PhytoHub: Showing entry for 4-Hydroxyhippuric acid

4-Hydroxyhippuric acid

Identification

PhytoHub ID

PHUB001334

Name

4-Hydroxyhippuric acid

Systematic Name

4’-hydroxhippuric acid

Synonyms

2-(4-hydroxybenzamido)acetic acid
4-Hydroxyhippurate
4'-Hydroxyhippuric acid
N-(4-hydroxybenzoyl)glycine

CAS Number

2482-25-9

Average Mass

195.174

Monoisotopic Mass

195.053157774

Chemical Formula

C₉H₉NO₄

IUPAC Name

2-[(4-hydroxyphenyl)formamido]acetic acid

InChI Key

ZMHLUFWWWPBTIU-UHFFFAOYSA-N

InChI Identifier

InChI=1S/C9H9NO4/c11-7-3-1-6(2-4-7)9(14)10-5-8(12)13/h1-4,11H,5H2,(H,10,14)(H,12,13)

SMILES

OC(=O)CNC(=O)C1=CC=C(O)C=C1

Structure

Similar Structures

Calculated Properties

Solubility (ALOGPS): 2.63e+00 g/l
LogS (ALOGPS): -1.87
LogP (ALOGPS): 0.44
Hydrogen Acceptors: 4
Hydrogen Donors: 3
Rotatable Bond Count: 3
Polar Surface Area: 86.63
Refractivity: 48.0986
Polarizability: 18.567962753026087
Formal Charge: 0
Physiological Charge: -1
pKa (strongest basic): -1.1703331113622057
pKa (strongest acidic): 3.238573183597331
Number of Rings: 1
Rule of Five: Yes
Bioavailability: Yes
Ghose Filter: Yes
Veber's Rule: No
MDDR-like Rule: No

External Links

No external links

Taxonomy as Metabolite

Family: (Poly)phenol metabolites
Class: Phenolic acid metabolites
Sub-class: Benzoic and hippuric acids

Taxonomy of its Food Phytochemical Precursor(s)

Food Phytochemical	Family	Class	Sub-class
Orange flavanones	Polyphenols	Flavonoids	Flavanones	Show Food Phytochemical
Hesperetin	Polyphenols	Flavonoids	Flavanones	Show Food Phytochemical
Rutin	Polyphenols	Flavonoids	Flavonols	Show Food Phytochemical
Quercetin	Polyphenols	Flavonoids	Flavonols	Show Food Phytochemical
Caffeic acid	Polyphenols	Phenolic acids	Hydroxycinnamic acids	Show Food Phytochemical
Cocoa Flavan-3-ols	Polyphenols	Flavonoids	Flavan-3-ols	Show Food Phytochemical
Chocolate flavan-3-ols	Polyphenols	Flavonoids	Flavan-3-ols	Show Food Phytochemical
Black tea Flavan-3-ols	Polyphenols	Flavonoids	Flavan-3-ols	Show Food Phytochemical

Classyfire Taxonomy

Kingdom Name: Organic compounds
Class: Benzene and substituted derivatives
Super-class: Benzenoids
Sub-class: Benzoic acids and derivatives
Direct Parent Name: Hippuric acids
Alternative Parent Names: ["1-hydroxy-2-unsubstituted benzenoids", "Benzoyl derivatives", "Carbonyl compounds", "Carboxylic acids", "Hydrocarbon derivatives", "Monocarboxylic acids and derivatives", "N-acyl-alpha amino acids", "Organic oxides", "Organonitrogen compounds", "Organopnictogen compounds", "Secondary carboxylic acid amides"]
External Descriptor Annotations: ["N-acylglycine"]
Substituent Names: ["1-hydroxy-2-unsubstituted benzenoid", "Alpha-amino acid or derivatives", "Aromatic homomonocyclic compound", "Benzoyl", "Carbonyl group", "Carboxamide group", "Carboxylic acid", "Carboxylic acid derivative", "Hippuric acid", "Hydrocarbon derivative", "Monocarboxylic acid or derivatives", "N-acyl-alpha amino acid or derivatives", "N-acyl-alpha-amino acid", "Organic nitrogen compound", "Organic oxide", "Organic oxygen compound", "Organonitrogen compound", "Organooxygen compound", "Organopnictogen compound", "Phenol", "Secondary carboxylic acid amide"]

