precursor

Showing entry for Prenyl caffeate

Identification

PhytoHub ID
PHUB000630
Name
Prenyl caffeate
Systematic Name
Not Available
Synonyms
Not Available
CAS Number
Not Available
Average Mass
248.278
Monoisotopic Mass
248.104858995
Chemical Formula
C14H16O4
IUPAC Name
3-methylbut-2-en-1-yl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
InChI Key
TTYOHMFLCXENHR-GQCTYLIASA-N
InChI Identifier
InChI=1S/C14H16O4/c1-10(2)7-8-18-14(17)6-4-11-3-5-12(15)13(16)9-11/h3-7,9,15-16H,8H2,1-2H3/b6-4+
SMILES
CC(C)=CCOC(=O)\C=C\C1=CC=C(O)C(O)=C1
Structure
Similar Structures

Calculated Properties

Solubility (ALOGPS)
1.57e-01 g/l
LogS (ALOGPS)
-3.20
LogP (ALOGPS)
3.24
Hydrogen Acceptors
3
Hydrogen Donors
2
Rotatable Bond Count
5
Polar Surface Area
66.76
Refractivity
70.909
Polarizability
26.736082531994754
Formal Charge
0
Physiological Charge
0
pKa (strongest basic)
-6.283760878432917
pKa (strongest acidic)
9.208618521642132
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
Miscellaneous phenolic 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 TypeInstrument TypeIon ModeCollision Energy LevelViewPeaks
Predicted GC-MSGC-MSPositiveNot AvailableView Spectrum(39.02292522,3.6337934);(41.03857442,5.423274008);(42.04639902,1.189198773);(43.05422362,2.142047116);(53.03857442,2.069758266);(55.05422362,3.042308681);(67.05422362,2.25691503);(68.06204822,4.759318848);(69.06987282,16.13086571);(70.07329705,0.9246177677);(70.07769742,1.958600985);(71.08552202,1.086745312);(122.0362272,1.20768626);(133.0284026,2.463155374);(134.0362272,3.319016433);(135.0440518,9.22444946);(136.0518764,1.726552272);(137.059701,0.8607284573);(161.0233167,1.507158153);(162.0311413,2.026506761);(163.0389659,20.10353013);(164.0423606,2.069057693);(164.0467905,1.817797871);(177.0182308,1.371865736);(179.03388,0.9042791262);(180.0417046,1.486610472);(181.0495292,1.016620401);(207.0651784,0.9348827194);(233.0808276,1.124916286);(247.0964768,0.9946978359);(248.1043014,1.223044656)
Predicted GC-MSGC-MSPositiveNot AvailableView Spectrum(25.00727602,0.7641959467);(41.03857442,3.148949429);(42.04639902,0.7315631459);(43.05422362,1.66599517);(53.03857442,1.21207549);(55.05422362,2.121322821);(67.05422362,1.583617052);(68.06204822,2.802168874);(69.06987282,5.202006843);(70.07769742,1.060609843);(73.04679982,3.476787306);(235.0784897,0.837505484);(263.091801,2.946714466);(264.0936605,0.7378270067);(265.1074502,2.358739636);(266.1152748,0.7495800764);(277.1074502,1.140551356);(278.1152748,1.151996831);(279.1230994,3.556514117);(280.1250329,0.9324601211);(291.1410865,0.9137169825);(306.1101889,0.895679362);(307.1180135,1.746451763);(309.0972784,2.395180624);(319.1360006,1.661913122);(320.1438252,1.738821376);(321.1516498,0.8007708974);(324.1207522,0.667536377);(376.1520506,0.7211196035);(377.1598752,5.304010509);(378.1620751,1.696239803)
Predicted GC-MSGC-MSEiNot AvailableView Spectrum(25.00727602,1.071369131);(27.02292522,1.023838359);(41.03857442,4.533353363);(42.04639902,1.050713603);(43.05422362,2.183201795);(53.03857442,2.213291664);(54.04639902,0.7541959564);(55.05422362,3.046767402);(56.06204822,0.6533974166);(67.05422362,2.274483055);(68.06204822,3.783588925);(69.06987282,7.529509169);(70.07769742,1.523309636);(71.08552202,0.6859780437);(121.0284026,0.6892499141);(122.0362272,0.9355004831);(133.0284026,2.75546011);(134.0362272,2.309775178);(135.0440518,5.733430556);(136.0518764,1.312112918);(161.0233167,0.6365750176);(162.0311413,1.171258314);(163.0389659,15.59031608);(164.0423606,1.604557171);(164.0467905,1.008987284);(180.0417046,0.7715346369);(181.0495292,0.6417136253);(205.0495292,0.6357708728);(207.0651784,0.85993605);(247.0964768,0.62787561);(248.1043014,0.6992942594)
