PhytoHub: Showing entry for Syringic acid-4-O-glucuronide

Syringic acid-4-O-glucuronide

Identification

PhytoHub ID

PHUB001443

Name

Syringic acid-4-O-glucuronide

Systematic Name

3,5-Dimethoxy-hydroxybenzoic acid-4-glucuronide

Synonyms

Not Available

CAS Number

Not Available

Average Mass

374.298

Monoisotopic Mass

374.0849114

Chemical Formula

C₁₅H₁₈O₁₁

IUPAC Name

(2S,3S,4S,5R,6S)-6-[(4-carboxy-2,6-dimethoxyphenylidene)oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

InChI Key

WOGNQDHJFYPQMD-YGMDGNCASA-N

InChI Identifier

InChI=1S/C15H18O11/c1-23-6-3-5(13(19)20)4-7(24-2)11(6)25-15-10(18)8(16)9(17)12(26-15)14(21)22/h3-4,8-10,12,15-18H,1-2H3,(H,19,20)(H,21,22)/t8-,9-,10+,12-,15+/m0/s1

SMILES

[H][C@@]1(OC2=C(OC)C=C(C=C2OC)C(O)=O)O[C@]([H])(C(O)=O)[C@@]([H])(O)[C@]([H])(O)[C@@]1([H])O

Structure

Similar Structures

Calculated Properties

Solubility (ALOGPS): 8.39e+00 g/l
LogS (ALOGPS): -1.65
LogP (ALOGPS): -0.63
Hydrogen Acceptors: 11
Hydrogen Donors: 5
Rotatable Bond Count: 6
Polar Surface Area: 172.20999999999995
Refractivity: 80.2333
Polarizability: 34.04854758706102
Formal Charge: 0
Physiological Charge: -2
pKa (strongest basic): -3.686829199484389
pKa (strongest acidic): 2.858659877208506
Number of Rings: 2
Rule of Five: No
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: Benzoic and hippuric acids

Taxonomy of its Food Phytochemical Precursor(s)

Food Phytochemical	Family	Class	Sub-class
Malvidin-3-O-glucoside	Polyphenols	Flavonoids	Anthocyanins	Show Food Phytochemical
Green tea Flavan-3-ols	Polyphenols	Flavonoids	Flavan-3-ols	Show Food Phytochemical

