PhytoHub: Showing entry for 3-(3,5-Dihydroxyphenyl)propionic acid glucuronide

3-(3,5-Dihydroxyphenyl)propionic acid glucuronide

Identification

PhytoHub ID

PHUB001382

Name

3-(3,5-Dihydroxyphenyl)propionic acid glucuronide

Systematic Name

3-(3,5-Dihydroxyphenyl)propionic acid glucuronide

Synonyms

3,5-Dihydroxyphenylpropanoic acid 3-glucuronide
3,5-Dihydroxyphenylpropanoic acid glucuronide
DHPPA glucuronide

CAS Number

Not Available

Average Mass

358.299

Monoisotopic Mass

358.08999678

Chemical Formula

C₁₅H₁₈O₁₀

IUPAC Name

(2S,3S,4S,5R,6S)-6-{[3-(2-carboxyethyl)-5-hydroxyphenylidene]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

InChI Key

IITQLVPAMWYCDQ-DKBOKBLXSA-N

InChI Identifier

InChI=1S/C15H18O10/c16-7-3-6(1-2-9(17)18)4-8(5-7)24-15-12(21)10(19)11(20)13(25-15)14(22)23/h3-5,10-13,15-16,19-21H,1-2H2,(H,17,18)(H,22,23)/t10-,11-,12+,13-,15+/m0/s1

SMILES

[H][C@@]1(OC2=CC(CCC(O)=O)=CC(O)=C2)O[C@]([H])(C(O)=O)[C@@]([H])(O)[C@]([H])(O)[C@@]1([H])O

Structure

Similar Structures

Calculated Properties

Solubility (ALOGPS): 7.26e+00 g/l
LogS (ALOGPS): -1.69
LogP (ALOGPS): -0.07
Hydrogen Acceptors: 10
Hydrogen Donors: 6
Rotatable Bond Count: 6
Polar Surface Area: 173.98
Refractivity: 77.9402
Polarizability: 33.29388307002955
Formal Charge: 0
Physiological Charge: -2
pKa (strongest basic): -3.6868267705830644
pKa (strongest acidic): 3.000753159478173
Number of Rings: 2
Rule of Five: No
Bioavailability: Yes
Ghose Filter: No
Veber's Rule: No
MDDR-like Rule: No

External Links

PubChem: 71316266
Exposome Explorer: 1673
PeakForestCompound: 000838

Taxonomy as Metabolite

Family: Miscellaneous phytochemical metabolites
Class: Alkylresorcinol metabolites
Sub-class: Not Available

Taxonomy of its Food Phytochemical Precursor(s)

Food Phytochemical	Family	Class	Sub-class
Alkenylresorcinol C19:0	Polyphenols	Alkylresorcinols	Not Available	Show Food Phytochemical
3,5-Dihydroxybenzoic acid	Miscellaneous phytochemical metabolites	Alkylresorcinol metabolites	Not Available	Show Food Phytochemical

Classyfire Taxonomy

Kingdom Name: Organic compounds
Class: Organooxygen compounds
Super-class: Organic oxygen compounds
Sub-class: Carbohydrates and carbohydrate conjugates
Direct Parent Name: Phenolic glycosides
Alternative Parent Names: ["1-hydroxy-2-unsubstituted benzenoids", "1-hydroxy-4-unsubstituted benzenoids", "Acetals", "Beta hydroxy acids and derivatives", "Carbonyl compounds", "Carboxylic acids", "Dicarboxylic acids and derivatives", "Hexoses", "Hydrocarbon derivatives", "O-glucuronides", "O-glycosyl compounds", "Organic oxides", "Oxacyclic compounds", "Oxanes", "Phenol ethers", "Phenoxy compounds", "Phenylpropanoic acids", "Polyols", "Pyrans", "Secondary alcohols"]
External Descriptor Annotations: Not Available
Substituent Names: ["1-hydroxy-2-unsubstituted benzenoid", "1-hydroxy-4-unsubstituted benzenoid", "1-o-glucuronide", "3-phenylpropanoic-acid", "Acetal", "Alcohol", "Aromatic heteromonocyclic compound", "Benzenoid", "Beta-hydroxy acid", "Carbonyl group", "Carboxylic acid", "Carboxylic acid derivative", "Dicarboxylic acid or derivatives", "Glucuronic acid or derivatives", "Hexose monosaccharide", "Hydrocarbon derivative", "Hydroxy acid", "Monocyclic benzene moiety", "Monosaccharide", "O-glucuronide", "O-glycosyl compound", "Organic oxide", "Organoheterocyclic compound", "Oxacycle", "Oxane", "Phenol", "Phenol ether", "Phenolic glycoside", "Phenoxy compound", "Polyol", "Pyran", "Secondary alcohol"]