Spectra from Phytohub

Spectrum Type	Instrument Type	Ion Mode	Collision Energy Level	View	Peaks

Predicted GC-MS	GC-MS	Positive	Not Available	View Spectrum	(27.02292522,0.5615349562);(30.03382302,1.350037043);(41.00219012,1.002800937);(43.98927962,1.073448875);(44.99710422,3.917100376);(46.00492882,0.7620204552);(58.00492882,1.296086551);(59.01275342,2.266539956);(74.02365122,1.35585931);(79.01783932,0.6074170585);(81.03348852,0.6750258427);(94.04131312,1.515465912);(95.04913772,0.7100004546);(96.05696232,0.6060554081);(102.0185653,0.5325176631);(120.020578,3.587142187);(121.0284026,50.57291056);(122.0317936,4.038617919);(122.0362272,4.927914057);(122.0600355,0.6866953451);(123.0440518,1.864881942);(124.0518764,0.7240091506);(148.0393004,0.7850393353);(149.047125,0.7562649996);(150.0549496,3.620056452);(151.0627742,1.07546338);(166.0498637,1.098952314);(177.0420391,2.06282408);(178.0498637,2.993984083);(194.0447778,0.7894076484);(195.0526024,2.18392575)
Predicted GC-MS	GC-MS	Positive	Not Available	View Spectrum	(27.02292522,0.9213675543);(59.03115062,0.828893808);(71.03115062,0.8354425503);(72.03897522,0.7205242549);(73.04679982,9.492376121);(74.04796012,0.8122268987);(75.02606472,2.966594239);(89.04171392,2.874326161);(90.04953852,1.189464679);(91.05736312,1.04325402);(117.036628,1.50474281);(121.0284026,0.795463349);(131.0522772,1.077375556);(151.0573631,0.902339528);(165.0730123,0.7352287771);(179.0522772,1.409031189);(192.0601018,0.7615525937);(193.0679264,13.80993972);(194.0701599,2.282417764);(208.0788242,2.161781496);(222.0944734,9.600775765);(223.0966807,1.733842509);(223.102298,0.7571388158);(238.0893875,1.565249366);(250.0893875,2.600093819);(266.0843016,2.091275075);(267.0921262,1.476892247);(268.0999508,1.21062858);(322.1289113,0.7705040092);(324.1081762,3.567522971);(325.1100461,0.9506020886)
Predicted GC-MS	GC-MS	Ei	Not Available	View Spectrum	(43.98927962,1.077164255);(44.99710422,4.914648429);(58.00492882,1.08647363);(59.01275342,1.890545268);(74.02365122,1.268054614);(94.04131312,1.271058407);(120.020578,3.106894134);(121.0284026,40.07077396);(122.0317936,3.199945266);(122.0362272,4.155931696);(123.0440518,1.319878177);(150.0549496,10.49176897);(151.0581045,0.9985833545);(151.0627742,0.9634761876);(177.0420391,1.623272272);(178.0498637,1.547178579);(195.0526024,1.791483544)
Predicted GC-MS	GC-MS	Ei	Not Available	View Spectrum	(43.98927962,1.077164255);(44.99710422,4.914648429);(58.00492882,1.08647363);(59.01275342,1.890545268);(74.02365122,1.268054614);(94.04131312,1.271058407);(120.020578,3.106894134);(121.0284026,40.07077396);(122.0317936,3.199945266);(122.0362272,4.155931696);(123.0440518,1.319878177);(150.0549496,10.49176897);(151.0581045,0.9985833545);(151.0627742,0.9634761876);(177.0420391,1.623272272);(178.0498637,1.547178579);(195.0526024,1.791483544)
LC-MS/MS	Not Available	Negative	Not Available	View Spectrum	(41.9984,7.98);(56.01305,1.67);(74.0234,37.96);(93.03432,100.0);(100.00327,65.07);(150.0531,3.42)
LC-MS/MS	Not Available	Positive	Not Available	View Spectrum	(93.03308,10.7);(121.02911,100.0)
LC-MS/MS	LC-ESI-Q	Negative	high	View Spectrum	(56.013,0.013);(74.023,0.223);(93.033,0.642);(100.003,1.0);(132.044,0.012);(150.055,0.166);(194.045,0.08)
LC-MS/MS	LC-ESI-QTOF	Positive	medium	View Spectrum	(65.038,0.01);(93.033,0.107);(121.029,1.0)
LC-MS/MS	LC-ESI-QTOF	Negative	medium	View Spectrum	(56.013,0.017);(74.023,0.38);(93.034,1.0);(100.003,0.651);(150.053,0.034)