Classyfire Taxonomy

Kingdom Name: Organic compounds
Class: Tannins
Super-class: Phenylpropanoids and polyketides
Sub-class: Hydrolyzable tannins
Direct Parent Name: Hydrolyzable tannins
Alternative Parent Names: ["Acetals", "Alkyl aryl ethers", "Anisoles", "Benzoic acids", "Benzoyl derivatives", "Beta hydroxy acids and derivatives", "Carbonyl compounds", "Carboxylic acids", "Dicarboxylic acids and derivatives", "Dimethoxybenzenes", "Gallic acid and derivatives", "Hexoses", "Hydrocarbon derivatives", "M-methoxybenzoic acids and derivatives", "O-glucuronides", "O-glycosyl compounds", "Organic oxides", "Oxacyclic compounds", "Oxanes", "Phenolic glycosides", "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", "Benzoic acid", "Benzoic acid or derivatives", "Benzoyl", "Beta-hydroxy acid", "Carbonyl group", "Carboxylic acid", "Carboxylic acid derivative", "Dicarboxylic acid or derivatives", "Dimethoxybenzene", "Ether", "Gallic acid or derivatives", "Glucuronic acid or derivatives", "Glycosyl compound", "Hexose monosaccharide", "Hydrocarbon derivative", "Hydrolyzable tannin", "Hydroxy acid", "M-dimethoxybenzene", "M-methoxybenzoic acid or derivatives", "Methoxybenzene", "Monocyclic benzene moiety", "Monosaccharide", "O-glucuronide", "O-glycosyl compound", "Organic oxide", "Organic oxygen compound", "Organoheterocyclic compound", "Organooxygen 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	(29.00219012,2.316196682);(44.99710422,2.738559873);(58.00492882,1.093577249);(59.01275342,6.469218263);(60.02057802,1.118496674);(87.00766752,0.9964471734);(88.01549212,1.424846259);(89.02331672,3.153614642);(90.03114132,1.603089611);(196.0366187,0.9162992474);(197.0444433,1.2160187);(198.0522679,2.120609905);(199.0600925,1.001427765);(225.0393574,0.8840311886);(226.047182,1.109624201);(239.0550066,1.366543903);(240.0628312,0.9109366784);(254.0420961,0.8046451393);(255.0499207,1.562844777);(256.0577453,1.217651575);(268.0577453,1.015873546);(270.0733945,1.151718019);(284.0526594,0.8283732856);(286.0683086,1.103114689);(299.0761332,0.9231322514);(328.0788719,0.8415406782);(329.0866965,1.656342529);(343.0659614,1.000696902);(344.073786,0.9004757361);(356.073786,3.095196663);(357.0816106,3.111156644)
Predicted LC-MS/MS	Not Available	Positive	low	View Spectrum	(68.99765427,0.3359674652);(87.00821896,0.6177621605);(99.00821896,0.5793472876);(117.0187836,0.7502082763);(147.0293483,0.2896952038);(155.0708192,1.508215116);(159.0293483,0.8063096514);(173.0086129,0.2642601267);(175.0242629,0.3031813079);(177.039913,2.237871291);(181.0500838,5.50190236);(183.0293483,1.335331265);(183.0657338,2.001292871);(199.0606485,27.04567735);(203.0919486,0.3802631089);(227.0555631,0.2274596825);(283.0817778,0.2345337131);(303.0716071,0.248947723);(309.0610424,0.2853320952);(311.0766924,4.113032607);(313.055957,0.2265735942);(313.0923425,1.033211554);(317.0508716,0.2329168076);(327.0716071,0.7484872913);(329.0872571,6.487580809);(331.1029072,0.9171912662);(339.0716071,5.772101196);(343.0665217,0.4789103127);(345.0821717,0.2487379313);(357.0821717,18.34719546);(375.0927364,16.44050312)
