PhytoHub: Showing entry for Homovanillic acid sulfate

Homovanillic acid sulfate

Identification

PhytoHub ID

PHUB001375

Name

Homovanillic acid sulfate

Systematic Name

Methoxy-phenylacetic acid-sulfate

Synonyms

Not Available

CAS Number

Not Available

Average Mass

262.23

Monoisotopic Mass

262.014723836

Chemical Formula

C₉H₁₀O₇S

IUPAC Name

2-[3-methoxy-4-(sulfooxy)phenyl]acetic acid

InChI Key

IACOAKYXFIWAQN-UHFFFAOYSA-N

InChI Identifier

InChI=1S/C9H10O7S/c1-15-8-4-6(5-9(10)11)2-3-7(8)16-17(12,13)14/h2-4H,5H2,1H3,(H,10,11)(H,12,13,14)

SMILES

COC1=C(OS(O)(=O)=O)C=CC(CC(O)=O)=C1

Structure

Similar Structures

Calculated Properties

Solubility (ALOGPS): 1.34e+00 g/l
LogS (ALOGPS): -2.29
LogP (ALOGPS): -0.75
Hydrogen Acceptors: 6
Hydrogen Donors: 2
Rotatable Bond Count: 5
Polar Surface Area: 110.13000000000001
Refractivity: 55.801500000000004
Polarizability: 22.87671875642655
Formal Charge: 0
Physiological Charge: -2
pKa (strongest basic): -4.9191687375379445
pKa (strongest acidic): -2.246608083148126
Number of Rings: 1
Rule of Five: Yes
Bioavailability: Yes
Ghose Filter: Yes
Veber's Rule: No
MDDR-like Rule: No

External Links

ChEBI: 88405
PubChem: 29981063
Phenol-Explorer: 1053
FooDB (Compounds): FDB028403
PeakForestCompound: 000833

Taxonomy as Metabolite

Family: (Poly)phenol metabolites
Class: Phenolic acid metabolites
Sub-class: Phenylacetic acids

Taxonomy of its Food Phytochemical Precursor(s)

Food Phytochemical	Family	Class	Sub-class
Orange flavanones	Polyphenols	Flavonoids	Flavanones	Show Food Phytochemical
Black tea Flavan-3-ols	Polyphenols	Flavonoids	Flavan-3-ols	Show Food Phytochemical
Virgin olive oil Secoiridoids		Not Available	Not Available	Show Food Phytochemical
Hydroxytyrosol	Polyphenols	Miscellaneous polyphenols	Not Available	Show Food Phytochemical

Classyfire Taxonomy

Kingdom Name: Organic compounds
Class: Organic sulfuric acids and derivatives
Super-class: Organic acids and derivatives
Sub-class: Arylsulfates
Direct Parent Name: Phenylsulfates
Alternative Parent Names: ["Alkyl aryl ethers", "Anisoles", "Carbonyl compounds", "Carboxylic acids", "Hydrocarbon derivatives", "Methoxybenzenes", "Monocarboxylic acids and derivatives", "Organic oxides", "Phenoxy compounds", "Sulfuric acid monoesters"]
External Descriptor Annotations: Not Available
Substituent Names: ["Alkyl aryl ether", "Anisole", "Aromatic homomonocyclic compound", "Benzenoid", "Carbonyl group", "Carboxylic acid", "Carboxylic acid derivative", "Ether", "Hydrocarbon derivative", "Methoxybenzene", "Monocarboxylic acid or derivatives", "Monocyclic benzene moiety", "Organic oxide", "Organic oxygen compound", "Organooxygen compound", "Phenol ether", "Phenoxy compound", "Phenylsulfate", "Sulfate-ester", "Sulfuric acid ester", "Sulfuric acid monoester"]