Predicted LC-MS/MS	Not Available	Positive	low	View Spectrum	(28.01872406,0.3492217363);(30.03437413,0.1668342859);(32.05002419,0.0585244475);(44.99765427,0.4196493234);(55.01838972,0.4304497179);(57.03403978,0.0688925647);(58.02928875,0.3255532129);(72.0085533,0.0657525312);(74.02420337,0.2798799516);(76.03985343,2.952117571);(79.01838972,0.0541281155);(81.03403978,0.0439686075);(91.01838972,0.056022518);(95.04968984,0.6893884393);(102.019118,0.2513291975);(120.0449388,0.0399923263);(121.0289544,28.37950135);(123.0446045,0.4028693761);(125.0602545,0.076056502);(134.0605889,0.0978257432);(150.0555035,12.13620872);(152.0347681,0.0732101623);(152.0711536,1.430030779);(154.0504181,0.0797358057);(160.0398534,0.1128042972);(164.0347681,0.166803986);(166.0504181,0.3238639613);(168.0296827,0.0307139696);(178.0504181,4.096328424);(180.0296827,0.1680119634);(196.0609828,46.1743304)
Predicted LC-MS/MS	Not Available	Positive	med	View Spectrum	(28.01872406,1.343290913);(30.03437413,0.5409507281);(32.05002419,0.3111243182);(44.99765427,0.2545560808);(51.0234751,0.1835116284);(58.02928875,2.162690275);(74.02420337,0.7592649388);(76.03985343,5.59045684);(79.01838972,0.2919999938);(91.01838972,0.6781399425);(92.99765427,0.2823204222);(95.04968984,1.798753418);(102.019118,0.4548368761);(108.0449388,0.7736271621);(120.0449388,0.3723048924);(121.0289544,43.20375924);(122.0242034,0.1447254539);(123.0446045,0.5355422563);(125.0602545,0.175554293);(134.0605889,0.592131201);(150.0555035,20.03580478);(152.0347681,0.5393811586);(152.0711536,2.337603954);(154.0504181,0.5413592897);(160.0398534,0.2453931402);(164.0347681,0.2007486909);(166.0504181,0.6057573813);(168.0296827,0.276614577);(170.0453327,0.2385333227);(178.0504181,3.844592679);(196.0609828,10.68467015)
Predicted LC-MS/MS	Not Available	Positive	high	View Spectrum	(28.01872406,2.975501952);(30.03437413,0.379738766);(43.01838972,0.939004487);(44.99765427,0.4242395425);(51.0234751,1.494231261);(53.03912516,0.2623823101);(55.01838972,5.668892697);(57.03403978,0.2030812458);(58.02928875,1.47441256);(65.03912516,2.910776619);(67.01838972,3.277377316);(74.02420337,0.1701329092);(76.03985343,0.5782515938);(79.01838972,12.0258321);(81.03403978,1.161270365);(91.01838972,17.56569765);(92.99765427,1.547950021);(93.03403978,1.432392691);(95.01330434,2.837356443);(95.04968984,2.152103921);(102.019118,0.274274817);(107.0496898,1.02640711);(108.0449388,0.2716275479);(120.0449388,0.8744186005);(121.0289544,33.11907945);(123.0446045,1.120636229);(125.0602545,0.1681696757);(134.0605889,1.677696394);(150.0555035,0.6079784824);(160.0398534,0.5293123118);(178.0504181,0.8497729299)
Predicted LC-MS/MS	Not Available	Negative	low	View Spectrum	(17.00273965,0.2925447933);(26.003074,0.0108471174);(28.01872406,0.061043845);(30.03437413,0.0668189406);(41.00273965,0.0594831202);(44.99765427,0.6518948939);(56.01363868,0.4000000989);(72.0085533,0.0199494052);(74.02420337,2.224179837);(93.03403978,2.291523248);(100.0034679,1.350124989);(114.019118,0.1879401171);(116.0347681,0.0569417151);(119.0133043,0.48882332);(121.0289544,0.0993850856);(123.0446045,0.0189155142);(126.019118,0.0233795775);(132.0449388,0.3928502354);(138.019118,0.0414942372);(140.0347681,0.044133562);(148.0398534,1.566038965);(150.019118,0.0130557494);(150.0555035,13.89195072);(152.0347681,0.033664966);(162.019118,0.0695669483);(163.9983825,0.0115385523);(164.0347681,0.1391639095);(166.0140326,0.0375443311);(168.0296827,0.174924193);(176.0347681,2.758395929);(194.0453327,72.52188208)