Spectra from Phytohub

Spectrum Type	Instrument Type	Ion Mode	Collision Energy Level	View	Peaks

Predicted LC-MS/MS	Not Available	Positive	low	View Spectrum	(55.01838972,0.3014431999);(73.0289544,0.5478845898);(87.00821896,0.4994583242);(99.00821896,0.5028052282);(117.0187836,0.6441060291);(119.0496898,0.5567957481);(135.0446045,1.760351135);(137.0602545,1.617062486);(139.0759046,0.4573068252);(147.0446045,2.491830023);(149.0602545,0.6180483092);(159.0293483,0.7243405074);(163.0395191,1.984965676);(165.0551691,13.25829455);(167.0708192,2.341961955);(177.039913,2.046459567);(181.0500838,0.3034071476);(183.0657338,18.49018253);(195.0504777,0.4812490968);(279.0504777,0.354173398);(281.0661278,1.081744565);(285.0610424,0.4927835087);(295.0817778,1.513138497);(297.0610424,0.7103541492);(297.0974279,0.3942070589);(299.0766924,2.473307262);(313.0923425,2.674426835);(315.1079926,0.4142659484);(323.0766924,9.073440847);(341.0872571,18.36065776);(359.0978218,12.82954725)
Predicted LC-MS/MS	Not Available	Positive	med	View Spectrum	(71.01330434,0.7528334823);(73.0289544,1.635739649);(99.04460446,0.5179586232);(111.0446045,0.8325213705);(119.0496898,2.300159721);(121.0653399,0.9401959941);(125.0602545,1.663707432);(135.0446045,9.151127923);(137.0602545,6.515116766);(139.0759046,2.899247032);(147.0446045,3.025630166);(149.0602545,0.5164363217);(153.0551691,0.7109802181);(159.0293483,2.245970942);(163.0395191,1.320165341);(165.0551691,20.48591833);(167.0708192,2.499937292);(177.039913,2.923272132);(179.0344337,0.5616123087);(181.0500838,0.6278950544);(183.0657338,23.88673224);(281.0661278,0.9685739591);(295.0817778,1.524224739);(297.0974279,0.5282117645);(299.0766924,1.032505657);(313.0923425,1.876160567);(315.1079926,0.5885440795);(323.0766924,2.615512218);(329.0872571,0.4707111168);(341.0872571,3.236983845);(359.0978218,1.14541372)
Predicted LC-MS/MS	Not Available	Positive	high	View Spectrum	(27.0234751,0.8464698344);(43.01838972,1.684954476);(71.01330434,2.143396704);(73.0289544,2.517200823);(87.00821896,3.248469709);(89.02386902,1.262026788);(95.01330434,1.886686351);(105.0187836,1.02853774);(111.0446045,2.586642922);(113.0602545,0.8413835533);(117.0187836,1.872641673);(119.0496898,5.049527488);(121.0653399,0.9021557285);(125.0602545,4.955744963);(131.0344337,0.8815806023);(135.0446045,22.40136339);(137.0602545,9.660085672);(139.0759046,3.093385797);(153.0551691,1.369155926);(159.0293483,1.876288252);(161.0449984,1.902218904);(163.0395191,1.721265954);(163.0606485,1.115676471);(165.0551691,11.01797795);(169.0864693,1.139751559);(177.039913,0.8428044597);(183.0657338,8.027806079);(281.0661278,0.7890190839);(297.0610424,1.20902165);(299.0766924,1.148272768);(323.0766924,0.9784867225)
Predicted LC-MS/MS	Not Available	Negative	low	View Spectrum	(41.00273965,0.7697490344);(59.01330434,1.766745291);(71.01330434,1.877332556);(73.0289544,0.6536056442);(87.00821896,1.537450699);(89.02386902,2.595830902);(103.0031336,1.515011407);(117.0187836,2.448328894);(135.0446045,1.014056055);(137.0602545,1.755992435);(147.0293483,1.884704851);(149.0449984,0.5430667814);(163.0242629,0.8599582099);(163.0395191,4.331554536);(175.0242629,1.34111321);(177.0551691,0.7967847013);(181.0500838,18.8719432);(193.0348276,1.093367024);(205.0500838,0.6880132336);(207.0657338,0.8133073742);(223.0606485,1.306674549);(239.0555631,0.8639848226);(253.0712131,0.6095437125);(267.0868632,0.5474096238);(269.1025133,0.9508463565);(295.0817778,3.010703435);(311.0766924,3.673882355);(313.0923425,10.17930663);(327.0716071,0.6383067805);(339.0716071,4.740012967);(357.0821717,26.32141273)
Predicted LC-MS/MS	Not Available	Negative	med	View Spectrum	(43.01838972,1.333200716);(59.01330434,4.196536542);(72.99256889,0.9146148878);(73.0289544,1.63382145);(87.00821896,2.142458737);(89.02386902,2.078287167);(103.0395191,2.207010913);(117.0187836,0.9427921839);(131.0344337,1.139899717);(133.0289544,1.38764675);(135.0446045,5.167133741);(137.0602545,5.974111919);(139.0395191,1.229862971);(145.0136983,1.021297536);(147.0293483,1.717429252);(149.0449984,0.926887058);(163.0395191,7.036185644);(175.0242629,2.026293914);(181.0500838,30.00436975);(193.0348276,1.607087288);(193.0500838,0.9779877734);(223.0606485,1.243695225);(239.0555631,1.050824942);(267.0868632,1.407070045);(269.1025133,1.445704094);(295.0817778,3.997660718);(311.0766924,2.548266839);(313.0923425,5.391876208);(339.0716071,2.744686932);(339.0716071,0.9868380102);(357.0821717,3.51846108)
Predicted LC-MS/MS	Not Available	Negative	high	View Spectrum	(41.00273965,1.850328829);(43.01838972,3.637395544);(44.99765427,1.964391493);(56.99765427,0.8806496164);(59.01330434,5.858304846);(61.0289544,3.879791154);(68.99765427,0.5943293319);(71.01330434,1.462589302);(73.0289544,2.440034118);(87.00821896,1.143520604);(89.02386902,0.8815210313);(103.0395191,1.150134077);(107.0496898,0.9040830959);(109.0289544,0.9602330022);(109.0653399,0.5997449807);(111.0446045,1.252538479);(131.0344337,4.031012468);(133.0289544,1.917509826);(135.008219,0.6858233545);(135.0446045,8.925495843);(137.0602545,9.590260422);(139.0395191,1.114519344);(147.0293483,1.092603417);(149.0449984,0.6523876514);(151.0395191,1.803783109);(153.0551691,1.228494459);(161.023869,0.8357079167);(163.0395191,10.80311659);(179.0344337,3.364253115);(181.0500838,23.8231186);(221.0449984,0.672324379)

