Homovanillic acid glucuronide
Showing entry for Homovanillic acid glucuronide
Identification
- PhytoHub ID
- PHUB001340
- Name
- Homovanillic acid glucuronide
- Systematic Name
- 3'-methoxyphenylacetic acid-4'-glucuronide
- Synonyms
- 3'-Methoxy-4'-hydroxyphenylacetic acid glucuronide
- CAS Number
- Not Available
- Average Mass
- 358.299
- Monoisotopic Mass
- 358.08999678
- Chemical Formula
- C15H18O10
- IUPAC Name
- (2S,3S,4S,5R,6S)-6-{[4-(carboxymethyl)-2-methoxyphenylidene]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid
- InChI Key
- CXBMXYMXMRBMJY-DKBOKBLXSA-N
- InChI Identifier
InChI=1S/C15H18O10/c1-23-8-4-6(5-9(16)17)2-3-7(8)24-15-12(20)10(18)11(19)13(25-15)14(21)22/h2-4,10-13,15,18-20H,5H2,1H3,(H,16,17)(H,21,22)/t10-,11-,12+,13-,15+/m0/s1
- SMILES
[H][C@@]1(OC2=C(OC)C=C(CC(O)=O)C=C2)O[C@]([H])(C(O)=O)[C@@]([H])(O)[C@]([H])(O)[C@@]1([H])O
- Structure
Structure for Homovanillic acid glucuronide
Calculated Properties
- Solubility (ALOGPS)
- 6.51e+00 g/l
- LogS (ALOGPS)
- -1.74
- LogP (ALOGPS)
- -0.63
- Hydrogen Acceptors
- 10
- Hydrogen Donors
- 5
- Rotatable Bond Count
- 6
- Polar Surface Area
- 162.97999999999996
- Refractivity
- 77.82150000000001
- Polarizability
- 32.906590839707754
- Formal Charge
- 0
- Physiological Charge
- -2
- pKa (strongest basic)
- -3.6868279760573466
- pKa (strongest acidic)
- 2.9773414080285465
- Number of Rings
- 2
- Rule of Five
- Yes
- Bioavailability
- Yes
- Ghose Filter
- No
- 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
- Phenylacetic acids
Taxonomy of its Food Phytochemical Precursor(s)
| Food Phytochemical | Family | Class | Sub-class | |
|---|---|---|---|---|
| Orange flavanones | Polyphenols | Flavonoids | Flavanones | 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
- ["Acetals", "Alkyl aryl ethers", "Anisoles", "Beta hydroxy acids and derivatives", "Carbonyl compounds", "Carboxylic acids", "Dicarboxylic acids and derivatives", "Hexoses", "Hydrocarbon derivatives", "Methoxybenzenes", "O-glucuronides", "O-glycosyl compounds", "Organic oxides", "Oxacyclic compounds", "Oxanes", "Phenoxy compounds", "Polyols", "Pyrans", "Secondary alcohols"]
- External Descriptor Annotations
- Not Available
- Substituent Names
- ["1-o-glucuronide", "Acetal", "Alcohol", "Alkyl aryl ether", "Anisole", "Aromatic heteromonocyclic compound", "Benzenoid", "Beta-hydroxy acid", "Carbonyl group", "Carboxylic acid", "Carboxylic acid derivative", "Dicarboxylic acid or derivatives", "Ether", "Glucuronic acid or derivatives", "Hexose monosaccharide", "Hydrocarbon derivative", "Hydroxy acid", "Methoxybenzene", "Monocyclic benzene moiety", "Monosaccharide", "O-glucuronide", "O-glycosyl compound", "Organic oxide", "Organoheterocyclic compound", "Oxacycle", "Oxane", "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 GC-MS | GC-MS | Ei | Not Available | View Spectrum | (29.00219012,2.352439869);(44.99710422,2.927728015);(58.00492882,1.042735478);(59.01275342,5.136344887);(60.02057802,1.065698191);(87.00766752,0.9493197511);(88.01549212,1.35860338);(89.02331672,3.007857061);(90.03114132,1.400895003);(137.059701,2.969350474);(179.03388,1.117029634);(181.0495292,1.162033499);(182.0573538,1.39591219);(183.0651784,0.9569688113);(223.0600925,1.305816793);(224.0679171,0.8704558198);(239.0550066,1.493387649);(240.0628312,1.163535473);(252.0628312,0.97070593);(253.0706558,1.519548657);(254.0784804,1.100509925);(270.0733945,1.054062988);(283.0812191,0.8820663799);(297.060484,0.9753869315);(312.0839578,1.234503066);(313.0917824,2.046512772);(314.099607,0.8660232324);(327.0710473,0.8459226964);(328.0788719,0.8603937546);(340.0788719,2.706002068);(341.0866965,2.627182363) | |
| Predicted LC-MS/MS | Not Available | Positive | low | View Spectrum | (87.00821896,0.5344284642);(99.00821896,0.5081737944);(117.0187836,0.6758644141);(137.0602545,2.790840814);(139.0759046,0.9739190339);(149.0602545,0.956544162);(151.0395191,0.3662776748);(159.0293483,0.7281594768);(165.0551691,8.931206149);(167.0344337,0.8742829232);(167.0708192,2.968916217);(175.0242629,0.2739363886);(177.039913,2.160900667);(181.0500838,0.3318519541);(183.0657338,19.19356106);(187.097034,0.282191478);(279.0504777,0.696875377);(281.0661278,1.174323151);(295.0817778,2.735190761);(297.0610424,1.032250243);(297.0974279,0.8218936237);(299.0766924,2.975209134);(311.0766924,0.3825309301);(313.0923425,4.687091523);(315.1079926,0.5470540124);(323.0766924,9.230677314);(323.0766924,0.5920250467);(327.0716071,0.2999320097);(341.0872571,5.414877937);(341.0872571,13.45260811);(359.0978218,13.40640616) | |
| Predicted LC-MS/MS | Not Available | Positive | med | View Spectrum | (43.01838972,0.3924080861);(125.0602545,2.012863058);(131.0344337,0.4919483408);(137.0602545,13.72516072);(139.0759046,6.151169446);(149.0602545,0.3412943293);(151.0395191,1.50495432);(153.0551691,1.609937501);(157.0864693,0.4286027506);(159.0293483,2.260328279);(161.0449984,0.3629608959);(163.0395191,0.5312646926);(165.0551691,15.25548501);(167.0344337,3.211081241);(167.0708192,2.741158397);(177.039913,3.285091682);(181.0500838,0.7731403907);(183.0657338,26.30087668);(267.0868632,0.5629117838);(279.0504777,0.6716810988);(281.0661278,0.9481614414);(295.0817778,2.586352974);(297.0610424,0.3887448396);(297.0974279,1.14537103);(299.0766924,1.07353129);(313.0923425,3.340306169);(315.1079926,0.4028238332);(323.0766924,3.006406161);(341.0872571,1.03915728);(341.0872571,2.243299696);(359.0978218,1.211526578) | |
| Predicted LC-MS/MS | Not Available | Positive | high | View Spectrum | (43.01838972,1.299024506);(59.01330434,0.9646126445);(71.01330434,1.346039694);(73.0289544,1.685716328);(85.0289544,0.8886847086);(87.00821896,3.933096591);(89.02386902,1.126495807);(105.0187836,1.096081136);(109.0653399,1.00387603);(111.0446045,1.691739611);(117.0187836,2.460694034);(123.08099,0.8157031448);(125.0602545,4.700413331);(131.0344337,1.322074994);(137.0602545,14.79179261);(139.0759046,7.305440193);(149.0602545,1.362018616);(151.0395191,3.34256307);(153.0551691,1.337864774);(159.0293483,1.956026028);(161.0449984,1.760647258);(163.0395191,1.111471735);(165.0551691,11.3653826);(167.0344337,11.98541262);(167.0708192,1.64194005);(169.0864693,0.8335247466);(177.039913,0.999227568);(181.0500838,1.605305491);(183.0657338,12.19715916);(279.0504777,1.132154801);(281.0661278,0.9378161286) | |
