metabolite

Showing entry for Ferulic acid-5-5-dihydroferulic acid

Identification

PhytoHub ID
PHUB001151
Name
Ferulic acid-5-5-dihydroferulic acid
Systematic Name
Not Available
Synonyms
Not Available
CAS Number
Not Available
Average Mass
388.372
Monoisotopic Mass
388.115817604
Chemical Formula
C20H20O8
IUPAC Name
(2E)-3-[5'-(2-carboxyethyl)-2',6-dihydroxy-3',5-dimethoxy-[1,1'-biphenyl]-3-yl]prop-2-enoic acid
InChI Key
DUNGASGYXTWIDO-HWKANZROSA-N
InChI Identifier
InChI=1S/C20H20O8/c1-27-15-9-11(3-5-17(21)22)7-13(19(15)25)14-8-12(4-6-18(23)24)10-16(28-2)20(14)26/h3,5,7-10,25-26H,4,6H2,1-2H3,(H,21,22)(H,23,24)/b5-3+
SMILES
COC1=CC(CCC(O)=O)=CC(=C1O)C1=C(O)C(OC)=CC(\C=C\C(O)=O)=C1
Structure
Similar Structures

Calculated Properties

Solubility (ALOGPS)
1.80e-02 g/l
LogS (ALOGPS)
-4.33
LogP (ALOGPS)
2.72
Hydrogen Acceptors
8
Hydrogen Donors
4
Rotatable Bond Count
8
Polar Surface Area
133.52
Refractivity
100.99289999999999
Polarizability
39.80943525243576
Formal Charge
0
Physiological Charge
-2
pKa (strongest basic)
-4.595882554409409
pKa (strongest acidic)
3.2450405651216117
Number of Rings
2
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
Phenolic acid metabolites
Sub-class
Cinnamic acids

Taxonomy of its Food Phytochemical Precursor(s)

Food PhytochemicalFamilyClassSub-class
5,5'-Diferulic acidPolyphenolsPhenolic acidsHydroxycinnamic acidsShow Food Phytochemical

Classyfire Taxonomy

Kingdom Name
Organic compounds
Class
Benzene and substituted derivatives
Super-class
Benzenoids
Sub-class
Biphenyls and derivatives
Direct Parent Name
Biphenyls and derivatives
Alternative Parent Names
["Alkyl aryl ethers", "Anisoles", "Carbonyl compounds", "Carboxylic acids", "Cinnamic acids", "Coumaric acids and derivatives", "Dicarboxylic acids and derivatives", "Hydrocarbon derivatives", "Hydroxycinnamic acids", "Methoxybenzenes", "Methoxyphenols", "Organic oxides", "Phenoxy compounds", "Phenylpropanoic acids", "Styrenes"]
External Descriptor Annotations
Not Available
Substituent Names
["3-phenylpropanoic-acid", "Alkyl aryl ether", "Anisole", "Aromatic homomonocyclic compound", "Biphenyl", "Carbonyl group", "Carboxylic acid", "Carboxylic acid derivative", "Cinnamic acid", "Cinnamic acid or derivatives", "Coumaric acid or derivatives", "Dicarboxylic acid or derivatives", "Ether", "Hydrocarbon derivative", "Hydroxycinnamic acid", "Hydroxycinnamic acid or derivatives", "Methoxybenzene", "Methoxyphenol", "Organic oxide", "Organic oxygen compound", "Organooxygen compound", "Phenol", "Phenol ether", "Phenoxy compound", "Styrene"]

