Identification

PhytoHub ID
PHUB001063
Name
5-(3'-hydroxyphenyl)valeric acid
Systematic Name
Not Available
Synonyms
Not Available
CAS Number
Not Available
Average Mass
194.23
Monoisotopic Mass
194.094294311
Chemical Formula
C11H14O3
IUPAC Name
5-(3-hydroxyphenyl)pentanoic acid
InChI Key
CMLIEOOXQFWANJ-UHFFFAOYSA-N
InChI Identifier
InChI=1S/C11H14O3/c12-10-6-3-5-9(8-10)4-1-2-7-11(13)14/h3,5-6,8,12H,1-2,4,7H2,(H,13,14)
SMILES
OC(=O)CCCCC1=CC=CC(O)=C1
Structure

Calculated Properties

Solubility (ALOGPS)
4.50e-01 g/l
LogS (ALOGPS)
-2.64
LogP (ALOGPS)
1.97
Hydrogen Acceptors
3
Hydrogen Donors
2
Rotatable Bond Count
5
Polar Surface Area
57.53
Refractivity
53.1495
Polarizability
21.05764035977122
Formal Charge
0
Physiological Charge
-1
pKa (strongest basic)
-5.47842226254725
pKa (strongest acidic)
4.484398036989744
Number of Rings
1
Rule of Five
Yes
Bioavailability
Yes
Ghose Filter
Yes
Veber's Rule
No
MDDR-like Rule
No

Taxonomy as Metabolite

Family
(Poly)phenol metabolites
Class
Flavonoid metabolites
Sub-class
Phenylvalerolactones and phenylvaleric acids

Taxonomy of its Food Phytochemical Precursor(s)

Food PhytochemicalFamilyClassSub-class
(-)-EpicatechinPolyphenolsFlavonoidsFlavan-3-olsShow Food Phytochemical
Procyanidin dimer B2PolyphenolsFlavonoidsFlavan-3-olsShow Food Phytochemical

Classyfire Taxonomy

Kingdom Name
Organic compounds
Class
Fatty Acyls
Super-class
Lipids and lipid-like molecules
Sub-class
Fatty acids and conjugates
Direct Parent Name
Medium-chain fatty acids
Alternative Parent Names
["1-hydroxy-2-unsubstituted benzenoids", "1-hydroxy-4-unsubstituted benzenoids", "Benzene and substituted derivatives", "Carbonyl compounds", "Carboxylic acids", "Hydrocarbon derivatives", "Hydroxy fatty acids", "Monocarboxylic acids and derivatives", "Organic oxides"]
External Descriptor Annotations
Not Available
Substituent Names
["1-hydroxy-2-unsubstituted benzenoid", "1-hydroxy-4-unsubstituted benzenoid", "Aromatic homomonocyclic compound", "Benzenoid", "Carbonyl group", "Carboxylic acid", "Carboxylic acid derivative", "Hydrocarbon derivative", "Hydroxy fatty acid", "Medium-chain fatty acid", "Monocarboxylic acid or derivatives", "Monocyclic benzene moiety", "Organic oxide", "Organic oxygen compound", "Organooxygen compound", "Phenol"]