Predicted LC-MS/MS	Not Available	Positive	med	View Spectrum	(43.01838972,0.4488106067);(87.00821896,0.4362800782);(125.0602545,0.2760573179);(127.0759046,0.4627935781);(129.0551691,0.2676482185);(131.0344337,0.5274470348);(151.0395191,0.4563479045);(153.0551691,0.3401183402);(155.0708192,8.476038093);(157.0500838,0.3598260866);(159.0293483,2.416715207);(169.0500838,4.253159315);(171.0657338,0.2779724198);(173.0813839,1.003427282);(177.039913,3.070592155);(181.0500838,18.63853542);(183.0293483,4.153267823);(183.0657338,2.832311568);(195.0657338,0.3175337565);(199.0606485,33.77953535);(239.0555631,0.2797874516);(283.0817778,0.6156413809);(309.0610424,0.4573141295);(311.0766924,2.774022152);(313.0923425,0.8621582904);(329.0872571,3.13772302);(331.1029072,0.5483245293);(339.0716071,2.842175398);(345.0821717,0.3983366769);(357.0821717,3.821102341);(375.0927364,1.468997071)
Predicted LC-MS/MS	Not Available	Positive	high	View Spectrum	(43.01838972,1.774463128);(59.01330434,1.0307792);(75.00821896,0.6372434672);(87.00821896,4.171268658);(89.02386902,0.9647252213);(91.03951908,0.8065280194);(99.00821896,0.6241756839);(103.0031336,0.7649273258);(105.0187836,0.7828775864);(117.0187836,2.782882934);(119.0344337,0.709095709);(127.0395191,2.861293093);(131.0344337,1.38569788);(139.0759046,1.48719436);(155.0708192,12.61246123);(159.0293483,2.025606684);(167.0708192,0.6073556662);(169.0500838,1.441975579);(173.0086129,0.5958277338);(177.039913,1.06620339);(181.0500838,20.72519606);(183.0293483,16.45257357);(183.0657338,2.982351066);(185.0813839,0.7934969463);(187.097034,0.7171933003);(189.112684,0.7171933003);(195.0657338,0.6100304203);(199.0606485,15.03820731);(225.0762985,0.6420123226);(285.0610424,0.7061646768);(311.0766924,1.482998474)
Predicted LC-MS/MS	Not Available	Negative	low	View Spectrum	(41.00273965,0.7097777685);(59.01330434,0.6502420766);(71.01330434,1.720530592);(73.0289544,0.6128620576);(87.00821896,1.27513482);(103.0031336,1.516198893);(117.0187836,2.401621389);(133.0136983,0.446098594);(147.0293483,1.88965835);(153.0551691,2.451800109);(175.0242629,1.233267498);(181.0136983,1.910560493);(193.0500838,1.709711857);(197.0449984,18.46031597);(221.0449984,0.4819017991);(223.0606485,1.52482153);(239.0555631,1.302087704);(253.0712131,0.5702352647);(255.0504777,0.7959697794);(269.0661278,0.6000640318);(281.0661278,0.6040165763);(283.0817778,1.029211352);(285.0974279,1.605191821);(299.0766924,0.4329871982);(311.0766924,4.048979595);(313.055957,0.9754850257);(327.0716071,3.588448426);(329.0872571,13.98353854);(343.0665217,0.7725447158);(355.0665217,3.948362615);(373.0770864,26.74837356)
Predicted LC-MS/MS	Not Available	Negative	med	View Spectrum	(43.01838972,1.198438579);(59.01330434,1.636861935);(73.0289544,1.413356674);(87.00821896,2.20590786);(103.0395191,1.260903484);(123.0446045,1.28799965);(125.0602545,1.778844492);(137.023869,1.378990895);(137.0602545,1.271688503);(141.0187836,1.305012989);(147.0293483,1.483580723);(153.0551691,9.927683349);(167.0344337,1.667821248);(169.0500838,4.054329789);(175.0242629,1.066263084);(181.0136983,9.800534463);(181.0500838,0.9385149807);(197.0449984,22.50467838);(211.0606485,0.9529461736);(239.0555631,1.069709411);(273.0610424,1.004177768);(283.0817778,2.573204466);(285.0974279,2.556626976);(311.0766924,5.527777763);(313.055957,3.588466579);(315.0352216,0.9887991228);(327.0716071,2.19561286);(329.0872571,6.363181473);(343.0665217,0.9841328837);(355.0665217,2.89542577);(373.0770864,3.118527679)