Food Sources

No food source information available

Food Sources of its Food Phytochemical(s)

Food Phytochemical	Food Source	Food Source Group
Alkenylresorcinol C19:0	Barley	Cereals and cereal products	Publications	Show
Alkenylresorcinol C19:0	Common wheat	Cereals and cereal products	Publications	Show
Alkenylresorcinol C19:0	Rye	Cereals and cereal products	Publications	Show

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

	Food Phytochemical		Metabolite	Species	Biofluids	Origin	TMax	CMax	Urinary Excretion	Formula	Monoisotopic mass
	Alkenylresorcinol C19:0		3-(3,5-Dihydroxyphenyl)propionic acid glucuronide	human	urine	host metabolism	Not Available	Not Available	Not Available	C₁₅H₁₈O₁₀	358.08999678		Publications
	3,5-Dihydroxybenzoic acid		3-(3,5-Dihydroxyphenyl)propionic acid glucuronide	human	urine	host metabolism	Not Available	Not Available	Not Available	C₁₅H₁₈O₁₀	358.08999678		Publications

Inter-Individual Variations in Metabolism

Food Phytochemical	Metabolite	Effect	Value
3,5-Dihydroxybenzoic acid	3-(3,5-Dihydroxyphenyl)propionic acid glucuronide	Age	No effect	Publications
3,5-Dihydroxybenzoic acid	3-(3,5-Dihydroxyphenyl)propionic acid glucuronide	Bmi	No effect	Publications
3,5-Dihydroxybenzoic acid	3-(3,5-Dihydroxyphenyl)propionic acid glucuronide	Sex	No effect	Publications

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