Spectra from Phytohub

Spectrum TypeInstrument TypeIon ModeCollision Energy LevelViewPeaks
Predicted GC-MSGC-MSPositiveNot AvailableView Spectrum(25.00727602,2.901770883);(27.02292522,4.124872337);(39.02292522,1.779382374);(43.98927962,1.698095623);(44.99710422,6.460764129);(58.00492882,1.827992329);(59.01275342,2.147638821);(60.02057802,1.749277252);(71.01275342,2.542259143);(72.02057802,1.930284583);(73.02840262,2.703050043);(74.03622722,1.558115897);(79.05422362,2.284404214);(94.04131312,1.705059402);(106.0413131,2.830217025);(107.0491377,11.58391751);(108.0569623,1.548003842);(119.0491377,4.439859029);(120.0569623,4.407003551);(121.0647869,5.535604796);(133.0647869,3.575122082);(134.0726115,4.127624554);(135.0804361,4.667052091);(147.0804361,1.591720038);(148.0882607,3.4116408);(149.0960853,3.63720116);(150.1039099,2.409190997);(176.0831748,2.274984823);(177.0909994,3.29326316);(193.0859135,1.801990558);(194.0937381,3.452636951)
Predicted GC-MSGC-MSPositiveNot AvailableView Spectrum(59.03115062,0.8785996206);(71.03115062,0.8468997436);(73.04679982,11.07087421);(74.04796012,0.947293039);(75.02606472,3.643357892);(89.04171392,4.137926132);(90.04953852,1.40792123);(91.05736312,1.36346591);(117.036628,2.108460178);(143.0522772,1.155712382);(144.0601018,0.8756950431);(145.0679264,0.9622015599);(157.0679264,0.8736367227);(159.0835756,1.059171424);(163.0573631,1.125514972);(179.0886615,7.132449991);(180.0908978,1.178271406);(191.0886615,1.972962607);(193.1043107,1.585057285);(205.1043107,2.145267721);(206.1121353,0.854656408);(207.1199599,2.954041891);(220.1277845,0.8625610516);(221.1356091,3.332009767);(237.1305232,1.117850988);(249.1305232,2.564552863);(265.1254373,2.085304006);(266.1332619,2.157362752);(267.1410865,1.207172166);(323.1493119,3.713928803);(324.151369,1.060499566)
Predicted GC-MSGC-MSEiNot AvailableView Spectrum(25.00727602,1.603560712);(27.02292522,3.152812185);(41.03857442,1.093145863);(43.98927962,1.065052883);(44.99710422,3.936310829);(58.00492882,1.09838206);(59.01275342,1.280748118);(60.02057802,1.052408025);(71.01275342,1.573787974);(72.02057802,1.252462933);(73.02840262,2.113078348);(74.03622722,0.9374006731);(87.04405182,1.500735389);(94.04131312,1.025805484);(106.0413131,2.038024973);(107.0491377,12.61370846);(108.0525356,1.006352913);(108.0569623,1.226475477);(119.0491377,5.116435871);(120.0569623,2.651361239);(121.0647869,4.933656623);(122.0726115,0.8128787482);(133.0647869,3.498578314);(134.0726115,1.500256787);(135.0804361,2.329176534);(147.0804361,1.093626198);(148.0882607,1.698883694);(149.0960853,3.25703259);(150.1039099,1.254878885);(176.0831748,1.837198164);(194.0937381,1.961783469)
Predicted LC-MS/MSNot AvailablePositivelowView Spectrum(41.03912516,0.3412657852);(43.01838972,0.1567658292);(55.01838972,0.1841281673);(55.05477522,0.2034438663);(61.0289544,0.3770205747);(69.03403978,0.4591707317);(71.01330434,0.1921839889);(73.0289544,0.3722825195);(83.04968984,0.4352887457);(85.0289544,0.3148414578);(87.04460446,0.9684336254);(95.04968984,0.730692757);(97.0289544,0.2374100076);(99.04460446,0.3217450281);(101.0602545,0.9167225777);(109.0653399,0.6340861683);(119.0496898,0.2798978051);(121.0653399,0.6683493574);(123.08099,0.2400215586);(133.0653399,1.024194238);(135.08099,3.6590488);(147.08099,1.094580327);(149.0602545,0.1382411063);(149.09664,9.017312912);(151.1122901,0.9125428833);(159.08099,4.720029772);(163.0759046,0.135817549);(165.0915547,0.2152521594);(177.0915547,29.65662454);(179.0708192,0.4474404483);(195.1021193,40.94516471)