Predicted LC-MS/MS	Not Available	Negative	med	View Spectrum	(17.00273965,0.158144473);(28.01872406,0.1717902438);(30.03437413,0.15899987);(44.99765427,0.6364036046);(51.0234751,0.091874239);(56.01363868,2.726861482);(63.0234751,0.0958729905);(67.01838972,0.1074644537);(72.0085533,0.0990382714);(74.02420337,6.231233542);(93.03403978,12.9353636);(100.0034679,5.49714351);(114.019118,0.3918008814);(119.0133043,1.621296171);(120.0449388,0.1325913994);(121.0289544,0.3002995214);(123.0446045,0.1559243626);(132.0449388,1.20119666);(138.019118,0.0937887737);(140.0347681,0.1013236073);(148.0398534,3.501229726);(150.019118,0.1982003733);(150.0555035,16.47392481);(152.0347681,0.3734063978);(162.019118,0.585387886);(163.9983825,0.2229386361);(164.0347681,0.3410561349);(166.0140326,0.3751714299);(168.0296827,0.4616097332);(176.0347681,3.210735137);(194.0453327,41.34792808)
Predicted LC-MS/MS	Not Available	Negative	high	View Spectrum	(26.003074,0.7027901901);(28.01872406,3.133260946);(29.00273965,1.915297084);(30.03437413,1.466761352);(39.0234751,0.7430936459);(41.00273965,0.6363750353);(44.99765427,3.461087142);(49.00782503,1.002060884);(51.0234751,1.318033671);(53.00273965,0.5542862127);(56.01363868,9.839751794);(63.0234751,2.310748905);(65.00273965,1.109909069);(67.01838972,2.502992636);(69.99290324,1.354407041);(72.0085533,1.555356119);(74.02420337,23.65848307);(77.00273965,1.551417295);(82.02928875,0.4725337448);(93.03403978,19.68051338);(100.0034679,6.761696432);(119.0133043,4.460953571);(121.0289544,1.888616174);(123.0446045,0.63770029);(124.0034679,0.8387894535);(126.019118,1.070722969);(132.0449388,0.5326014418);(148.0398534,1.172821119);(150.0555035,0.914320047);(176.0347681,2.048048095);(194.0453327,0.7045711933)
Predicted LC-MS/MS	Not Available	Negative	low	View Spectrum	(93.03459,100.0);(93.03459,100.0);(93.03459,100.0);(93.03459,100.0);(150.05605,40.23);(150.05605,40.23);(150.05605,40.23);(150.05605,40.23);(194.04588,35.18);(194.04588,35.18);(194.04588,35.18);(194.04588,35.18)
Predicted LC-MS/MS	Not Available	Negative	medium	View Spectrum	(93.03459,100.0);(93.03459,100.0);(93.03459,100.0);(93.03459,100.0);(95.05024,6.37);(95.05024,6.37);(95.05024,6.37);(95.05024,6.37);(132.04549,3.76);(132.04549,3.76);(148.0404,3.68);(148.0404,3.68);(148.0404,3.68);(150.05605,12.4);(150.05605,12.4);(150.05605,12.4);(150.05605,12.4)
Predicted LC-MS/MS	Not Available	Negative	high	View Spectrum	(51.02402,3.53);(63.02402,3.46);(65.03967,8.96);(77.03967,20.96);(93.03459,100.0);(93.03459,100.0);(93.03459,100.0);(93.03459,100.0);(95.05024,3.84);(95.05024,3.84);(95.05024,3.84);(95.05024,3.84)
Predicted LC-MS/MS	Not Available	Positive	low	View Spectrum	(93.03349,49.07);(93.03349,49.07);(93.03349,49.07);(93.03349,49.07);(121.02841,100.0);(121.02841,100.0);(121.02841,100.0)
Predicted LC-MS/MS	Not Available	Positive	medium	View Spectrum	(58.02874,4.48);(58.02874,4.48);(93.03349,40.76);(93.03349,40.76);(93.03349,40.76);(93.03349,40.76);(95.04914,19.36);(95.04914,19.36);(95.04914,19.36);(95.04914,19.36);(95.04914,19.36);(121.02841,100.0);(121.02841,100.0);(121.02841,100.0);(122.06004,6.61);(150.05495,37.5);(150.05495,37.5);(150.05495,37.5);(150.05495,37.5);(150.05495,37.5);(178.04987,5.65);(178.04987,5.65);(178.04987,5.65);(178.04987,5.65)
Predicted LC-MS/MS	Not Available	Positive	high	View Spectrum	(51.02293,8.59);(65.03858,100.0);(67.05423,8.56);(79.05423,11.97);(93.03349,54.8);(93.03349,54.8);(93.03349,54.8);(93.03349,54.8);(95.04914,20.77);(95.04914,20.77);(95.04914,20.77);(95.04914,20.77);(95.04914,20.77);(107.04914,6.75);(107.04914,6.75);(121.02841,50.54);(121.02841,50.54);(121.02841,50.54);(154.04987,6.97)

