metabolite

Showing entry for Hydroquinone glucuronide

Identification

PhytoHub ID
PHUB001309
Name
Hydroquinone glucuronide
Systematic Name
Not Available
Synonyms
Not Available
CAS Number
Not Available
Average Mass
286.236
Monoisotopic Mass
286.068867411
Chemical Formula
C12H14O8
IUPAC Name
(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(4-hydroxyphenoxy)oxane-2-carboxylic acid
InChI Key
KCWGTTYNHQOGSJ-GOVZDWNOSA-N
InChI Identifier
InChI=1S/C12H14O8/c13-5-1-3-6(4-2-5)19-12-9(16)7(14)8(15)10(20-12)11(17)18/h1-4,7-10,12-16H,(H,17,18)/t7-,8-,9+,10-,12+/m0/s1
SMILES
O[C@@H]1[C@@H](O)[C@H](OC2=CC=C(O)C=C2)O[C@@H]([C@H]1O)C(O)=O
Structure
Similar Structures

Calculated Properties

Solubility (ALOGPS)
2.98e+01 g/l
LogS (ALOGPS)
-0.98
LogP (ALOGPS)
-0.57
Hydrogen Acceptors
8
Hydrogen Donors
5
Rotatable Bond Count
3
Polar Surface Area
136.68
Refractivity
62.03160000000002
Polarizability
26.022761704282402
Formal Charge
0
Physiological Charge
-1
pKa (strongest basic)
-3.68682676142487
pKa (strongest acidic)
3.078385532042692
Number of Rings
2
Rule of Five
Yes
Bioavailability
Yes
Ghose Filter
No
Veber's Rule
No
MDDR-like Rule
No

Taxonomy as Metabolite

Family
(Poly)phenol metabolites
Class
Phenolic acid metabolites
Sub-class
Miscellaneous phenolic acid metabolites

Taxonomy of its Food Phytochemical Precursor(s)

Food PhytochemicalFamilyClassSub-class
ArbutinPolyphenolsMiscellaneous polyphenolsNot AvailableShow 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
["1-hydroxy-2-unsubstituted benzenoids", "4-alkoxyphenols", "Acetals", "Beta hydroxy acids and derivatives", "Carbonyl compounds", "Carboxylic acids", "Hydrocarbon derivatives", "Monocarboxylic acids and derivatives", "Monosaccharides", "O-glucuronides", "O-glycosyl compounds", "Organic oxides", "Oxacyclic compounds", "Oxanes", "Phenol ethers", "Phenoxy compounds", "Polyols", "Pyrans", "Secondary alcohols"]
External Descriptor Annotations
Not Available
Substituent Names
["1-hydroxy-2-unsubstituted benzenoid", "1-o-glucuronide", "4-alkoxyphenol", "Acetal", "Alcohol", "Aromatic heteromonocyclic compound", "Benzenoid", "Beta-hydroxy acid", "Carbonyl group", "Carboxylic acid", "Carboxylic acid derivative", "Glucuronic acid or derivatives", "Hydrocarbon derivative", "Hydroxy acid", "Monocarboxylic acid or derivatives", "Monocyclic benzene moiety", "Monosaccharide", "O-glucuronide", "O-glycosyl compound", "Organic oxide", "Organoheterocyclic compound", "Oxacycle", "Oxane", "Phenol", "Phenol ether", "Phenolic glycoside", "Phenoxy compound", "Polyol", "Pyran", "Secondary alcohol"]