Predicted LC-MS/MS	Not Available	Negative	high	View Spectrum	(41.00273965,1.48538821);(43.01838972,3.691250733);(55.01838972,0.5648025133);(56.99765427,1.08404905);(59.01330434,2.947805928);(61.0289544,3.24188461);(68.99765427,0.6297433656);(71.01330434,1.190872479);(73.0289544,1.885983014);(81.03403978,0.6279974722);(84.99256889,0.539807472);(87.00821896,1.233531871);(123.0446045,2.983371856);(125.023869,5.768239548);(125.0602545,0.458260933);(131.0344337,2.550998148);(137.023869,3.343016711);(139.0031336,0.6234693986);(147.0293483,0.7958003507);(151.0031336,0.4572178693);(153.0551691,9.495931521);(159.0293483,0.6148798927);(167.0344337,9.395751345);(169.0500838,0.7494544341);(171.0657338,0.4450895948);(179.0344337,0.9464511585);(181.0136983,21.78322566);(197.0449984,18.52047531);(237.039913,0.5697897027);(283.0817778,0.6165772718);(313.055957,0.7588825733)
Predicted LC-MS/MS	Not Available	Negative	low	View Spectrum	(173.00916,6.5);(173.00916,6.5);(173.00916,6.5);(181.01425,8.67);(197.04555,13.42);(197.04555,13.42);(197.04555,13.42);(297.06159,6.34);(297.06159,6.34);(311.07724,26.96);(311.07724,26.96);(311.07724,26.96);(311.07724,26.96);(311.07724,26.96);(313.05651,18.43);(313.05651,18.43);(313.05651,18.43);(313.05651,18.43);(313.05651,18.43);(329.08781,72.79);(329.08781,72.79);(329.08781,72.79);(329.08781,72.79);(329.08781,72.79);(329.08781,72.79);(329.08781,72.79);(329.08781,72.79);(329.08781,72.79);(329.08781,72.79);(329.08781,72.79);(329.08781,72.79);(355.06707,39.86);(355.06707,39.86);(355.06707,39.86);(355.06707,39.86);(355.06707,39.86);(355.06707,39.86);(355.06707,39.86);(355.06707,39.86);(355.06707,39.86);(373.07763,100.0);(373.07763,100.0);(373.07763,100.0);(373.07763,100.0);(373.07763,100.0);(373.07763,100.0);(373.07763,100.0);(373.07763,100.0);(373.07763,100.0);(373.07763,100.0)
Predicted LC-MS/MS	Not Available	Negative	medium	View Spectrum	(59.01385,48.54);(59.01385,48.54);(71.01385,24.4);(71.01385,24.4);(71.01385,24.4);(87.00877,18.7);(87.00877,18.7);(87.00877,18.7);(89.02442,12.55);(89.02442,12.55);(103.00368,16.28);(103.04007,14.01);(131.03498,28.32);(131.03498,28.32);(137.0608,11.93);(147.0299,29.07);(147.0299,29.07);(153.05572,13.86);(159.0299,21.07);(159.0299,21.07);(159.0299,21.07);(159.0299,21.07);(167.03498,55.15);(167.03498,55.15);(170.99351,13.16);(170.99351,13.16);(170.99351,13.16);(175.02481,29.02);(175.02481,29.02);(175.02481,29.02);(175.02481,29.02);(175.02481,29.02);(175.02481,29.02);(175.02481,29.02);(175.02481,29.02);(175.02481,29.02);(177.04046,14.29);(177.04046,14.29);(177.04046,14.29);(177.04046,14.29);(177.04046,14.29);(177.04046,14.29);(177.04046,14.29);(181.01425,44.92);(191.01973,14.61);(191.01973,14.61);(191.01973,14.61);(191.01973,14.61);(191.01973,14.61);(197.04555,35.68);(197.04555,35.68);(197.04555,35.68);(211.0612,12.38);(211.0612,12.38);(255.05103,17.41);(285.06159,16.04);(285.06159,16.04);(285.06159,16.04);(297.06159,77.94);(297.06159,77.94);(299.07724,13.44);(299.07724,13.44);(311.07724,30.1);(311.07724,30.1);(311.07724,30.1);(311.07724,30.1);(311.07724,30.1);(313.05651,100.0);(313.05651,100.0);(313.05651,100.0);(313.05651,100.0);(313.05651,100.0);(327.07216,25.27);(327.07216,25.27);(327.07216,25.27);(329.08781,30.15);(329.08781,30.15);(329.08781,30.15);(329.08781,30.15);(329.08781,30.15);(329.08781,30.15);(329.08781,30.15);(329.08781,30.15);(