Predicted LC-MS/MSNot AvailablePositivelowView Spectrum(41.03912516,0.7478320682);(43.05477522,1.149576763);(57.07042529,0.5467657103);(67.05477522,2.585337843);(69.07042529,19.80811968);(71.08607535,0.9632784891);(73.10172542,0.3669875528);(87.08098997,2.074755863);(109.0289544,1.239626888);(111.0446045,0.5710317081);(113.0602545,0.3454567483);(123.0446045,2.30592319);(125.0602545,2.84281538);(127.0759046,1.460403045);(135.0446045,1.262379408);(137.0602545,0.3818371538);(139.0759046,0.9733315644);(141.0915547,0.331419173);(161.023869,2.254407747);(163.0395191,14.91477631);(165.0551691,0.4027396069);(167.0708192,0.4152464768);(177.0187836,0.2513152937);(181.0500838,2.442814512);(205.0500838,0.3763556504);(207.0657338,1.008546339);(217.0864693,0.2489208673);(219.1021193,0.3525459394);(231.1021193,4.469263651);(233.0813839,0.2478229756);(249.112684,32.6583664)
Predicted LC-MS/MSNot AvailablePositivemedView Spectrum(41.03912516,4.369192032);(43.05477522,1.103897294);(45.03403978,0.4172883059);(45.07042529,1.132517998);(53.03912516,1.388869489);(55.01838972,0.5526596024);(67.05477522,2.442969944);(69.07042529,43.10934037);(87.08098997,3.653706806);(105.0340398,0.5877077824);(109.0289544,1.607573611);(111.0446045,0.396552839);(123.0446045,3.932294835);(125.0602545,1.483141954);(127.0759046,0.3404716434);(131.0133043,0.3624020388);(133.0289544,1.562969755);(135.0446045,4.532209756);(137.0602545,0.5253180737);(139.0759046,0.8007530499);(147.0446045,0.5434430542);(161.023869,1.368214724);(163.0395191,14.63138953);(181.0500838,1.017987895);(205.0500838,0.7424542906);(207.0657338,0.7058015784);(209.0813839,1.0734845);(217.0864693,0.346811576);(219.1021193,0.6778739959);(231.1021193,1.213632761);(249.112684,3.377068922)
Predicted LC-MS/MSNot AvailablePositivehighView Spectrum(41.03912516,4.030089538);(43.05477522,1.919525175);(51.0234751,4.331949127);(53.03912516,8.074035353);(55.01838972,1.49167104);(55.05477522,1.398891777);(57.07042529,3.437815476);(59.08607535,0.9049748978);(67.05477522,6.737534393);(69.07042529,17.86952153);(71.01330434,1.059675861);(71.04968984,0.9778764941);(71.08607535,1.510341653);(73.10172542,0.8938032752);(77.03912516,3.715907655);(79.01838972,2.100791156);(79.05477522,0.9719090389);(93.03403978,1.049989351);(105.0340398,4.523963806);(107.0496898,3.260291714);(109.0289544,5.27137874);(111.0446045,1.286835378);(123.0446045,5.981916377);(125.0602545,1.453118143);(133.0289544,3.324568424);(135.0446045,4.609816365);(147.0446045,1.109139062);(149.0602545,0.9219135321);(161.023869,1.289232266);(163.0395191,3.576425105);(175.0759046,0.9150982911)
