precursor

Showing entry for Bergamottin

Identification

PhytoHub ID
PHUB000236
Name
Bergamottin
Systematic Name
Not Available
Synonyms
Not Available
CAS Number
Not Available
Average Mass
338.403
Monoisotopic Mass
338.151809188
Chemical Formula
C21H22O4
IUPAC Name
4-{[(2Z)-3,7-dimethylocta-2,6-dien-1-yl]oxy}-7H-furo[3,2-g]chromen-7-one
InChI Key
DBMJZOMNXBSRED-DHDCSXOGSA-N
InChI Identifier
InChI=1S/C21H22O4/c1-14(2)5-4-6-15(3)9-11-24-21-16-7-8-20(22)25-19(16)13-18-17(21)10-12-23-18/h5,7-10,12-13H,4,6,11H2,1-3H3/b15-9-
SMILES
CC(C)=CCC\C(C)=C/COC1=C2C=COC2=CC2=C1C=CC(=O)O2
Structure
Similar Structures

Calculated Properties

Solubility (ALOGPS)
1.04e-02 g/l
LogS (ALOGPS)
-4.51
LogP (ALOGPS)
5.30
Hydrogen Acceptors
2
Hydrogen Donors
0
Rotatable Bond Count
6
Polar Surface Area
48.67
Refractivity
99.77369999999999
Polarizability
37.47290220981984
Formal Charge
0
Physiological Charge
0
pKa (strongest basic)
-2.832524044388395
pKa (strongest acidic)
Not Available
Number of Rings
3
Rule of Five
Yes
Bioavailability
Yes
Ghose Filter
Yes
Veber's Rule
No
MDDR-like Rule
Yes

Taxonomy as Food Phytochemical

Family
Polyphenols
Class
Coumarins and Furanocoumarins
Sub-class
Not Available

Classyfire Taxonomy

Kingdom Name
Organic compounds
Class
Prenol lipids
Super-class
Lipids and lipid-like molecules
Sub-class
Terpene lactones
Direct Parent Name
Terpene lactones
Alternative Parent Names
["1-benzopyrans", "Alkyl aryl ethers", "Aromatic monoterpenoids", "Benzenoids", "Benzofurans", "Furans", "Heteroaromatic compounds", "Hydrocarbon derivatives", "Lactones", "Organic oxides", "Oxacyclic compounds", "Psoralens", "Pyranones and derivatives"]
External Descriptor Annotations
Not Available
Substituent Names
["1-benzopyran", "Alkyl aryl ether", "Aromatic heteropolycyclic compound", "Aromatic monoterpenoid", "Benzenoid", "Benzofuran", "Benzopyran", "Coumarin", "Ether", "Furan", "Furanocoumarin", "Heteroaromatic compound", "Hydrocarbon derivative", "Lactone", "Linear furanocoumarin", "Monoterpenoid", "Organic oxide", "Organic oxygen compound", "Organoheterocyclic compound", "Organooxygen compound", "Oxacycle", "Psoralen", "Pyran", "Pyranone", "Terpene lactone"]

