acidic): 9.208644817342979
Number of Rings: 1
Rule of Five: Yes
Bioavailability: Yes
Ghose Filter: Yes
Veber's Rule: No
MDDR-like Rule: No

Taxonomy as Food Phytochemical

Family: Polyphenols
Class: Phenolic acids
Sub-class: Hydroxycinnamic acids

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: Coumaric acids and derivatives
Alternative Parent Names: ["1-hydroxy-2-unsubstituted benzenoids", "1-hydroxy-4-unsubstituted benzenoids", "Carbonyl compounds", "Catechols", "Cinnamic acid esters", "Enoate esters", "Fatty acid esters", "Hydrocarbon derivatives", "Monocarboxylic acids and derivatives", "Organic oxides", "Styrenes"]
External Descriptor Annotations: ["hydroxycinnamic acid"]
Substituent Names: ["1-hydroxy-2-unsubstituted benzenoid", "1-hydroxy-4-unsubstituted benzenoid", "Alpha,beta-unsaturated carboxylic ester", "Aromatic homomonocyclic compound", "Benzenoid", "Carbonyl group", "Carboxylic acid derivative", "Carboxylic acid ester", "Catechol", "Cinnamic acid ester", "Coumaric acid or derivatives", "Enoate ester", "Fatty acid ester", "Fatty acyl", "Hydrocarbon derivative", "Monocarboxylic acid or derivatives", "Monocyclic benzene moiety", "Organic oxide", "Organic oxygen compound", "Organooxygen compound", "Phenol", "Styrene"]

