metabolite

Showing entry for Isovanillic acid-3-O-sulfate

Identification

PhytoHub ID
PHUB001278
Name
Isovanillic acid-3-O-sulfate
Systematic Name
4-methoxybenzoic acid-3-sulfate
Synonyms
  • 4-Methoxybenzoic acid-3-sulfate
  • Isovanillic acid-3-sulfate
CAS Number
Not Available
Average Mass
248.21
Monoisotopic Mass
247.999073772
Chemical Formula
C8H8O7S
IUPAC Name
4-methoxy-3-(sulfooxy)benzoic acid
InChI Key
VSFFJSSUGMYRMP-UHFFFAOYSA-N
InChI Identifier
InChI=1S/C8H8O7S/c1-14-6-3-2-5(8(9)10)4-7(6)15-16(11,12)13/h2-4H,1H3,(H,9,10)(H,11,12,13)
SMILES
COC1=C(OS(O)(=O)=O)C=C(C=C1)C(O)=O
Structure
Similar Structures

Calculated Properties

Solubility (ALOGPS)
2.13e+00 g/l
LogS (ALOGPS)
-2.07
LogP (ALOGPS)
-0.73
Hydrogen Acceptors
6
Hydrogen Donors
2
Rotatable Bond Count
4
Polar Surface Area
110.13
Refractivity
51.7501
Polarizability
21.03922975456609
Formal Charge
0
Physiological Charge
-2
pKa (strongest basic)
-4.9398952684319335
pKa (strongest acidic)
-2.5612623605674067
Number of Rings
1
Rule of Five
Yes
Bioavailability
Yes
Ghose Filter
Yes
Veber's Rule
No
MDDR-like Rule
No

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 PhytochemicalFamilyClassSub-class
Cyanidin 3-O-glucosidePolyphenolsFlavonoidsAnthocyaninsShow 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
P-methoxybenzoic acids and derivatives
Alternative Parent Names
["Alkyl aryl ethers", "Anisoles", "Benzoic acids", "Benzoyl derivatives", "Carboxylic acids", "Hydrocarbon derivatives", "Methoxybenzenes", "Monocarboxylic acids and derivatives", "Organic oxides", "Phenoxy compounds", "Phenylsulfates", "Sulfuric acid monoesters"]
External Descriptor Annotations
Not Available
Substituent Names
["Alkyl aryl ether", "Anisole", "Aromatic homomonocyclic compound", "Arylsulfate", "Benzoic acid", "Benzoyl", "Carboxylic acid", "Carboxylic acid derivative", "Ether", "Hydrocarbon derivative", "Methoxybenzene", "Monocarboxylic acid or derivatives", "Organic oxide", "Organic oxygen compound", "Organic sulfuric acid or derivatives", "Organooxygen compound", "P-methoxybenzoic acid or derivatives", "Phenol ether", "Phenoxy compound", "Phenylsulfate", "Sulfate-ester", "Sulfuric acid ester", "Sulfuric acid monoester"]