Spectra from Phytohub

Spectrum TypeInstrument TypeIon ModeCollision Energy LevelViewPeaks
Predicted GC-MSGC-MSPositiveNot AvailableView Spectrum(29.00219012,1.849677911);(44.99710422,2.205190805);(58.00492882,2.420003047);(59.01275342,19.90485375);(60.02057802,3.587639939);(73.99984292,1.82606117);(87.00766752,2.247949822);(88.01549212,2.739556517);(89.02331672,2.036388461);(90.03114132,1.886923668);(101.994757,2.165141772);(103.0025816,2.536039819);(103.0389659,2.201436102);(104.0104062,2.028997382);(109.0284026,2.067970415);(110.0362272,5.436219033);(117.0182308,2.033493467);(118.0260554,1.858757736);(151.0389659,2.759660886);(152.0467905,1.839605406);(167.03388,1.726022222);(180.0417046,2.213115531);(181.0495292,5.12090722);(182.0573538,2.209913944);(196.0366187,1.657529176);(212.0679171,3.25371869);(225.0393574,1.95717131);(241.0706558,2.828374334);(255.0499207,1.770905925);(268.0577453,5.731464167);(269.0655699,5.899310373)
Predicted LC-MS/MSNot AvailablePositivelowView Spectrum(68.99765427,0.4370400079);(81.03403978,0.3086637545);(87.00821896,0.6533666755);(95.04968984,0.7565283455);(99.00821896,0.7428047414);(99.08098997,0.2447756417);(101.023869,0.2285247525);(101.09664,0.2447756417);(109.0289544,0.7331457512);(111.0446045,41.95960137);(115.0759046,0.497323671);(117.0187836,0.8405308305);(119.0344337,0.2415142453);(139.0395191,0.2991462063);(147.0293483,0.3519463085);(151.0395191,0.1964528226);(159.0293483,0.907982302);(161.0449984,0.4292843753);(175.0242629,0.3333485858);(177.039913,2.526262399);(181.0500838,0.2065324065);(223.0606485,0.1933762484);(225.039913,0.2653288945);(233.0661278,0.2139265909);(241.0712131,0.6678420646);(243.0868632,0.1887629175);(251.0555631,4.001779056);(259.0453923,0.3961064399);(261.0610424,0.3734774257);(269.0661278,19.03413665);(287.0766924,21.52571289)
Predicted LC-MS/MSNot AvailablePositivemedView Spectrum(43.01838972,0.687393151);(55.01838972,0.5114272708);(61.0289544,0.2178203254);(63.04460446,0.2082237883);(69.03403978,0.6970287936);(79.01838972,1.046775537);(80.99765427,0.3714493175);(81.03403978,3.712849098);(83.01330434,0.2583289746);(87.00821896,0.412365253);(95.04968984,0.4241660591);(109.0289544,2.079853228);(111.0446045,70.24115497);(115.0759046,0.2230509881);(131.0344337,0.6525746675);(133.0500838,0.1841415549);(151.0395191,0.4239534506);(153.0551691,0.2936096226);(155.0708192,0.2331471579);(157.0136983,0.2036072099);(159.0293483,2.842731981);(161.0449984,0.6497941251);(175.0242629,0.2461885795);(177.039913,3.270212248);(223.0606485,0.4742732287);(227.0191776,0.2047416654);(241.0712131,0.9128939219);(251.0555631,2.210032967);(257.0661278,0.4185643337);(269.0661278,3.624171412);(287.0766924,2.063475124)
Predicted LC-MS/MSNot AvailablePositivehighView Spectrum(43.01838972,2.401391563);(55.01838972,1.637549663);(57.03403978,0.9290180373);(59.01330434,1.371118733);(65.03912516,1.127829135);(69.03403978,2.360712689);(73.0289544,1.134200163);(79.01838972,11.42143868);(81.03403978,22.47198928);(83.01330434,0.8576367525);(83.04968984,1.267256314);(87.00821896,4.006692026);(89.02386902,1.127298731);(91.03951908,0.7734748906);(95.04968984,2.300826163);(97.06533991,0.6142748486);(99.00821896,0.6042644433);(99.08098997,0.6022787956);(101.09664,0.6022787956);(103.0031336,0.7321136501);(105.0187836,0.7497665681);(109.0289544,4.01902431);(111.0446045,25.85275199);(115.0759046,0.5712364571);(117.0187836,2.769108546);(119.0344337,0.6787668226);(131.0344337,1.602692904);(139.0395191,0.6777355576);(159.0293483,2.03909979);(161.0449984,2.136348967);(177.039913,0.5598247328)
