metabolite

Showing entry for Protocatechuic acid-4-O-sulfate

Identification

PhytoHub ID
PHUB001291
Name
Protocatechuic acid-4-O-sulfate
Systematic Name
3-hydroxybenzoic acid-4-sulfate
Synonyms
  • 3-Hydroxybenzoic acid-4-sulfate
  • Protocatechuic acid-4-sulfate
CAS Number
76496-12-3
Average Mass
234.18
Monoisotopic Mass
233.983423707
Chemical Formula
C7H6O7S
IUPAC Name
3-hydroxy-4-(sulfooxy)benzoic acid
InChI Key
NGQYUDIZIPNWJV-UHFFFAOYSA-N
InChI Identifier
InChI=1S/C7H6O7S/c8-5-3-4(7(9)10)1-2-6(5)14-15(11,12)13/h1-3,8H,(H,9,10)(H,11,12,13)
SMILES
OC(=O)C1=CC(O)=C(OS(O)(=O)=O)C=C1
Structure
Similar Structures

Calculated Properties

Solubility (ALOGPS)
3.04e+00 g/l
LogS (ALOGPS)
-1.89
LogP (ALOGPS)
-0.74
Hydrogen Acceptors
6
Hydrogen Donors
3
Rotatable Bond Count
3
Polar Surface Area
121.13000000000001
Refractivity
47.2678
Polarizability
19.099005961385547
Formal Charge
0
Physiological Charge
-2
pKa (strongest basic)
-4.463335649553196
pKa (strongest acidic)
-2.6927450756577653
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
Orange flavanonesPolyphenolsFlavonoidsFlavanonesShow 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
["1-hydroxy-2-unsubstituted benzenoids", "1-hydroxy-4-unsubstituted benzenoids", "Benzoic acids", "Benzoyl derivatives", "Carboxylic acids", "Hydrocarbon derivatives", "Hydroxybenzoic acid derivatives", "Monocarboxylic acids and derivatives", "Organic oxides", "Organooxygen compounds", "Phenoxy compounds", "Sulfuric acid monoesters"]
External Descriptor Annotations
Not Available
Substituent Names
["1-hydroxy-2-unsubstituted benzenoid", "1-hydroxy-4-unsubstituted benzenoid", "Aromatic homomonocyclic compound", "Benzenoid", "Benzoic acid", "Benzoic acid or derivatives", "Benzoyl", "Carboxylic acid", "Carboxylic acid derivative", "Hydrocarbon derivative", "Hydroxybenzoic acid", "Monocarboxylic acid or derivatives", "Monocyclic benzene moiety", "Organic oxide", "Organic oxygen compound", "Organooxygen compound", "Phenol", "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(23.99945142,0.9790026373);(25.00727602,1.742727119);(27.02292522,1.126050243);(80.96408832,4.51737593);(82.00492882,1.111781802);(83.01275342,1.556234466);(108.020578,2.864847957);(109.0284026,5.611044216);(110.0362272,2.801492828);(123.0076675,1.248561746);(125.0233167,3.100872836);(134.9746516,1.593595151);(135.0076675,2.262929615);(136.0154921,2.014432071);(137.0233167,3.365248207);(138.0311413,2.825287178);(152.0104062,3.618818882);(153.0182308,6.109720344);(154.0260554,12.46067409);(155.0294594,1.006288722);(187.9773903,3.550186328);(188.9852149,3.196672653);(189.9566552,1.051131626);(189.9930395,4.534088806);(203.9723044,1.076113983);(205.9879536,1.428570749);(215.9723044,5.046836853);(216.980129,6.073343693);(218.9593939,1.320340169);(232.9750431,2.073361544);(233.9828677,8.732367554)
