metabolite

Showing entry for Myricetin 3-O-glucuronide

Identification

PhytoHub ID
PHUB001426
Name
Myricetin 3-O-glucuronide
Systematic Name
Not Available
Synonyms
Not Available
CAS Number
Not Available
Average Mass
494.361
Monoisotopic Mass
494.06965526
Chemical Formula
C21H18O14
IUPAC Name
(2S,3S,4S,5R,6S)-6-{[5,7-dihydroxy-4-oxo-2-(3,4,5-trihydroxyphenyl)-4H-chromen-3-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid
InChI Key
MBWOCQLTCWTIJE-ZUGPOPFOSA-N
InChI Identifier
InChI=1S/C21H18O14/c22-6-3-7(23)11-10(4-6)33-17(5-1-8(24)12(26)9(25)2-5)18(13(11)27)34-21-16(30)14(28)15(29)19(35-21)20(31)32/h1-4,14-16,19,21-26,28-30H,(H,31,32)/t14-,15-,16+,19-,21+/m0/s1
SMILES
O[C@@H]1[C@@H](O)[C@H](OC2=C(OC3=CC(O)=CC(O)=C3C2=O)C2=CC(O)=C(O)C(O)=C2)O[C@@H]([C@H]1O)C(O)=O
Structure
Similar Structures

Calculated Properties

Solubility (ALOGPS)
2.80e+00 g/l
LogS (ALOGPS)
-2.25
LogP (ALOGPS)
1.38
Hydrogen Acceptors
14
Hydrogen Donors
9
Rotatable Bond Count
4
Polar Surface Area
243.89999999999995
Refractivity
111.12379999999999
Polarizability
44.52357606259186
Formal Charge
0
Physiological Charge
-2
pKa (strongest basic)
-3.95502242296202
pKa (strongest acidic)
2.591004965037832
Number of Rings
4
Rule of Five
No
Bioavailability
No
Ghose Filter
No
Veber's Rule
No
MDDR-like Rule
No

Taxonomy as Metabolite

Family
(Poly)phenol metabolites
Class
Flavonoid metabolites
Sub-class
Flavonols (parent and host metabolites)

Taxonomy of its Food Phytochemical Precursor(s)

Food PhytochemicalFamilyClassSub-class
MyricetinPolyphenolsFlavonoidsFlavonolsShow Food Phytochemical

Classyfire Taxonomy

Kingdom Name
Organic compounds
Class
Flavonoids
Super-class
Phenylpropanoids and polyketides
Sub-class
Flavonoid glycosides
Direct Parent Name
Flavonoid-3-O-glucuronides
Alternative Parent Names
["1-hydroxy-2-unsubstituted benzenoids", "1-hydroxy-4-unsubstituted benzenoids", "3'-hydroxyflavonoids", "4'-hydroxyflavonoids", "5-hydroxyflavonoids", "7-hydroxyflavonoids", "Acetals", "Benzene and substituted derivatives", "Beta hydroxy acids and derivatives", "Carbonyl compounds", "Carboxylic acids", "Chromones", "Flavones", "Flavonoid-3-O-glycosides", "Heteroaromatic compounds", "Hexoses", "Hydrocarbon derivatives", "Monocarboxylic acids and derivatives", "O-glucuronides", "O-glycosyl compounds", "Organic oxides", "Oxacyclic compounds", "Oxanes", "Polyols", "Pyranones and derivatives", "Pyrogallols and derivatives", "Secondary alcohols", "Vinylogous acids"]
External Descriptor Annotations
["monosaccharide derivative", "myricetin O-glucuronide", "pentahydroxyflavone"]
Substituent Names
["1-benzopyran", "1-hydroxy-2-unsubstituted benzenoid", "1-hydroxy-4-unsubstituted benzenoid", "1-o-glucuronide", "3'-hydroxyflavonoid", "4'-hydroxyflavonoid", "5-hydroxyflavonoid", "7-hydroxyflavonoid", "Acetal", "Alcohol", "Aromatic heteropolycyclic compound", "Benzenetriol", "Benzenoid", "Benzopyran", "Beta-hydroxy acid", "Carbonyl group", "Carboxylic acid", "Carboxylic acid derivative", "Chromone", "Flavone", "Flavonoid-3-o-glucuronide", "Flavonoid-3-o-glycoside", "Glucuronic acid or derivatives", "Glycosyl compound", "Heteroaromatic compound", "Hexose monosaccharide", "Hydrocarbon derivative", "Hydroxy acid", "Hydroxyflavonoid", "Monocarboxylic acid or derivatives", "Monocyclic benzene moiety", "Monosaccharide", "O-glucuronide", "O-glycosyl compound", "Organic oxide", "Organic oxygen compound", "Organoheterocyclic compound", "Organooxygen compound", "Oxacycle", "Oxane", "Phenol", "Polyol", "Pyran", "Pyranone", "Pyrogallol derivative", "Secondary alcohol", "Vinylogous acid"]