Predicted LC-MS/MSNot AvailableNegativelowView Spectrum(29.00273965,0.1510338886);(41.03912516,0.1033786372);(55.05477522,1.300312541);(65.03912516,0.5296391012);(67.05477522,8.372978818);(69.07042529,0.2702784262);(71.08607535,0.2400783088);(83.04968984,0.0998836879);(85.06533991,5.62310763);(109.0289544,0.1077706853);(111.0446045,0.0982709922);(121.0289544,0.4015492992);(123.0446045,0.7875535483);(125.0602545,0.6494333307);(133.0289544,0.258585493);(135.0446045,1.725863844);(159.008219,0.5646074064);(161.023869,26.57085116);(163.0395191,0.333027875);(165.0551691,0.3400298105);(177.0187836,0.6022634313);(179.0344337,11.24865912);(181.0500838,0.2166492176);(189.0915547,0.1085672488);(191.0344337,0.4657397835);(205.0500838,0.1933447269);(205.0864693,0.1473736793);(207.0657338,0.190789006);(217.0864693,0.1782246722);(229.0864693,0.8351544739);(247.097034,37.28500015)
Predicted LC-MS/MSNot AvailableNegativemedView Spectrum(29.00273965,0.3431605675);(44.99765427,0.3547474425);(55.05477522,4.889734502);(65.03912516,0.5909931585);(67.05477522,4.89324656);(69.07042529,0.5367688366);(71.08607535,0.4263590118);(85.06533991,4.772787545);(111.0446045,0.5036170315);(113.0602545,0.5276535663);(119.0133043,0.3395500432);(121.0289544,5.548412851);(123.0446045,3.227013927);(125.0602545,2.784310717);(131.0133043,0.4389267633);(133.0289544,1.012085321);(135.0446045,5.907807893);(137.023869,0.7708702976);(137.0602545,0.5899700008);(159.008219,0.8132625033);(161.023869,22.83471781);(163.0395191,0.4333879162);(165.0551691,0.8674041538);(177.0187836,1.726302958);(179.0344337,25.93255373);(181.0500838,0.4752724683);(205.0500838,0.6018829856);(205.0864693,0.4690122969);(207.0657338,0.6486725715);(229.0864693,1.05526439);(247.097034,5.684250187)
Predicted LC-MS/MSNot AvailableNegativehighView Spectrum(29.00273965,1.616725124);(41.00273965,2.406319284);(44.99765427,2.22861324);(51.0234751,3.177613294);(53.03912516,0.9249719911);(55.05477522,7.287290379);(57.07042529,2.088584645);(65.03912516,1.649130363);(67.05477522,8.149829023);(69.03403978,1.79886406);(69.07042529,1.493308781);(85.06533991,3.014587032);(107.0133043,1.301518284);(109.0289544,2.045817794);(117.0340398,1.023839796);(119.0133043,1.407425481);(121.0289544,2.29718851);(123.0446045,1.878664836);(125.0602545,1.548768972);(131.0133043,2.452675612);(133.0289544,4.272713403);(135.0446045,6.936095233);(143.0133043,1.629607869);(149.023869,1.409236496);(159.008219,1.341182338);(161.023869,21.76244509);(163.0395191,1.737990366);(175.0031336,0.9423607114);(177.0187836,1.229843772);(179.0344337,7.872545119);(229.0864693,1.074243106)
Predicted LC-MS/MSNot AvailablePositivelowView Spectrum(69.06988,66.87);(145.02841,7.55);(145.02841,7.55);(145.02841,7.55);(163.03897,68.14);(163.03897,68.14);(163.03897,68.14);(163.03897,68.14);(163.03897,68.14);(163.03897,68.14);(163.03897,68.14);(163.03897,68.14);(163.03897,68.14);(193.04954,7.0);(193.04954,7.0);(193.04954,7.0);(193.04954,7.0);(231.10157,7.17);(231.10157,7.17);(231.10157,7.17);(249.11214,100.0);(249.11214,100.0);(249.11214,100.0);(249.11214,100.0);(249.11214,100.0);(249.11214,100.0);(249.11214,100.0)
Predicted LC-MS/MSNot AvailablePositivemediumView Spectrum(41.03858,28.16);(43.05423,17.04);(53.03858,28.28);(67.05423,20.22);(69.06988,100.0);(133.02841,8.25);(133.02841,8.25);(133.02841,8.25);(133.02841,8.25);(133.02841,8.25);(133.02841,8.25);(133.02841,8.25);(135.04406,20.88);(135.04406,20.88);(135.04406,20.88);(135.04406,20.88);(135.04406,20.88);(135.04406,20.88);(135.04406,20.88);(135.04406,20.88);(135.04406,20.88);(135.04406,20.88);(145.02841,17.95);(145.02841,17.95);(145.02841,17.95);(161.02332,23.55);(161.02332,23.55);(161.02332,23.55);(161.02332,23.55);(161.02332,23.55);(161.02332,23.55);(163.03897,54.26);(163.03897,54.26);(163.03897,54.26);(163.03897,54.26);(163.03897,54.26);(163.03897,54.26);(163.03897,54.26);(163.03897,54.26);(163.03897,54.26);(181.04954,8.58);(181.04954,8.58);(181.04954,8.58);(181.04954,8.58);(181.04954,8.58);(247.09649,20.4)