| Predicted LC-MS/MS | Not Available | Negative | low | View Spectrum | (41.00273965,0.6449400554);(59.01330434,0.9253614568);(71.01330434,1.617534731);(73.0289544,0.5773065712);(87.00821896,1.224023349);(103.0031336,1.516255282);(117.0187836,2.316459483);(135.0446045,1.789257965);(137.0602545,3.416469453);(147.0293483,1.983077798);(163.0395191,0.8462197437);(165.0187836,1.407480845);(175.0242629,1.197144137);(177.0551691,2.083144429);(181.0500838,15.3638433);(205.0500838,0.6641252868);(207.0657338,1.927549463);(223.0606485,1.169257569);(237.0762985,0.7018281324);(239.0555631,0.7135832872);(265.0712131,0.6634523812);(267.0868632,1.165493513);(269.1025133,2.28398909);(295.0817778,3.922333848);(297.0610424,1.050023248);(311.0766924,3.699297332);(313.0923425,15.23663554);(327.0716071,0.7417247941);(339.0716071,0.5816965927);(339.0716071,3.649831079);(357.0821717,24.92066025) | |
| Predicted LC-MS/MS | Not Available | Negative | med | View Spectrum | (43.01838972,1.36637625);(59.01330434,2.937713051);(72.99256889,0.9398734224);(73.0289544,1.558272441);(87.00821896,2.368782342);(103.0395191,1.44099629);(117.0187836,0.9343025877);(131.0344337,0.7619471632);(135.0446045,5.714663495);(137.0602545,6.028188276);(145.0136983,0.8424091898);(147.0293483,1.329332371);(149.023869,1.130556711);(151.0395191,1.087528268);(163.0395191,2.864958279);(165.0187836,9.558163294);(175.0242629,1.149090014);(181.0500838,24.5161542);(195.0657338,0.8018333523);(223.0606485,1.216982882);(239.0555631,0.8518630901);(267.0868632,2.122485612);(269.1025133,1.901445302);(295.0817778,5.427304578);(297.0610424,3.445187685);(311.0766924,2.726398468);(313.0923425,6.161872341);(327.0716071,1.075800899);(339.0716071,3.123967453);(341.0508716,0.9099594601);(357.0821717,3.705591235) | |
| Predicted LC-MS/MS | Not Available | Negative | high | View Spectrum | (41.00273965,2.046733947);(43.01838972,4.024231061);(44.99765427,0.5552433603);(55.01838972,0.7265597335);(56.99765427,0.9081795231);(59.01330434,3.235008494);(61.0289544,3.428838277);(71.01330434,1.275042277);(73.0289544,1.848323949);(84.99256889,0.5740412162);(87.00821896,1.212201741);(101.023869,0.5496384769);(107.0496898,0.9422363996);(109.0289544,1.166657985);(121.0289544,1.279445101);(123.008219,0.9834145925);(125.023869,0.6828522098);(131.0344337,3.826959137);(133.0289544,0.5234843146);(135.0446045,5.314451204);(137.0602545,4.48012156);(139.0395191,1.469624846);(149.023869,3.519528779);(151.0395191,5.044160822);(161.023869,0.5035553323);(163.0395191,4.238277409);(165.0187836,20.41031807);(179.0344337,2.78095643);(181.0500838,21.14830717);(209.0449984,0.4974081774);(297.0610424,0.8041983984) | |
