precursor

Showing entry for Xanthohumol E

Identification

PhytoHub ID
PHUB001406
Name
Xanthohumol E
Systematic Name
Not Available
Synonyms
Not Available
CAS Number
Not Available
Average Mass
404.506
Monoisotopic Mass
404.198759382
Chemical Formula
C26H28O4
IUPAC Name
(2E)-1-[2,4-dihydroxy-7,7-dimethyl-3-(3-methylbut-2-en-1-yl)-7,8-dihydronaphthalen-1-yl]-3-(4-hydroxyphenyl)prop-2-en-1-one
InChI Key
KTLUOAZICXGRRV-XYOKQWHBSA-N
InChI Identifier
InChI=1S/C26H28O4/c1-16(2)5-11-20-24(29)19-13-14-26(3,4)15-21(19)23(25(20)30)22(28)12-8-17-6-9-18(27)10-7-17/h5-10,12-14,27,29-30H,11,15H2,1-4H3/b12-8+
SMILES
CC(C)=CCC1=C(O)C(C(=O)\C=C\C2=CC=C(O)C=C2)=C2CC(C)(C)C=CC2=C1O
Structure
Similar Structures

Calculated Properties

Solubility (ALOGPS)
4.96e-03 g/l
LogS (ALOGPS)
-4.91
LogP (ALOGPS)
5.09
Hydrogen Acceptors
4
Hydrogen Donors
3
Rotatable Bond Count
5
Polar Surface Area
77.76
Refractivity
124.68499999999997
Polarizability
45.906684696599726
Formal Charge
0
Physiological Charge
-1
pKa (strongest basic)
-6.352947867573455
pKa (strongest acidic)
7.102440311775716
Number of Rings
3
Rule of Five
No
Bioavailability
Yes
Ghose Filter
No
Veber's Rule
No
MDDR-like Rule
No

Taxonomy as Food Phytochemical

Family
Polyphenols
Class
Miscellaneous polyphenols
Sub-class
Not Available

Classyfire Taxonomy

Kingdom Name
Organic compounds
Class
Linear 1,3-diarylpropanoids
Super-class
Phenylpropanoids and polyketides
Sub-class
Chalcones and dihydrochalcones
Direct Parent Name
3-prenylated chalcones
Alternative Parent Names
["1-hydroxy-2-unsubstituted benzenoids", "2'-Hydroxychalcones", "Acryloyl compounds", "Aryl ketones", "Enones", "Hydrocarbon derivatives", "Hydroxycinnamic acids and derivatives", "Naphthols and derivatives", "Organic oxides", "Styrenes", "Vinylogous acids"]
External Descriptor Annotations
Not Available
Substituent Names
["1-hydroxy-2-unsubstituted benzenoid", "1-naphthol", "2'-hydroxychalcone", "3-prenylated chalcone", "Acryloyl-group", "Alpha,beta-unsaturated ketone", "Aromatic homopolycyclic compound", "Aryl ketone", "Benzenoid", "Enone", "Hydrocarbon derivative", "Hydroxycinnamic acid or derivatives", "Ketone", "Monocyclic benzene moiety", "Naphthalene", "Organic oxide", "Organic oxygen compound", "Organooxygen compound", "Phenol", "Styrene", "Vinylogous acid"]

