PhytoHub: Showing entry for 4'-O-methyl-luteolin-3'-O-b-D-Glucuronide

4'-O-methyl-luteolin-3'-O-b-D-Glucuronide

Identification

PhytoHub ID

PHUB002985

Name

4'-O-methyl-luteolin-3'-O-b-D-Glucuronide

Systematic Name

4'-methoxyluteolin-3'-glucuronide

Synonyms

Not Available

CAS Number

Not Available

Average Mass

476.39

Monoisotopic Mass

476.095476084

Chemical Formula

C₂₂H₂₀O₁₂

IUPAC Name

6-[5-(5,7-dihydroxy-4-oxo-4H-chromen-2-yl)-2-methoxyphenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

InChI Key

VATVKLJSQQBZTF-UHFFFAOYSA-N

InChI Identifier

InChI=1S/C22H20O12/c1-31-12-3-2-8(13-7-11(25)16-10(24)5-9(23)6-15(16)32-13)4-14(12)33-22-19(28)17(26)18(27)20(34-22)21(29)30/h2-7,17-20,22-24,26-28H,1H3,(H,29,30)

SMILES

COC1=C(OC2OC(C(O)C(O)C2O)C(O)=O)C=C(C=C1)C1=CC(=O)C2=C(O)C=C(O)C=C2O1

Structure

Similar Structures

Calculated Properties

Solubility (ALOGPS): Not Available
LogS (ALOGPS): Not Available
LogP (ALOGPS): Not Available
Hydrogen Acceptors: 12
Hydrogen Donors: 6
Rotatable Bond Count: 5
Polar Surface Area: 192.44
Refractivity: 111.38889999999999
Polarizability: 45.106553850750686
Formal Charge: 0
Physiological Charge: -2
pKa (strongest basic): -3.6868279779512547
pKa (strongest acidic): 3.038990174651047
Number of Rings: 4
Rule of Five: No
Bioavailability: No
Ghose Filter: Yes
Veber's Rule: No
MDDR-like Rule: No

External Links

No external links

Taxonomy as Metabolite

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

Taxonomy of its Food Phytochemical Precursor(s)

Food Phytochemical	Family	Class	Sub-class
Luteolin	Polyphenols	Flavonoids	Flavones	Show Food Phytochemical