329.08781,30.15);(329.08781,30.15);(329.08781,30.15);(329.08781,30.15);(341.05142,32.17);(341.05142,32.17);(341.05142,32.17);(341.05142,32.17);(341.05142,32.17);(341.05142,32.17);(341.05142,32.17);(341.05142,32.17);(341.05142,32.17);(355.06707,41.87);(355.06707,41.87);(355.06707,41.87);(355.06707,41.87);(355.06707,41.87);(355.06707,41.87);(355.06707,41.87);(355.06707,41.87);(355.06707,41.87);(373.07763,29.08);(373.07763,29.08);(373.07763,29.08);(373.07763,29.08);(373.07763,29.08);(373.07763,29.08);(373.07763,29.08);(373.07763,29.08);(373.07763,29.08);(373.07763,29.08)
Predicted LC-MS/MS	Not Available	Negative	high	View Spectrum	(41.00329,12.64);(44.9982,12.36);(56.9982,6.13);(59.01385,73.92);(59.01385,73.92);(68.9982,8.39);(68.9982,8.39);(69.03459,33.97);(71.01385,9.65);(71.01385,9.65);(71.01385,9.65);(73.0295,12.14);(73.0295,12.14);(75.00877,7.93);(81.03459,53.61);(89.02442,19.85);(89.02442,19.85);(131.03498,6.24);(131.03498,6.24);(133.01425,6.94);(137.0608,17.02);(140.98295,9.45);(153.05572,8.48);(167.03498,17.57);(167.03498,17.57);(181.01425,65.34);(189.00408,5.47);(189.00408,5.47);(191.01973,5.23);(191.01973,5.23);(191.01973,5.23);(191.01973,5.23);(191.01973,5.23);(197.04555,100.0);(197.04555,100.0);(197.04555,100.0);(211.0612,7.9);(211.0612,7.9);(239.05611,6.99);(239.05611,6.99);(239.05611,6.99);(247.04594,5.68);(261.06159,8.06);(301.09289,5.23);(303.07216,20.3);(303.07216,20.3);(303.07216,20.3);(313.05651,7.64);(313.05651,7.64);(313.05651,7.64);(313.05651,7.64);(313.05651,7.64);(329.05142,21.31);(343.06707,5.23);(343.06707,5.23);(343.06707,5.23);(343.06707,5.23)
Predicted LC-MS/MS	Not Available	Positive	low	View Spectrum	(153.05462,40.76);(153.05462,40.76);(155.07027,34.02);(181.04954,61.43);(181.04954,61.43);(183.06519,13.21);(183.06519,13.21);(183.06519,13.21);(183.06519,13.21);(199.0601,100.0);(199.0601,100.0);(199.0601,100.0);(199.0601,100.0);(357.08162,8.87);(357.08162,8.87);(357.08162,8.87);(357.08162,8.87);(357.08162,8.87);(357.08162,8.87);(357.08162,8.87);(357.08162,8.87);(357.08162,8.87);(357.08162,8.87);(357.08162,8.87);(357.08162,8.87);(357.08162,8.87);(357.08162,8.87);(357.08162,8.87);(375.09219,9.75);(375.09219,9.75);(375.09219,9.75);(375.09219,9.75);(375.09219,9.75);(375.09219,9.75);(375.09219,9.75);(375.09219,9.75);(375.09219,9.75);(375.09219,9.75)
Predicted LC-MS/MS	Not Available	Positive	medium	View Spectrum	(87.00767,5.18);(127.03897,7.19);(129.01824,13.12);(129.01824,13.12);(129.05462,4.31);(129.05462,4.31);(131.03389,25.06);(131.03389,25.06);(131.03389,25.06);(133.04954,10.13);(137.05971,10.26);(153.05462,67.81);(153.05462,67.81);(155.07027,49.08);(157.01315,9.44);(157.01315,9.44);(157.01315,9.44);(159.0288,11.98);(159.0288,11.98);(159.0288,11.98);(159.0288,11.98);(161.04445,37.81);(161.04445,37.81);(161.04445,37.81);(161.04445,37.81);(177.03936,17.29);(177.03936,17.29);(177.03936,17.29);(177.03936,17.29);(177.03936,17.29);(177.03936,17.29);(177.03936,17.29);(177.03936,17.29);(177.03936,17.29);(177.03936,17.29);(179.05501,16.91);(179.05501,16.91);(179.05501,16.91);(179.05501,16.91);(179.05501,16.91);(179.05501,16.91);(179.05501,16.91);(181.04954,50.87);(181.04954,50.87);(183.0288,12.75);(197.04445,11.12);(197.04445,11.12);(197.04445,11.12);(199.0601,100.0);(199.0601,100.0);(199.0601,100.0);(199.0601,100.0);(241.07066,4.56);(241.07