3-Hydroxyhippuric acid
Showing entry for 3-Hydroxyhippuric acid
Identification
- PhytoHub ID
- PHUB001161
- Name
- 3-Hydroxyhippuric acid
- Systematic Name
- 3’-Hydroxyhippuric acid
- Synonyms
- 2-(3-hydroxybenzamido)acetic acid
- 3'-Hydroxyhippuric acid
- N-(3-hydroxybenzoyl)glycine
- CAS Number
- 1637-75-8
- Average Mass
- 195.174
- Monoisotopic Mass
- 195.053157774
- Chemical Formula
- C9H9NO4
- IUPAC Name
- 2-[(3-hydroxyphenyl)formamido]acetic acid
- InChI Key
- XDOFWFNMYJRHEW-UHFFFAOYSA-N
- InChI Identifier
InChI=1S/C9H9NO4/c11-7-3-1-2-6(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=CC(O)=C1
- Structure
Structure for 3-Hydroxyhippuric acid
Calculated Properties
- Solubility (ALOGPS)
- 2.91e+00 g/l
- LogS (ALOGPS)
- -1.83
- LogP (ALOGPS)
- 0.52
- Hydrogen Acceptors
- 4
- Hydrogen Donors
- 3
- Rotatable Bond Count
- 3
- Polar Surface Area
- 86.63000000000001
- Refractivity
- 48.0986
- Polarizability
- 18.46601877459554
- Formal Charge
- 0
- Physiological Charge
- -1
- pKa (strongest basic)
- -1.4147203141199358
- pKa (strongest acidic)
- 3.2466748656262534
- 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 | |
|---|---|---|---|---|
| Caffeic acid | Polyphenols | Phenolic acids | Hydroxycinnamic acids | Show Food Phytochemical |
| 5-O-Caffeoylquinic acid | Polyphenols | Phenolic acids | Hydroxycinnamic acids | Show Food Phytochemical |
| Coumaric acid (m-) | Polyphenols | Phenolic acids | Hydroxycinnamic acids | Show Food Phytochemical |
| (-)-Epicatechin | Polyphenols | Flavonoids | Flavan-3-ols | Show Food Phytochemical |
| Orange flavanones | Polyphenols | Flavonoids | Flavanones | Show Food Phytochemical |
| Rutin | Polyphenols | Flavonoids | Flavonols | Show Food Phytochemical |
| Quercetin | Polyphenols | Flavonoids | Flavonols | Show Food Phytochemical |
| Cocoa 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", "1-hydroxy-4-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", "phenols"]
- Substituent Names
- ["1-hydroxy-2-unsubstituted benzenoid", "1-hydroxy-4-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 | (43.98927962,1.058264607);(44.99710422,4.828417264);(46.00492882,0.8872580647);(58.00492882,1.06705888);(59.01275342,1.856361691);(74.02365122,1.244746515);(94.04131312,1.248756741);(120.020578,3.054082396);(121.0284026,39.4112287);(122.0317936,3.147275739);(122.0362272,4.084048076);(123.0440518,1.297297599);(150.0549496,10.22277863);(151.0581045,0.9729814489);(151.0627742,0.944609412);(177.0420391,1.874381941);(178.0498637,1.544146749);(195.0526024,1.735899557) | |
| Predicted GC-MS | GC-MS | Positive | Not Available | View Spectrum | (59.03115062,0.8113433589);(71.03115062,0.8164634062);(72.03897522,0.7041557642);(73.04679982,9.302719972);(74.04796012,0.7959987359);(75.02606472,2.916956381);(89.04171392,2.809028732);(90.04953852,1.160939057);(91.05736312,1.019553925);(117.036628,1.468827263);(121.0284026,0.7786207343);(130.0444526,0.6718957443);(131.0522772,1.052900305);(165.0730123,0.7185262367);(179.0522772,1.392762336);(193.0679264,13.49799259);(194.0701599,2.230861153);(194.075751,0.6934034037);(195.0673021,0.6673733168);(208.0788242,2.13717265);(222.0944734,9.384284988);(223.0966807,1.694745573);(223.102298,0.7399385348);(238.0893875,1.316636524);(250.0893875,2.541637298);(266.0843016,2.043766588);(267.0921262,1.442280709);(268.0999508,1.183126157);(322.1289113,0.7530001047);(324.1081762,3.502990797);(325.1100461,0.933406847) | |