| Predicted LC-MS/MS | Not Available | Negative | low | View Spectrum | (135.04515,33.4);(137.0608,30.37);(295.08233,59.61);(295.08233,59.61);(295.08233,59.61);(295.08233,59.61);(295.08233,59.61);(297.06159,67.28);(297.06159,67.28);(297.06159,67.28);(297.06159,67.28);(297.06159,67.28);(313.09289,100.0);(313.09289,100.0);(313.09289,100.0);(313.09289,100.0);(313.09289,100.0);(313.09289,100.0);(313.09289,100.0);(313.09289,100.0);(313.09289,100.0);(313.09289,100.0);(313.09289,100.0);(313.09289,100.0);(313.09289,100.0);(313.09289,100.0);(357.08272,16.81);(357.08272,16.81);(357.08272,16.81);(357.08272,16.81);(357.08272,16.81);(357.08272,16.81);(357.08272,16.81);(357.08272,16.81);(357.08272,16.81);(357.08272,16.81);(357.08272,16.81);(357.08272,16.81);(357.08272,16.81) | |
| Predicted LC-MS/MS | Not Available | Negative | medium | View Spectrum | (41.00329,24.26);(59.01385,100.0);(59.01385,100.0);(71.01385,20.56);(71.01385,20.56);(71.01385,20.56);(72.99312,19.47);(75.00877,22.18);(87.00877,15.35);(87.00877,15.35);(87.00877,15.35);(89.02442,9.37);(89.02442,9.37);(121.06589,11.19);(131.03498,13.68);(131.03498,13.68);(133.01425,10.86);(133.01425,10.86);(135.04515,99.46);(137.0608,48.14);(147.0299,27.17);(147.0299,27.17);(149.04555,9.36);(149.04555,9.36);(163.04007,19.76);(165.01933,70.4);(175.02481,38.63);(175.02481,38.63);(175.02481,38.63);(175.02481,38.63);(175.02481,38.63);(175.02481,38.63);(177.04046,13.79);(177.04046,13.79);(177.04046,13.79);(177.04046,13.79);(177.04046,13.79);(181.05063,63.42);(181.05063,63.42);(181.05063,63.42);(193.03538,10.84);(193.03538,10.84);(193.03538,10.84);(193.03538,10.84);(193.03538,10.84);(193.03538,10.84);(193.03538,10.84);(225.07685,9.01);(225.07685,9.01);(225.07685,9.01);(281.06668,14.31);(281.06668,14.31);(281.06668,14.31);(295.08233,46.66);(295.08233,46.66);(295.08233,46.66);(295.08233,46.66);(295.08233,46.66);(297.06159,33.45);(297.06159,33.45);(297.06159,33.45);(297.06159,33.45);(297.06159,33.45);(299.07724,12.8);(299.07724,12.8);(309.06159,10.31);(309.06159,10.31);(311.07724,18.62);(311.07724,18.62);(311.07724,18.62);(311.07724,18.62);(311.07724,18.62);(311.07724,18.62);(311.07724,18.62);(313.09289,24.03);(313.09289,24.03);(313.09289,24.03);(313.09289,24.03);(313.09289,24.03);(313.09289,24.03);(313.09289,24.03);(313.09289,24.03);(313.09289,24.03);(313.09289,24.03);(313.09289,24.03);(313.09289,24.03);(313.09289,24.03);(313.09289,24.03);(339.07216,24.78);(339.07216,24.78);(339.07216,24.78);(339.07216,24.78);(339.07216,24.78);(357.08272,24.64);(357.08272,24.64);(357.08272,24.64);(357.08272,24.64);(357.08272,24.64);(357.08272,24.64);(357.08272,24.64);(357.08272,24.64);(357.08272,24.64);(357.08272,24.64);(357.08272,24.64);(357.08272,24.64);(357.08272,24.64) | |