Spectra from Phytohub

Spectrum TypeInstrument TypeIon ModeCollision Energy LevelViewPeaks
Predicted GC-MSGC-MSPositiveNot AvailableView Spectrum(69.03348852,2.197319636);(80.96408832,4.409086429);(97.02840262,1.890315089);(119.9511778,2.04297647);(120.9590024,2.40510074);(122.0362272,2.41020419);(122.9746516,2.277557909);(123.0076675,1.57635538);(123.0440518,4.357123873);(124.0518764,2.126155104);(124.9903008,1.555361719);(138.0311413,2.123321922);(139.0389659,2.364826336);(150.0311413,4.094125472);(151.0389659,4.501483125);(152.0467905,2.027634981);(153.0182308,2.468917242);(166.0260554,4.252058897);(167.03388,4.83611515);(168.0417046,10.0068303);(201.9930395,3.159368583);(203.0008641,1.908451174);(203.9723044,2.012505296);(204.0086887,3.310447282);(204.980129,3.707046985);(217.9879536,1.758666682);(229.9879536,4.650421404);(230.9957782,4.8458138);(232.9750431,2.401441715);(246.9906923,1.861794698);(247.9985169,6.461172412)
Predicted GC-MSGC-MSPositiveNot AvailableView Spectrum(59.03115062,0.960461421);(71.03115062,1.071714056);(73.04679982,10.86449341);(74.04796012,0.9296338114);(74.05462442,0.7880733072);(75.02606472,1.025870384);(75.06244902,0.8339567807);(80.96408832,1.052074369);(89.04171392,3.14701116);(120.9590024,0.8808511648);(122.9746516,1.441438049);(123.0440518,1.185959273);(124.9903008,0.7776534367);(151.0389659,2.146198571);(176.9852149,0.6949804062);(201.9930395,0.9009971879);(203.0008641,1.36233857);(204.0086887,1.606827534);(225.0577546,2.261314776);(229.9879536,1.055110414);(230.9957782,2.892162378);(239.0734038,1.360095414);(240.0812284,1.542863527);(246.9906923,1.118265907);(247.9985169,1.625256413);(249.0063415,1.062122743);(275.0040036,0.839878754);(277.0196528,1.167738082);(304.0067423,1.131535465);(305.0145669,3.333807789);(320.0380407,1.341314475)
Predicted GC-MSGC-MSEiNot AvailableView Spectrum(27.02292522,1.127040365);(44.99710422,0.8699606393);(69.03348852,1.08542678);(80.96408832,1.465268059);(97.02840262,0.9702550353);(119.9511778,1.590936295);(120.9590024,1.244657054);(122.9746516,1.352405151);(123.0076675,0.8669105687);(123.0440518,1.845915132);(124.0518764,0.940435619);(124.9903008,0.838093971);(150.0311413,2.150165109);(151.0389659,1.73258873);(153.0182308,1.019862671);(166.0260554,1.839448118);(167.03388,2.398574674);(168.0417046,4.374091864);(201.9930395,1.998506943);(203.0008641,1.267554313);(203.9723044,1.174210281);(204.0086887,2.114705084);(204.980129,2.150767252);(216.980129,0.8797639754);(217.9879536,1.36953445);(229.9879536,3.923516501);(230.9957782,2.566889848);(231.9672185,1.205416128);(232.9750431,1.423308597);(246.9906923,1.086277129);(247.9985169,4.020586246)
Predicted LC-MS/MSNot AvailablePositivelowView Spectrum(44.99765427,0.0156204874);(51.0234751,0.0037043624);(53.03912516,0.000779312);(57.03403978,0.1503406495);(71.01330434,0.0494115336);(80.96463989,1.323360157);(81.03403978,0.0488464799);(83.04968984,0.0040023916);(95.01330434,0.0695389461);(97.0289544,0.0463145434);(98.97520458,0.0022210061);(109.0289544,0.0252007864);(122.9752046,0.0141504687);(123.0446045,0.0495836559);(124.9908546,0.0028038949);(125.023869,0.721819981);(125.0602545,0.0415369767);(127.0395191,0.1991149787);(139.0395191,0.0023620609);(143.0344337,0.0039240724);(146.9752046,0.0046447896);(152.9857693,0.0537109256);(153.0187836,0.0512308299);(169.0500838,1.282718026);(175.0065047,0.0295267779);(179.0014193,0.026561509);(192.9806839,0.0364368497);(205.0170694,3.987229165);(218.9963339,0.7163555935);(222.9912486,0.2699770364);(249.0068986,90.76697175)
