Eupatorin
precursor
Showing entry for Eupatorin
Identification
- PhytoHub ID
- PHUB000883
- Name
- Eupatorin
- Systematic Name
- Not Available
- Synonyms
- 5,3'-Dihydroxy-6,7,4'-trimethoxyflavone
- CAS Number
- Not Available
- Average Mass
- 344.319
- Monoisotopic Mass
- 344.089602855
- Chemical Formula
- C18H16O7
- IUPAC Name
- 5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-6,7-dimethoxy-4H-chromen-4-one
- InChI Key
- KLAOKWJLUQKWIF-UHFFFAOYSA-N
- InChI Identifier
InChI=1S/C18H16O7/c1-22-12-5-4-9(6-10(12)19)13-7-11(20)16-14(25-13)8-15(23-2)18(24-3)17(16)21/h4-8,19,21H,1-3H3
- SMILES
COC1=CC=C(C=C1O)C1=CC(=O)C2=C(O)C(OC)=C(OC)C=C2O1
- Structure
Structure for Eupatorin
Calculated Properties
- Solubility (ALOGPS)
- 4.47e-02 g/l
- LogS (ALOGPS)
- -3.89
- LogP (ALOGPS)
- 2.95
- Hydrogen Acceptors
- 7
- Hydrogen Donors
- 2
- Rotatable Bond Count
- 4
- Polar Surface Area
- 94.45000000000002
- Refractivity
- 90.3226
- Polarizability
- 35.00756703042816
- Formal Charge
- 0
- Physiological Charge
- 0
- pKa (strongest basic)
- -4.4000051265448645
- pKa (strongest acidic)
- 7.9264359186126425
- Number of Rings
- 3
- Rule of Five
- Yes
- Bioavailability
- Yes
- Ghose Filter
- Yes
- Veber's Rule
- No
- MDDR-like Rule
- No
External Links
No external links
Taxonomy as Food Phytochemical
- Family
- Polyphenols
- Class
- Flavonoids
- Sub-class
- Flavones
Classyfire Taxonomy
- Kingdom Name
- Organic compounds
- Class
- Flavonoids
- Super-class
- Phenylpropanoids and polyketides
- Sub-class
- O-methylated flavonoids
- Direct Parent Name
- 7-O-methylated flavonoids
- Alternative Parent Names
- ["1-hydroxy-2-unsubstituted benzenoids", "1-hydroxy-4-unsubstituted benzenoids", "3'-hydroxyflavonoids", "4'-O-methylated flavonoids", "5-hydroxyflavonoids", "6-O-methylated flavonoids", "Alkyl aryl ethers", "Anisoles", "Chromones", "Flavones", "Heteroaromatic compounds", "Hydrocarbon derivatives", "Methoxybenzenes", "Methoxyphenols", "Organic oxides", "Oxacyclic compounds", "Phenoxy compounds", "Pyranones and derivatives", "Vinylogous acids"]
- External Descriptor Annotations
- ["Flavones and Flavonols"]
- Substituent Names
- ["1-benzopyran", "1-hydroxy-2-unsubstituted benzenoid", "1-hydroxy-4-unsubstituted benzenoid", "3'-hydroxyflavonoid", "4p-methoxyflavonoid-skeleton", "5-hydroxyflavonoid", "6-methoxyflavonoid-skeleton", "7-methoxyflavonoid-skeleton", "Alkyl aryl ether", "Anisole", "Aromatic heteropolycyclic compound", "Benzenoid", "Benzopyran", "Chromone", "Ether", "Flavone", "Heteroaromatic compound", "Hydrocarbon derivative", "Hydroxyflavonoid", "Methoxybenzene", "Methoxyphenol", "Monocyclic benzene moiety", "Organic oxide", "Organic oxygen compound", "Organoheterocyclic compound", "Organooxygen compound", "Oxacycle", "Phenol", "Phenol ether", "Phenoxy compound", "Pyran", "Pyranone", "Vinylogous acid"]
Spectra from Phytohub
| Spectrum Type | Instrument Type | Ion Mode | Collision Energy Level | View | Peaks | |
|---|---|---|---|---|---|---|
