metabolite

Showing entry for 5,5'-Dihydroferulic acid

Identification

PhytoHub ID
PHUB001148
Name
5,5'-Dihydroferulic acid
Systematic Name
Not Available
Synonyms
  • Dihydroferulic acid-5-5-dihydroferulic acid
CAS Number
Not Available
Average Mass
390.388
Monoisotopic Mass
390.131467668
Chemical Formula
C20H22O8
IUPAC Name
3-[5'-(2-carboxyethyl)-2',6-dihydroxy-3',5-dimethoxy-[1,1'-biphenyl]-3-yl]propanoic acid
InChI Key
JRBMIJHXCZHZNJ-UHFFFAOYSA-N
InChI Identifier
InChI=1S/C20H22O8/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/h7-10,25-26H,3-6H2,1-2H3,(H,21,22)(H,23,24)
SMILES
COC1=CC(CCC(O)=O)=CC(=C1O)C1=C(O)C(OC)=CC(CCC(O)=O)=C1
Structure
Similar Structures

Calculated Properties

Solubility (ALOGPS)
1.87e-02 g/l
LogS (ALOGPS)
-4.32
LogP (ALOGPS)
2.30
Hydrogen Acceptors
8
Hydrogen Donors
4
Rotatable Bond Count
9
Polar Surface Area
133.52
Refractivity
99.89959999999999
Polarizability
40.19467153771345
Formal Charge
0
Physiological Charge
-2
pKa (strongest basic)
-4.594969308203906
pKa (strongest acidic)
3.438773486213386
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", "Dicarboxylic acids and derivatives", "Hydrocarbon derivatives", "Methoxybenzenes", "Methoxyphenols", "Organic oxides", "Phenoxy compounds", "Phenylpropanoic acids"]
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", "Dicarboxylic acid or derivatives", "Ether", "Hydrocarbon derivative", "Methoxybenzene", "Methoxyphenol", "Organic oxide", "Organic oxygen compound", "Organooxygen compound", "Phenol", "Phenol ether", "Phenoxy compound"]