Spectra from Phytohub

Spectrum Type	Instrument Type	Ion Mode	Collision Energy Level	View	Peaks

Predicted GC-MS	GC-MS	Positive	Not Available	View Spectrum	(27.02292522,3.457822582);(28.03074982,6.720518634);(29.03857442,9.426957232);(30.04639902,1.993063653);(31.05422362,0.9719205004);(109.0284026,0.837901443);(110.0362272,0.8718139197);(120.020578,0.8800128387);(121.0284026,1.270716112);(122.0362272,1.838390828);(123.0440518,1.081278402);(124.0518764,0.8812958335);(133.0284026,2.384203435);(134.0362272,4.542219824);(135.0440518,11.94065242);(136.0474479,1.090794095);(136.0518764,3.275361713);(137.059701,2.837922584);(138.0675256,0.9343733045);(162.0311413,2.777956877);(163.0389659,25.16588458);(164.0423606,2.590075811);(164.0467905,2.137260985);(178.0260554,1.06614657);(179.03388,1.090590027);(180.0417046,2.036679657);(181.0495292,0.7702595737);(190.0624397,0.9833021006);(191.0702643,0.9488107757);(193.0495292,1.025348099);(208.073003,2.17046559)
Predicted LC-MS/MS	Not Available	Positive	low	View Spectrum	(19.01838972,0.2016444064);(29.03912516,0.750384725);(47.04968984,3.11423781);(55.01838972,0.2275947198);(73.0289544,0.5046474566);(75.04460446,0.2445403342);(77.06025453,0.2468247244);(85.0289544,0.8997326566);(87.04460446,1.93250591);(95.01330434,0.2896395831);(97.0289544,0.4111725138);(99.04460446,1.354167795);(101.0602545,0.4796950164);(109.0289544,1.682469573);(111.0446045,0.7711248493);(113.0602545,0.2221810287);(123.0446045,3.053203707);(125.0602545,2.864239626);(133.0289544,0.2536580781);(135.0446045,1.376977337);(147.0446045,0.3477081198);(163.0395191,19.1463272);(165.0551691,0.7551272093);(167.0708192,0.6201113175);(177.0551691,0.3201202255);(179.0708192,0.4936097186);(181.0500838,3.740806912);(183.0657338,0.1953787058);(191.0708192,5.882966612);(193.0500838,0.3151875975);(209.0813839,47.30201453)
Predicted LC-MS/MS	Not Available	Positive	med	View Spectrum	(29.03912516,1.202949471);(45.03403978,0.6884708419);(47.04968984,10.91935824);(55.01838972,1.230490918);(67.01838972,0.4566992239);(73.0289544,0.5791986574);(79.01838972,1.034019416);(81.03403978,0.4696517103);(85.0289544,2.123667121);(87.04460446,0.886021065);(93.03403978,0.453240488);(95.01330434,0.7665677345);(97.0289544,0.8421726901);(99.04460446,2.079531982);(105.0340398,1.608355693);(109.0289544,3.199270426);(111.0446045,0.7688856616);(123.0446045,8.077461182);(125.0602545,1.671017079);(131.0133043,0.5808449191);(133.0289544,3.043054463);(135.0446045,8.416469007);(137.0602545,1.020165695);(147.0446045,1.387724631);(163.0395191,26.82482683);(165.0551691,0.9802056503);(177.0551691,0.693016432);(179.0708192,2.330223418);(181.0500838,1.971049282);(191.0708192,2.962645923);(209.0813839,10.73274415)
Predicted LC-MS/MS	Not Available	Positive	high	View Spectrum	(27.0234751,1.259744664);(29.03912516,3.395303452);(45.03403978,1.24425396);(47.04968984,3.191796028);(51.0234751,6.829564701);(53.03912516,1.753607209);(55.01838972,2.84195566);(67.01838972,2.170929518);(67.05477522,2.830201048);(71.01330434,1.997660403);(73.0289544,1.470708095);(77.03912516,5.901711084);(79.01838972,3.598426797);(79.05477522,1.613987764);(81.03403978,1.46832);(87.04460446,1.522363811);(91.01838972,1.26065526);(93.03403978,2.125983785);(95.01330434,2.813771918);(95.04968984,1.425988612);(105.0340398,6.463938786);(107.0496898,4.344408438);(109.0289544,7.937099412);(123.0446045,8.728250398);(125.0602545,1.561887753);(133.0289544,4.402732958);(135.0446045,6.215168436);(137.0602545,1.47814205);(147.0446045,1.887313324);(163.0395191,4.593188503);(165.0551691,1.670936173)
Predicted LC-MS/MS	Not Available	Negative	low	View Spectrum	(25.00782503,0.2317970992);(27.0234751,2.106985388);(29.00273965,0.2961253256);(43.01838972,0.1181211812);(45.03403978,6.816672608);(71.01330434,0.1208405044);(73.0289544,0.1057072421);(83.01330434,0.3457402519);(85.0289544,0.7721808367);(103.0183897,0.0568444423);(105.0340398,0.082178998);(109.0289544,0.1043892917);(119.0133043,0.0538630174);(121.0289544,0.4493573411);(123.0446045,0.6056789045);(133.0289544,0.3146938028);(135.0446045,1.662018436);(137.0602545,0.0740241267);(145.0289544,0.0958296159);(147.0446045,0.0821903349);(149.0602545,0.1192274587);(161.023869,30.56003905);(163.0395191,0.4048704289);(165.0551691,0.5526041896);(177.0187836,0.2230461221);(177.0551691,0.1853130489);(179.0344337,4.414735793);(181.0500838,0.2500427443);(189.0551691,0.9446219866);(191.0344337,0.2720025089);(207.0657338,47.57825793)