Spectra from Phytohub

Spectrum Type	Instrument Type	Ion Mode	Collision Energy Level	View	Peaks

Predicted GC-MS	GC-MS	Positive	Not Available	View Spectrum	(27.02292522,2.226470348);(44.99710422,4.16420874);(49.00727602,1.766116886);(55.01783932,1.863786235);(80.96408832,3.737030267);(123.0440518,2.190953846);(135.0440518,5.893709912);(136.0518764,2.48896635);(137.059701,10.5710632);(138.0675256,2.059201816);(149.0233167,2.034216431);(151.0389659,1.748195481);(153.0546151,1.999632634);(165.0546151,2.370677283);(167.03388,1.926985476);(178.0260554,1.80623699);(179.03388,2.08482507);(180.0417046,1.811245606);(181.0495292,3.467666717);(182.0573538,5.323981029);(187.00595,2.621329248);(203.0008641,2.915157539);(216.0086887,4.136582735);(217.0165133,7.799585789);(218.0243379,3.46192096);(218.9957782,2.858652116);(229.9879536,1.857483905);(244.0036028,2.872489604);(245.0114274,3.764035113);(246.9906923,2.813915227);(262.0141661,3.363677444)
Predicted GC-MS	GC-MS	Positive	Not Available	View Spectrum	(59.03115062,0.8351271878);(71.03115062,0.7686354303);(73.01041552,0.7985653476);(73.04679982,8.197653998);(75.02606472,3.095298279);(80.96408832,0.9418837084);(89.04171392,5.134572887);(90.04953852,1.557405262);(91.05736312,1.34056973);(117.036628,1.145890814);(122.9746516,1.096087631);(135.0440518,0.7252490768);(137.059701,3.334124475);(165.0546151,1.161522417);(167.0522772,0.7095604295);(187.00595,0.8598651278);(203.0008641,1.03942922);(216.0086887,1.242103561);(217.0165133,3.987416621);(218.0243379,1.428915483);(239.0734038,1.409831159);(245.0114274,2.061148766);(251.0734038,0.9813444433);(253.089053,1.397457931);(254.0968776,0.8413003146);(261.0063415,1.198002108);(262.0141661,1.153099264);(263.0219907,0.7535629563);(318.0223915,0.8024184973);(319.0302161,3.570620388);(334.0536899,0.7257398676)
Predicted GC-MS	GC-MS	Ei	Not Available	View Spectrum	(25.00727602,0.7544541371);(44.99710422,2.141095135);(49.00727602,0.9443781581);(51.02292522,0.8821192803);(55.01783932,0.9617911873);(80.96408832,0.9424493102);(122.9746516,0.8213246403);(134.9746516,0.9456392685);(135.0440518,2.59426999);(136.0518764,0.9869190064);(136.9903008,0.8502452664);(137.059701,4.149110019);(138.0675256,0.7865476898);(153.0546151,1.009983676);(165.0546151,1.070758597);(178.0260554,0.9555371813);(179.03388,1.180816638);(181.0495292,1.580070312);(182.0573538,1.90554122);(187.00595,1.214341653);(201.9930395,0.7808718629);(203.0008641,1.71571054);(216.0086887,2.510669502);(217.0165133,4.420366995);(218.0243379,2.000915722);(218.9957782,1.515429408);(244.0036028,1.74267908);(245.0114274,1.842655502);(245.9828677,0.9082357243);(246.9906923,1.537618991);(262.0141661,1.848791554)
LC-MS/MS	Not Available	Negative	Not Available	View Spectrum	(79.95736,5.1);(80.96529,2.0);(95.95189,2.1);(122.03666,6.6);(137.06097,11.1);(179.03634,1.5);(181.05075,79.4);(217.01813,14.0);(261.00737,100.0)
LC-MS/MS	Not Available	Negative	Not Available	View Spectrum	(122.0353,1.56);(137.0589,3.53);(181.0484,32.02);(217.0152,9.21);(261.0052,100.0)
LC-MS/MS	Not Available	Negative	Not Available	View Spectrum	(77.0385,2.64);(79.9563,9.99);(80.9642,1.65);(94.0417,2.17);(95.9512,2.23);(105.0337,5.98);(107.0493,3.24);(121.029,1.94);(122.0365,80.02);(136.0523,1.92);(137.0602,100.0);(181.0497,23.37)
LC-MS/MS	Not Available	Negative	Not Available	View Spectrum	(77.04021,1.8);(79.95701,15.0);(80.96555,3.8);(95.95173,3.6);(105.03539,2.0);(107.05002,1.7);(122.03731,56.1);(137.06091,87.7);(166.02776,3.8);(181.0511,100.0);(201.99503,2.1);(217.01842,5.7);(261.00834,6.0)
LC-MS/MS	Not Available	Negative	Not Available	View Spectrum	(31.01804,1.2);(77.03928,30.2);(79.95724,41.6);(85.02709,2.4);(93.03459,3.5);(94.04283,16.5);(95.95211,5.1);(96.95964,2.4);(105.03368,13.2);(107.0499,9.7);(108.0232,1.9);(121.02876,8.3);(122.0372,100.0);(123.04359,1.6);(136.05121,4.2);(137.06095,62.1)
LC-MS/MS	LC-ESI-QTOF	Negative	low	View Spectrum	(79.9553,0.00700443);(80.9632,0.00445199);(95.9499,0.00444609);(122.0353,0.01563959);(137.0589,0.03527326);(179.033,0.00308715);(181.0484,0.32023634);(201.9916,0.00265022);(217.0152,0.09205318);(261.0052,1.0)