Predicted LC-MS/MSNot AvailablePositivehighView Spectrum(41.03858,93.93);(43.05423,73.48);(53.03858,64.69);(55.05423,35.68);(57.06988,10.13);(57.06988,10.13);(65.03858,16.56);(65.03858,16.56);(67.05423,36.6);(69.06988,87.4);(77.03858,45.39);(91.01784,27.96);(93.03349,38.69);(93.03349,38.69);(93.03349,38.69);(95.04914,17.6);(95.04914,17.6);(95.04914,17.6);(95.04914,17.6);(105.03349,15.73);(105.03349,15.73);(107.04914,13.74);(107.04914,13.74);(107.04914,13.74);(117.03349,64.25);(117.03349,64.25);(121.02841,24.15);(121.02841,24.15);(121.02841,24.15);(121.02841,24.15);(123.04406,34.73);(123.04406,34.73);(123.04406,34.73);(123.04406,34.73);(123.04406,34.73);(123.04406,34.73);(131.01276,33.43);(131.01276,33.43);(133.02841,51.6);(133.02841,51.6);(133.02841,51.6);(133.02841,51.6);(133.02841,51.6);(133.02841,51.6);(133.02841,51.6);(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);(137.05971,10.39);(137.05971,10.39);(137.05971,10.39);(137.05971,10.39);(137.05971,10.39);(137.05971,10.39);(137.05971,10.39);(145.02841,29.33);(145.02841,29.33);(145.02841,29.33);(147.04406,9.77);(147.04406,9.77);(147.04406,9.77);(147.04406,9.77);(159.00767,19.6);(161.02332,28.4);(161.02332,28.4);(161.02332,28.4);(161.02332,28.4);(161.02332,28.4);(161.02332,28.4);(163.03897,27.29);(163.03897,27.29);(163.03897,27.29);(163.03897,27.29);(163.03897,27.29);(163.03897,27.29);(163.03897,27.29);(163.03897,27.29);(163.03897,27.29);(179.10666,15.75);(179.10666,15.75);(189.09101,9.83);(191.10666,10.7);(219.10157,13.73);(219.10157,13.73)
Predicted LC-MS/MSNot AvailableNegativelowView Spectrum(135.04515,94.56);(135.04515,94.56);(135.04515,94.56);(135.04515,94.56);(135.04515,94.56);(135.04515,94.56);(135.04515,94.56);(135.04515,94.56);(179.03498,100.0);(179.03498,100.0);(179.03498,100.0);(179.03498,100.0);(179.03498,100.0)
Predicted LC-MS/MSNot AvailableNegativemediumView Spectrum(59.01385,12.96);(59.01385,12.96);(71.01385,7.32);(105.03459,4.75);(105.03459,4.75);(105.03459,4.75);(121.0295,19.59);(121.0295,19.59);(121.0295,19.59);(121.0295,19.59);(123.04515,18.74);(123.04515,18.74);(123.04515,18.74);(123.04515,18.74);(123.04515,18.74);(123.04515,18.74);(123.04515,18.74);(133.0295,4.1);(133.0295,4.1);(133.0295,4.1);(133.0295,4.1);(133.0295,4.1);(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);(161.02442,4.94);(161.02442,4.94);(161.02442,4.94);(179.03498,16.91);(179.03498,16.91);(179.03498,16.91);(179.03498,16.91);(179.03498,16.91);(247.09758,19.86);(247.09758,19.86);(247.09758,19.86);(247.09758,19.86);(247.09758,19.86);(247.09758,19.86);(247.09758,19.86)
Predicted LC-MS/MSNot AvailableNegativehighView Spectrum(41.00329,4.61);(59.01385,5.94);(59.01385,5.94);(93.03459,4.9);(93.03459,4.9);(93.03459,4.9);(105.03459,4.54);(105.03459,4.54);(105.03459,4.54);(107.05024,4.18);(107.05024,4.18);(107.05024,4.18);(109.0295,4.46);(109.0295,4.46);(109.0295,4.46);(117.03459,13.26);(117.03459,13.26);(131.01385,10.56);(131.01385,10.56);(133.0295,17.82);(133.0295,17.82);(133.0295,17.82);(133.0295,17.82);(133.0295,17.82);(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)

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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