Spectra from Phytohub

Spectrum TypeInstrument TypeIon ModeCollision Energy LevelViewPeaks
Predicted GC-MSGC-MSPositiveNot AvailableView Spectrum(25.00727602,0.8524830189);(27.02292522,0.9546764208);(41.03857442,1.812144274);(43.05422362,1.067736592);(55.05422362,1.85839268);(67.05422362,3.741359784);(68.06204822,0.7387640625);(69.06987282,3.711288493);(80.02566392,0.8284764684);(81.03348852,1.180888885);(108.020578,1.021674805);(109.0284026,1.304369655);(109.1011712,1.511651458);(111.1168204,0.8381656608);(123.1168204,1.62594724);(137.1324696,1.902224735);(174.0311413,1.571910387);(186.0311413,0.7096283152);(202.0260554,2.113802937);(203.03388,2.057851484);(253.0495292,1.210860079);(255.0651784,1.085603929);(267.0651784,0.724260176);(269.0808276,0.9781719415);(294.1614208,1.453119215);(295.0964768,1.096219791);(297.112126,0.7818450826);(310.1563349,1.85239925);(322.1199506,0.7338439684);(323.1277752,3.625617901);(324.1311728,0.8274688811)
Predicted GC-MSGC-MSEiNot AvailableView Spectrum(25.00727602,0.8524830189);(27.02292522,0.9546764208);(41.03857442,1.812144274);(43.05422362,1.067736592);(55.05422362,1.85839268);(67.05422362,3.741359784);(68.06204822,0.7387640625);(69.06987282,3.711288493);(80.02566392,0.8284764684);(81.03348852,1.180888885);(108.020578,1.021674805);(109.0284026,1.304369655);(109.1011712,1.511651458);(111.1168204,0.8381656608);(123.1168204,1.62594724);(137.1324696,1.902224735);(174.0311413,1.571910387);(186.0311413,0.7096283152);(202.0260554,2.113802937);(203.03388,2.057851484);(253.0495292,1.210860079);(255.0651784,1.085603929);(267.0651784,0.724260176);(269.0808276,0.9781719415);(294.1614208,1.453119215);(295.0964768,1.096219791);(297.112126,0.7818450826);(310.1563349,1.85239925);(322.1199506,0.7338439684);(323.1277752,3.625617901);(324.1311728,0.8274688811)
Predicted GC-MSGC-MSEiNot AvailableView Spectrum(25.00727602,0.8524830189);(27.02292522,0.9546764208);(41.03857442,1.812144274);(43.05422362,1.067736592);(55.05422362,1.85839268);(67.05422362,3.741359784);(68.06204822,0.7387640625);(69.06987282,3.711288493);(80.02566392,0.8284764684);(81.03348852,1.180888885);(108.020578,1.021674805);(109.0284026,1.304369655);(109.1011712,1.511651458);(111.1168204,0.8381656608);(123.1168204,1.62594724);(137.1324696,1.902224735);(174.0311413,1.571910387);(186.0311413,0.7096283152);(202.0260554,2.113802937);(203.03388,2.057851484);(253.0495292,1.210860079);(255.0651784,1.085603929);(267.0651784,0.724260176);(269.0808276,0.9781719415);(294.1614208,1.453119215);(295.0964768,1.096219791);(297.112126,0.7818450826);(310.1563349,1.85239925);(322.1199506,0.7338439684);(323.1277752,3.625617901);(324.1311728,0.8274688811)
Predicted LC-MS/MSNot AvailablePositivelowView Spectrum(43.05477522,0.4680610242);(57.07042529,0.574457834);(67.05477522,1.137009028);(69.07042529,2.09768261);(81.07042529,0.5181687684);(83.08607535,0.9172239377);(107.0860754,1.646136058);(109.1017254,6.294266749);(111.1173755,5.013359825);(113.1330255,1.009097302);(123.1173755,1.487653984);(135.1173755,0.9482921357);(137.1330255,7.079779134);(187.0395191,0.5355388067);(203.0344337,4.819060736);(227.0344337,0.5231019782);(229.0500838,1.256603998);(253.0500838,0.5768222203);(255.0657338,0.9177536316);(269.0813839,1.397760375);(271.097034,0.4965156397);(277.1228548,0.6606954193);(279.1385048,1.589087401);(283.097034,1.275842316);(295.097034,4.117033456);(297.112684,3.797584315);(299.1283341,0.9727935106);(321.1490695,0.5343195395);(321.1490695,4.538387846);(323.1283341,1.353562742);(339.1596342,41.44634768)