| Predicted LC-MS/MS | Not Available | Negative | high | View Spectrum | (41.00329,34.24);(43.01894,5.24);(56.9982,5.14);(59.01385,61.27);(59.01385,61.27);(68.9982,6.33);(73.0295,6.02);(75.00877,10.72);(87.00877,14.96);(87.00877,14.96);(87.00877,14.96);(121.06589,6.13);(131.03498,4.82);(131.03498,4.82);(133.01425,6.56);(133.01425,6.56);(135.04515,100.0);(137.02442,9.62);(137.0608,15.25);(139.07645,6.0);(139.07645,6.0);(149.02442,6.7);(149.02442,6.7);(151.04007,20.95);(153.05572,20.95);(155.07137,9.68);(165.01933,17.93);(179.07137,7.03);(181.05063,16.55);(181.05063,16.55);(181.05063,16.55);(189.00408,5.18);(189.00408,5.18);(191.01973,6.11);(191.01973,6.11);(191.01973,6.11);(191.01973,6.11);(209.08193,6.48);(215.01973,5.37);(215.01973,5.37);(215.01973,5.37);(215.01973,5.37);(217.03538,7.31);(217.03538,7.31);(217.03538,7.31);(217.03538,7.31);(225.07685,11.15);(225.07685,11.15);(225.07685,11.15);(283.08233,13.49);(283.08233,13.49);(283.08233,13.49);(283.08233,13.49);(283.08233,13.49);(297.06159,5.83);(297.06159,5.83);(297.06159,5.83);(297.06159,5.83);(297.06159,5.83) | |
| Predicted LC-MS/MS | Not Available | Positive | low | View Spectrum | (123.04406,12.25);(123.04406,12.25);(165.05462,12.31);(165.05462,12.31);(165.05462,12.31);(165.05462,12.31);(177.03936,10.88);(177.03936,10.88);(177.03936,10.88);(177.03936,10.88);(177.03936,10.88);(177.03936,10.88);(177.03936,10.88);(183.06519,24.63);(183.06519,24.63);(183.06519,24.63);(183.06519,24.63);(183.06519,24.63);(253.07066,6.9);(253.07066,6.9);(253.07066,6.9);(253.07066,6.9);(267.08631,17.68);(295.08123,15.57);(295.08123,15.57);(295.08123,15.57);(295.08123,15.57);(295.08123,15.57);(299.07614,11.0);(299.07614,11.0);(299.07614,11.0);(299.07614,11.0);(299.07614,11.0);(299.07614,11.0);(299.07614,11.0);(311.07614,9.09);(311.07614,9.09);(311.07614,9.09);(313.09179,64.33);(313.09179,64.33);(313.09179,64.33);(313.09179,64.33);(313.09179,64.33);(313.09179,64.33);(313.09179,64.33);(313.09179,64.33);(313.09179,64.33);(313.09179,64.33);(313.09179,64.33);(313.09179,64.33);(313.09179,64.33);(313.09179,64.33);(313.09179,64.33);(315.10744,16.18);(315.10744,16.18);(315.10744,16.18);(315.10744,16.18);(315.10744,16.18);(341.08671,46.13);(341.08671,46.13);(341.08671,46.13);(341.08671,46.13);(341.08671,46.13);(341.08671,46.13);(341.08671,46.13);(341.08671,46.13);(341.08671,46.13);(341.08671,46.13);(341.08671,46.13);(341.08671,46.13);(359.09727,100.0);(359.09727,100.0);(359.09727,100.0);(359.09727,100.0);(359.09727,100.0);(359.09727,100.0);(359.09727,100.0);(359.09727,100.0);(359.09727,100.0);(359.09727,100.0);(359.09727,100.0);(359.09727,100.0) | |
| Predicted LC-MS/MS | Not Available | Positive | medium | View Spectrum | (43.01784,6.03);(89.02332,7.68);(89.02332,7.68);(89.02332,7.68);(121.06479,6.61);(123.04406,8.98);(123.04406,8.98);(131.03389,13.09);(135.04406,6.14);(135.04406,6.14);(137.05971,100.0);(139.07536,27.58);(139.07536,27.58);(151.03897,15.31);(151.03897,15.31);(151.03897,15.31);(159.0288,6.4);(159.0288,6.4);(159.0288,6.4);(159.0288,6.4);(161.04445,5.75);(161.04445,5.75);(161.04445,5.75);(161.04445,5.75);(165.05462,38.06);(165.05462,38.06);(165.05462,38.06);(165.05462,38.06);(167.07027,5.54);(167.07027,5.54);(167.07027,5.54);(167.07027,5.54);(167.07027,5.54);(167.07027,5.54);(167.07027,5.54);(177.03936,14.97);(177.03936,14.97);(177.03936,14.97);(177.03936,14.97);(177.03936,14.97);(177.03936,14.97);(177.03936