Spectra from Phytohub

Spectrum Type	Instrument Type	Ion Mode	Collision Energy Level	View	Peaks

Predicted GC-MS	GC-MS	Positive	Not Available	View Spectrum	(29.00219012,2.27424012);(58.00492882,0.9554350386);(59.01275342,3.262824163);(60.02057802,0.9600124764);(72.99201832,0.7598500299);(73.04679982,1.247782806);(89.04171392,1.649097405);(91.05736312,0.7707441439);(117.036628,0.7418648496);(131.0522772,1.092734947);(132.0601018,0.6655704656);(159.0471913,0.8760387451);(160.0550159,1.127914968);(161.0628405,0.9656990872);(162.0706651,1.150698896);(205.0526687,0.7248482218);(249.0788812,1.688203016);(444.1418788,1.370937153);(485.1446175,0.9214198444);(486.1524421,0.7325367276);(515.1551808,1.157852445);(618.2130925,0.7189604183);(619.1661356,0.8117034034);(620.1739602,0.7924912832);(647.2158312,0.7860095134);(674.2029207,1.055654273);(675.2107453,1.238561763);(676.2130155,0.6310338098);(677.1900102,6.10085599);(678.1922551,3.040484308);(679.1913801,1.487301276)
Predicted GC-MS	GC-MS	Positive	Not Available	View Spectrum	(29.00219012,2.877516178);(44.99710422,3.597556534);(58.00492882,1.138942386);(59.01275342,5.902376449);(60.02057802,1.165669101);(87.00766752,1.038559665);(88.01549212,1.483953512);(89.02331672,0.9580289462);(90.03114132,1.530147128);(104.0104062,0.7932813669);(118.0260554,0.803502364);(177.0393574,0.8205586932);(299.0550066,0.8397123075);(300.0628312,2.125552989);(327.0499207,0.850986727);(328.0577453,1.068148846);(341.0655699,1.42893163);(342.0733945,1.1360139);(357.060484,1.504807412);(358.0683086,1.172435051);(370.0683086,0.9782634402);(371.0761332,1.531382155);(372.0839578,1.109082277);(386.0632227,0.7978135829);(388.0788719,1.062422901);(401.0866965,0.8891881711);(431.0972598,1.362260063);(445.0765247,0.8531095103);(446.0843493,0.8677052386);(458.0843493,2.585766242);(459.0921739,2.680586901)
Predicted GC-MS	GC-MS	Ei	Not Available	View Spectrum	(29.00219012,2.877516178);(44.99710422,3.597556534);(58.00492882,1.138942386);(59.01275342,5.902376449);(60.02057802,1.165669101);(87.00766752,1.038559665);(88.01549212,1.483953512);(89.02331672,0.9580289462);(90.03114132,1.530147128);(104.0104062,0.7932813669);(118.0260554,0.803502364);(177.0393574,0.8205586932);(299.0550066,0.8397123075);(300.0628312,2.125552989);(327.0499207,0.850986727);(328.0577453,1.068148846);(341.0655699,1.42893163);(342.0733945,1.1360139);(357.060484,1.504807412);(358.0683086,1.172435051);(370.0683086,0.9782634402);(371.0761332,1.531382155);(372.0839578,1.109082277);(386.0632227,0.7978135829);(388.0788719,1.062422901);(401.0866965,0.8891881711);(431.0972598,1.362260063);(445.0765247,0.8531095103);(446.0843493,0.8677052386);(458.0843493,2.585766242);(459.0921739,2.680586901)
Predicted LC-MS/MS	Not Available	Positive	low	View Spectrum	(177.0393644,2.674823775);(283.0600999,11.88193135);(301.0706646,27.29762166);(441.0816232,3.813514867);(459.0921878,20.66361329);(477.1027525,13.68832265)
Predicted LC-MS/MS	Not Available	Positive	med	View Spectrum	(123.0440559,1.825052667);(159.0287997,2.146738265);(177.0393644,3.201856869);(271.0600999,2.585070119);(273.0757499,2.942026828);(283.0600999,17.71180066);(285.0393644,4.612702803);(299.0550145,1.534807791);(301.0706646,37.35753701);(441.0816232,1.769880065);(459.0921878,3.836487671);(477.1027525,1.462547066)
Predicted LC-MS/MS	Not Available	Positive	high	View Spectrum	(41.00219107,0.8913347624);(43.01784114,1.15176776);(59.01275576,0.7452274861);(87.00767038,1.808778501);(111.0440559,0.8719377049);(117.0182351,1.141365006);(123.0440559,4.894201847);(137.0233204,0.7499030017);(137.0597059,0.7521759615);(147.0440559,0.7579796525);(149.0597059,1.920287378);(151.0389705,0.954884451);(153.0182351,2.360304022);(159.0287997,1.201620618);(161.0444498,1.613153894);(177.0393644,1.410474271);(191.0338851,0.9628197635);(227.0338851,2.033061494);(229.0495352,1.596654964);(239.0338851,1.024857065);(255.0287997,1.714495955);(257.0444498,1.695741218);(271.0600999,1.305330901);(273.0393644,0.81777053);(273.0757499,2.093216492);(283.0600999,11.76846595);(285.0393644,5.70966871);(285.0757499,1.218015686);(301.0706646,8.757963739);(305.1019647,0.952823279);(459.0921878,0.7369765561)
Predicted LC-MS/MS	Not Available	Negative	low	View Spectrum	(71.01385292,1.68476117);(87.00876754,1.820372808);(89.0244176,2.04273852);(103.0036822,1.370215536);(117.0193322,2.19610487);(147.0298969,2.045068481);(175.0248115,2.066837366);(193.0353762,3.341664957);(283.0248115,2.052555842);(299.0561117,18.51825586);(341.0666763,1.240546043);(413.0878057,2.162398912);(429.0827203,2.940996185);(431.0983704,6.065283768);(457.0776349,7.621905892);(475.0881996,22.83070331)
Predicted LC-MS/MS	Not Available	Negative	med	View Spectrum	(41.00328823,1.405306441);(43.0189383,0.9951633999);(59.01385292,1.699189843);(73.02950298,1.152442015);(87.00876754,1.557048482);(89.0244176,1.385458068);(103.0400677,1.551103876);(131.0349823,1.328321803);(145.0142468,0.7870032929);(147.0298969,1.632228898);(175.0248115,2.2711798);(193.0353762,1.313571037);(255.0298969,2.944455104);(257.045547,1.661640081);(269.045547,1.18068037);(271.061197,1.094626723);(283.0248115,11.52720781);(283.061197,0.7574682485);(299.0561117,24.10859073);(341.0666763,0.9649270151);(357.061591,0.7368319495);(413.0878057,2.512666552);(415.0670703,1.870644683);(429.0827203,1.661705342);(431.0983704,2.779657461);(445.0776349,0.8109384308);(447.093285,0.8940417326);(457.0776349,4.512340107);(459.0568995,0.9848175181);(475.0881996,2.613474873)
Predicted LC-MS/MS	Not Available	Negative	high	View Spectrum	(41.00328823,1.377997607);(43.0189383,3.05444131);(56.99820285,0.5540485182);(59.01385292,3.383396598);(61.02950298,3.112047094);(71.01385292,0.8789168039);(73.02950298,1.541719901);(87.00876754,0.8052460709);(103.0400677,0.6666394);(109.029503,1.608543947);(119.0349823,0.5562381698);(125.0244176,0.5246096578);(131.0349823,3.076994766);(135.0087675,1.267641456);(147.0298969,2.362887277);(149.045547,1.058424843);(151.0036822,1.090338799);(175.0248115,0.7099834295);(227.0349823,1.01700644);(253.0142468,0.7966675891);(255.0298969,4.156360903);(257.045547,4.357663131);(269.045547,1.749035058);(271.061197,1.104689565);(283.0248115,16.51855702);(297.0404616,0.7382927222);(299.0561117,18.61862174);(339.0510263,0.5394754179);(369.061591,0.5890775287);(387.0721556,1.554155193);(415.0670703,0.7072761187)
Predicted LC-MS/MS	Not Available	Negative	low	View Spectrum	(460.06472,14.0);(475.08819,100.0)
Predicted LC-MS/MS	Not Available	Negative	medium	View Spectrum	(460.06472,100.0);(475.08819,38.0)
Predicted LC-MS/MS	Not Available	Negative	high	View Spectrum	(107.01384,38.0);(149.02441,8.0);(151.00367,27.0);(363.07215,11.0);(403.10345,55.0);(431.09836,43.0);(460.06472,33.0);(475.08819,100.0)
Predicted LC-MS/MS	Not Available	Positive	low	View Spectrum	(462.07927,3.0);(477.10275,100.0)
Predicted LC-MS/MS	Not Available	Positive	medium	View Spectrum	(434.08436,9.0);(462.07927,35.0);(477.10275,100.0)
Predicted LC-MS/MS	Not Available	Positive	high	View Spectrum	(153.01823,21.0);(405.118,11.0);(434.08436,100.0);(462.07927,35.0)