Food Sources

No food source information available

Food Sources of its Food Phytochemical(s)

Food Phytochemical	Food Source	Food Source Group
Quercetin	Acerola	Fruit, Tropical fruits	Publications	Show
Quercetin	American cranberry	Fruit, Berries	Publications	Show
Caffeic acid	American cranberry	Fruit, Berries	Publications	Show
Quercetin	Angelica	Herbs and Spices	Publications	Show
Quercetin	Apple	Fruit, Pomes	Publications	Show
Caffeic acid	Apple	Fruit, Pomes	Publications	Show
Rutin	Apple juice	Beverages, Non-alcoholic	Publications	Show
Quercetin	Apple juice	Beverages, Non-alcoholic	Publications	Show
Caffeic acid	Apple juice	Beverages, Non-alcoholic	Publications	Show
Rutin	Apricot	Fruit, Drupes	Publications	Show
Rutin	Asparagus	Vegetables, Other vegetables	Publications	Show
Caffeic acid	Beer	Beverages, Alcoholic	Publications	Show
Rutin	Black tea	Teas and herbal teas	Publications	Show
Quercetin	Black tea	Teas and herbal teas	Publications	Show
Rutin	Blackberry	Fruit, Berries	Publications	Show
Quercetin	Blackberry	Fruit, Berries	Publications	Show
Caffeic acid	Blackberry	Fruit, Berries	Publications	Show
Caffeic acid	Blueberry	Fruit, Berries	Publications	Show
Quercetin	Broccoli	Vegetables, Cabbages	Publications	Show
Caffeic acid	Broccoli	Vegetables, Cabbages	Publications	Show
Caffeic acid	Carrot	Vegetables, Root vegetables	Publications	Show
Rutin	Cherry tomato	Vegetables, Fruit vegetables	Publications	Show
Quercetin	Cherry tomato	Vegetables, Fruit vegetables	Publications	Show
Caffeic acid	Cider	Beverages, Alcoholic	Publications	Show
Caffeic acid	Coffee	Coffee and coffee products	Publications	Show
Caffeic acid	Common wheat	Cereals and cereal products	Publications	Show
Caffeic acid	Eggplant	Vegetables, Fruit vegetables	Publications	Show
Quercetin	European cranberry	Fruit, Berries	Publications	Show
Caffeic acid	European cranberry	Fruit, Berries	Publications	Show
Caffeic acid	European plum	Fruit, Drupes	Publications	Show
Rutin	Green tea	Teas and herbal teas	Publications	Show
Quercetin	Green tea	Teas and herbal teas	Publications	Show
Hesperetin	Lemon	Fruit, Citrus		Show
Quercetin	Lettuce	Vegetables, Leaf vegetables	Publications	Show
Hesperetin	Lime	Fruit, Citrus		Show
Rutin	Mate	Teas and herbal teas	Publications	Show
Caffeic acid	Mate	Teas and herbal teas	Publications	Show
Rutin	Olive, black	Fruit, Drupes	Publications	Show
Caffeic acid	Olive, black	Fruit, Drupes	Publications	Show
Caffeic acid	Olive, green	Fruit, Drupes	Publications	Show