| Predicted GC-MS | GC-MS | Positive | Not Available | View Spectrum | (122.0362272,1.039540982);(124.0518764,1.101296311);(148.0518764,1.600784087);(149.059701,1.597886293);(152.0467905,1.521332576);(174.0311413,1.068101636);(176.0467905,1.127739496);(177.0546151,1.101193094);(178.0260554,2.263804065);(179.03388,1.115199132);(180.0417046,3.391742112);(181.0495292,1.494817657);(194.0573538,1.315285236);(230.0573538,0.8509538296);(244.0366187,0.88622076);(258.0522679,0.9796703663);(270.0522679,0.8915784748);(272.0679171,1.415903183);(312.0628312,1.790421492);(313.0706558,2.151815583);(314.0784804,3.474496926);(315.086305,1.683122935);(316.0941296,5.047572479);(317.097531,0.9840059034);(326.0784804,1.756499346);(327.086305,1.750509436);(328.0577453,2.479074955);(329.0655699,6.788136408);(330.0689662,1.32281229);(343.0812191,1.028993338);(344.0890437,3.833806132) | |
| Predicted GC-MS | GC-MS | Ei | Not Available | View Spectrum | (122.0362272,1.039540982);(124.0518764,1.101296311);(148.0518764,1.600784087);(149.059701,1.597886293);(152.0467905,1.521332576);(174.0311413,1.068101636);(176.0467905,1.127739496);(177.0546151,1.101193094);(178.0260554,2.263804065);(179.03388,1.115199132);(180.0417046,3.391742112);(181.0495292,1.494817657);(194.0573538,1.315285236);(230.0573538,0.8509538296);(244.0366187,0.88622076);(258.0522679,0.9796703663);(270.0522679,0.8915784748);(272.0679171,1.415903183);(312.0628312,1.790421492);(313.0706558,2.151815583);(314.0784804,3.474496926);(315.086305,1.683122935);(316.0941296,5.047572479);(317.097531,0.9840059034);(326.0784804,1.756499346);(327.086305,1.750509436);(328.0577453,2.479074955);(329.0655699,6.788136408);(330.0689662,1.32281229);(343.0812191,1.028993338);(344.0890437,3.833806132) | |
| Predicted GC-MS | GC-MS | Positive | Not Available | View Spectrum | (57.03348852,0.7007816898);(73.04679982,5.967987228);(152.0467905,0.8684776861);(153.0546151,0.7521421599);(178.0260554,1.29232973);(179.03388,1.019682731);(180.0417046,1.936231688);(181.0495292,1.635645139);(194.0573538,0.7541777891);(197.0444433,0.8266014486);(205.0679264,0.7637750089);(221.0992248,0.7396124215);(246.0706651,0.6992887728);(248.0863143,0.7357570815);(315.086305,0.9009829719);(343.0812191,1.951642502);(344.0890437,2.04196462);(345.0968683,0.9403787714);(371.0945304,1.240774033);(372.102355,0.7036705397);(373.1101796,2.118721125);(384.102355,1.040443456);(385.1101796,1.250382374);(386.1180042,1.815077897);(387.1258288,0.7071942728);(388.1336534,2.143040121);(399.1258288,0.731918033);(400.0972691,1.740095937);(401.1050937,6.502871206);(402.1078058,1.822672955);(416.1285675,1.282462468) | |
| Predicted GC-MS | GC-MS | Positive | Not Available | View Spectrum | (57.03348852,1.030397996);(73.04679982,6.361841179);(124.0518764,0.6699733412);(148.0518764,1.316267947);(149.059701,1.282972411);(175.0389659,0.9024185208);(177.0546151,1.06779749);(209.0628405,1.02542871);(224.0863143,0.718094485);(237.0577546,1.555159749);(252.0812284,1.066026323);(253.089053,1.06647647);(266.0968776,0.6957632174);(272.0679171,1.09438361);(273.0757417,1.355990602);(330.0917917,1.086341048);(331.0996163,0.7928081818);(343.0812191,2.079788179);(344.0890437,2.176040886);(345.0968683,1.002124442);(371.0945304,0.9346177152);(373.1101796,2.288120018);(384.102355,1.122075575);(385.1101796,1.185423846);(386.1180042,2.052883562);(387.1258288,0.9657311289);(388.1336534,1.878722205);(400.0972691,1.870834678);(401.1050937,7.230141943);(402.1078058,2.02651779);(416.1285675,1.436548915) | |
