metabolite

Showing entry for Biochanin A-7-O-glucuronide

Identification

PhytoHub ID
PHUB001359
Name
Biochanin A-7-O-glucuronide
Systematic Name
Not Available
Synonyms
Not Available
CAS Number
Not Available
Average Mass
460.391
Monoisotopic Mass
460.100561464
Chemical Formula
C22H20O11
IUPAC Name
(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{[5-hydroxy-3-(4-methoxyphenyl)-4-oxo-4H-chromen-7-yl]oxy}oxane-2-carboxylic acid
InChI Key
KXYGEGYBMOCKNJ-SXFAUFNYSA-N
InChI Identifier
InChI=1S/C22H20O11/c1-30-10-4-2-9(3-5-10)12-8-31-14-7-11(6-13(23)15(14)16(12)24)32-22-19(27)17(25)18(26)20(33-22)21(28)29/h2-8,17-20,22-23,25-27H,1H3,(H,28,29)/t17-,18-,19+,20-,22+/m0/s1
SMILES
[H][C@@]1(OC2=CC(O)=C3C(OC=C(C3=O)C3=CC=C(OC)C=C3)=C2)O[C@]([H])(C(O)=O)[C@@]([H])(O)[C@]([H])(O)[C@@]1([H])O
Structure
Similar Structures

Calculated Properties

Solubility (ALOGPS)
Not Available
LogS (ALOGPS)
Not Available
LogP (ALOGPS)
Not Available
Hydrogen Acceptors
11
Hydrogen Donors
5
Rotatable Bond Count
5
Polar Surface Area
172.20999999999995
Refractivity
108.17699999999998
Polarizability
44.34773022191551
Formal Charge
0
Physiological Charge
-2
pKa (strongest basic)
-3.686826778068561
pKa (strongest acidic)
2.7386132527602247
Number of Rings
4
Rule of Five
No
Bioavailability
Yes
Ghose Filter
Yes
Veber's Rule
No
MDDR-like Rule
No

Taxonomy as Metabolite

Family
(Poly)phenol metabolites
Class
Flavonoid metabolites
Sub-class
Isoflavones (parent, host and microbial metabolites)

Taxonomy of its Food Phytochemical Precursor(s)

Food PhytochemicalFamilyClassSub-class
Biochanin APolyphenolsFlavonoidsIsoflavonesShow Food Phytochemical

Classyfire Taxonomy

Kingdom Name
Organic compounds
Class
Isoflavonoids
Super-class
Phenylpropanoids and polyketides
Sub-class
Isoflavonoid O-glycosides
Direct Parent Name
Isoflavonoid O-glycosides
Alternative Parent Names
["1-hydroxy-2-unsubstituted benzenoids", "1-hydroxy-4-unsubstituted benzenoids", "4'-O-methylisoflavones", "Acetals", "Alkyl aryl ethers", "Anisoles", "Beta hydroxy acids and derivatives", "Carbonyl compounds", "Carboxylic acids", "Chromones", "Heteroaromatic compounds", "Hydrocarbon derivatives", "Hydroxyisoflavonoids", "Isoflavones", "Methoxybenzenes", "Monocarboxylic acids and derivatives", "Monosaccharides", "O-glucuronides", "O-glycosyl compounds", "Organic oxides", "Oxacyclic compounds", "Oxanes", "Phenolic glycosides", "Phenoxy compounds", "Polyols", "Pyranones and derivatives", "Secondary alcohols", "Vinylogous acids"]
External Descriptor Annotations
Not Available
Substituent Names
["1-benzopyran", "1-hydroxy-2-unsubstituted benzenoid", "1-hydroxy-4-unsubstituted benzenoid", "1-o-glucuronide", "4p-o-methylisoflavone", "Acetal", "Alcohol", "Alkyl aryl ether", "Anisole", "Aromatic heteropolycyclic compound", "Benzenoid", "Benzopyran", "Beta-hydroxy acid", "Carbonyl group", "Carboxylic acid", "Carboxylic acid derivative", "Chromone", "Ether", "Glucuronic acid or derivatives", "Glycosyl compound", "Heteroaromatic compound", "Hydrocarbon derivative", "Hydroxy acid", "Hydroxyisoflavonoid", "Isoflavone", "Isoflavonoid o-glycoside", "Isoflavonoid-7-o-glycoside", "Methoxybenzene", "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 ether", "Phenolic glycoside", "Phenoxy compound", "Polyol", "Pyran", "Pyranone", "Secondary alcohol", "Vinylogous acid"]