Predicted LC-MS/MSNot AvailablePositivemedView Spectrum(41.03912516,1.57609366);(51.0234751,2.025387059);(53.03912516,1.492360376);(57.07042529,1.615724809);(67.05477522,3.160295273);(69.07042529,6.223823833);(79.05477522,1.811617373);(81.07042529,3.378089162);(83.08607535,2.808414329);(95.08607535,1.381372201);(107.0860754,2.876348027);(109.1017254,7.186687897);(111.1173755,1.750002219);(113.1330255,1.436500638);(135.1173755,2.281991272);(137.1330255,16.80859348);(203.0344337,9.08666045);(227.0344337,1.498873862);(253.0500838,1.660086366);(255.0657338,1.111019466);(267.0657338,1.704219624);(269.0813839,3.299478194);(279.1385048,1.813836103);(283.097034,2.645179679);(295.097034,1.641423976);(295.169805,1.219248105);(299.1283341,1.329651552);(307.1334195,1.285759172);(321.1490695,2.52254406);(323.1283341,3.380956662);(339.1596342,7.987761118)
Predicted LC-MS/MSNot AvailablePositivehighView Spectrum(41.03912516,4.49539525);(51.0234751,5.755606419);(53.03912516,9.447910426);(55.05477522,4.044983738);(57.07042529,2.644845039);(67.05477522,12.27054905);(69.07042529,7.616369309);(79.05477522,1.442891554);(81.07042529,4.307288505);(83.08607535,1.714764398);(93.07042529,1.220048188);(95.08607535,1.044524324);(105.0704253,1.67495075);(107.0860754,2.51723798);(109.1017254,4.483991465);(111.1173755,1.47030928);(121.1017254,2.482927357);(123.1173755,1.446832391);(137.1330255,3.457383485);(157.0289544,1.635930427);(185.023869,1.474017699);(187.0395191,3.148540504);(193.0864693,1.003586118);(197.0602545,2.461121286);(203.0344337,7.740522783);(213.0551691,1.279093124);(241.1228548,1.241163111);(253.0500838,1.044532395);(269.1177694,1.241163111);(307.1334195,1.38694401);(323.1283341,2.804576531)
Predicted LC-MS/MSNot AvailableNegativelowView Spectrum(15.0234751,0.2935056397);(41.00273965,0.6811294163);(107.0860754,0.2869364275);(109.1017254,0.4345434216);(111.1173755,0.2487038231);(121.1017254,0.137362495);(133.1017254,0.162956958);(135.1173755,0.9898907272);(155.0133043,0.509431629);(157.0289544,2.034183444);(185.023869,0.2223753663);(187.0395191,0.1129847577);(201.0187836,20.56430158);(203.0344337,0.3182369247);(207.0657338,0.1951696898);(215.0344337,0.9768267929);(227.0344337,0.1858895341);(267.1385048,0.6205352404);(277.1228548,0.324937012);(283.1334195,0.6732253613);(289.1228548,0.8327214494);(291.1385048,0.7781600581);(293.0813839,0.1648558904);(293.1177694,0.1920850571);(293.1541549,6.709903922);(295.097034,0.2335020813);(295.1334195,1.649568786);(297.112684,0.3083294027);(319.1334195,0.6530410122);(321.112684,0.2347873071);(337.1439842,58.26991879)
Predicted LC-MS/MSNot AvailableNegativemedView Spectrum(41.00273965,0.6154007834);(43.01838972,0.2743962362);(107.0860754,0.2695450981);(109.1017254,0.6873517302);(111.1173755,0.6502405069);(119.0860754,0.2826320341);(121.1017254,0.7880630727);(131.0133043,0.9623118456);(135.1173755,1.86309225);(155.0133043,5.39195925);(157.0289544,10.92199315);(183.008219,0.3130372992);(185.023869,1.163466146);(201.0187836,46.17530341);(203.0344337,0.6872153182);(207.0657338,0.5914923713);(215.0344337,0.6066775412);(225.0187836,0.547428497);(227.0344337,0.6444230682);(229.0500838,0.3196400275);(267.1385048,0.3276629264);(291.1385048,1.049629198);(293.1177694,0.3994868261);(293.1541549,4.838499393);(295.097034,0.4541482967);(295.1334195,1.150394498);(297.112684,0.4743779607);(307.1334195,0.4415838008);(319.1334195,1.218845899);(321.112684,0.8352800341);(337.1439842,15.05442154)