LC-MS/MS	LC-ESI-QTOF	Negative	medium	View Spectrum	(77.0385,0.02639831);(79.9563,0.09991525);(80.9642,0.0164661);(94.0417,0.02173729);(95.9512,0.02231356);(105.0337,0.05975424);(107.0493,0.03237288);(108.0208,0.00575339);(121.029,0.01940678);(122.0365,0.80016949);(123.044,0.00744237);(135.0442,0.00807458);(136.0523,0.01920339);(137.0602,1.0);(166.0264,0.00894068);(181.0497,0.23372881);(201.9928,0.00564661);(217.0169,0.00885593)
Predicted LC-MS/MS	Not Available	Positive	low	View Spectrum	(19.01838972,0.2133053137);(44.99765427,0.0796849239);(57.03403978,0.1211188585);(67.01838972,0.0378332757);(71.01330434,0.1754065844);(80.96463989,1.05219542);(82.98028996,0.1197912207);(85.0289544,0.1000718952);(107.0496898,0.0520021474);(109.0289544,0.057533476);(112.9908546,0.0541532078);(123.0446045,0.0402878124);(127.0395191,0.0930895187);(133.0289544,0.0715825264);(136.9908546,0.0880987355);(141.0551691,0.1070655318);(151.0395191,0.3033586916);(152.9857693,0.0569107551);(163.0395191,0.0464056769);(165.0551691,0.25529062);(179.0014193,0.0578439246);(181.0500838,0.0614513664);(183.0657338,0.6590026994);(193.0170694,0.0507112606);(204.9806839,0.0374774882);(215.0014193,0.3413008791);(219.0327195,2.148447127);(233.011984,0.3558653601);(245.011984,40.38757801);(246.9912486,0.0670375255);(263.0225487,52.70809817)
Predicted LC-MS/MS	Not Available	Positive	med	View Spectrum	(19.01838972,0.1190672899);(57.03403978,0.3723836807);(59.04968984,0.2539544555);(67.01838972,0.2532383559);(71.01330434,0.2483018798);(80.96463989,6.384260717);(82.98028996,0.3906765251);(85.0289544,0.3463990584);(95.01330434,0.1494801131);(123.0446045,0.1682666003);(133.0289544,0.1265514622);(136.9908546,0.1415426355);(137.0602545,5.650930173);(139.0759046,2.200354727);(141.0551691,0.1501219539);(151.0395191,0.6913112506);(153.0551691,0.8030111366);(163.0395191,1.32521085);(165.0551691,9.006621756);(167.0344337,1.672275741);(181.0500838,1.864703288);(183.0657338,18.60544403);(193.0170694,0.1573771987);(204.9806839,0.1837093193);(215.0014193,0.6735931228);(218.9963339,0.1452127092);(219.0327195,3.768981451);(233.011984,0.2589935991);(237.0068986,0.3330629113);(245.011984,26.48802481);(263.0225487,17.0669372)
Predicted LC-MS/MS	Not Available	Positive	high	View Spectrum	(27.0234751,1.479146787);(41.03912516,1.445898695);(44.99765427,1.617419989);(51.0234751,14.26500843);(67.01838972,1.851889915);(67.05477522,4.123617501);(71.01330434,2.50960842);(80.96463989,4.078503502);(81.03403978,2.249776648);(85.0289544,3.667828576);(93.03403978,4.184894259);(95.01330434,2.44705395);(107.0496898,10.89926343);(111.0446045,4.277758967);(121.0289544,3.803443931);(133.0289544,1.633751281);(136.9908546,0.9730292588);(137.0602545,4.266776934);(139.0759046,1.291031327);(151.0395191,2.800504286);(160.9908546,1.39569484);(163.0395191,0.9504853416);(165.0551691,2.074609299);(167.0344337,1.64139816);(183.0657338,1.47091964);(189.0221548,1.463281991);(215.0014193,3.260120693);(219.0327195,5.700851741);(233.011984,1.489018644);(245.011984,4.331019796);(263.0225487,2.356393766)
Predicted LC-MS/MS	Not Available	Negative	low	View Spectrum	(17.00273965,0.1873613563);(65.03912516,0.0133891662);(80.96463989,0.9597159779);(83.01330434,0.007772149);(92.99765427,0.0035420911);(95.04968984,0.0294525832);(105.0340398,0.0070235929);(109.0289544,0.0219734541);(120.9595545,0.0120504023);(121.0289544,0.0047885846);(134.9752046,0.0032743295);(135.0446045,0.9400878555);(137.0602545,1.142845668);(139.0395191,0.0849572799);(149.023869,0.0411413111);(151.0395191,0.0229261357);(161.023869,0.0073225925);(163.0395191,0.1532350782);(165.0187836,0.2674382292);(176.9857693,0.1670193511);(179.0344337,0.2580313264);(181.0500838,3.359541927);(187.0065047,0.2828298959);(204.9806839,0.013110866);(212.9857693,0.0124717104);(217.0170694,31.29224939);(230.9963339,0.1716910199);(234.9912486,0.0157284351);(242.9963339,3.067668825);(244.9755985,0.049597492);(261.0068986,57.39976192)