Predicted LC-MS/MSNot AvailableNegativelowView Spectrum(41.00273965,0.8727764863);(44.99765427,0.3964705082);(59.01330434,0.676212245);(71.01330434,2.185307872);(73.0289544,0.7021119216);(87.00821896,1.390321866);(101.023869,0.5567830551);(103.0031336,1.702497552);(103.0395191,0.4374917301);(107.0133043,0.3489194294);(109.0289544,26.13938538);(115.0031336,0.4051556236);(117.0187836,2.673046703);(131.0344337,0.3495174802);(133.0136983,0.4990781895);(133.0289544,0.3993211952);(147.0293483,2.047928435);(151.0395191,1.585690048);(153.0551691,0.3381247322);(167.0344337,1.033306247);(169.0500838,0.3298927293);(175.0242629,1.340405487);(181.0500838,0.6726296808);(197.0449984,0.3707108388);(211.0606485,0.4896367576);(223.0606485,2.837786129);(239.0555631,3.825042493);(241.0712131,8.412220628);(255.0504777,0.6740227733);(267.0504777,4.352354131);(285.0610424,31.95585165)
Predicted LC-MS/MSNot AvailableNegativemedView Spectrum(41.00273965,0.6228132025);(43.01838972,1.825539172);(59.01330434,1.797639303);(67.01838972,0.7639645683);(71.01330434,0.6350722556);(72.99256889,1.002779045);(73.0289544,1.801391721);(79.01838972,0.5047525222);(81.03403978,1.021506881);(84.99256889,0.6530099704);(87.00821896,2.738600156);(93.03403978,0.5051836426);(101.023869,0.6108284358);(103.0395191,1.838376513);(107.0133043,1.165356701);(109.0289544,53.42623982);(115.0031336,0.7235326119);(117.0187836,0.9389296635);(131.0344337,0.9152950166);(145.0136983,0.660006425);(147.0293483,1.218345387);(151.0395191,1.3113236);(167.0344337,1.422646168);(175.0242629,1.116108653);(181.0500838,0.6720861971);(223.0606485,4.089762078);(239.0555631,2.490761356);(241.0712131,4.748433576);(255.0504777,0.5991908051);(267.0504777,3.717674106);(285.0610424,4.462850445)
Predicted LC-MS/MSNot AvailableNegativehighView Spectrum(41.00273965,3.451891266);(43.01838972,4.167757173);(53.00273965,1.721470747);(55.01838972,1.066589815);(56.99765427,0.906165269);(59.01330434,2.500697661);(61.0289544,3.381557432);(67.01838972,2.058770523);(68.99765427,0.3802846962);(71.01330434,1.303925637);(72.99256889,0.4139187954);(73.0289544,1.911192787);(77.00273965,2.116332756);(79.01838972,4.967272993);(83.01330434,0.6616922304);(84.99256889,0.5757831965);(87.00821896,1.261273418);(91.03951908,0.3733049466);(93.03403978,0.943478063);(101.023869,0.5693804628);(103.0395191,0.4104309894);(105.0187836,0.3123637017);(107.0133043,4.599919325);(109.0289544,53.77725461);(111.0446045,0.3106788274);(113.0602545,0.2981314419);(117.0187836,0.3520072564);(129.0187836,0.3583780181);(131.0344337,3.918837731);(149.023869,0.5319334925);(173.0086129,0.3973247432)

Food Sources

No food source information available

Food Sources of its Food Phytochemical(s)

Food PhytochemicalFood SourceFood Source Group
ArbutinPearFruit, Pomes PublicationsShow
ArbutinSweet marjoramHerbs and Spices PublicationsShow
ArbutinWheat germCereals and cereal products PublicationsShow
ArbutinWhole wheat breadCereals and cereal products PublicationsShow

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

Food PhytochemicalMetaboliteSpeciesBiofluidsOriginTMaxCMaxUrinary ExcretionFormulaMonoisotopic mass
Arbutin Hydroquinone glucuronidehumanurineNot AvailableNot AvailableNot AvailableNot AvailableC12H14O8286.068867411 Publications

Inter-Individual Variations in Metabolism

Food PhytochemicalMetaboliteEffectValue
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