Spectra from Phytohub

Spectrum TypeInstrument TypeIon ModeCollision Energy LevelViewPeaks
Predicted GC-MSGC-MSEiNot AvailableView Spectrum(29.00219012,2.434640232);(44.99710422,2.520071748);(58.00492882,1.07990304);(59.01275342,4.341420578);(60.02057802,1.104289027);(87.00766752,0.9837647647);(88.01549212,1.407029828);(89.02331672,3.155109727);(90.03114132,1.450828906);(134.0209695,0.784256781);(283.0600925,0.939203431);(284.0679171,1.709966315);(311.0550066,0.808514355);(312.0628312,1.014837754);(325.0706558,1.249928868);(326.0784804,0.833202342);(341.0655699,1.429670326);(342.0733945,1.113893494);(354.0733945,0.9294002184);(355.0812191,1.454890883);(356.0890437,1.053684277);(371.0761332,1.572027109);(372.0839578,1.009351638);(385.0917824,0.8447551155);(415.1023457,1.294159031);(429.0816106,1.130998065);(430.0894352,1.489755535);(431.0972598,0.9107639228);(432.1050844,1.47490216);(442.0894352,2.48545559);(443.0972598,2.556162459)
Predicted LC-MS/MSNot AvailablePositivelowView Spectrum(68.99765427,0.412506026);(87.00821896,0.6195889146);(99.00821896,0.6999500382);(109.0653399,1.013541212);(117.0187836,0.7861030094);(147.0293483,0.3330186859);(159.0293483,0.8812302767);(175.0242629,0.3167635344);(177.039913,2.399341359);(255.0657338,0.3049645344);(267.0657338,0.6209100391);(269.0813839,0.6818448485);(269.0813839,0.8645496928);(273.112684,0.2333911394);(275.1283341,0.2333911394);(285.0762985,39.37751368);(289.1075986,0.4720262231);(313.0712131,0.2861283245);(353.0508716,0.5570552498);(411.0716071,0.3213879965);(413.0872571,0.2768681991);(415.1029072,0.6202426789);(425.0872571,2.260383722);(425.0872571,2.341744348);(425.0872571,0.9824472268);(429.0821717,1.307069784);(431.0978218,0.3649716632);(443.0978218,8.911431198);(443.0978218,8.251750432);(443.0978218,3.484344321);(461.1083865,19.78354051)
Predicted LC-MS/MSNot AvailablePositivemedView Spectrum(43.01838972,0.5786876089);(68.99765427,0.2806257707);(87.00821896,0.4111301555);(109.0653399,0.843024953);(131.0344337,0.6599623307);(153.0187836,0.2566024519);(159.0293483,2.885747072);(177.039913,3.279263143);(229.0500838,0.6733815437);(243.0657338,0.339764998);(255.0657338,2.141503434);(259.0606485,0.3289333721);(267.0657338,6.062026313);(269.0813839,0.3081759818);(269.0813839,1.167496942);(285.0762985,66.93983205);(325.0712131,0.5319078564);(327.0868632,0.2922547012);(397.0923425,0.475446412);(415.1029072,0.8981118569);(425.0872571,1.64120019);(425.0872571,0.8065535289);(425.0872571,0.4925723423);(429.0821717,0.3107524761);(429.0821717,0.3595669137);(431.0978218,0.321625404);(431.0978218,0.4549818542);(443.0978218,1.834403434);(443.0978218,1.798597412);(443.0978218,0.6284146988);(461.1083865,1.997452798)