Predicted LC-MS/MSNot AvailablePositivemedView Spectrum(41.03912516,4.011370273);(53.03912516,1.162741002);(55.01838972,0.7843876496);(55.05477522,2.094832069);(61.0289544,0.6238818281);(69.03403978,1.42115029);(71.01330434,0.9890945404);(73.0289544,1.17443333);(83.04968984,0.9349084474);(85.0289544,0.8293223917);(87.04460446,2.607402305);(95.04968984,1.300192626);(99.04460446,0.6955751601);(101.0602545,1.726348656);(107.0860754,0.7077777687);(109.0653399,2.00810569);(117.0704253,0.7376897294);(119.0496898,1.677264534);(121.0653399,2.265426694);(131.0860754,0.8581016519);(133.0653399,3.364328151);(135.08099,10.08776);(147.08099,1.754722531);(149.0602545,0.7180688625);(149.09664,20.25441841);(151.0759046,1.247097999);(151.1122901,1.892571186);(153.0915547,1.133925083);(159.08099,5.169842202);(177.0915547,14.62472221);(195.1021193,11.14253674)
Predicted LC-MS/MSNot AvailablePositivehighView Spectrum(27.0234751,5.152017191);(41.03912516,17.69342787);(43.01838972,1.126381512);(43.05477522,2.186874013);(51.0234751,5.735472973);(53.03912516,3.429670885);(55.01838972,1.505251634);(55.05477522,5.699980931);(65.03912516,3.154616317);(67.05477522,2.604729023);(69.03403978,1.208883431);(71.01330434,1.159872242);(73.0289544,1.194797822);(77.03912516,2.131058729);(79.05477522,1.386916076);(89.03912516,1.69534383);(91.05477522,3.965480135);(93.07042529,2.287217013);(95.04968984,2.212015836);(105.0704253,2.999050314);(109.0653399,2.309793351);(117.0704253,2.849173552);(119.0496898,3.219168142);(119.0860754,2.889363148);(121.0653399,2.515003147);(131.0860754,2.323885701);(133.0653399,6.531544595);(135.08099,4.054347047);(147.08099,1.309993347);(149.09664,2.106825346);(179.0708192,1.361844851)
Predicted LC-MS/MSNot AvailableNegativelowView Spectrum(17.00273965,0.2403318553);(41.00273965,0.1297815186);(44.99765427,0.1611299464);(47.01330434,0.0216117809);(59.01330434,1.795080314);(61.0289544,0.0635702987);(67.01838972,0.079436997);(71.01330434,0.0270565307);(73.0289544,0.0697829053);(85.0289544,0.026718342);(93.03403978,0.1528965638);(99.04460446,0.0217512058);(107.0496898,0.102768929);(119.0496898,0.030534794);(121.0653399,0.0836606119);(125.0602545,0.0352439925);(131.0860754,0.3044488543);(133.0653399,0.2026881178);(145.0653399,0.1519768664);(147.08099,0.8232476173);(149.0602545,0.0272459928);(149.09664,12.97862909);(151.0759046,0.0668523124);(157.0653399,0.051496203);(161.0602545,0.0733422286);(163.0759046,0.1433532954);(165.0551691,0.0288610184);(167.0708192,0.1675486438);(175.0759046,4.380210253);(177.0551691,0.1241651049);(193.0864693,77.43457782)
Predicted LC-MS/MSNot AvailableNegativemedView Spectrum(17.00273965,0.3600286698);(41.00273965,0.5445530996);(43.01838972,0.1934429625);(44.99765427,1.214743881);(59.01330434,6.838215971);(71.01330434,0.1671513055);(73.0289544,0.2337670225);(93.03403978,0.3998311186);(103.0547752,0.1591390213);(107.0496898,0.4708159092);(107.0860754,0.2770922315);(119.0496898,0.223598255);(119.0860754,0.2037547328);(121.0653399,0.3535090601);(131.0496898,0.3679859088);(131.0860754,1.347634297);(133.0653399,0.824380195);(145.0653399,1.171222228);(147.0446045,0.2627290405);(147.08099,3.048639798);(149.0602545,0.419066648);(149.09664,23.51385309);(151.0759046,0.7084420782);(157.0653399,0.3993069395);(161.0602545,0.6493686391);(163.0759046,0.3675046858);(165.0551691,0.2534886789);(167.0708192,0.4010516102);(175.0759046,7.089487721);(177.0551691,0.7233314266);(193.0864693,46.81286378)