| Predicted GC-MS | GC-MS | Positive | Not Available | View Spectrum | (57.03348852,1.802118142);(73.04679982,4.702805854);(209.0628405,0.8926563161);(220.0914002,0.9820312166);(221.0992248,1.148630818);(225.0941389,0.9020392376);(237.0577546,1.359978547);(247.0784897,0.9019427159);(249.0941389,1.083790271);(253.089053,1.685068385);(269.0839671,0.9961648699);(344.1074409,0.8988347498);(345.1152655,1.109525564);(387.1078417,1.047744867);(389.1234909,0.8213548318);(401.1050937,1.411684619);(415.1207429,2.738081641);(416.1234834,0.7989212285);(416.1285675,1.469191966);(417.1363921,1.319309806);(443.1340542,2.403023792);(444.1363646,0.8502733537);(445.1497034,1.804360061);(456.1418788,0.8349823151);(457.1497034,0.8955221444);(458.157528,1.394058766);(460.1731772,1.642192666);(472.1367929,1.634182588);(473.1446175,6.972805308);(474.1469651,2.549980199);(475.1456908,1.006689046) | |
| Predicted GC-MS | GC-MS | Positive | Not Available | View Spectrum | (55.05422362,0.9805922021);(57.06987282,2.052945512);(59.03115062,0.8102861395);(59.08552202,0.7003753477);(75.02606472,0.6935504333);(153.0546151,0.7350366689);(179.03388,0.9009112459);(180.0417046,1.000580009);(181.0495292,1.609007278);(197.0444433,0.9691793485);(205.0679264,0.8554418179);(231.0471913,0.9445811855);(233.0628405,0.8317499258);(315.086305,0.7707442661);(343.0812191,1.721647711);(344.0890437,1.830764393);(345.0968683,0.9848927417);(371.0945304,1.862975507);(373.1101796,2.088295944);(387.0894445,2.979835693);(388.0921259,0.8009603238);(400.0972691,1.276200576);(401.1050937,3.325098033);(402.1078058,0.9319831297);(402.1129183,3.09913696);(403.1156324,0.869114025);(403.1207429,3.551197648);(404.1234589,0.9964215253);(442.1442167,0.9504100464);(443.1520413,3.796763148);(444.1548323,1.195104475) | |
| Predicted GC-MS | GC-MS | Positive | Not Available | View Spectrum | (55.05422362,0.9963085872);(57.06987282,2.085848978);(59.03115062,0.855738919);(75.02606472,1.217853405);(101.059701,1.904820332);(149.059701,1.132067475);(165.0546151,0.7478094591);(175.0389659,0.9727870456);(177.0546151,1.106323861);(209.0628405,1.133099092);(237.0577546,1.735895414);(251.0734038,0.873376318);(273.0757417,1.54014484);(275.0913909,0.7216258992);(315.0683179,1.451385442);(343.0812191,1.748868336);(344.0890437,1.85971024);(345.0968683,1.000464682);(357.0788812,0.7348010924);(371.0945304,2.232828738);(373.1101796,2.089324419);(387.0894445,2.409889522);(400.0972691,1.296378326);(401.1050937,3.586811859);(402.1078058,1.005338221);(402.1129183,3.148957296);(403.1156324,0.8830855125);(403.1207429,2.146960351);(442.1442167,0.9842233314);(443.1520413,4.495503111);(444.1548323,1.415046364) | |
| Predicted GC-MS | GC-MS | Positive | Not Available | View Spectrum | (55.01783932,0.7734416864);(55.05422362,0.7506998327);(57.06987282,1.289915658);(75.02606472,0.7696318998);(205.0679264,0.7332780268);(237.0577546,1.027908164);(291.1410865,0.6959058282);(295.1360006,1.020319289);(387.1622131,0.965421733);(401.1050937,3.886581548);(402.1078058,1.089359892);(429.1547893,0.8452854216);(457.1133191,1.837389441);(457.1676905,0.7465379427);(459.1289683,6.436744028);(459.1833397,1.069493844);(460.1312807,2.279956955);(461.1299059,0.9030684444);(461.1446175,2.436150481);(462.1469333,0.863639004);(471.1653526,0.8198847566);(485.1810018,1.732815127);(501.1759159,1.84347474);(502.1783276,0.7165430564);(515.1915651,2.973248811);(516.1940061,1.189851101);(516.1993897,0.9024214421);(517.2072143,1.548634694);(556.2306881,0.964557722);(557.2385127,3.69837012);(558.2410323,1.607560917) | |