Predicted LC-MS/MSNot AvailablePositivehighView Spectrum(43.01838972,2.445656124);(59.01330434,1.055075182);(68.99765427,1.427533925);(73.0289544,0.6669201578);(87.00821896,4.188793651);(89.02386902,0.9873012078);(91.03951908,0.8254870909);(103.0031336,0.7828827704);(105.0187836,0.8012230149);(109.0653399,1.939117185);(117.0187836,2.587879411);(119.0344337,0.7257048473);(131.0344337,1.708115209);(133.0653399,5.835821623);(137.023869,1.673169566);(149.0602545,1.869911121);(153.0187836,3.429068798);(159.0293483,2.210260072);(203.0344337,1.454796774);(229.0500838,3.498380163);(243.0657338,2.304736657);(255.0657338,7.113876368);(257.0449984,3.249606172);(259.0606485,1.046799602);(267.0657338,11.50944397);(269.0813839,2.413736465);(269.0813839,2.231260435);(271.0606485,0.8090379749);(285.0762985,26.61371795);(313.0712131,1.342272916);(325.0712131,1.252413601)
Predicted LC-MS/MSNot AvailableNegativelowView Spectrum(41.00273965,0.8566434122);(59.01330434,0.6726656678);(71.01330434,2.11375656);(73.0289544,0.6991087293);(87.00821896,1.391462083);(101.023869,0.543497942);(103.0031336,1.700026418);(103.0395191,0.4336615957);(117.0187836,2.66883616);(133.0136983,0.4987824723);(147.0293483,2.03878518);(175.0242629,1.335508605);(253.0500838,0.5700957521);(265.0500838,0.5877311778);(267.0657338,0.4907731972);(283.0606485,24.85986849);(307.0606485,0.4085733721);(325.0712131,1.587431112);(341.0661278,0.9941553607);(355.0817778,0.6718997349);(385.0923425,0.6172452931);(397.0923425,1.133114474);(397.0923425,1.502406468);(399.0716071,0.8438300382);(413.0872571,3.864335935);(415.1029072,8.070693892);(427.0665217,0.518694347);(429.0821717,1.226371228);(441.0821717,0.7330541445);(441.0821717,4.906625381);(459.0927364,31.46036578)
Predicted LC-MS/MSNot AvailableNegativemedView Spectrum(41.00273965,0.6910555101);(43.01838972,1.772528487);(59.01330434,1.746246385);(72.99256889,1.017685606);(73.0289544,1.754861114);(87.00821896,2.789779906);(103.0395191,1.650371464);(107.0496898,0.9420239764);(115.0031336,0.7479903023);(117.0187836,0.972575059);(145.0136983,0.6671232602);(147.0293483,1.167155779);(175.0242629,1.119035851);(253.0500838,4.745951182);(265.0500838,2.499818107);(267.0657338,0.7056478967);(283.0606485,46.17026792);(325.0712131,1.37560567);(341.0661278,1.551098323);(355.0817778,0.6817600599);(383.0766924,0.9535557409);(385.0923425,0.7151546945);(397.0923425,1.099095293);(397.0923425,2.36609425);(399.0716071,2.774255509);(413.0872571,2.483601045);(415.1029072,4.307385247);(429.0821717,1.509712071);(441.0821717,3.488615718);(443.0614363,1.16782);(459.0927364,4.366128569)
Predicted LC-MS/MSNot AvailableNegativehighView Spectrum(41.00273965,2.376508214);(43.01838972,4.543027031);(55.01838972,1.888141182);(56.99765427,0.9672609266);(59.01330434,2.675859507);(61.0289544,3.609202009);(71.01330434,1.402948189);(72.99256889,0.4417966778);(73.0289544,2.065273376);(84.99256889,0.6145526529);(87.00821896,1.346122885);(101.023869,0.6227799098);(107.0496898,0.7805794064);(131.0344337,2.971340292);(131.0496898,5.346638076);(135.008219,0.713539055);(147.0446045,0.7787231936);(151.0031336,1.761070502);(215.0708192,0.9577141033);(227.0344337,1.601603018);(241.0500838,6.011958024);(253.0500838,8.736658978);(255.0293483,1.762383957);(257.0449984,1.087613682);(265.0500838,4.76685574);(267.0293483,0.536100387);(267.0657338,1.048404928);(283.0606485,35.4121654);(311.0555631,0.5584831346);(323.0555631,1.357370969);(399.0716071,1.257324599)