Predicted LC-MS/MSNot AvailableNegativehighView Spectrum(41.00273965,11.32275609);(41.03912516,1.124024095);(43.01838972,4.040934413);(44.99765427,5.187996206);(55.01838972,0.8183757461);(59.01330434,29.35693454);(61.0289544,1.365875336);(67.01838972,0.9382319783);(83.01330434,0.6652530032);(93.03403978,4.223288032);(97.0289544,0.6843817146);(103.0547752,0.5666074876);(107.0496898,3.961068325);(119.0496898,1.287080177);(119.0860754,1.018833082);(121.0653399,1.201090884);(129.0704253,0.7792294315);(131.0496898,0.9675638326);(131.0860754,2.077369005);(133.0653399,3.368074378);(145.0653399,2.719593982);(147.0446045,0.6093443389);(147.08099,3.924152015);(149.09664,6.275776352);(151.0759046,0.7648996168);(157.0653399,0.7406338816);(161.0602545,1.328916363);(167.0708192,1.081371558);(175.0759046,4.736429198);(177.0551691,0.9774928705);(193.0864693,1.886422065)
Predicted LC-MS/MSNot AvailablePositivelowView Spectrum(95.04914,6.48);(95.04914,6.48);(95.04914,6.48);(95.04914,6.48);(95.04914,6.48);(107.04914,44.83);(107.04914,44.83);(107.04914,44.83);(107.04914,44.83);(107.04914,44.83);(107.04914,44.83);(107.04914,44.83);(109.06479,5.25);(109.06479,5.25);(109.06479,5.25);(109.06479,5.25);(109.06479,5.25);(109.06479,5.25);(109.06479,5.25);(119.04914,6.07);(119.04914,6.07);(119.04914,6.07);(119.04914,6.07);(119.04914,6.07);(119.04914,6.07);(119.04914,6.07);(123.08044,10.78);(123.08044,10.78);(123.08044,10.78);(123.08044,10.78);(123.08044,10.78);(123.08044,10.78);(123.08044,10.78);(133.06479,10.37);(133.06479,10.37);(133.06479,10.37);(133.06479,10.37);(133.06479,10.37);(133.06479,10.37);(133.06479,10.37);(133.06479,10.37);(135.08044,30.52);(135.08044,30.52);(135.08044,30.52);(135.08044,30.52);(135.08044,30.52);(135.08044,30.52);(135.08044,30.52);(135.08044,30.52);(149.09609,6.69);(149.09609,6.69);(149.09609,6.69);(149.09609,6.69);(149.09609,6.69);(149.09609,6.69);(177.09101,25.79);(177.09101,25.79);(177.09101,25.79);(177.09101,25.79);(177.09101,25.79);(195.10157,100.0);(195.10157,100.0);(195.10157,100.0);(195.10157,100.0);(195.10157,100.0);(195.10157,100.0);(195.10157,100.0)
Predicted LC-MS/MSNot AvailablePositivemediumView Spectrum(41.03858,11.2);(55.05423,24.3);(77.03858,13.87);(77.03858,13.87);(79.05423,14.5);(79.05423,14.5);(79.05423,14.5);(91.05423,35.49);(91.05423,35.49);(91.05423,35.49);(93.06988,21.46);(93.06988,21.46);(93.06988,21.46);(95.04914,24.79);(95.04914,24.79);(95.04914,24.79);(95.04914,24.79);(95.04914,24.79);(101.03858,20.84);(103.05423,34.63);(103.05423,34.63);(103.05423,34.63);(105.06988,16.59);(105.06988,16.59);(105.06988,16.59);(107.04914,100.0);(107.04914,100.0);(107.04914,100.0);(107.04914,100.0);(107.04914,100.0);(107.04914,100.0);(107.04914,100.0);(107.08553,20.05);(107.08553,20.05);(109.06479,12.57);(109.06479,12.57);(109.06479,12.57);(109.06479,12.57);(109.06479,12.57);(109.06479,12.57);(109.06479,12.57);(117.03349,13.37);(117.06988,9.79);(119.04914,46.0);(119.04914,46.0);(119.04914,46.0);(119.04914,46.0);(119.04914,46.0);(119.04914,46.0);(119.04914,46.0);(121.06479,63.8);(121.06479,63.8);(121.06479,63.8);(121.06479,63.8);(121.06479,63.8);(121.06479,63.8);(121.06479,63.8);(129.06988,13.05);(131.04914,9.45);(131.04914,9.45);(133.06479,23.88);(133.06479,23.88);(133.06479,23.88);(133.06479,23.88);(133.06479,23.88);(133.06479,23.88);(133.06479,23.88);(133.06479,23.88);(135.08044,22.63);(135.08044,22.63);(135.08044,22.63);(135.08044,22.63);(135.08044,22.63);(135.08044,22.63);(135.08044,22.63);(135.08044,22.63);(147.08044,15.54);(147.08044,15.54);(147.08044,15.54);(147.08044,15.54);(147.08044,15.54);(147.08044,15.54);(147.08044,15.54);(147.08044,15.54);(149.09609,31.41);(149.09609,31.41);(149.09609,31.41);(149.09609,31.41);(149.09609,31.41);(149.09609,31.41);(159.08044,10.39);(159.08044,10.39);(177.09101,19.52);(177.09101,19.52);(177.09101,19.52);(177.09101,19.52);(177.09101,19.52)