Predicted LC-MS/MSNot AvailableNegativehighView Spectrum(41.00273965,1.404778713);(67.01838972,0.665386842);(68.99765427,0.5289749754);(95.01330434,0.665386842);(105.0704253,0.6768322449);(109.1017254,0.9340333217);(111.1173755,0.6313717877);(119.0860754,2.492686926);(121.1017254,1.315673811);(129.0340398,1.598948202);(131.0133043,14.46369646);(135.1173755,1.678307355);(141.0340398,1.746520371);(143.0133043,0.5497936987);(145.0289544,0.7064892701);(155.0133043,5.5469919);(157.0289544,36.22294437);(161.023869,2.589068163);(173.023869,1.313495778);(183.008219,3.371977614);(185.023869,2.82418073);(189.0187836,0.7198264608);(201.0187836,11.19316654);(207.0657338,0.6612983992);(225.1279402,0.6061097845);(251.1435902,0.5985399675);(293.1177694,0.8965520936);(295.1334195,0.7864285194);(307.097034,1.032353665);(311.1283341,0.9391433087);(321.112684,0.6390418883)
Predicted LC-MS/MSNot AvailablePositivelowView Spectrum(203.03389,100.0);(203.03389,100.0);(203.03389,100.0);(203.03389,100.0);(203.03389,100.0);(203.03389,100.0);(203.03389,100.0);(203.03389,100.0)
Predicted LC-MS/MSNot AvailablePositivemediumView Spectrum(69.06988,3.65);(69.06988,3.65);(81.06988,9.12);(81.06988,9.12);(83.08553,4.61);(95.08553,3.69);(175.03897,4.4);(175.03897,4.4);(175.03897,4.4);(175.03897,4.4);(175.03897,4.4);(175.03897,4.4);(175.03897,4.4);(203.03389,100.0);(203.03389,100.0);(203.03389,100.0);(203.03389,100.0);(203.03389,100.0);(203.03389,100.0);(203.03389,100.0);(203.03389,100.0);(337.14344,4.11);(337.14344,4.11)
Predicted LC-MS/MSNot AvailablePositivehighView Spectrum(55.05423,14.05);(55.05423,14.05);(67.05423,10.5);(67.05423,10.5);(69.06988,25.66);(69.06988,25.66);(79.05423,35.78);(79.05423,35.78);(81.06988,31.35);(81.06988,31.35);(83.08553,22.41);(91.05423,57.94);(91.05423,57.94);(93.06988,22.42);(93.06988,22.42);(93.06988,22.42);(95.08553,17.48);(105.06988,17.51);(119.08553,23.7);(119.08553,23.7);(119.08553,23.7);(121.10118,13.92);(121.10118,13.92);(157.02841,21.17);(157.02841,21.17);(159.04406,46.68);(159.04406,46.68);(159.04406,46.68);(173.02332,39.64);(173.02332,39.64);(175.03897,100.0);(175.03897,100.0);(175.03897,100.0);(175.03897,100.0);(175.03897,100.0);(175.03897,100.0);(175.03897,100.0);(185.02332,11.68);(185.02332,11.68);(187.03897,25.76);(187.03897,25.76);(187.03897,25.76);(187.03897,25.76);(187.03897,25.76);(187.03897,25.76);(187.03897,25.76);(189.05462,8.11);(189.05462,8.11);(193.08592,8.67);(193.08592,8.67);(201.01824,50.14);(201.01824,50.14);(201.01824,50.14);(201.01824,50.14);(201.01824,50.14);(203.03389,65.85);(203.03389,65.85);(203.03389,65.85);(203.03389,65.85);(203.03389,65.85);(203.03389,65.85);(203.03389,65.85);(203.03389,65.85);(207.06519,11.52);(207.06519,11.52);(209.08084,9.41);(215.03389,44.08);(215.03389,44.08);(215.03389,44.08);(215.03389,44.08);(217.04954,8.22);(217.04954,8.22);(217.04954,8.22);(217.04954,8.22);(217.04954,8.22);(217.04954,8.22);(227.03389,34.21);(227.03389,34.21);(227.03389,34.21);(227.03389,34.21);(227.03389,34.21);(337.14344,16.42);(337.14344,16.42);(339.15909,10.02);(339.15909,10.02);(339.15909,10.02);(339.15909,10.02);(339.15909,10.02);(339.15909,10.02);(339.15909,10.02);(339.15909,10.02);(339.15909,10.02);(339.15909,10.02);(339.15909,10.02);(339.15909,10.02)