,14.97);(183.06519,23.62);(183.06519,23.62);(183.06519,23.62);(183.06519,23.62);(183.06519,23.62);(197.08084,15.36);(197.08084,15.36);(225.07575,20.65);(225.07575,20.65);(227.0914,6.22);(227.0914,6.22);(239.0914,9.26);(265.07066,7.12);(267.08631,22.22);(269.10196,9.57);(273.09688,10.44);(273.09688,10.44);(285.09688,11.21);(285.09688,11.21);(295.08123,33.83);(295.08123,33.83);(295.08123,33.83);(295.08123,33.83);(295.08123,33.83);(297.09688,8.86);(297.09688,8.86);(299.07614,6.74);(299.07614,6.74);(299.07614,6.74);(299.07614,6.74);(299.07614,6.74);(299.07614,6.74);(299.07614,6.74);(313.09179,56.93);(313.09179,56.93);(313.09179,56.93);(313.09179,56.93);(313.09179,56.93);(313.09179,56.93);(313.09179,56.93);(313.09179,56.93);(313.09179,56.93);(313.09179,56.93);(313.09179,56.93);(313.09179,56.93);(313.09179,56.93);(313.09179,56.93);(313.09179,56.93);(341.08671,38.28);(341.08671,38.28);(341.08671,38.28);(341.08671,38.28);(341.08671,38.28);(341.08671,38.28);(341.08671,38.28);(341.08671,38.28);(341.08671,38.28);(341.08671,38.28);(341.08671,38.28);(341.08671,38.28);(359.09727,11.5);(359.09727,11.5);(359.09727,11.5);(359.09727,11.5);(359.09727,11.5);(359.09727,11.5);(359.09727,11.5);(359.09727,11.5);(359.09727,11.5);(359.09727,11.5);(359.09727,11.5);(359.09727,11.5) | |
| Predicted LC-MS/MS | Not Available | Positive | high | View Spectrum | (43.01784,22.94);(59.01276,22.68);(59.01276,22.68);(65.03858,14.05);(89.02332,36.85);(89.02332,36.85);(89.02332,36.85);(91.03897,13.44);(91.03897,13.44);(101.02332,12.62);(101.02332,12.62);(103.03897,12.8);(103.03897,12.8);(107.04914,60.59);(121.06479,60.65);(123.04406,27.42);(123.04406,27.42);(123.08044,45.03);(125.05971,14.29);(125.05971,14.29);(129.01824,38.87);(133.04954,21.02);(137.05971,100.0);(139.07536,23.62);(139.07536,23.62);(149.05971,44.44);(151.03897,27.56);(151.03897,27.56);(151.03897,27.56);(151.07536,12.94);(151.07536,12.94);(161.04445,26.51);(161.04445,26.51);(161.04445,26.51);(161.04445,26.51);(165.05462,21.65);(165.05462,21.65);(165.05462,21.65);(165.05462,21.65);(167.03389,19.55);(177.03936,14.31);(177.03936,14.31);(177.03936,14.31);(177.03936,14.31);(177.03936,14.31);(177.03936,14.31);(177.03936,14.31);(183.06519,74.61);(183.06519,74.61);(183.06519,74.61);(183.06519,74.61);(183.06519,74.61);(195.06519,16.82);(195.06519,16.82);(195.06519,16.82);(225.07575,23.85);(225.07575,23.85);(255.08631,18.84);(257.10196,12.92);(285.09688,30.88);(285.09688,30.88);(287.11253,13.0) |
Food Sources
No food source information available
Food Sources of its Food Phytochemical(s)
No food source information available of its precursor(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 | ||||
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Orange flavanones | Homovanillic acid glucuronide | human | urine | Not Available | Not Available | Not Available | Not Available | C15H18O10 | 358.08999678 | Detailed Intervention Studies | Publications |
Inter-Individual Variations in Metabolism
| Food Phytochemical | Metabolite | Effect | Value |
|---|