metabolite

Showing entry for Ferulic acid-5-5-caffeic acid

Identification

PhytoHub ID
PHUB001150
Name
Ferulic acid-5-5-caffeic acid
Systematic Name
Not Available
Synonyms
Not Available
CAS Number
Not Available
Average Mass
372.329
Monoisotopic Mass
372.084517475
Chemical Formula
C19H16O8
IUPAC Name
(2E)-3-{5'-[(1E)-2-carboxyeth-1-en-1-yl]-2',5,6-trihydroxy-3'-methoxy-[1,1'-biphenyl]-3-yl}prop-2-enoic acid
InChI Key
SSKZFABYAGMNNQ-ZUVMSYQZSA-N
InChI Identifier
InChI=1S/C19H16O8/c1-27-15-9-11(3-5-17(23)24)7-13(19(15)26)12-6-10(2-4-16(21)22)8-14(20)18(12)25/h2-9,20,25-26H,1H3,(H,21,22)(H,23,24)/b4-2+,5-3+
SMILES
COC1=CC(\C=C\C(O)=O)=CC(=C1O)C1=C(O)C(O)=CC(\C=C\C(O)=O)=C1
Structure
Similar Structures

Calculated Properties

Solubility (ALOGPS)
1.59e-02 g/l
LogS (ALOGPS)
-4.37
LogP (ALOGPS)
3.04
Hydrogen Acceptors
8
Hydrogen Donors
5
Rotatable Bond Count
6
Polar Surface Area
144.52
Refractivity
97.60389999999998
Polarizability
37.39827768873511
Formal Charge
0
Physiological Charge
-2
pKa (strongest basic)
-4.897827781825781
pKa (strongest acidic)
3.0747162385794673
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
Biphenols
Direct Parent Name
Biphenols
Alternative Parent Names
["1-hydroxy-2-unsubstituted benzenoids", "1-hydroxy-4-unsubstituted benzenoids", "Alkyl aryl ethers", "Anisoles", "Biphenyls and derivatives", "Carbonyl compounds", "Carboxylic acids", "Catechols", "Cinnamic acids", "Coumaric acids and derivatives", "Dicarboxylic acids and derivatives", "Hydrocarbon derivatives", "Hydroxycinnamic acids", "Methoxybenzenes", "Methoxyphenols", "Organic oxides", "Phenoxy compounds", "Styrenes"]
External Descriptor Annotations
Not Available
Substituent Names
["1-hydroxy-2-unsubstituted benzenoid", "1-hydroxy-4-unsubstituted benzenoid", "Alkyl aryl ether", "Anisole", "Aromatic homomonocyclic compound", "Biphenol", "Biphenyl", "Carbonyl group", "Carboxylic acid", "Carboxylic acid derivative", "Catechol", "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(43.01838972,0.324912275);(61.0289544,0.3062493762);(71.01330434,1.037378008);(161.023869,0.6169274997);(175.0395191,0.682504682);(179.0344337,0.7406014124);(193.0500838,0.8364963649);(195.0657338,0.3141097943);(269.0813839,0.3969500655);(281.0813839,0.683556329);(283.0606485,0.3418823688);(285.0762985,0.4031506);(295.0606485,4.46190546);(299.0555631,0.653725356);(301.0712131,1.115138112);(303.0868632,0.4187397282);(309.0762985,3.630157731);(311.0555631,4.331372278);(311.0919486,0.708089527);(311.0919486,0.7005484176);(313.0712131,8.444766666);(323.0555631,0.3069934336);(325.0712131,1.007406217);(325.0712131,0.596736623);(327.0868632,7.082645525);(329.1025133,0.759719937);(337.0712131,13.48469859);(341.0661278,0.6635799358);(343.0817778,0.3343376502);(355.0817778,24.83583986);(373.0923425,19.77888018)
Predicted LC-MS/MSNot AvailablePositivemedView Spectrum(71.01330434,2.83971359);(133.0289544,1.470373785);(175.0395191,1.183512158);(177.0187836,1.06921296);(179.0344337,1.468490523);(193.0500838,1.818382062);(255.0657338,1.807504783);(269.0813839,3.962221748);(281.0449984,3.648420028);(281.0813839,4.856448493);(283.097034,1.33561467);(295.0606485,5.278367376);(297.0762985,2.425007109);(299.0555631,1.49708504);(301.0712131,1.44950763);(309.0762985,6.146975274);(311.0555631,4.777439469);(311.0919486,1.677443617);(311.0919486,1.604275095);(313.0712131,9.98773132);(323.0555631,1.210314377);(323.0555631,1.601591229);(325.0712131,1.20484777);(325.0712131,2.842095545);(327.0868632,11.43649227);(329.1025133,1.29240032);(337.0712131,5.323926867);(341.0661278,1.236994461);(343.0817778,1.513340979);(355.0817778,8.28075288);(373.0923425,3.75351657)