Spectra from Phytohub

Spectrum TypeInstrument TypeIon ModeCollision Energy LevelViewPeaks
Predicted LC-MS/MSNot AvailablePositivelowView Spectrum(55.01838972,0.5395013294);(61.0289544,0.3660461113);(71.01330434,0.3808222804);(73.0289544,1.05866595);(177.0551691,0.8659318308);(179.0708192,0.4418466809);(195.0657338,1.255029739);(197.0813839,0.5034316526);(271.097034,0.3359735589);(285.112684,0.6045384323);(299.0919486,0.4123021331);(299.1283341,0.4600913503);(301.1075986,0.3024630126);(313.1075986,1.896999748);(315.0868632,0.4988807828);(317.1025133,0.9443850701);(319.1181633,0.3665819821);(327.1232487,2.390729673);(329.1025133,1.067650926);(329.1388988,0.977138929);(331.1181633,4.505397244);(341.1025133,0.5171018915);(343.1181633,0.9776109409);(345.1338134,5.949631106);(347.1494635,0.6332567571);(355.1181633,7.212795043);(355.1181633,2.153931614);(359.1130779,0.7436808414);(361.128728,0.580717106);(373.128728,21.28197481);(391.1392927,39.77489147)
Predicted LC-MS/MSNot AvailablePositivemedView Spectrum(55.01838972,1.402084043);(71.01330434,1.078979956);(73.0289544,3.002222459);(149.0602545,2.262661481);(153.0551691,1.225904871);(177.0551691,1.540589194);(193.0500838,1.642594281);(195.0657338,3.074933432);(271.097034,2.176149197);(283.097034,1.843776994);(285.112684,3.914808937);(299.0919486,1.219844666);(299.1283341,3.502181196);(301.1075986,1.375150273);(313.1075986,3.237198828);(315.0868632,1.392873674);(315.1232487,1.651674535);(317.1025133,1.679149975);(327.1232487,4.24120758);(329.1388988,2.601817634);(331.1181633,5.706444512);(341.1025133,2.611300109);(343.1181633,4.40603974);(345.1338134,11.77405719);(347.1494635,1.288261754);(355.1181633,2.603521319);(355.1181633,1.67408757);(359.1130779,1.893982697);(361.128728,2.975808733);(373.128728,9.539749787);(391.1392927,11.46094338)
Predicted LC-MS/MSNot AvailablePositivehighView Spectrum(27.0234751,3.640257337);(53.03912516,1.408037011);(73.0289544,2.017096372);(81.03403978,1.187278888);(95.01330434,1.956332424);(149.0602545,2.671176634);(161.0602545,4.877558266);(207.0657338,2.896182645);(241.0500838,1.517927461);(255.0657338,3.211478021);(259.097034,1.479154904);(269.0813839,2.48987673);(271.097034,12.72992799);(273.112684,1.327286913);(283.097034,5.582676211);(285.112684,17.66750649);(287.1283341,1.730191185);(297.0762985,3.919346041);(299.0919486,1.208792617);(299.1283341,7.522370355);(301.1075986,1.682022298);(301.1075986,3.54007746);(311.0919486,1.316879333);(313.1075986,1.59922803);(315.0868632,1.638563741);(331.1181633,1.38943594);(341.1025133,1.652754192);(343.1181633,1.28391003);(355.1181633,1.596948376);(359.1130779,1.29231893);(361.128728,1.967407173)
Predicted LC-MS/MSNot AvailableNegativelowView Spectrum(44.99765427,0.1531310938);(55.01838972,0.2205343307);(59.01330434,2.246148133);(139.0395191,0.0861448522);(147.0446045,0.183239729);(149.0602545,0.447775302);(151.0759046,0.5484789672);(153.0551691,0.1994495272);(177.0551691,0.340192888);(179.0344337,0.366225044);(191.0344337,0.1571925047);(193.0500838,1.04285235);(195.0657338,4.297216921);(197.0813839,0.2906288367);(277.0712131,0.3930740111);(291.0868632,0.1653938332);(299.1283341,0.2668931132);(301.1439842,0.5887875151);(313.1075986,0.0938446358);(317.1025133,0.2016836312);(327.1232487,0.4865097399);(329.1025133,1.481457655);(341.1025133,0.1392364208);(341.1025133,0.1080288334);(343.1181633,0.7393676283);(345.1338134,9.098005826);(357.0974279,0.3855168228);(359.1130779,0.3528328865);(371.1130779,3.350554608);(373.0923425,0.6569181911);(389.1236426,70.91268417)
Predicted LC-MS/MSNot AvailableNegativemedView Spectrum(44.99765427,0.9043674611);(59.01330434,8.550698481);(135.0446045,0.6242721016);(147.0446045,0.7443639548);(149.0602545,2.190614787);(151.0759046,2.691834207);(163.0395191,0.5977823256);(177.0551691,1.637449907);(179.0344337,4.453479601);(181.0500838,0.5645775363);(191.0344337,0.7710301973);(193.0500838,2.274094634);(195.0657338,12.35272414);(197.0813839,0.921763347);(299.1283341,0.6757237177);(301.1439842,0.8536282468);(315.0868632,1.054214539);(317.1025133,0.8074060449);(327.0868632,0.6070142416);(327.1232487,1.024810436);(329.1025133,6.505193822);(333.0974279,0.5624137186);(341.1025133,0.7985707306);(341.1025133,0.7208626769);(343.1181633,1.625663899);(345.1338134,8.307395414);(357.0974279,1.423553592);(359.1130779,0.9523209867);(371.1130779,3.241805807);(373.0923425,3.766645387);(389.1236426,27.79372406)
Predicted LC-MS/MSNot AvailableNegativehighView Spectrum(41.00273965,4.894682329);(44.99765427,2.806336246);(59.01330434,22.14067066);(71.01330434,1.345432326);(147.0446045,1.10760844);(149.0602545,3.092798227);(151.0759046,3.115952726);(163.0395191,2.023678977);(175.0395191,1.074783795);(177.0187836,1.101925983);(177.0551691,2.991688045);(179.0344337,10.40601174);(181.0500838,1.139049811);(191.0344337,2.43989253);(193.0500838,1.273586014);(195.0657338,8.851966971);(197.0813839,1.07589258);(299.0919486,2.176000369);(315.0868632,1.919033842);(317.1025133,2.107103113);(329.1025133,5.293748437);(331.0817778,1.036652243);(333.0974279,1.498951095);(341.1025133,1.119076894);(341.1025133,2.364019702);(343.0817778,2.352854226);(355.0817778,1.826275701);(357.0974279,2.683048703);(359.1130779,1.735687038);(371.1130779,1.570159468);(373.0923425,1.435431771)

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 5,5'-Dihydroferulic acidNot AvailableNot Availablegut microbiota metaboliteNot AvailableNot AvailableNot AvailableC20H22O8390.131467668 Publications

Inter-Individual Variations in Metabolism

Food PhytochemicalMetaboliteEffectValue
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