Predicted LC-MS/MSNot AvailablePositivehighView Spectrum(39.02293,9.33);(41.03858,23.17);(53.03858,7.01);(55.05423,12.4);(57.03349,9.01);(59.04914,7.35);(63.02293,10.54);(65.03858,25.35);(65.03858,25.35);(67.05423,7.93);(67.05423,7.93);(77.03858,30.96);(77.03858,30.96);(79.05423,68.6);(79.05423,68.6);(79.05423,68.6);(81.06988,5.99);(81.06988,5.99);(81.06988,5.99);(89.03858,10.17);(89.03858,10.17);(91.05423,100.0);(91.05423,100.0);(91.05423,100.0);(93.06988,17.65);(93.06988,17.65);(93.06988,17.65);(95.04914,6.09);(95.04914,6.09);(95.04914,6.09);(95.04914,6.09);(95.04914,6.09);(101.03858,7.76);(103.05423,11.09);(103.05423,11.09);(103.05423,11.09);(105.06988,17.72);(105.06988,17.72);(105.06988,17.72);(107.04914,84.73);(107.04914,84.73);(107.04914,84.73);(107.04914,84.73);(107.04914,84.73);(107.04914,84.73);(107.04914,84.73);(107.08553,6.16);(107.08553,6.16);(109.06479,8.12);(109.06479,8.12);(109.06479,8.12);(109.06479,8.12);(109.06479,8.12);(109.06479,8.12);(109.06479,8.12);(115.05423,14.82);(117.06988,11.26);(119.04914,6.43);(119.04914,6.43);(119.04914,6.43);(119.04914,6.43);(119.04914,6.43);(119.04914,6.43);(119.04914,6.43);(121.06479,15.64);(121.06479,15.64);(121.06479,15.64);(121.06479,15.64);(121.06479,15.64);(121.06479,15.64);(121.06479,15.64);(129.06988,14.65);(131.08553,9.96);(147.08044,7.05);(147.08044,7.05);(147.08044,7.05);(147.08044,7.05);(147.08044,7.05);(147.08044,7.05);(147.08044,7.05);(147.08044,7.05)
Predicted LC-MS/MSNot AvailableNegativelowView Spectrum(193.08702,100.0);(193.08702,100.0);(193.08702,100.0);(193.08702,100.0);(193.08702,100.0);(193.08702,100.0);(193.08702,100.0)
Predicted LC-MS/MSNot AvailableNegativemediumView Spectrum(41.00329,19.22);(59.01385,49.53);(103.05532,16.13);(107.05024,17.61);(107.05024,17.61);(107.05024,17.61);(107.05024,17.61);(107.05024,17.61);(119.05024,58.18);(119.05024,58.18);(119.05024,58.18);(119.05024,58.18);(119.05024,58.18);(119.05024,58.18);(121.06589,100.0);(121.06589,100.0);(121.06589,100.0);(121.06589,100.0);(121.06589,100.0);(121.06589,100.0);(149.09719,48.62);(149.09719,48.62);(149.09719,48.62);(149.09719,48.62);(175.07645,36.12);(175.07645,36.12);(193.08702,74.88);(193.08702,74.88);(193.08702,74.88);(193.08702,74.88);(193.08702,74.88);(193.08702,74.88);(193.08702,74.88)
Predicted LC-MS/MSNot AvailableNegativehighView Spectrum(39.02402,15.94);(41.00329,71.05);(49.00837,23.14);(59.01385,19.46);(63.02402,13.32);(65.00329,32.53);(67.01894,38.22);(67.01894,38.22);(79.05532,12.08);(79.05532,12.08);(79.05532,12.08);(83.01385,23.49);(93.03459,91.99);(93.03459,91.99);(103.05532,29.75);(107.05024,100.0);(107.05024,100.0);(107.05024,100.0);(107.05024,100.0);(107.05024,100.0);(117.03459,65.73);(117.03459,65.73);(117.03459,65.73);(117.03459,65.73);(117.03459,65.73);(119.05024,73.38);(119.05024,73.38);(119.05024,73.38);(119.05024,73.38);(119.05024,73.38);(119.05024,73.38);(121.06589,43.86);(121.06589,43.86);(121.06589,43.86);(121.06589,43.86);(121.06589,43.86);(121.06589,43.86);(123.04515,16.44);(131.05024,18.97);(131.05024,18.97);(131.05024,18.97);(131.05024,18.97)