Predicted LC-MS/MSNot AvailablePositivelowView Spectrum(285.07575,100.0);(285.07575,100.0);(285.07575,100.0);(285.07575,100.0);(285.07575,100.0);(285.07575,100.0);(285.07575,100.0);(285.07575,100.0);(285.07575,100.0);(285.07575,100.0);(285.07575,100.0);(285.07575,100.0);(285.07575,100.0);(443.09727,10.38);(443.09727,10.38);(443.09727,10.38);(443.09727,10.38);(443.09727,10.38);(443.09727,10.38);(443.09727,10.38);(443.09727,10.38);(443.09727,10.38);(443.09727,10.38);(443.09727,10.38);(443.09727,10.38);(443.09727,10.38);(443.09727,10.38);(461.10784,41.51);(461.10784,41.51);(461.10784,41.51);(461.10784,41.51);(461.10784,41.51);(461.10784,41.51);(461.10784,41.51);(461.10784,41.51);(461.10784,41.51);(461.10784,41.51);(461.10784,41.51);(461.10784,41.51);(461.10784,41.51);(461.10784,41.51);(461.10784,41.51);(461.10784,41.51);(461.10784,41.51);(461.10784,41.51);(461.10784,41.51);(461.10784,41.51)
Predicted LC-MS/MSNot AvailablePositivemediumView Spectrum(89.02332,3.08);(89.02332,3.08);(89.02332,3.08);(89.02332,3.08);(131.03389,2.07);(153.01824,1.72);(161.04445,2.1);(161.04445,2.1);(161.04445,2.1);(161.04445,2.1);(177.03936,1.66);(177.03936,1.66);(177.03936,1.66);(177.03936,1.66);(177.03936,1.66);(177.03936,1.66);(177.03936,1.66);(195.04993,2.24);(195.04993,2.24);(195.04993,2.24);(195.04993,2.24);(195.04993,2.24);(257.08084,5.32);(257.08084,5.32);(257.08084,5.32);(257.08084,5.32);(257.08084,5.32);(267.06519,6.76);(267.06519,6.76);(267.06519,6.76);(283.0601,1.7);(285.07575,100.0);(285.07575,100.0);(285.07575,100.0);(285.07575,100.0);(285.07575,100.0);(285.07575,100.0);(285.07575,100.0);(285.07575,100.0);(285.07575,100.0);(285.07575,100.0);(285.07575,100.0);(285.07575,100.0);(285.07575,100.0);(327.08631,4.43);(327.08631,4.43);(443.09727,2.76);(443.09727,2.76);(443.09727,2.76);(443.09727,2.76);(443.09727,2.76);(443.09727,2.76);(443.09727,2.76);(443.09727,2.76);(443.09727,2.76);(443.09727,2.76);(443.09727,2.76);(443.09727,2.76);(443.09727,2.76);(443.09727,2.76);(461.10784,2.62);(461.10784,2.62);(461.10784,2.62);(461.10784,2.62);(461.10784,2.62);(461.10784,2.62);(461.10784,2.62);(461.10784,2.62);(461.10784,2.62);(461.10784,2.62);(461.10784,2.62);(461.10784,2.62);(461.10784,2.62);(461.10784,2.62);(461.10784,2.62);(461.10784,2.62);(461.10784,2.62);(461.10784,2.62);(461.10784,2.62);(461.10784,2.62)