Predicted GC-MSGC-MSEiNot AvailableView Spectrum(25.00727602,0.983665558);(27.02292522,0.8719379521);(39.99436552,0.8139286186);(43.01783932,0.7526355165);(80.96408832,1.656400609);(82.00492882,0.7498585662);(97.02840262,0.7046591009);(109.0284026,2.198300089);(110.0362272,1.442528815);(119.9511778,0.8466644756);(123.0076675,0.7692907925);(125.0233167,1.688389908);(134.9746516,0.890658528);(135.0076675,1.387568515);(136.0154921,1.395248551);(137.0233167,1.095216897);(138.0311413,1.27488665);(152.0104062,1.859115191);(153.0182308,3.279984738);(154.0260554,5.949790558);(187.9773903,3.631451642);(188.9852149,4.185900338);(189.9930395,3.567848847);(203.9723044,0.7376812632);(205.9879536,0.979292056);(215.9723044,4.60335174);(216.980129,3.40741074);(218.9593939,0.9578286226);(231.9672185,1.805149746);(232.9750431,1.642946694);(233.9828677,6.26401045)
Predicted LC-MS/MSNot AvailablePositivelowView Spectrum(43.01838972,0.0276088126);(51.0234751,0.0213485521);(67.01838972,0.0394542637);(71.01330434,0.0488092033);(79.01838972,0.0977417895);(80.96463989,1.172553396);(82.98028996,0.1227641119);(93.03403978,0.0354294065);(97.0289544,0.0810276841);(99.00821896,0.028339969);(109.0289544,0.1265224466);(111.0446045,0.0295671815);(112.9908546,0.2120628015);(113.023869,0.0887769307);(122.9752046,0.0594668826);(123.008219,0.4729491967);(136.9908546,0.0613769937);(137.023869,0.1553505244);(146.9752046,0.0515858644);(153.0187836,0.1028207375);(155.0344337,0.9472553601);(160.9908546,0.0168965383);(162.9701192,0.2236387872);(164.9857693,0.028525675);(172.9908546,0.2689291434);(188.9857693,22.87649123);(190.9650338,0.4339422134);(191.0014193,2.935232899);(192.9806839,0.0840418494);(208.9755985,0.0554023146);(234.9912486,69.09408724)
Predicted LC-MS/MSNot AvailablePositivemedView Spectrum(43.01838972,0.079041385);(45.03403978,0.0678506475);(51.0234751,0.1432599335);(55.01838972,0.0416192432);(71.01330434,0.0938516104);(79.01838972,0.0394360327);(80.96463989,5.619486135);(82.98028996,0.2911044292);(93.03403978,0.1020136328);(97.0289544,0.2669739008);(99.04460446,0.0956273635);(109.0289544,16.46708998);(111.0446045,1.945310559);(112.9908546,0.1832471143);(122.9752046,0.1901438696);(123.008219,0.1395206262);(125.023869,2.031884236);(136.9908546,0.1830186741);(137.023869,8.298650763);(146.9752046,0.1143614618);(153.0187836,2.595505786);(155.0344337,18.94243761);(160.9908546,0.324819203);(162.9701192,0.0923318564);(172.9908546,1.360558667);(188.9857693,20.86373576);(190.9650338,0.183534414);(191.0014193,2.564772934);(192.9806839,0.0606932763);(208.9755985,0.3048993454);(234.9912486,16.31321955)
Predicted LC-MS/MSNot AvailablePositivehighView Spectrum(43.01838972,0.5086245917);(51.0234751,30.02969059);(53.03912516,3.001657694);(55.01838972,0.8879024134);(67.01838972,3.546372331);(71.01330434,0.8362893558);(79.01838972,9.949837237);(80.96463989,4.15864068);(82.98028996,0.2909672714);(83.01330434,0.4989569596);(93.03403978,1.399521459);(95.01330434,0.461170574);(97.0289544,2.160982728);(98.97520458,0.3072503208);(109.0289544,7.550023251);(111.0446045,0.6816972212);(112.9908546,0.8156317421);(122.9752046,0.3214751548);(123.008219,1.347157593);(136.9908546,0.8551472108);(137.023869,1.462763632);(146.9752046,5.915912163);(153.0187836,0.4412999308);(155.0344337,0.6718234452);(160.9908546,1.111351301);(162.9701192,2.700418432);(172.9908546,0.9112909699);(188.9857693,13.43613517);(190.9650338,1.221909007);(191.0014193,1.683228774);(234.9912486,0.8348707934)