| Predicted GC-MS | GC-MS | Ei | Not Available | View Spectrum | (43.98927962,1.049643374);(44.99710422,4.789082195);(46.00492882,0.8800299493);(58.00492882,1.058205997);(59.01275342,1.840778118);(74.02365122,1.234124322);(94.04131312,1.238583649);(120.020578,3.029975832);(121.0284026,39.09118989);(122.0317936,3.121718292);(122.0362272,4.051247994);(123.0440518,1.28699183);(150.0549496,10.13963141);(151.0581045,0.9650676808);(151.0627742,0.9360216812);(166.0498637,0.8419180053);(177.0420391,1.85846036);(178.0498637,1.530842226);(195.0526024,1.710772281) | |
| LC-MS/MS | Not Available | Negative | Not Available | View Spectrum | (93.03436,20.8);(122.06425,1.1);(148.04209,2.4);(150.05667,100.0);(176.03242,1.1);(194.04615,35.0) | |
| LC-MS/MS | Not Available | Negative | Not Available | View Spectrum | (41.99782,1.8);(44.01437,1.4);(56.01297,2.3);(65.03905,1.4);(92.02744,22.7);(93.03482,100.0);(120.02265,1.2);(121.02955,6.2);(122.06276,2.0);(123.0452,5.6);(132.04377,2.2);(148.04052,4.2);(150.05702,35.8) | |
| LC-MS/MS | Not Available | Negative | Not Available | View Spectrum | (39.02297,8.3);(65.03949,34.6);(75.02012,1.3);(77.03912,11.3);(90.03331,2.8);(92.02705,100.0);(93.03483,90.6);(106.04356,24.9);(121.02988,36.2);(146.02339,4.9);(148.04193,3.8) | |
| Predicted LC-MS/MS | Not Available | Positive | low | View Spectrum | (28.01872406,1.239289153);(30.03437413,0.1404853332);(41.03912516,0.0276140825);(43.01838972,0.0329984418);(43.05477522,0.0385709266);(44.99765427,0.5137857753);(47.04968984,0.0267431968);(56.01363868,0.1818267995);(67.01838972,0.3123636391);(69.03403978,0.1074940029);(71.04968984,0.033739918);(72.0085533,1.622022685);(74.02420337,12.85478649);(95.04968984,0.7903328535);(102.019118,0.2673200711);(108.0449388,0.0284831929);(123.0446045,1.846105958);(125.0602545,0.6025424405);(134.0605889,0.0441308862);(142.0504181,0.0796005258);(150.0555035,16.40035077);(152.0347681,0.1076110087);(152.0711536,1.90684485);(154.0504181,0.1073965681);(160.0398534,0.0813846517);(166.0504181,0.3673812042);(168.0296827,0.1343050086);(170.0453327,0.0982981611);(178.0504181,4.348605851);(180.0296827,0.2063389394);(196.0609828,55.45124661) | |
| Predicted LC-MS/MS | Not Available | Positive | med | View Spectrum | (28.01872406,8.629141336);(30.03437413,0.8100984106);(41.03912516,0.2525270883);(43.05477522,0.211416953);(44.99765427,0.3683851225);(51.0234751,0.1832431716);(56.01363868,1.184627941);(72.0085533,0.5174376729);(74.02420337,20.02655182);(95.04968984,2.179955155);(102.019118,0.504791304);(107.0496898,0.1390843984);(108.0449388,1.09692032);(122.0605889,0.1854020646);(123.0446045,7.759237739);(125.0602545,1.724843369);(134.0605889,0.3113030899);(142.0504181,0.2461237379);(150.019118,0.2305751966);(150.0555035,28.401024);(152.0347681,0.7040506915);(152.0711536,3.109244662);(154.0140326,0.21322441);(154.0504181,0.6752474557);(160.0398534,0.338195491);(166.0504181,0.865059475);(168.0296827,0.2127029743);(170.0453327,0.1800400933);(178.0504181,5.19398188);(180.0296827,0.2608668626);(196.0609828,13.28469612) | |
| Predicted LC-MS/MS | Not Available | Positive | high | View Spectrum | (28.01872406,17.23038146);(30.03437413,3.193301175);(41.03912516,1.61260168);(43.01838972,0.3854589751);(43.05477522,0.4779029951);(44.99765427,1.893811359);(51.0234751,3.13895145);(53.03912516,0.610954778);(55.01838972,0.4030323483);(56.01363868,4.707352436);(65.03912516,5.996005671);(67.01838972,4.506548816);(69.03403978,2.318095639);(72.0085533,2.470841965);(74.02420337,15.11827517);(79.01838972,1.723243866);(81.03403978,2.721859116);(95.04968984,5.310193066);(97.0289544,0.7797175329);(107.0133043,1.396942701);(107.0496898,1.717480855);(108.0449388,1.036600518);(122.0605889,0.6270383136);(123.0446045,13.87041643);(125.0602545,0.9140114542);(134.0605889,0.9283155653);(150.0555035,2.837253652);(152.0711536,0.4553262019);(168.0296827,0.4379296066);(170.0453327,0.3779520299);(178.0504181,0.8022031738) | |