Quercetin	Onion	Vegetables, Onion-family	Publications	Show
Hesperetin	Orange juice	Beverages, Non-alcoholic		Show
Quercetin	Orange juice	Beverages, Non-alcoholic	Publications	Show
Quercetin	Parsnip	Vegetables, Root vegetables	Publications	Show
Rutin	Peach	Fruit, Drupes	Publications	Show
Caffeic acid	Pear	Fruit, Pomes	Publications	Show
Rutin	Rooibos tea	Beverages, Non-alcoholic	Publications	Show
Rutin	Star anise	Herbs and Spices	Publications	Show
Caffeic acid	Strawberry	Fruit, Berries	Publications	Show
Rutin	Sweet cherry	Fruit, Drupes	Publications	Show
Caffeic acid	Sweet cherry	Fruit, Drupes	Publications	Show
Hesperetin	Sweet orange	Fruit, Citrus		Show
Quercetin	Tomato	Vegetables, Fruit vegetables	Publications	Show
Caffeic acid	Tomato	Vegetables, Fruit vegetables	Publications	Show
Caffeic acid	White wine grape	Fruit, Berries	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
Orange flavanones	4-Hydroxyhippuric acid	human	plasma, urine	gut microbiota metabolite	3h-5h	50-200 nmol/L	1-5%	C₉H₉NO₄	195.053157774	Detailed Intervention Studies	Publications
Hesperetin	4-Hydroxyhippuric acid	human	plasma, urine	host metabolism	Not Available	Not Available	Not Available	C₉H₉NO₄	195.053157774		Publications
Rutin	4-Hydroxyhippuric acid	human	urine	gut microbiota metabolite	Not Available	Not Available	Not Available	C₉H₉NO₄	195.053157774		Publications
Quercetin	4-Hydroxyhippuric acid	human	urine	gut microbiota metabolite	Not Available	Not Available	Not Available	C₉H₉NO₄	195.053157774		Publications
Caffeic acid	4-Hydroxyhippuric acid	human	Not Available	host metabolism	Not Available	Not Available	Not Available	C₉H₉NO₄	195.053157774		Publications
Cocoa Flavan-3-ols	4-Hydroxyhippuric acid	human	urine	host-gut microbiota co-metabolite	Not Available	Not Available	1-5%	C₉H₉NO₄	195.053157774	Detailed Intervention Studies	Publications
Chocolate flavan-3-ols	4-Hydroxyhippuric acid	human	urine	host-gut microbiota co-metabolite	Not Available	Not Available	<1%	C₉H₉NO₄	195.053157774	Detailed Intervention Studies	Publications
Black tea Flavan-3-ols	4-Hydroxyhippuric acid	human	urine	host-gut microbiota co-metabolite	Not Available	Not Available	<1%	C₉H₉NO₄	195.053157774	Detailed Intervention Studies	Publications

Inter-Individual Variations in Metabolism

	Food Phytochemical		Metabolite	Effect	Value
	Cocoa Flavan-3-ols		4-Hydroxyhippuric acid	Microbiota	Effect, clusters	Publications

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