Predicted LC-MS/MS	Not Available	Negative	med	View Spectrum	(27.0234751,2.831544132);(29.00273965,0.6162414219);(43.01838972,0.4211912565);(45.03403978,11.51920943);(68.99765427,0.2746229003);(71.01330434,0.9636974464);(73.0289544,0.9067477774);(83.01330434,1.998936732);(85.0289544,5.071114943);(103.0183897,0.3139578155);(105.0340398,0.4122594247);(119.0133043,0.3140778907);(121.0289544,8.986308624);(123.0446045,3.506078519);(131.0133043,0.462248676);(133.0289544,1.233735031);(135.0446045,4.087156884);(137.0602545,0.9803638857);(145.0289544,0.5172536689);(147.0446045,0.582360575);(149.0602545,0.4611178398);(161.023869,27.86626473);(163.0395191,0.8875190836);(165.0551691,2.130146919);(175.0395191,0.3704405138);(177.0187836,0.5880308885);(179.0344337,4.932354461);(181.0500838,0.2574009786);(189.0551691,1.707207213);(191.0344337,0.6910192357);(207.0657338,14.10939111)
Predicted LC-MS/MS	Not Available	Negative	high	View Spectrum	(27.0234751,3.977508735);(29.00273965,2.380731578);(41.00273965,3.339370696);(43.01838972,1.289183221);(44.99765427,2.111019291);(45.03403978,12.86295475);(53.00273965,1.132482323);(55.01838972,0.9834123393);(67.01838972,2.014622336);(83.01330434,1.679077373);(85.0289544,3.433265207);(103.0183897,1.36696455);(105.0340398,1.598727985);(107.0133043,1.348790882);(109.0289544,1.343473548);(117.0340398,1.35586097);(119.0133043,1.631003565);(121.0289544,3.089585233);(123.0446045,1.076207065);(131.0133043,3.170834548);(133.0289544,5.354127296);(135.0446045,5.623566203);(143.0133043,2.555208231);(145.0289544,2.379968601);(147.0446045,1.206021124);(149.023869,0.8217462042);(161.023869,20.82018764);(163.0395191,2.979737136);(165.0551691,1.292029366);(177.0187836,1.339518009);(179.0344337,4.44281399)
Predicted LC-MS/MS	Not Available	Positive	low	View Spectrum	(121.02841,6.24);(121.02841,6.24);(121.02841,6.24);(121.02841,6.24);(121.02841,6.24);(121.02841,6.24);(121.02841,6.24);(135.04406,18.05);(135.04406,18.05);(135.04406,18.05);(135.04406,18.05);(135.04406,18.05);(135.04406,18.05);(135.04406,18.05);(135.04406,18.05);(135.04406,18.05);(135.04406,18.05);(145.02841,11.22);(145.02841,11.22);(145.02841,11.22);(147.04406,6.46);(147.04406,6.46);(147.04406,6.46);(147.04406,6.46);(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);(163.03897,100.0);(163.03897,100.0);(163.03897,100.0);(163.03897,100.0);(191.07027,10.81);(191.07027,10.81);(191.07027,10.81);(191.07027,10.81);(191.07027,10.81);(209.08084,98.67);(209.08084,98.67);(209.08084,98.67);(209.08084,98.67);(209.08084,98.67);(209.08084,98.67);(209.08084,98.67)
Predicted LC-MS/MS	Not Available	Positive	medium	View Spectrum	(41.00219,9.51);(55.01784,6.67);(93.03349,6.97);(93.03349,6.97);(93.03349,6.97);(95.04914,10.96);(95.04914,10.96);(95.04914,10.96);(105.03349,6.76);(105.03349,6.76);(107.04914,15.46);(107.04914,15.46);(107.04914,15.46);(117.03349,15.91);(117.03349,15.91);(119.04914,14.97);(119.04914,14.97);(121.02841,12.33);(121.02841,12.33);(121.02841,12.33);(121.02841,12.33);(121.02841,12.33);(121.02841,12.33);(121.02841,12.33);(123.04406,21.07);(123.04406,21.07);(123.04406,21.07);(123.04406,21.07);(123.04406,21.07);(123.04406,21.07);(123.04406,21.07);(133.02841,8.99);(133.02841,8.99);(133.02841,8.99);(133.02841,8.99);(133.02841,8.99);(133.02841,8.99);(133.02841,8.99);(133.02841,8.99);(133.02841,8.99);(135.04406,61.34);(135.04406,61.34);(135.04406,61.34);(135.04406,61.34);(135.04406,61.34);(135.04406,61.34);(135.04406,61.34);(135.04406,61.34);(135.04406,61.34);(135.04406,61.34);(137.05971,8.84);(137.05971,8.84);(137.05971,8.84);(137.05971,8.84);(137.05971,8.84);(137.05971,8.84);(137.05971,8.84);(137.05971,8.84);(141.09101,6.9);(141.09101,6.9);(141.09101,6.9);(145.02841,38.68);(145.02841,38.68);(145.02841,38.68);(147.04406,18.42);(147.04406,18.42);(147.04406,18.42);(147.04406,18.42);(149.05971,7.75);(149.05971,7.75);(149.05971,7.75);(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);(163.03897,100.0);(163.03897,100.0);(163.03897,100.0);(163.03897,100.0);(181.04954,13.48);(181.04954,13.48);(181.04954,13.48);(181.04954,13.48);(181.04954,13.48);(181.04954,13.48);(181.08592,9.05);(181.08592,9.05);(191.07027,10.73);(191.07027,10.73);(191.07027,10.73);(191.07027,10.73);(191.07027,10.73);(209.08084,43.32);(209.08084,43.32);(209.08084,43.32);(209.08084,43.32);(209.08084,43.32);(209.08084,43.32);(209.08084,43.32)