| Predicted LC-MS/MS | Not Available | Negative | low | View Spectrum | (17.00273965,0.0500403659);(28.01872406,0.0269990686);(41.00273965,0.0605698924);(44.99765427,0.6529933452);(56.01363868,0.316287638);(67.01838972,0.0079333139);(69.99290324,0.0950820634);(72.0085533,0.2628010141);(93.03403978,2.335321443);(100.0034679,1.359170351);(106.0292887,0.0195749945);(108.0449388,0.0254884926);(120.0449388,0.0085554948);(121.0289544,1.461538274);(123.0446045,0.7156751166);(126.019118,0.0314478326);(128.0347681,0.0236491421);(132.0449388,0.3074909473);(140.0347681,0.0180182681);(148.0034679,0.0069654907);(148.0398534,1.574867508);(150.019118,0.0419223478);(150.0555035,13.97674352);(152.0347681,0.0793351726);(154.0140326,0.0504406379);(164.0347681,0.1419511071);(166.0140326,0.0209975074);(168.0296827,0.1247997998);(176.0347681,2.171522084);(178.0140326,0.1246737062);(194.0453327,73.90714406) | |
| Predicted LC-MS/MS | Not Available | Negative | med | View Spectrum | (17.00273965,0.1593508001);(44.99765427,0.6110774074);(51.0234751,0.1013111743);(56.01363868,2.404631102);(63.0234751,0.0924904782);(67.01838972,0.2163726291);(69.99290324,0.5630168413);(72.0085533,0.6831174453);(93.03403978,13.53639155);(100.0034679,5.658338486);(108.0449388,0.1512422461);(120.0449388,0.1333258023);(121.0289544,3.637082197);(123.0446045,0.715854769);(124.0034679,0.0800252073);(126.019118,0.1154273056);(128.0347681,0.1063739804);(132.0449388,0.8589204962);(140.0347681,0.1048449573);(148.0034679,0.2379015586);(148.0398534,3.539539922);(150.019118,0.5125948569);(150.0555035,16.85637165);(152.0347681,0.6972635037);(154.0140326,0.0963524985);(164.0347681,0.3688638946);(166.0140326,0.1751257452);(168.0296827,0.2933481016);(176.0347681,1.808748063);(178.0140326,0.9311254984);(194.0453327,44.55356984) | |
| Predicted LC-MS/MS | Not Available | Negative | high | View Spectrum | (26.003074,0.8683169991);(29.00273965,1.001360971);(41.00273965,0.9773159233);(44.99765427,3.081786022);(49.00782503,1.636580194);(51.0234751,1.978796901);(53.00273965,2.040321658);(53.99798862,1.757488645);(56.01363868,4.899571564);(63.0234751,3.093455466);(65.00273965,0.6851036825);(67.01838972,4.235057622);(69.03403978,0.6136305821);(69.99290324,4.352469314);(72.0085533,10.50258277);(74.02420337,0.7396794957);(77.00273965,1.435844371);(79.01838972,2.745375413);(93.03403978,26.7574054);(100.0034679,8.173481144);(121.0289544,7.925732067);(123.0446045,1.412365631);(132.0449388,0.5896123395);(148.0398534,1.440730393);(150.019118,0.624735582);(150.0555035,1.217447378);(152.0347681,1.069171484);(168.0296827,0.9736210273);(176.0347681,1.42048398);(178.0140326,0.6827314562);(194.0453327,1.067744516) | |
| Predicted LC-MS/MS | Not Available | Positive | low | View Spectrum | (93.03349,16.8);(93.03349,16.8);(93.03349,16.8);(93.03349,16.8);(121.02841,100.0);(121.02841,100.0);(121.02841,100.0);(121.02841,100.0);(121.02841,100.0);(196.06043,13.53);(196.06043,13.53);(196.06043,13.53);(196.06043,13.53);(196.06043,13.53);(196.06043,13.53);(196.06043,13.53) | |
| Predicted LC-MS/MS | Not Available | Positive | medium | View Spectrum | (56.01309,4.87);(58.02874,6.13);(58.02874,6.13);(93.03349,18.52);(93.03349,18.52);(93.03349,18.52);(93.03349,18.52);(95.04914,17.13);(95.04914,17.13);(95.04914,17.13);(95.04914,17.13);(121.02841,100.0);(121.02841,100.0);(121.02841,100.0);(121.02841,100.0);(121.02841,100.0);(150.05495,43.42);(150.05495,43.42);(150.05495,43.42);(150.05495,43.42);(150.05495,43.42);(150.05495,43.42);(150.05495,43.42);(178.04987,5.96);(178.04987,5.96);(178.04987,5.96);(196.06043,4.46);(196.06043,4.46);(196.06043,4.46);(196.06043,4.46);(196.06043,4.46);(196.06043,4.46);(196.06043,4.46) | |