Predicted LC-MS/MSNot AvailablePositivehighView Spectrum(71.01330434,2.958902826);(95.01330434,1.889444297);(121.0289544,0.9071372317);(133.0289544,1.400540721);(147.0446045,1.250154352);(161.0602545,1.402648553);(191.0344337,1.161726913);(201.0187836,2.671490968);(205.0500838,1.075856875);(225.0187836,1.613246018);(241.0500838,4.284252467);(243.0657338,1.393808673);(251.0344337,1.891669649);(255.0657338,15.96297046);(257.0813839,4.239239367);(267.0657338,6.421272926);(269.0813839,12.9636673);(281.0449984,1.215178329);(281.0813839,10.01994857);(283.0606485,3.024633671);(283.097034,1.356165344);(285.0762985,1.032463242);(295.0606485,3.5378436);(297.0762985,1.514782859);(309.0762985,3.268447838);(311.0555631,3.209751572);(311.0555631,1.741527339);(313.0712131,3.028451847);(323.0555631,0.9952366429);(325.0712131,1.509923242);(341.0661278,1.057616305)
Predicted LC-MS/MSNot AvailableNegativelowView Spectrum(31.01838972,0.2004031021);(41.00273965,0.3883665733);(59.01330434,1.184250293);(61.0289544,0.3643738892);(131.0133043,0.197067732);(133.0289544,0.4650625637);(135.0446045,0.5292557628);(147.0446045,0.4602860526);(149.0602545,0.5180072812);(161.023869,0.3289719295);(175.0395191,0.3130908535);(177.0187836,1.238932137);(179.0344337,3.821211765);(191.0344337,0.9203738447);(193.0500838,3.628011771);(195.0657338,0.2424270354);(261.039913,0.331550176);(279.0657338,0.2222663524);(281.0813839,0.5743174199);(283.097034,1.157699064);(309.0762985,0.9544273611);(311.0555631,0.2192096501);(311.0555631,1.650793937);(323.0555631,0.2298637285);(325.0712131,1.181424219);(327.0868632,15.60351492);(339.0504777,0.3453881228);(341.0661278,0.4090246889);(353.0661278,6.083765574);(355.0453923,0.6717551548);(371.0766924,55.56490704)
Predicted LC-MS/MSNot AvailableNegativemedView Spectrum(41.00273965,0.7443484035);(44.99765427,0.7142076841);(59.01330434,3.280024105);(131.0133043,0.9247469142);(133.0289544,2.598137357);(135.0446045,2.879950761);(147.0446045,2.126648861);(149.0602545,2.286363445);(161.023869,2.584036442);(175.0031336,0.642321894);(175.0395191,1.34618537);(177.0187836,5.458817846);(179.0344337,10.37793778);(191.0344337,1.789675134);(193.0500838,8.084772006);(281.0813839,1.680417142);(283.097034,1.652253572);(297.039913,0.6978924983);(297.0762985,0.6060176565);(309.0762985,1.950596202);(311.0555631,0.8177286362);(311.0555631,6.380588501);(313.0712131,0.8292933358);(323.0555631,1.020812626);(325.0712131,1.992268318);(327.0868632,11.08759703);(339.0504777,0.7561837138);(341.0661278,0.6496149301);(353.0661278,4.902070411);(355.0453923,3.394555193);(371.0766924,15.74393623)
Predicted LC-MS/MSNot AvailableNegativehighView Spectrum(41.00273965,3.29031703);(44.99765427,3.429500268);(59.01330434,5.421665292);(61.0289544,1.728061605);(131.0133043,1.777916421);(133.0289544,5.245696534);(135.0446045,4.952663483);(147.0446045,4.018575541);(149.023869,1.463643053);(149.0602545,2.724892341);(161.023869,8.418626533);(163.0395191,1.503357361);(175.0031336,3.716117731);(175.0395191,2.693202279);(177.0187836,11.79771733);(179.0344337,8.363127727);(191.0344337,1.368886325);(193.0500838,4.691873904);(281.0449984,1.093317996);(281.0813839,1.25946932);(285.039913,1.045548307);(297.039913,1.298047049);(309.0762985,1.451555005);(311.0555631,5.642745797);(313.0712131,1.308310265);(315.0504777,1.132989586);(323.0555631,1.126323035);(323.0555631,1.761682487);(339.0504777,1.517710704);(353.0661278,3.059137096);(355.0453923,1.697322597)

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-caffeic acidNot AvailableNot Availablegut microbiota metaboliteNot AvailableNot AvailableNot AvailableC19H16O8372.084517475 Publications

Inter-Individual Variations in Metabolism

Food PhytochemicalMetaboliteEffectValue
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