Predicted LC-MS/MSNot AvailablePositivemedView Spectrum(44.99765427,0.0350840159);(51.0234751,0.1000511078);(53.03912516,0.0210449821);(57.03403978,0.4174423983);(71.01330434,0.072199569);(71.04968984,0.0399061795);(80.96463989,7.276798859);(81.03403978,0.0590000388);(95.01330434,0.0271499643);(97.0289544,0.4503219254);(99.00821896,0.044512451);(99.04460446,0.0694812771);(122.9752046,0.029148294);(123.008219,0.2880697648);(123.0446045,6.699221388);(125.023869,0.2687397546);(125.0602545,4.227822547);(127.0395191,0.10316058);(139.0395191,0.5895294878);(143.0344337,0.1437280395);(146.9752046,0.0382541569);(152.9857693,0.0284718175);(153.0187836,3.842677006);(169.0500838,37.91020178);(175.0065047,0.0853816714);(179.0014193,0.1724633683);(192.9806839,0.0701321479);(205.0170694,5.251808229);(218.9963339,0.5671245314);(222.9912486,0.1732097797);(249.0068986,30.89786289)
Predicted LC-MS/MSNot AvailablePositivehighView Spectrum(27.0234751,0.7013348329);(44.99765427,0.2473852709);(51.0234751,28.94119763);(53.03912516,10.46129985);(57.03403978,0.4539625486);(71.01330434,4.068248105);(80.96463989,3.889201235);(81.03403978,4.453966138);(83.04968984,0.7129776344);(95.01330434,2.897259746);(97.0289544,10.22282907);(122.9752046,0.8768489334);(123.008219,0.2318683589);(123.0446045,3.317486954);(125.023869,2.479912843);(125.0602545,1.469259889);(127.0395191,0.611707922);(139.0395191,0.2268336251);(143.0344337,0.2187813097);(146.9752046,2.134942509);(148.9908546,0.7696773257);(152.9857693,0.5155466085);(153.0187836,2.127570702);(169.0500838,1.778249323);(175.0065047,2.611245303);(179.0014193,1.197852038);(192.9806839,0.5394438381);(205.0170694,5.890944814);(218.9963339,2.319116073);(222.9912486,0.8791251065);(249.0068986,2.753924473)
Predicted LC-MS/MSNot AvailableNegativelowView Spectrum(44.99765427,0.0015966824);(49.00782503,0.0038826709);(51.0234751,0.0160144998);(55.01838972,0.0025700582);(68.99765427,0.0191813878);(69.03403978,0.0026057333);(79.01838972,0.0215840052);(80.96463989,0.0870224497);(81.03403978,0.0105117305);(92.99765427,0.0016686494);(95.01330434,0.0380200051);(97.0289544,0.0008399171);(111.008219,0.0008751974);(120.9595545,0.0128476077);(121.0289544,0.8045092899);(123.008219,0.0227923443);(123.0446045,0.8513440331);(125.023869,0.0420458492);(137.023869,0.0287251472);(141.0187836,0.0149984384);(144.9595545,0.0015959374);(146.9752046,0.0021141401);(151.0031336,0.3552283763);(167.0344337,4.114569727);(172.9908546,0.2252370728);(176.9857693,0.0880599356);(190.9650338,0.0148626321);(203.0014193,26.12966615);(216.9806839,0.2169184249);(220.9755985,0.4943558964);(246.9912486,66.37375601)
Predicted LC-MS/MSNot AvailableNegativemedView Spectrum(41.00273965,0.2913566509);(44.99765427,0.0345021953);(49.00782503,0.2956606386);(51.0234751,1.230364162);(68.99765427,0.2037756053);(79.01838972,0.4708406857);(80.96463989,0.2709655148);(81.03403978,0.7648866028);(92.99765427,0.278842273);(95.01330434,1.149770186);(107.0133043,0.0641127122);(111.008219,0.3257923703);(120.9595545,0.2502052414);(120.9925689,0.1325721535);(121.0289544,10.36517897);(123.008219,2.161750433);(123.0446045,11.38812348);(125.023869,1.861198816);(137.023869,0.9752901406);(141.0187836,0.3360022729);(144.9595545,0.0644234848);(146.9752046,0.3173153745);(151.0031336,8.548111451);(167.0344337,20.25130887);(172.9908546,1.560801519);(176.9857693,0.4121063855);(190.9650338,0.1285740682);(203.0014193,19.88781989);(216.9806839,0.5770587697);(220.9755985,0.3476636299);(246.9912486,15.05362545)