Predicted LC-MS/MS	Not Available	Positive	high	View Spectrum	(41.00219,9.89);(43.01784,10.76);(51.02293,10.6);(53.03858,22.73);(63.02293,8.94);(65.03858,39.59);(65.03858,39.59);(67.05423,10.12);(75.02293,10.98);(77.03858,28.24);(79.05423,21.71);(91.01784,11.69);(91.01784,11.69);(93.03349,35.53);(93.03349,35.53);(93.03349,35.53);(95.04914,28.12);(95.04914,28.12);(95.04914,28.12);(105.03349,9.48);(105.03349,9.48);(107.04914,17.68);(107.04914,17.68);(107.04914,17.68);(115.07536,9.98);(115.07536,9.98);(115.07536,9.98);(115.07536,9.98);(115.07536,9.98);(117.03349,51.89);(117.03349,51.89);(119.04914,22.1);(119.04914,22.1);(121.02841,22.89);(121.02841,22.89);(121.02841,22.89);(121.02841,22.89);(121.02841,22.89);(121.02841,22.89);(121.02841,22.89);(123.04406,33.62);(123.04406,33.62);(123.04406,33.62);(123.04406,33.62);(123.04406,33.62);(123.04406,33.62);(123.04406,33.62);(133.02841,11.16);(133.02841,11.16);(133.02841,11.16);(133.02841,11.16);(133.02841,11.16);(133.02841,11.16);(133.02841,11.16);(133.02841,11.16);(133.02841,11.16);(135.04406,100.0);(135.04406,100.0);(135.04406,100.0);(135.04406,100.0);(135.04406,100.0);(135.04406,100.0);(135.04406,100.0);(135.04406,100.0);(135.04406,100.0);(135.04406,100.0);(145.02841,23.17);(145.02841,23.17);(145.02841,23.17);(147.04406,14.13);(147.04406,14.13);(147.04406,14.13);(147.04406,14.13);(163.03897,33.72);(163.03897,33.72);(163.03897,33.72);(163.03897,33.72);(163.03897,33.72);(163.03897,33.72);(163.03897,33.72);(163.03897,33.72);(163.03897,33.72);(163.03897,33.72);(163.03897,33.72)
Predicted LC-MS/MS	Not Available	Negative	low	View Spectrum	(123.04515,8.4);(123.04515,8.4);(123.04515,8.4);(123.04515,8.4);(123.04515,8.4);(161.02442,19.14);(161.02442,19.14);(161.02442,19.14);(161.02442,19.14);(161.02442,19.14);(161.02442,19.14);(161.02442,19.14);(179.03498,9.77);(179.03498,9.77);(207.06628,100.0);(207.06628,100.0);(207.06628,100.0);(207.06628,100.0);(207.06628,100.0);(207.06628,100.0);(207.06628,100.0)
Predicted LC-MS/MS	Not Available	Negative	medium	View Spectrum	(59.01385,7.0);(59.01385,7.0);(68.9982,4.25);(68.9982,4.25);(83.01385,7.81);(83.01385,7.81);(85.0295,20.33);(85.0295,20.33);(85.0295,20.33);(93.03459,6.48);(93.03459,6.48);(93.03459,6.48);(107.05024,5.71);(107.05024,5.71);(117.03459,6.95);(117.03459,6.95);(121.0295,10.81);(121.0295,10.81);(121.0295,10.81);(121.0295,10.81);(123.04515,8.57);(123.04515,8.57);(123.04515,8.57);(123.04515,8.57);(123.04515,8.57);(133.0295,20.14);(133.0295,20.14);(133.0295,20.14);(133.0295,20.14);(133.0295,20.14);(133.0295,20.14);(133.0295,20.14);(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);(135.04515,100.0);(161.02442,16.57);(161.02442,16.57);(161.02442,16.57);(161.02442,16.57);(161.02442,16.57);(161.02442,16.57);(161.02442,16.57);(207.06628,5.33);(207.06628,5.33);(207.06628,5.33);(207.06628,5.33);(207.06628,5.33);(207.06628,5.33);(207.06628,5.33)
Predicted LC-MS/MS	Not Available	Negative	high	View Spectrum	(41.00329,19.62);(65.00329,7.99);(65.00329,7.99);(67.01894,10.77);(67.01894,10.77);(91.01894,27.07);(91.01894,27.07);(93.03459,21.32);(93.03459,21.32);(93.03459,21.32);(103.01894,11.04);(103.01894,11.04);(105.03459,16.76);(105.03459,16.76);(107.05024,16.23);(107.05024,16.23);(117.03459,19.11);(117.03459,19.11);(121.0295,9.99);(121.0295,9.99);(121.0295,9.99);(121.0295,9.99);(131.01385,8.11);(131.01385,8.11);(131.01385,8.11);(133.0295,100.0);(133.0295,100.0);(133.0295,100.0);(133.0295,100.0);(133.0295,100.0);(133.0295,100.0);(133.0295,100.0);(135.04515,85.36);(135.04515,85.36);(135.04515,85.36);(135.04515,85.36);(135.04515,85.36);(135.04515,85.36);(135.04515,85.36);(135.04515,85.36)

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 Caffeic acid ethyl ester