Predicted LC-MS/MS	Not Available	Negative	med	View Spectrum	(17.00273965,0.1669520832);(44.99765427,0.1194286951);(65.03912516,0.5354413059);(80.96463989,1.681135423);(91.01838972,0.1556255371);(92.99765427,0.2341283559);(95.04968984,0.7152760139);(105.0340398,0.2911365253);(109.0289544,0.700118041);(123.008219,0.0936759559);(125.023869,0.3559112347);(135.0446045,9.535519405);(137.0602545,7.745068138);(139.0395191,1.10229885);(149.023869,1.964198002);(151.0395191,1.06437631);(160.9908546,0.2036359653);(161.023869,0.2522076245);(163.0395191,2.916976165);(165.0187836,9.210287938);(179.0344337,3.326849638);(181.0500838,21.82551292);(187.0065047,1.072214743);(202.9650338,0.2204171099);(204.9806839,0.1400208218);(212.9857693,0.1223364614);(217.0170694,14.22164936);(230.9963339,0.5753821738);(242.9963339,2.97281213);(244.9755985,0.2530962078);(261.0068986,16.22631087)
Predicted LC-MS/MS	Not Available	Negative	high	View Spectrum	(41.00273965,0.3237038724);(44.99765427,0.6291826359);(53.00273965,0.2627734236);(55.01838972,0.4217800559);(59.01330434,0.3309968027);(65.00273965,0.2652363818);(80.96463989,16.39054198);(83.01330434,0.5165025084);(97.0289544,0.3142377107);(109.0289544,1.232917646);(120.9925689,0.4708311578);(123.008219,1.463489022);(125.023869,1.131178933);(135.0446045,8.917974902);(137.0602545,7.427294711);(139.0395191,1.041594597);(149.023869,5.821396769);(151.0395191,4.213770535);(161.023869,0.4092831994);(163.0395191,6.766986139);(165.0187836,27.69785697);(179.0344337,1.365962297);(181.0500838,7.299114354);(186.9701192,0.3625654916);(187.0065047,0.8515285865);(202.9650338,0.2996847359);(212.9857693,0.657163181);(217.0170694,0.9012073303);(230.9963339,0.3986585253);(242.9963339,1.521022938);(261.0068986,0.2935626009)
Predicted LC-MS/MS	Not Available	Negative	low	View Spectrum	(135.04515,27.82);(217.01762,100.0);(217.01762,100.0);(261.00745,21.75);(261.00745,21.75);(261.00745,21.75);(261.00745,21.75)
Predicted LC-MS/MS	Not Available	Negative	medium	View Spectrum	(96.9601,100.0);(217.01762,42.35);(217.01762,42.35);(261.00745,7.83);(261.00745,7.83);(261.00745,7.83);(261.00745,7.83)
Predicted LC-MS/MS	Not Available	Negative	high	View Spectrum	(55.01894,2.52);(80.96519,4.29);(96.9601,100.0);(120.9601,5.19);(121.0295,2.53)
Predicted LC-MS/MS	Not Available	Positive	low	View Spectrum	(137.05971,40.86);(137.05971,40.86);(217.01652,84.61);(217.01652,84.61);(217.01652,84.61);(217.01652,84.61);(245.01144,78.21);(245.01144,78.21);(245.01144,78.21);(245.01144,78.21);(245.01144,78.21);(263.022,100.0);(263.022,100.0);(263.022,100.0);(263.022,100.0);(263.022,100.0);(263.022,100.0)
Predicted LC-MS/MS	Not Available	Positive	medium	View Spectrum	(135.04406,31.6);(135.04406,31.6);(135.04406,31.6);(137.05971,100.0);(137.05971,100.0);(151.03897,16.56);(151.03897,16.56);(151.03897,16.56);(165.05462,45.07);(165.05462,45.07);(165.05462,45.07);(165.05462,45.07);(165.05462,45.07);(181.04954,12.42);(181.04954,12.42);(181.04954,12.42);(181.04954,12.42);(183.06519,18.4);(183.06519,18.4);(183.06519,18.4);(183.06519,18.4);(183.06519,18.4);(183.06519,18.4);(183.06519,18.4);(217.01652,25.4);(217.01652,25.4);(217.01652,25.4);(217.01652,25.4);(245.01144,11.8);(245.01144,11.8);(245.01144,11.8);(245.01144,11.8);(245.01144,11.8);(263.022,20.88);(263.022,20.88);(263.022,20.88);(263.022,20.88);(263.022,20.88);(263.022,20.88)
Predicted LC-MS/MS	Not Available	Positive	high	View Spectrum	(65.03858,3.5);(80.96409,6.72);(95.04914,4.49);(95.04914,4.49);(105.03349,4.64);(107.04914,11.77);(107.04914,11.77);(109.02841,3.96);(109.02841,3.96);(111.04406,3.57);(111.04406,3.57);(121.06479,38.14);(123.04406,6.94);(123.04406,6.94);(123.08044,4.49);(135.04406,25.09);(135.04406,25.09);(135.04406,25.09);(137.05971,100.0);(137.05971,100.0);(139.07536,6.82);(153.05462,5.28);(153.05462,5.28);(181.04954,5.27);(181.04954,5.27);(181.04954,5.27);(181.04954,5.27);(201.02161,9.22);(217.01652,4.43);(217.01652,4.43);(217.01652,4.43);(217.01652,4.43)