| Predicted LC-MS/MS | Not Available | Positive | high | View Spectrum | (41.03858,11.21);(51.02293,18.0);(53.03858,17.19);(65.03858,100.0);(67.05423,12.36);(79.05423,32.2);(93.03349,46.11);(93.03349,46.11);(93.03349,46.11);(93.03349,46.11);(95.04914,40.53);(95.04914,40.53);(95.04914,40.53);(95.04914,40.53);(107.04914,11.05);(107.04914,11.05);(121.02841,36.56);(121.02841,36.56);(121.02841,36.56);(121.02841,36.56);(121.02841,36.56) | |
| 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);(150.05605,68.92);(150.05605,68.92);(150.05605,68.92);(150.05605,68.92);(150.05605,68.92);(150.05605,68.92);(150.05605,68.92);(194.04588,53.61);(194.04588,53.61);(194.04588,53.61);(194.04588,53.61);(194.04588,53.61);(194.04588,53.61);(194.04588,53.61) | |
| Predicted LC-MS/MS | Not Available | Negative | medium | View Spectrum | (56.01419,6.87);(56.01419,6.87);(74.02475,4.91);(93.03459,100.0);(93.03459,100.0);(93.03459,100.0);(93.03459,100.0);(95.05024,15.01);(95.05024,15.01);(95.05024,15.01);(95.05024,15.01);(148.0404,5.44);(148.0404,5.44);(148.0404,5.44);(148.0404,5.44);(148.0404,5.44);(150.05605,28.16);(150.05605,28.16);(150.05605,28.16);(150.05605,28.16);(150.05605,28.16);(150.05605,28.16);(150.05605,28.16) | |
| Predicted LC-MS/MS | Not Available | Negative | high | View Spectrum | (65.03967,9.0);(77.03967,7.58);(93.03459,100.0);(93.03459,100.0);(93.03459,100.0);(93.03459,100.0) |
Food Sources
No food source information available
Food Sources of its Food Phytochemical(s)
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 | ||||
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Caffeic acid | 3-Hydroxyhippuric acid | rat | urine | host-gut microbiota co-metabolite | Not Available | Not Available | Not Available | C9H9NO4 | 195.053157774 | Publications | |||
| 5-O-Caffeoylquinic acid | 3-Hydroxyhippuric acid | rat | urine | host-gut microbiota co-metabolite | Not Available | Not Available | Not Available | C9H9NO4 | 195.053157774 | Publications | |||
| Coumaric acid (m-) | 3-Hydroxyhippuric acid | rat | urine | Not Available | Not Available | Not Available | Not Available | C9H9NO4 | 195.053157774 | Publications | |||
| (-)-Epicatechin | 3-Hydroxyhippuric acid | human | urine | host-gut microbiota co-metabolite | Not Available | Not Available | 5-10% | C9H9NO4 | 195.053157774 | Detailed Intervention Studies | Publications | ||
| Orange flavanones | 3-Hydroxyhippuric acid | human | plasma, urine, urine (minor) | gut microbiota metabolite | 5h-8h | 20-50 nmol/L | 5-10% | C9H9NO4 | 195.053157774 | Detailed Intervention Studies | Publications | ||
| Rutin | 3-Hydroxyhippuric acid | human | urine | gut microbiota metabolite | Not Available | Not Available | Not Available | C9H9NO4 | 195.053157774 | Publications | |||
| Quercetin | 3-Hydroxyhippuric acid | human | urine | gut microbiota metabolite | Not Available | Not Available | Not Available | C9H9NO4 | 195.053157774 | Publications | |||
| Cocoa Flavan-3-ols | 3-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 | 3-Hydroxyhippuric acid | human | plasma, urine | host-gut microbiota co-metabolite | 5h-8h | 20-50 nmol/L | <1% | C9H9NO4 | 195.053157774 | Detailed Intervention Studies | Publications |
Inter-Individual Variations in Metabolism
| Food Phytochemical | Metabolite | Effect | Value | |||
|---|---|---|---|---|---|---|
| Cocoa Flavan-3-ols | 3-Hydroxyhippuric acid | Microbiota | Effect, clusters | Publications |