Predicted LC-MS/MSNot AvailableNegativelowView Spectrum(41.00273965,0.0269388497);(44.99765427,0.1323544874);(49.00782503,0.0140733219);(51.0234751,0.0305397699);(65.00273965,0.0110403429);(67.01838972,0.0115037893);(68.99765427,0.0159907462);(71.01330434,0.0201085565);(77.00273965,0.0046702983);(80.96463989,0.9984682273);(91.01838972,0.1891172661);(95.01330434,0.0872153614);(96.95955451,0.1008755036);(107.0133043,0.7957847624);(108.9925689,0.006801691);(109.0289544,0.8485279696);(111.008219,0.0746621004);(120.9925689,0.0243796709);(124.9874835,0.0044434136);(135.008219,0.0720034919);(146.9752046,0.0040787073);(151.0031336,0.2909994471);(153.0187836,4.275277548);(160.9544691,0.0064974382);(162.9701192,0.0258180373);(170.9752046,1.743912495);(186.9701192,0.6011759824);(188.9493838,0.0094852204);(188.9857693,24.17909822);(190.9650338,0.0342856547);(232.9755985,65.35987163)
Predicted LC-MS/MSNot AvailableNegativemedView Spectrum(41.00273965,0.2638005541);(44.99765427,0.2640382596);(49.00782503,0.2455501668);(51.0234751,0.7484074855);(65.00273965,0.1671972256);(67.01838972,0.6424904252);(68.99765427,0.1575159272);(71.01330434,0.1112337725);(77.00273965,0.4809349867);(80.96463989,1.530375195);(91.01838972,0.870029916);(95.01330434,1.405643997);(96.95955451,0.4182321835);(107.0133043,13.22875245);(108.9925689,0.1711203493);(109.0289544,14.01396909);(111.008219,1.188782853);(120.9925689,1.01075915);(123.008219,0.1222667854);(127.0031336,0.0927422682);(135.008219,0.8884423241);(146.9752046,0.147403417);(151.0031336,3.09183416);(153.0187836,22.27122506);(160.9544691,0.0588217595);(170.9752046,2.757342375);(186.9701192,1.183341081);(188.9493838,0.1512900693);(188.9857693,17.99607241);(190.9650338,0.1843216433);(232.9755985,14.13606266)
Predicted LC-MS/MSNot AvailableNegativehighView Spectrum(41.00273965,0.3006216678);(44.99765427,3.161634223);(53.00273965,0.2272569437);(55.01838972,0.2259383463);(68.99765427,1.306882964);(71.01330434,0.4108746596);(80.96463989,13.56385364);(80.99765427,0.6737683308);(83.01330434,1.683108653);(91.01838972,0.3517069148);(95.01330434,1.51172421);(96.95955451,0.4715516406);(96.99256889,0.207573229);(97.0289544,0.2583396903);(99.00821896,0.5000100949);(107.0133043,20.92046825);(108.9925689,1.008161962);(109.0289544,28.28522051);(111.008219,1.58587692);(120.9925689,0.4604339991);(123.008219,1.974397283);(135.008219,2.576599007);(151.0031336,1.692064351);(153.0187836,11.9741887);(160.9544691,0.1906494107);(170.9752046,1.603811592);(186.9701192,0.4204886097);(188.9493838,0.2444551651);(188.9857693,1.487026755);(190.9650338,0.4196506957);(232.9755985,0.3016615692)