Food Sources

No food source information available

Food Sources of its Food Phytochemical(s)

Food Phytochemical	Food Source	Food Source Group
Luteolin	Angelica	Herbs and Spices	Publications	Show
Luteolin	Apple	Fruit, Pomes	Publications	Show
Luteolin	Broccoli	Vegetables, Cabbages	Publications	Show
Luteolin	Common oregano	Herbs and Spices	Publications	Show
Luteolin	Common sage	Herbs and Spices	Publications	Show
Luteolin	Common thyme	Herbs and Spices	Publications	Show
Luteolin	Globe artichoke	Vegetables, Other vegetables	Publications	Show
Luteolin	Kiwi	Fruit, Tropical fruits	Publications	Show
Luteolin	Olive, black	Fruit, Drupes	Publications	Show
Luteolin	Peppermint	Herbs and Spices	Publications	Show
Luteolin	Radicchio	Vegetables, Leaf vegetables	Publications	Show
Luteolin	Strawberry	Fruit, Berries	Publications	Show

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

	Food Phytochemical		Metabolite	Species	Biofluids	Origin	TMax	CMax	Urinary Excretion	Formula	Monoisotopic mass
	Luteolin		4'-O-methyl-luteolin-3'-O-b-D-Glucuronide	rat	plasma, urine	host-gut microbiota co-metabolite	<1h	0.5-2µmol/L	1-5%	C₂₂H₂₀O₁₂	476.095476084		Publications

Inter-Individual Variations in Metabolism

	Food Phytochemical		Metabolite	Effect	Value

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Showing entry for 4'-O-methyl-luteolin-3'-O-b-D-Glucuronide