Food Sources

No food source information available

Food Sources of its Food Phytochemical(s)

Food PhytochemicalFood SourceFood Source Group
(-)-EpicatechinAlmondNuts PublicationsShow
(-)-EpicatechinAppleFruit, Pomes PublicationsShow
Procyanidin dimer B2AppleFruit, Pomes PublicationsShow
(-)-EpicatechinApple ciderBeverages, Alcoholic PublicationsShow
Procyanidin dimer B2Apple ciderBeverages, Alcoholic PublicationsShow
(-)-EpicatechinApple juiceBeverages, Non-alcoholic PublicationsShow
Procyanidin dimer B2Apple juiceBeverages, Non-alcoholic PublicationsShow
(-)-EpicatechinApricotFruit, Drupes PublicationsShow
Procyanidin dimer B2ApricotFruit, Drupes PublicationsShow
(-)-EpicatechinBeerBeverages, Alcoholic PublicationsShow
(-)-EpicatechinBlack teaTeas and herbal teas PublicationsShow
Procyanidin dimer B2Black teaTeas and herbal teas PublicationsShow
(-)-EpicatechinBlackberryFruit, Berries PublicationsShow
Procyanidin dimer B2BlackberryFruit, Berries PublicationsShow
(-)-EpicatechinBroad beanPulses and beans PublicationsShow
(-)-EpicatechinChocolateCocoa and cocoa products PublicationsShow
(-)-EpicatechinCiderBeverages, Alcoholic PublicationsShow
(-)-EpicatechinCocoaCocoa and cocoa products PublicationsShow
Procyanidin dimer B2CocoaCocoa and cocoa products PublicationsShow
(-)-EpicatechinCocoa beanCocoa and cocoa products PublicationsShow
Procyanidin dimer B2Cocoa beanCocoa and cocoa products PublicationsShow
(-)-EpicatechinCocoa powderCocoa and cocoa products PublicationsShow
(-)-EpicatechinCommon chokecherryFruit, Drupes PublicationsShow
(-)-EpicatechinCommon walnutNuts PublicationsShow
(-)-EpicatechinEuropean cranberryFruit, Berries PublicationsShow
(-)-EpicatechinEuropean plumFruit, Drupes PublicationsShow
(-)-EpicatechinGrapeFruit, Berries PublicationsShow
(-)-EpicatechinGreen teaTeas and herbal teasShow
Procyanidin dimer B2Green teaTeas and herbal teas PublicationsShow
(-)-EpicatechinPeachFruit, Drupes PublicationsShow
(-)-EpicatechinPearFruit, Pomes PublicationsShow
(-)-EpicatechinPomegranateFruit, Tropical fruits PublicationsShow
(-)-EpicatechinStrawberryFruit, Berries PublicationsShow
(-)-EpicatechinSweet cherryFruit, Drupes PublicationsShow
(-)-EpicatechinTeaTeas and herbal teas PublicationsShow

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

Food PhytochemicalMetaboliteSpeciesBiofluidsOriginTMaxCMaxUrinary ExcretionFormulaMonoisotopic mass
(-)-Epicatechin 5-(3'-hydroxyphenyl)valeric acidin vitro (human)Not Availablegut microbiota metaboliteNot AvailableNot AvailableNot AvailableC11H14O3194.094294311 Publications
Procyanidin dimer B2 5-(3'-hydroxyphenyl)valeric acidin vitro (human)Not Availablegut microbiota metaboliteNot AvailableNot AvailableNot AvailableC11H14O3194.094294311 Publications

Inter-Individual Variations in Metabolism

Food PhytochemicalMetaboliteEffectValue
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