Predicted LC-MS/MSNot AvailablePositivelowView Spectrum(216.98014,100.0);(216.98014,100.0);(216.98014,100.0);(216.98014,100.0);(216.98014,100.0);(216.98014,100.0);(216.98014,100.0);(234.9907,92.12);(234.9907,92.12);(234.9907,92.12);(234.9907,92.12);(234.9907,92.12);(234.9907,92.12);(234.9907,92.12)
Predicted LC-MS/MSNot AvailablePositivemediumView Spectrum(109.02841,75.06);(109.02841,75.06);(111.04406,53.68);(111.04406,53.68);(137.02332,100.0);(137.02332,100.0);(137.02332,100.0);(153.01824,15.95);(153.01824,15.95);(153.01824,15.95);(153.01824,15.95);(155.03389,77.78);(155.03389,77.78);(155.03389,77.78);(155.03389,77.78);(155.03389,77.78);(155.03389,77.78);(216.98014,76.94);(216.98014,76.94);(216.98014,76.94);(216.98014,76.94);(216.98014,76.94);(216.98014,76.94);(216.98014,76.94);(234.9907,49.38);(234.9907,49.38);(234.9907,49.38);(234.9907,49.38);(234.9907,49.38);(234.9907,49.38);(234.9907,49.38)
Predicted LC-MS/MSNot AvailablePositivehighView Spectrum(27.02293,18.83);(39.02293,43.05);(43.01784,23.76);(45.03349,9.7);(51.02293,45.27);(67.01784,18.25);(67.01784,18.25);(95.01276,24.86);(95.01276,24.86);(95.01276,24.86);(95.01276,24.86);(95.04914,31.9);(97.02841,37.18);(97.02841,37.18);(97.02841,37.18);(109.02841,100.0);(109.02841,100.0);(121.02841,97.15);(137.02332,83.76);(137.02332,83.76);(137.02332,83.76)
Predicted LC-MS/MSNot AvailableNegativelowView Spectrum(232.97615,100.0);(232.97615,100.0);(232.97615,100.0);(232.97615,100.0);(232.97615,100.0)
Predicted LC-MS/MSNot AvailableNegativemediumView Spectrum(80.96519,5.77);(146.97575,7.58);(188.98632,100.0);(188.98632,100.0);(188.98632,100.0);(188.98632,100.0);(188.98632,100.0);(188.98632,100.0);(188.98632,100.0);(232.97615,36.37);(232.97615,36.37);(232.97615,36.37);(232.97615,36.37);(232.97615,36.37)
Predicted LC-MS/MSNot AvailableNegativehighView Spectrum(44.9982,20.09);(67.01894,64.3);(77.00329,17.8);(79.01894,23.71);(80.96519,68.57);(95.01385,13.87);(95.01385,13.87);(96.9601,49.49);(120.9601,57.44);(123.00877,15.19);(123.00877,15.19);(134.97575,45.68);(135.00877,14.87);(144.9601,68.73);(146.97575,100.0);(188.98632,13.72);(188.98632,13.72);(188.98632,13.72);(188.98632,13.72);(188.98632,13.72);(188.98632,13.72);(188.98632,13.72);(190.96558,28.1);(232.97615,18.35);(232.97615,18.35);(232.97615,18.35);(232.97615,18.35);(232.97615,18.35)

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

Food PhytochemicalMetaboliteSpeciesBiofluidsOriginTMaxCMaxUrinary ExcretionFormulaMonoisotopic mass
Cyanidin 3-O-glucoside Protocatechuic acid-4-O-sulfatehumanfeces, serum, urineNot AvailableNot AvailableNot AvailableNot AvailableC7H6O7S233.983423707 Publications
Orange flavanones Protocatechuic acid-4-O-sulfateNot AvailableNot AvailableNot AvailableNot AvailableNot AvailableNot AvailableC7H6O7S233.983423707 Detailed Intervention Studies

Inter-Individual Variations in Metabolism

Food PhytochemicalMetaboliteEffectValue
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