Predicted LC-MS/MSNot AvailablePositivehighView Spectrum(43.01784,32.82);(59.01276,9.04);(59.01276,9.04);(73.02841,10.84);(73.02841,10.84);(89.02332,15.45);(89.02332,15.45);(89.02332,15.45);(89.02332,15.45);(103.03897,9.45);(103.03897,9.45);(119.03389,12.34);(129.01824,11.27);(133.06479,12.08);(133.06479,12.08);(153.01824,18.33);(161.04445,19.83);(161.04445,19.83);(161.04445,19.83);(161.04445,19.83);(177.03936,8.18);(177.03936,8.18);(177.03936,8.18);(177.03936,8.18);(177.03936,8.18);(177.03936,8.18);(177.03936,8.18);(267.06519,11.58);(267.06519,11.58);(267.06519,11.58);(283.0601,8.39);(285.07575,100.0);(285.07575,100.0);(285.07575,100.0);(285.07575,100.0);(285.07575,100.0);(285.07575,100.0);(285.07575,100.0);(285.07575,100.0);(285.07575,100.0);(285.07575,100.0);(285.07575,100.0);(285.07575,100.0);(285.07575,100.0);(297.07575,19.05);(299.0914,7.16);(311.05501,9.07);(313.07066,18.95);(313.07066,18.95);(315.08631,23.37);(325.07066,7.01);(327.08631,20.37);(327.08631,20.37);(329.05032,13.12);(329.05032,13.12);(329.05032,13.12);(329.05032,13.12);(329.05032,13.12);(329.05032,13.12);(329.10196,16.77);(331.06597,6.96);(331.06597,6.96);(331.06597,6.96);(331.06597,6.96);(331.06597,6.96);(357.09688,17.3);(357.09688,17.3);(385.09179,9.04);(389.12309,9.56);(417.08162,6.95);(433.11292,8.97);(433.11292,8.97);(433.11292,8.97);(433.11292,8.97);(433.11292,8.97);(433.11292,8.97);(461.10784,10.51);(461.10784,10.51);(461.10784,10.51);(461.10784,10.51);(461.10784,10.51);(461.10784,10.51);(461.10784,10.51);(461.10784,10.51);(461.10784,10.51);(461.10784,10.51);(461.10784,10.51);(461.10784,10.51);(461.10784,10.51);(461.10784,10.51);(461.10784,10.51);(461.10784,10.51);(461.10784,10.51);(461.10784,10.51);(461.10784,10.51);(461.10784,10.51)
Predicted LC-MS/MSNot AvailableNegativelowView Spectrum(283.0612,100.0);(283.0612,100.0);(283.0612,100.0);(283.0612,100.0);(283.0612,100.0);(283.0612,100.0);(283.0612,100.0);(283.0612,100.0);(459.09329,36.88);(459.09329,36.88);(459.09329,36.88);(459.09329,36.88);(459.09329,36.88);(459.09329,36.88);(459.09329,36.88);(459.09329,36.88);(459.09329,36.88);(459.09329,36.88);(459.09329,36.88);(459.09329,36.88);(459.09329,36.88);(459.09329,36.88);(459.09329,36.88);(459.09329,36.88);(459.09329,36.88);(459.09329,36.88);(459.09329,36.88);(459.09329,36.88)
Predicted LC-MS/MSNot AvailableNegativemediumView Spectrum(43.01894,4.2);(59.01385,13.13);(59.01385,13.13);(68.9982,4.4);(71.01385,8.61);(71.01385,8.61);(71.01385,8.61);(72.99312,6.32);(75.00877,6.33);(87.00877,5.11);(87.00877,5.11);(87.00877,5.11);(89.02442,3.3);(89.02442,3.3);(103.04007,4.19);(133.01425,2.87);(147.0299,7.49);(147.0299,7.49);(149.04555,3.07);(175.02481,5.64);(175.02481,5.64);(175.02481,5.64);(175.02481,5.64);(175.02481,5.64);(175.02481,5.64);(175.02481,5.64);(175.02481,5.64);(175.02481,5.64);(215.07137,3.05);(237.05572,3.1);(241.05063,12.86);(241.05063,12.86);(241.05063,12.86);(241.05063,12.86);(241.05063,12.86);(253.05063,16.5);(253.05063,16.5);(255.06628,3.1);(267.06628,6.49);(267.06628,6.49);(267.06628,6.49);(267.06628,6.49);(267.06628,6.49);(267.06628,6.49);(283.0612,100.0);(283.0612,100.0);(283.0612,100.0);(283.0612,100.0);(283.0612,100.0);(283.0612,100.0);(283.0612,100.0);(283.0612,100.