066,4.56);(241.07066,4.56);(283.08123,5.51);(289.09179,7.59);(289.09179,7.59);(301.09179,8.33);(311.07614,10.06);(311.07614,10.06);(313.09179,9.71);(313.09179,9.71);(329.08671,16.71);(329.08671,16.71);(329.08671,16.71);(329.08671,16.71);(329.08671,16.71);(329.08671,16.71);(329.08671,16.71);(329.08671,16.71);(329.08671,16.71);(329.08671,16.71);(357.08162,28.74);(357.08162,28.74);(357.08162,28.74);(357.08162,28.74);(357.08162,28.74);(357.08162,28.74);(357.08162,28.74);(357.08162,28.74);(357.08162,28.74);(357.08162,28.74);(357.08162,28.74);(357.08162,28.74);(357.08162,28.74);(357.08162,28.74);(357.08162,28.74);(375.09219,15.89);(375.09219,15.89);(375.09219,15.89);(375.09219,15.89);(375.09219,15.89);(375.09219,15.89);(375.09219,15.89);(375.09219,15.89);(375.09219,15.89);(375.09219,15.89)
Predicted LC-MS/MS	Not Available	Positive	high	View Spectrum	(43.01784,44.59);(59.01276,20.77);(59.01276,20.77);(73.02841,21.91);(73.02841,21.91);(89.02332,40.19);(89.02332,40.19);(89.02332,40.19);(101.02332,16.57);(101.02332,16.57);(101.02332,16.57);(103.03897,23.22);(103.03897,23.22);(103.03897,23.22);(103.03897,23.22);(127.03897,20.12);(129.01824,37.16);(129.01824,37.16);(137.05971,27.35);(141.05462,15.53);(151.03897,18.33);(153.05462,49.55);(153.05462,49.55);(161.04445,33.53);(161.04445,33.53);(161.04445,33.53);(161.04445,33.53);(165.05462,17.3);(167.07027,19.97);(167.07027,19.97);(177.03936,15.51);(177.03936,15.51);(177.03936,15.51);(177.03936,15.51);(177.03936,15.51);(177.03936,15.51);(177.03936,15.51);(177.03936,15.51);(177.03936,15.51);(177.03936,15.51);(181.04954,30.92);(181.04954,30.92);(183.0288,51.36);(197.04445,42.2);(197.04445,42.2);(197.04445,42.2);(199.0601,100.0);(199.0601,100.0);(199.0601,100.0);(199.0601,100.0);(211.0601,29.45);(211.0601,29.45);(241.07066,36.12);(241.07066,36.12);(241.07066,36.12);(243.08631,20.34);(243.08631,20.34);(271.08123,27.33);(271.08123,27.33);(273.09688,16.5);(289.09179,20.66);(289.09179,20.66);(301.09179,23.95);(303.07106,17.41);(317.05032,28.32);(357.08162,19.85);(357.08162,19.85);(357.08162,19.85);(357.08162,19.85);(357.08162,19.85);(357.08162,19.85);(357.08162,19.85);(357.08162,19.85);(357.08162,19.85);(357.08162,19.85);(357.08162,19.85);(357.08162,19.85);(357.08162,19.85);(357.08162,19.85);(357.08162,19.85)

Food Sources

No food source information available

Food Sources of its Food Phytochemical(s)

Food Phytochemical	Food Source	Food Source Group
Malvidin-3-O-glucoside	Blueberry	Fruit, Berries	Publications	Show
Malvidin-3-O-glucoside	Grapes	Fruit, Berries		Show
Malvidin-3-O-glucoside	Red raspberry	Fruit, Berries		Show
Malvidin-3-O-glucoside	Red wine	Beverages, Alcoholic		Show
Malvidin-3-O-glucoside	White wine	Beverages, Alcoholic		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
	Malvidin-3-O-glucoside		Syringic acid-4-O-glucuronide	Not Available	Not Available	host metabolism	Not Available	Not Available	Not Available	C₁₅H₁₈O₁₁	374.0849114
	Green tea Flavan-3-ols		Syringic acid-4-O-glucuronide	human	urine	host-gut microbiota co-metabolite	Not Available	Not Available	<1%	C₁₅H₁₈O₁₁	374.0849114	Detailed Intervention Studies	Publications

Inter-Individual Variations in Metabolism

	Food Phytochemical		Metabolite	Effect	Value

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Showing entry for Syringic acid-4-O-glucuronide