Spectra from Phytohub

Spectrum TypeInstrument TypeIon ModeCollision Energy LevelViewPeaks
Predicted GC-MSGC-MSEiNot AvailableView Spectrum(73.04679982,2.731675153);(89.04171392,1.540852236);(117.036628,1.096986094);(131.0522772,1.501701069);(132.0601018,0.735096439);(145.0315421,1.002333398);(146.0393667,0.72154167);(203.091801,0.9802088613);(204.0996256,1.03955376);(231.0867151,0.9211914243);(232.0945397,0.8771136538);(233.1023643,1.79189701);(234.1101889,1.076754911);(247.0816292,1.126207156);(248.0894538,0.8893320951);(350.1395409,0.8283333183);(363.1473655,0.809334532);(393.1579288,2.574112154);(394.1595751,0.841764959);(462.1160578,0.8549023719);(621.1637977,0.6534891785);(737.229534,1.905304684);(738.231594,1.090963007);(765.2244481,1.120249882);(766.2265343,0.654406553);(781.2193622,0.8880313149);(782.2271868,0.8358111673);(839.2432368,6.493563049);(840.2451795,4.275741066);(841.244284,2.628663841);(842.2449086,1.059109721)
Predicted LC-MS/MSNot AvailablePositivelowView Spectrum(68.99765427,0.3782997866);(87.00821896,0.5351403273);(99.00821896,0.6436919814);(117.0187836,0.7119732648);(125.023869,2.057928067);(127.0395191,0.4240578392);(147.0293483,0.3041495753);(153.0187836,0.2841264084);(159.0293483,0.8742358145);(161.0449984,0.3525767954);(173.0086129,0.2940502764);(175.0242629,0.2970201078);(177.039913,2.843463585);(195.0504777,0.4953683372);(289.0348276,0.4534176828);(301.0348276,11.23075414);(303.0504777,1.184051902);(317.0297422,0.6137440843);(319.0453923,33.47278007);(323.0766924,0.4372865228);(347.0403069,0.2254497457);(369.0457862,0.2740035975);(433.0407009,0.2609640829);(449.072001,0.590688872);(459.0563509,1.407361512);(459.0563509,2.810127006);(463.0512655,0.2337202678);(465.0669156,0.3881837365);(477.0669156,7.904464073);(477.0669156,10.49868608);(495.0774803,17.51823446)
Predicted LC-MS/MSNot AvailablePositivemedView Spectrum(43.01838972,0.5395386501);(61.0289544,0.4469900875);(125.023869,4.450453345);(127.0395191,0.642487516);(131.0344337,0.6122978932);(137.023869,0.3011332252);(139.0395191,0.2996067823);(153.0187836,0.6923971332);(159.0293483,2.827649874);(161.0449984,0.591687717);(177.039913,3.56499276);(195.0293483,0.5485040867);(261.039913,0.4119044961);(275.0191776,0.4335779143);(277.0348276,0.4901205769);(287.0191776,0.7112726924);(289.0348276,2.050138432);(301.0348276,17.77074921);(303.0504777,0.8678805475);(317.0297422,1.783226774);(319.0453923,49.09830674);(359.0403069,0.4852689075);(361.055957,0.3131171763);(449.072001,0.8980233588);(459.0563509,0.5390250484);(459.0563509,1.887202811);(465.0669156,0.3067777386);(465.0669156,0.6909702811);(477.0669156,1.656890709);(477.0669156,2.265009439);(495.0774803,1.822798072)
Predicted LC-MS/MSNot AvailablePositivehighView Spectrum(43.01838972,1.716403805);(68.99765427,0.9722640343);(87.00821896,3.079182121);(89.02386902,0.9457836686);(105.0187836,1.096428102);(109.0289544,0.9754994463);(111.0446045,1.919762517);(117.0187836,1.989968255);(125.023869,9.08717317);(127.0395191,1.197985697);(131.0344337,1.332643912);(137.023869,5.12046709);(139.0395191,3.263500116);(149.023869,1.355155403);(153.0187836,10.65674129);(155.0344337,1.558465933);(159.0293483,2.001363412);(161.0449984,2.194974449);(177.039913,2.106370991);(209.0086129,0.9887998434);(261.039913,2.602066474);(263.0555631,1.518994638);(283.0242629,0.9430878565);(285.039913,1.031796038);(287.0191776,1.574613009);(289.0348276,3.522669918);(301.0348276,20.4211562);(303.0504777,1.472685223);(317.0297422,0.91534387);(319.0453923,11.31670141);(433.0407009,1.121952104)