| Predicted LC-MS/MS | Not Available | Positive | low | View Spectrum | (33.03403978,0.0469489265);(47.04968984,0.0200752795);(57.03403978,0.0895244957);(71.04968984,0.14690423);(73.0289544,0.0636240044);(93.03403978,0.0202936798);(97.0289544,0.1224820586);(99.04460446,0.037837331);(123.0446045,2.382338967);(149.0602545,0.1917044659);(191.0344337,0.0121293479);(197.0449984,0.6645843997);(207.0293483,0.0132378201);(223.0606485,0.2606589227);(247.0606485,0.1781643348);(249.0762985,0.0489639591);(259.0606485,0.0132831994);(271.0606485,0.0596141368);(273.0762985,0.0455082713);(275.0555631,0.0743095213);(283.0606485,0.031544802);(289.0712131,0.0494596531);(299.0555631,0.1108339734);(299.0555631,0.0291341353);(301.0712131,0.3870460086);(303.0868632,0.2576647201);(313.0712131,1.599466966);(315.0868632,1.830329644);(319.0817778,0.2958022501);(329.0661278,0.9129228459);(345.0974279,90.00360765) | |
| Predicted LC-MS/MS | Not Available | Positive | med | View Spectrum | (33.03403978,0.0722937196);(47.04968984,0.6663133907);(57.03403978,0.5582573981);(71.04968984,0.4620359445);(93.03403978,0.1895166578);(97.0289544,0.2623577574);(99.04460446,0.0740853993);(123.0446045,6.234009002);(149.0602545,0.3761752939);(197.0449984,1.063394545);(223.0606485,0.3013186121);(231.0657338,0.0654630623);(233.0449984,0.1743985852);(247.0606485,1.21665048);(249.0762985,0.5322457733);(259.0606485,0.3544642763);(271.0606485,0.2693540331);(273.0762985,0.6316408768);(275.0555631,0.2584194439);(283.0606485,0.3274297582);(285.0762985,0.1594463999);(289.0712131,0.1096493229);(299.0555631,0.5594217943);(299.0555631,0.1080982548);(301.0712131,1.117136726);(303.0868632,0.466543213);(313.0712131,4.77996591);(315.0868632,3.241655187);(319.0817778,0.5163524087);(329.0661278,2.20618232);(345.0974279,72.64572445) | |
| Predicted LC-MS/MS | Not Available | Positive | high | View Spectrum | (51.0234751,5.264147384);(67.01838972,1.896325477);(81.03403978,1.906513422);(93.03403978,5.835415095);(123.0446045,18.02824418);(129.0551691,2.337032484);(133.0289544,1.531043988);(149.0602545,3.050568762);(165.0187836,1.706937019);(167.0344337,1.547608789);(181.0136983,1.924831027);(191.0344337,1.864460143);(197.0449984,6.424129206);(207.0293483,3.522597077);(223.0606485,1.571535157);(241.0500838,1.157214714);(243.0657338,1.656098055);(247.0606485,1.726809476);(257.0449984,2.181128059);(271.0606485,3.068881918);(273.0762985,4.186526393);(283.0606485,2.194207849);(289.0712131,1.170034038);(299.0555631,8.423298703);(299.0555631,1.988786023);(301.0712131,1.310949998);(313.0348276,1.583769045);(313.0712131,1.645901939);(315.0868632,3.24956386);(329.0661278,4.655228519);(345.0974279,1.3902122) | |
| Predicted LC-MS/MS | Not Available | Negative | low | View Spectrum | (31.01838972,0.2893381463);(41.00273965,0.0259765034);(55.01838972,0.2690005581);(69.03403978,0.1280387845);(71.01330434,0.0631903547);(97.0289544,0.017127417);(121.0289544,0.0689627644);(147.0446045,0.2599460422);(195.0293483,0.6218810511);(205.0136983,0.0292283886);(221.0449984,0.2673431723);(245.0449984,0.0264902911);(247.0606485,0.0306321666);(257.0449984,0.2156907534);(269.0449984,0.0172479127);(271.0606485,0.2411085893);(273.039913,0.0303521001);(281.0449984,0.019377327);(283.0606485,0.0172009872);(285.039913,0.0091003104);(287.0555631,0.0622411016);(297.039913,0.1227431644);(297.039913,0.0281367906);(299.0555631,0.1269363477);(301.0712131,0.332921583);(311.0191776,0.0148647643);(311.0555631,0.4203841869);(313.0712131,1.066085383);(317.0661278,0.6196954882);(327.0504777,1.891221665);(343.0817778,92.66753591) | |