Food Sources

No food source information available

Food Sources of its Food Phytochemical(s)

	Food Phytochemical	Food Source	Food Source Group
	Hydroxytyrosol	Olive, black	Fruit, Drupes	Publications	Show
	Hydroxytyrosol	Olive, green	Fruit, Drupes	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	Homovanillic acid sulfate	Not Available	Not Available	host metabolism	Not Available	Not Available	Not Available	C₉H₁₀O₇S	262.014723836
Black tea Flavan-3-ols	Homovanillic acid sulfate	human	plasma	host-gut microbiota co-metabolite	5h-8h	Not Available	Not Available	C₉H₁₀O₇S	262.014723836	Detailed Intervention Studies	Publications
Virgin olive oil Secoiridoids	Homovanillic acid sulfate	human	plasma, urine	unknown	1h-3h	200-500nmol/L	Not Available	C₉H₁₀O₇S	262.014723836	Detailed Intervention Studies	Publications
Hydroxytyrosol	Homovanillic acid sulfate	human	plasma	unknown	Not Available	0.5-2µmol/L	Not Available	C₉H₁₀O₇S	262.014723836	Detailed Intervention Studies	Publications

Inter-Individual Variations in Metabolism

	Food Phytochemical		Metabolite	Effect	Value

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Showing entry for Homovanillic acid sulfate