0);(285.07685,3.67);(285.07685,3.67);(285.07685,3.67);(285.07685,3.67);(285.07685,3.67);(285.07685,3.67);(325.07176,2.79);(341.06668,4.06);(341.06668,4.06);(399.07216,4.87);(399.07216,4.87);(399.07216,4.87);(399.07216,4.87);(427.06707,10.12);(427.06707,10.12);(427.06707,10.12);(427.06707,10.12);(427.06707,10.12);(427.06707,10.12);(427.06707,10.12);(427.06707,10.12);(427.06707,10.12);(429.08272,7.16);(429.08272,7.16);(429.08272,7.16);(429.08272,7.16);(429.08272,7.16);(429.08272,7.16);(429.08272,7.16);(431.09837,12.27);(431.09837,12.27);(431.09837,12.27);(431.09837,12.27);(431.09837,12.27);(431.09837,12.27);(431.09837,12.27);(441.08272,8.85);(441.08272,8.85);(441.08272,8.85);(441.08272,8.85);(441.08272,8.85);(441.08272,8.85);(443.06198,3.27);(443.06198,3.27);(443.06198,3.27);(459.09329,17.71);(459.09329,17.71);(459.09329,17.71);(459.09329,17.71);(459.09329,17.71);(459.09329,17.71);(459.09329,17.71);(459.09329,17.71);(459.09329,17.71);(459.09329,17.71);(459.09329,17.71);(459.09329,17.71);(459.09329,17.71);(459.09329,17.71);(459.09329,17.71);(459.09329,17.71);(459.09329,17.71);(459.09329,17.71);(459.09329,17.71);(459.09329,17.71)
Predicted LC-MS/MSNot AvailableNegativehighView Spectrum(41.00329,12.73);(43.01894,7.11);(56.9982,9.83);(59.01385,42.59);(59.01385,42.59);(68.9982,12.94);(71.01385,10.41);(71.01385,10.41);(71.01385,10.41);(83.01385,5.1);(127.00368,4.87);(131.03498,5.12);(131.05024,4.81);(133.01425,6.51);(147.04515,38.14);(201.01933,9.81);(215.07137,12.01);(223.04007,13.66);(237.05572,6.53);(239.03498,49.78);(239.07137,4.62);(239.07137,4.62);(241.05063,41.18);(241.05063,41.18);(241.05063,41.18);(241.05063,41.18);(241.05063,41.18);(253.05063,25.17);(253.05063,25.17);(257.04555,5.09);(283.0612,100.0);(283.0612,100.0);(283.0612,100.0);(283.0612,100.0);(283.0612,100.0);(283.0612,100.0);(283.0612,100.0);(283.0612,100.0);(299.04086,5.63);(301.05651,6.09);(325.07176,5.64);(399.07216,5.01);(399.07216,5.01);(399.07216,5.01);(399.07216,5.01);(415.06707,5.25);(415.06707,5.25);(415.06707,5.25);(415.06707,5.25);(415.06707,5.25);(417.08272,5.34);(429.08272,9.04);(429.08272,9.04);(429.08272,9.04);(429.08272,9.04);(429.08272,9.04);(429.08272,9.04);(429.08272,9.04);(431.09837,6.45);(431.09837,6.45);(431.09837,6.45);(431.09837,6.45);(431.09837,6.45);(431.09837,6.45);(431.09837,6.45)

Food Sources

No food source information available

Food Sources of its Food Phytochemical(s)

Food PhytochemicalFood SourceFood Source Group
Biochanin AChickpeaPulses and beansShow
Biochanin ARed cloverPulses and beans PublicationsShow

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

Food PhytochemicalMetaboliteSpeciesBiofluidsOriginTMaxCMaxUrinary ExcretionFormulaMonoisotopic mass
Biochanin A Biochanin A-7-O-glucuronidehumanNot Availablehost metabolismNot AvailableNot AvailableNot AvailableC22H20O11460.100561464

Inter-Individual Variations in Metabolism

Food PhytochemicalMetaboliteEffectValue
Back