| Predicted LC-MS/MS | Not Available | Negative | med | View Spectrum | (31.01838972,0.3273294517);(41.00273965,0.318232191);(55.01838972,0.1643012831);(69.03403978,0.2648233302);(97.0289544,0.1882258682);(121.0289544,0.1669628771);(147.0446045,0.4663625292);(195.0293483,1.155813954);(205.0136983,0.4866294757);(221.0449984,0.7809953701);(241.0136983,0.2441777682);(245.0449984,0.2690583592);(257.0449984,2.744757315);(269.0449984,0.4613103336);(271.0606485,1.607630405);(273.039913,0.2000311734);(281.0449984,0.4973489028);(283.0242629,0.1828576522);(283.0606485,0.2927613609);(285.039913,0.5262329121);(287.0555631,0.711973493);(297.039913,3.829693672);(297.039913,0.8965706679);(299.0555631,3.230483224);(301.0712131,3.150760999);(311.0191776,0.5658995991);(311.0555631,1.71328152);(313.0712131,4.495023654);(317.0661278,1.129133611);(327.0504777,17.32997303);(343.0817778,51.60136402) | |
| Predicted LC-MS/MS | Not Available | Negative | high | View Spectrum | (55.01838972,1.753099311);(65.00273965,4.528001654);(131.0133043,1.097560071);(147.0446045,2.283089527);(178.9980482,1.204625459);(185.023869,1.975489436);(189.0551691,3.065221886);(195.0293483,2.01687177);(201.0187836,1.661866024);(205.0136983,1.860729688);(211.0031336,1.606328533);(213.0187836,3.519080634);(215.0344337,5.164807514);(227.0344337,3.674848805);(229.0500838,1.180917408);(241.0136983,9.627273236);(241.0500838,2.045252915);(245.0449984,2.194024753);(255.0293483,9.024570127);(257.0449984,4.916752326);(269.0449984,1.878399261);(271.0606485,3.743821852);(281.0449984,1.577884058);(283.0242629,1.168948124);(285.039913,3.798971659);(297.039913,9.774469831);(297.039913,3.313982437);(299.0555631,1.022992636);(311.0191776,2.229406141);(313.0712131,1.542776975);(327.0504777,5.547935947) | |
| Predicted LC-MS/MS | Not Available | Positive | low | View Spectrum | (345.09687,100.0) | |
| Predicted LC-MS/MS | Not Available | Positive | medium | View Spectrum | (302.07848,1.0);(330.0734,11.0);(345.09687,100.0) | |
| Predicted LC-MS/MS | Not Available | Positive | high | View Spectrum | (77.03857,5.0);(91.05422,8.0);(137.02332,10.0);(139.07535,4.0);(149.0597,14.0);(150.03114,16.0);(151.03897,22.0);(257.08083,9.0);(259.06009,17.0);(284.06792,41.0);(301.07066,85.0);(302.07848,100.0);(329.06557,47.0);(330.0734,35.0);(345.09687,15.0) | |
| Predicted LC-MS/MS | Not Available | Negative | low | View Spectrum | (328.05884,5.0);(343.08232,100.0) | |
| Predicted LC-MS/MS | Not Available | Negative | medium | View Spectrum | (195.02989,10.0);(300.06393,69.0);(328.05884,55.0);(343.08232,100.0) |
Food Sources
No food source information available
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 | ||||
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Eupatorin | Eupatorin | rat | plasma | unchanged | <1h | <20 nmol/L | No data | C18H16O7 | 344.089602855 | Publications |
Inter-Individual Variations in Metabolism
| Food Phytochemical | Metabolite | Effect | Value |
|---|