Predicted LC-MS/MSNot AvailableNegativelowView Spectrum(41.00273965,0.8175941871);(56.99765427,0.8644882562);(59.01330434,0.8838250579);(71.01330434,2.045630296);(73.0289544,0.6334221051);(87.00821896,1.95697105);(89.02386902,2.575356889);(103.0031336,1.605639963);(117.0187836,2.659693191);(125.023869,1.033295956);(147.0293483,2.241743482);(149.0449984,0.7902311993);(163.0242629,0.8971713553);(175.0242629,1.75468369);(193.0348276,2.707262288);(299.0191776,3.496287641);(317.0297422,21.21696748);(339.0352216,1.268802476);(357.0457862,0.557036397);(359.0403069,1.463036251);(367.0301362,0.775022366);(375.0352216,0.8652251399);(389.0508716,0.6197850892);(431.0614363,1.224996916);(431.0614363,1.417717581);(447.0563509,3.422043325);(449.072001,7.323970539);(463.0512655,0.6598495252);(475.0512655,0.9907509348);(475.0512655,3.92058793);(493.0618302,27.31091145)
Predicted LC-MS/MSNot AvailableNegativemedView Spectrum(43.01838972,1.340273895);(59.01330434,2.314112028);(72.99256889,1.108528228);(73.0289544,1.506037922);(87.00821896,2.242952101);(89.02386902,2.123843946);(103.0395191,2.095206784);(117.0187836,0.9336045572);(125.023869,1.641153655);(131.0344337,0.8697108741);(145.0136983,1.163340284);(147.0293483,3.71520348);(149.0449984,1.673314266);(151.0031336,1.229510107);(175.0242629,4.105179009);(193.0348276,3.559954846);(261.039913,1.182529319);(275.0191776,1.919104643);(299.0191776,9.515568976);(301.0348276,1.445492844);(315.0140922,0.9575769946);(317.0297422,34.90146407);(329.0297422,1.16551848);(359.0403069,1.173328316);(375.0352216,0.8387348074);(431.0614363,1.246574287);(431.0614363,2.177735861);(447.0563509,1.782207241);(449.072001,3.630038438);(475.0512655,3.196406651);(493.0618302,3.245793088)
Predicted LC-MS/MSNot AvailableNegativehighView Spectrum(41.00273965,1.561622812);(43.01838972,3.227541653);(56.99765427,1.027492722);(59.01330434,4.379482135);(61.0289544,3.965929787);(71.01330434,1.115857471);(73.0289544,1.851226297);(83.01330434,0.9706176472);(87.00821896,1.158707414);(109.0289544,4.912929126);(125.023869,2.818468758);(131.0344337,3.270105239);(135.008219,6.411046061);(137.023869,1.818480319);(147.0293483,7.202720199);(149.0449984,3.235718298);(151.0031336,3.717267622);(165.0187836,2.256733769);(175.0242629,0.9996715812);(193.0136983,1.310452638);(193.0348276,1.201923526);(219.0293483,1.047826842);(245.0086129,1.512427064);(259.0242629,0.9533578504);(261.039913,2.217994688);(273.0035275,1.080745225);(275.0191776,4.090257128);(287.0191776,4.355199563);(299.0191776,5.422132471);(315.0140922,2.595444256);(317.0297422,18.31061984)

Food Sources

No food source information available

Food Sources of its Food Phytochemical(s)

Food PhytochemicalFood SourceFood Source Group
MyricetinAmerican cranberryFruit, Berries PublicationsShow
MyricetinBlack teaTeas and herbal teasShow
MyricetinBlackberryFruit, Berries PublicationsShow
MyricetinBlackcurrantFruit, BerriesShow
MyricetinBroccoliVegetables, CabbagesShow
MyricetinCommon beanPulses and beansShow
MyricetinCommon cabbageVegetables, CabbagesShow
MyricetinEuropean cranberryFruit, Berries PublicationsShow
MyricetinRed wineBeverages, AlcoholicShow
MyricetinStrawberryFruit, Berries PublicationsShow

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

Food PhytochemicalMetaboliteSpeciesBiofluidsOriginTMaxCMaxUrinary ExcretionFormulaMonoisotopic mass
Myricetin Myricetin 3-O-glucuronideNot AvailableNot Availablehost metabolismNot AvailableNot AvailableNot AvailableC21H18O14494.06965526

Inter-Individual Variations in Metabolism

Food PhytochemicalMetaboliteEffectValue
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