Predicted LC-MS/MSNot AvailableNegativehighView Spectrum(41.00273965,0.455810918);(44.99765427,1.045810977);(51.0234751,0.1376776326);(55.01838972,0.5205516665);(68.99765427,0.3570144897);(69.03403978,0.1427913246);(71.01330434,0.1750506825);(80.96463989,2.80402883);(95.01330434,2.317280359);(96.99256889,0.2677757847);(97.0289544,1.199646931);(111.008219,1.023519564);(120.9595545,0.317919661);(120.9925689,1.613304044);(121.0289544,11.64147634);(123.008219,1.166730492);(123.0446045,17.0090778);(125.023869,1.783872761);(137.023869,4.656254622);(141.0187836,0.8537743988);(144.9595545,0.5770787979);(146.9752046,0.8516420762);(150.9701192,0.1948178724);(151.0031336,32.93660612);(167.0344337,9.360831258);(172.9908546,2.564427477);(176.9857693,0.6697546531);(190.9650338,0.2204063697);(203.0014193,2.001348437);(216.9806839,0.7261223608);(246.9912486,0.4075953032)
Predicted LC-MS/MSNot AvailableNegativelowView Spectrum(246.9918,100.0);(246.9918,100.0)
Predicted LC-MS/MSNot AvailableNegativemediumView Spectrum(80.96519,21.93);(96.9601,90.87);(172.9914,24.08);(203.00197,100.0);(203.00197,100.0);(203.00197,100.0);(203.00197,100.0);(246.9918,55.43);(246.9918,55.43)
Predicted LC-MS/MSNot AvailableNegativehighView Spectrum(44.9982,7.62);(55.01894,21.58);(79.01894,14.67);(80.96519,38.2);(81.03459,22.62);(96.9601,100.0);(123.00877,12.24);(123.00877,12.24);(123.04515,15.21);(123.04515,15.21);(125.02442,13.48);(151.00368,21.92);(167.03498,6.28);(167.03498,6.28);(167.03498,6.28)
Predicted LC-MS/MSNot AvailablePositivelowView Spectrum(123.04406,34.34);(151.03897,40.6);(151.03897,40.6);(151.03897,40.6);(169.04954,20.76);(169.04954,20.76);(169.04954,20.76);(169.04954,20.76);(169.04954,20.76);(169.04954,20.76);(169.04954,20.76);(230.99579,60.57);(230.99579,60.57);(230.99579,60.57);(230.99579,60.57);(249.00635,100.0);(249.00635,100.0);(249.00635,100.0);(249.00635,100.0);(249.00635,100.0);(249.00635,100.0);(249.00635,100.0)
Predicted LC-MS/MSNot AvailablePositivemediumView Spectrum(123.04406,73.82);(125.05971,94.77);(151.03897,100.0);(151.03897,100.0);(151.03897,100.0);(167.03389,51.26);(167.03389,51.26);(167.03389,51.26);(167.03389,51.26);(167.03389,51.26);(167.03389,51.26);(169.04954,83.53);(169.04954,83.53);(169.04954,83.53);(169.04954,83.53);(169.04954,83.53);(169.04954,83.53);(169.04954,83.53)
Predicted LC-MS/MSNot AvailablePositivehighView Spectrum(43.01784,5.74);(51.02293,23.12);(57.03349,6.38);(80.96409,5.36);(81.03349,7.45);(81.03349,7.45);(85.02841,8.13);(85.02841,8.13);(95.01276,23.4);(95.01276,23.4);(95.01276,23.4);(97.02841,27.98);(97.02841,27.98);(99.04406,7.25);(99.04406,7.25);(99.04406,7.25);(123.04406,100.0);(125.02332,7.46);(125.02332,7.46);(125.05971,12.83);(127.03897,5.18);(135.04406,6.43);(151.03897,56.3);(151.03897,56.3);(151.03897,56.3);(153.01824,25.99);(167.03389,18.84);(167.03389,18.84);(167.03389,18.84);(167.03389,18.84);(167.03389,18.84);(167.03389,18.84)

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

Food PhytochemicalMetaboliteSpeciesBiofluidsOriginTMaxCMaxUrinary ExcretionFormulaMonoisotopic mass
Cyanidin 3-O-glucoside Isovanillic acid-3-O-sulfatehumanfeces, serum, urineNot AvailableNot AvailableNot AvailableNot AvailableC8H8O7S247.999073772 Publications

Inter-Individual Variations in Metabolism

Food PhytochemicalMetaboliteEffectValue
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