Spectra from Phytohub

Spectrum TypeInstrument TypeIon ModeCollision Energy LevelViewPeaks
Predicted LC-MS/MSNot AvailablePositivelowView Spectrum(43.01838972,0.269175703);(61.0289544,0.4416141477);(71.01330434,1.238712552);(73.0289544,0.3745113337);(175.0395191,0.8515056513);(177.0551691,0.6713798762);(193.0500838,1.026201974);(195.0657338,1.12349439);(197.0813839,0.4746709307);(283.097034,0.2968363867);(297.112684,0.4537060003);(299.0919486,0.4229802438);(309.0762985,0.6493576033);(311.0919486,2.576117179);(315.0868632,0.4349761595);(317.1025133,0.8550273021);(319.1181633,0.325238306);(325.1075986,2.369620358);(327.0868632,5.702253727);(327.1232487,0.9287334993);(329.1025133,6.436545265);(339.0868632,0.4962926438);(341.1025133,0.9019702976);(343.1181633,5.517678644);(345.1338134,0.5751372883);(353.1025133,2.05611929);(353.1025133,6.881883013);(357.0974279,0.4964383162);(359.1130779,0.52604103);(371.1130779,19.4027444);(389.1236426,35.22303649)
Predicted LC-MS/MSNot AvailablePositivemedView Spectrum(71.01330434,3.111020715);(151.0395191,1.137160707);(153.0551691,1.028139746);(175.0395191,1.596498743);(177.0551691,1.031208931);(193.0500838,2.216676787);(195.0657338,2.426991513);(269.0813839,1.314869295);(283.097034,2.323439544);(285.112684,2.190233658);(297.0762985,6.138673767);(297.112684,3.331717881);(309.0762985,1.803644917);(311.0919486,3.605125279);(313.0712131,2.840314067);(313.1075986,2.543838257);(317.1025133,1.263633558);(325.1075986,4.071317832);(327.0868632,5.953958254);(327.1232487,2.323141236);(329.1025133,7.683809396);(339.0868632,3.118780733);(341.1025133,2.405897764);(341.1025133,1.147662986);(343.1181633,9.943959107);(345.1338134,1.049632807);(353.1025133,1.511233752);(353.1025133,2.341997864);(359.1130779,2.084323138);(371.1130779,7.737750327);(389.1236426,8.723347437)
Predicted LC-MS/MSNot AvailablePositivehighView Spectrum(27.0234751,1.633294908);(51.0234751,1.158062391);(71.01330434,3.093771484);(95.01330434,2.257868414);(149.0602545,1.222020939);(151.0395191,1.821963995);(161.0602545,4.243731483);(217.0500838,3.372913228);(241.0500838,2.00775521);(255.0657338,6.640082042);(257.0813839,5.0342349);(267.0657338,1.906798216);(269.0813839,3.295301747);(271.097034,6.931032335);(283.097034,10.34944866);(285.112684,7.55964971);(295.0606485,1.150839542);(297.0762985,1.535912477);(297.112684,8.055987293);(299.0919486,3.237549325);(299.1283341,1.027981027);(309.0762985,4.211542756);(311.0555631,2.491051418);(311.0919486,2.584325099);(313.1075986,1.09695431);(327.0868632,3.942418083);(329.1025133,2.369271204);(339.0868632,1.333421716);(353.1025133,1.289713218);(355.0817778,1.747553328);(359.1130779,1.397549538)
Predicted LC-MS/MSNot AvailableNegativelowView Spectrum(31.01838972,0.2371839695);(41.00273965,0.3050546819);(55.01838972,0.2201567632);(59.01330434,1.402201023);(61.0289544,0.4312490401);(147.0446045,0.4404689235);(149.0602545,0.4246221789);(151.0395191,0.199108058);(151.0759046,0.2998220536);(153.0551691,0.199108058);(177.0551691,0.2765576597);(179.0344337,0.3626152892);(191.0344337,1.032479608);(193.0500838,0.9902481291);(195.0657338,4.275573421);(277.0712131,0.3924010457);(291.0868632,0.1651106694);(297.112684,0.2992489315);(299.1283341,0.6004484829);(325.1075986,0.4938075544);(327.0868632,0.2597072627);(327.0868632,1.421557383);(339.0868632,0.1930332191);(341.1025133,0.6945352808);(343.1181633,9.133224518);(355.0817778,0.3848567957);(357.0974279,0.3519693959);(369.0974279,3.018267049);(369.0974279,0.3204706679);(371.0766924,0.6530604559);(387.1079926,70.52185243)
Predicted LC-MS/MSNot AvailableNegativemedView Spectrum(41.00273965,0.7987715151);(44.99765427,0.9406826467);(59.01330434,5.171572607);(135.0446045,0.8363938725);(147.0446045,1.933123889);(149.0602545,2.696591204);(151.0759046,1.545544612);(163.0395191,0.5736799105);(177.0551691,1.652015174);(179.0344337,4.739425609);(191.0344337,2.313803776);(193.0500838,2.00457766);(195.0657338,12.45318934);(297.112684,0.9447625778);(299.1283341,0.9016927908);(311.0919486,0.5356561564);(313.0712131,0.956523702);(315.0868632,0.6257199199);(325.0712131,0.6247857375);(325.1075986,1.069285785);(327.0868632,1.229016157);(327.0868632,5.790192572);(331.0817778,0.5788794494);(339.0868632,1.191119565);(341.1025133,1.479818866);(343.1181633,8.622261236);(355.0817778,1.465230829);(357.0974279,0.9811428581);(369.0974279,2.79843717);(371.0766924,3.870689485);(387.1079926,28.67541332)
Predicted LC-MS/MSNot AvailableNegativehighView Spectrum(41.00273965,3.386010294);(44.99765427,3.441101351);(59.01330434,14.71653781);(61.0289544,2.6680429);(71.01330434,1.631355552);(135.0446045,1.374129568);(147.0446045,3.694424494);(149.023869,2.000285129);(149.0602545,3.423576365);(151.0759046,2.424689881);(161.023869,1.479685903);(163.0395191,1.904213857);(173.023869,1.260744414);(175.0031336,1.316025058);(175.0395191,1.578302798);(177.0187836,2.367124448);(177.0551691,3.886343745);(179.0344337,11.59638198);(191.0344337,1.504535449);(195.0657338,8.056878442);(297.0762985,1.53815359);(317.1025133,1.408496055);(327.0868632,5.5269729);(331.0817778,1.749280705);(339.0868632,2.695139524);(339.0868632,1.389173222);(341.0661278,2.780707262);(353.0661278,2.241160162);(355.0817778,3.131126386);(357.0974279,2.043638654);(371.0766924,1.785762111)

Food Sources

No food source information available

Food Sources of its Food Phytochemical(s)

Food PhytochemicalFood SourceFood Source Group
5,5'-Diferulic acidBarleyCereals and cereal products PublicationsShow
5,5'-Diferulic acidCommon wheatCereals and cereal products PublicationsShow
5,5'-Diferulic acidCornCereals and cereal products PublicationsShow
5,5'-Diferulic acidOatCereals and cereal products PublicationsShow

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

Food PhytochemicalMetaboliteSpeciesBiofluidsOriginTMaxCMaxUrinary ExcretionFormulaMonoisotopic mass
5,5'-Diferulic acid Ferulic acid-5-5-dihydroferulic acidNot AvailableNot Availablegut microbiota metaboliteNot AvailableNot AvailableNot AvailableC20H20O8388.115817604 Publications

Inter-Individual Variations in Metabolism

Food PhytochemicalMetaboliteEffectValue
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