Predicted LC-MS/MSNot AvailableNegativelowView Spectrum(201.01933,15.81);(201.01933,15.81);(201.01933,15.81);(201.01933,15.81);(201.01933,15.81);(201.01933,15.81);(337.14453,100.0);(337.14453,100.0);(337.14453,100.0);(337.14453,100.0);(337.14453,100.0);(337.14453,100.0);(337.14453,100.0);(337.14453,100.0);(337.14453,100.0);(337.14453,100.0);(337.14453,100.0);(337.14453,100.0);(337.14453,100.0);(337.14453,100.0)
Predicted LC-MS/MSNot AvailableNegativemediumView Spectrum(65.03967,8.36);(67.05532,12.39);(107.08662,16.82);(119.08662,18.78);(119.08662,18.78);(119.08662,18.78);(121.10227,33.61);(123.11792,21.6);(129.07097,28.43);(131.08662,11.88);(135.11792,19.48);(201.01933,76.7);(201.01933,76.7);(201.01933,76.7);(201.01933,76.7);(201.01933,76.7);(201.01933,76.7);(215.03498,19.97);(215.03498,19.97);(227.03498,19.74);(227.03498,19.74);(227.03498,19.74);(229.05063,10.28);(229.05063,10.28);(229.05063,10.28);(255.06628,9.41);(255.06628,9.41);(255.06628,9.41);(255.06628,9.41);(269.08193,10.54);(269.08193,10.54);(269.08193,10.54);(269.08193,10.54);(293.1547,20.99);(321.11323,11.83);(321.11323,11.83);(321.11323,11.83);(321.11323,11.83);(321.11323,11.83);(335.12888,35.83);(335.12888,35.83);(337.14453,100.0);(337.14453,100.0);(337.14453,100.0);(337.14453,100.0);(337.14453,100.0);(337.14453,100.0);(337.14453,100.0);(337.14453,100.0);(337.14453,100.0);(337.14453,100.0);(337.14453,100.0);(337.14453,100.0);(337.14453,100.0);(337.14453,100.0)
Predicted LC-MS/MSNot AvailableNegativehighView Spectrum(65.03967,5.98);(67.01894,11.71);(67.05532,3.78);(79.05532,7.62);(95.01385,9.12);(95.01385,9.12);(95.01385,9.12);(95.01385,9.12);(95.01385,9.12);(97.0295,3.92);(97.0295,3.92);(97.0295,3.92);(119.08662,3.31);(119.08662,3.31);(119.08662,3.31);(123.00877,5.3);(135.00877,5.07);(157.0295,56.45);(173.02442,35.58);(173.02442,35.58);(183.04515,4.49);(185.02442,34.16);(185.02442,34.16);(185.02442,34.16);(187.04007,4.88);(187.04007,4.88);(187.04007,4.88);(201.01933,100.0);(201.01933,100.0);(201.01933,100.0);(201.01933,100.0);(201.01933,100.0);(201.01933,100.0);(203.03498,5.41);(203.03498,5.41);(203.03498,5.41);(203.03498,5.41);(203.03498,5.41);(203.03498,5.41);(203.03498,5.41);(203.03498,5.41);(205.05063,3.44);(205.05063,3.44);(205.05063,3.44);(205.05063,3.44);(207.06628,3.95);(207.06628,3.95);(225.01933,15.83);(227.03498,5.32);(227.03498,5.32);(227.03498,5.32);(255.06628,3.05);(255.06628,3.05);(255.06628,3.05);(255.06628,3.05);(295.09758,4.34);(295.09758,4.34);(295.09758,4.34);(295.09758,4.34);(295.09758,4.34);(295.09758,4.34);(295.09758,4.34);(295.09758,4.34);(309.14962,3.05);(309.14962,3.05);(319.13397,3.77);(319.13397,3.77);(319.13397,3.77);(335.12888,5.76);(335.12888,5.76)

Food Sources

NameGroup
Earl grey teaBeverages, Non-alcoholic PublicationsShow
GrapefruitFruit, Citrus PublicationsShow
LemonFruit, Citrus PublicationsShow
LimeFruit, Citrus PublicationsShow
PummeloFruit, Citrus PublicationsShow

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

No metabolism information available

Inter-Individual Variations in Metabolism

No data on inter-individual variations available

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