Spectra from Phytohub

Spectrum TypeInstrument TypeIon ModeCollision Energy LevelViewPeaks
Predicted LC-MS/MSNot AvailablePositivelowView Spectrum(43.05477522,0.4476991399);(57.07042529,0.8203523638);(69.07042529,2.220507248);(83.08607535,0.4343781888);(95.04968984,0.5486731356);(107.0496898,3.757464069);(109.0653399,1.152488372);(119.0496898,2.327187532);(121.0653399,0.487824662);(145.0289544,0.7816656064);(147.0446045,5.087172712);(255.1385048,0.7786492256);(257.1541549,4.635708868);(259.169805,1.542904674);(283.1334195,0.7971361403);(285.1490695,2.460553248);(297.1490695,1.876306577);(299.1647196,1.994863276);(311.1647196,1.189435936);(335.1283341,1.078569004);(337.1439842,1.045164636);(343.1334195,0.4673170502);(347.1283341,0.6229322356);(349.1439842,4.707180058);(361.1439842,3.795599738);(363.1596342,3.682289691);(365.1752843,1.088612047);(387.1960197,3.346139092);(387.1960197,6.717647831);(389.1752843,0.9933011211);(405.2065844,39.11427652)
Predicted LC-MS/MSNot AvailablePositivemedView Spectrum(57.07042529,1.465978613);(67.05477522,1.33993647);(69.07042529,8.985835224);(83.08607535,2.986886909);(107.0496898,4.822498025);(119.0496898,3.402323238);(145.0289544,1.257987917);(147.0446045,14.32602098);(229.0864693,2.921938162);(257.1541549,1.612286808);(259.169805,1.413732146);(281.1177694,2.213108556);(283.1334195,1.510470895);(285.1490695,5.625871809);(287.1647196,1.785022942);(297.1490695,2.812675496);(311.1647196,1.973853656);(323.1283341,1.493393616);(331.1334195,1.594870146);(333.112684,1.54907008);(337.1439842,2.566879691);(347.1283341,1.683080172);(349.1439842,9.272552223);(361.1439842,1.499398646);(363.1596342,1.931298762);(365.1752843,2.232277402);(375.1960197,1.456212049);(387.1960197,2.724679798);(387.1960197,2.390036205);(389.1752843,1.532454355);(405.2065844,7.617369011)
Predicted LC-MS/MSNot AvailablePositivehighView Spectrum(51.0234751,1.298462814);(53.03912516,2.685192582);(55.01838972,1.863045697);(57.07042529,2.062329622);(67.05477522,7.844687592);(69.07042529,6.024553313);(77.03912516,3.535724848);(79.01838972,1.701537237);(83.08607535,2.83577903);(89.03912516,2.794222433);(107.0496898,5.518660023);(115.0183897,2.753834884);(117.0340398,2.278328479);(119.0496898,9.100537142);(145.0289544,4.532013235);(147.0446045,5.746812349);(199.0759046,1.32578001);(201.0915547,1.84916037);(203.1072047,5.365433694);(217.0864693,1.714869045);(229.0864693,4.577297354);(239.1435902,3.902724104);(241.1228548,1.87675701);(257.1541549,1.83551451);(279.1385048,1.722163491);(281.1541549,1.898433741);(337.1439842,1.667883561);(349.1439842,2.676579183);(375.1960197,1.638343493);(387.1960197,2.072377119);(389.1752843,3.300962036)
Predicted LC-MS/MSNot AvailableNegativelowView Spectrum(55.05477522,0.1324954798);(69.07042529,0.2102120609);(81.07042529,0.1980099252);(93.03403978,0.1410477983);(101.0391252,0.1278373362);(107.0496898,0.1257880912);(117.0340398,0.3893049562);(119.0496898,5.750581458);(145.0289544,1.794528607);(147.0446045,1.324531856);(239.1435902,0.1379289109);(255.1385048,0.1440713221);(257.1541549,3.188832807);(265.1228548,0.2981166305);(267.1385048,0.3187289614);(279.1021193,0.2111799473);(283.1334195,2.577376396);(285.1490695,5.717413475);(297.1490695,0.2702189357);(335.1283341,1.116343305);(347.1283341,0.1506611725);(359.1283341,0.2043751184);(361.1439842,0.3365252995);(363.1596342,0.377751273);(373.1803697,0.1327874175);(377.1752843,0.1953656854);(385.1803697,1.231619207);(385.1803697,3.121198254);(387.1596342,0.206569951);(387.1596342,0.164786628);(403.1909343,69.70381173)
Predicted LC-MS/MSNot AvailableNegativemedView Spectrum(69.07042529,1.663755903);(101.0391252,0.6068068487);(105.0340398,1.231689369);(107.0496898,0.9381544386);(117.0340398,1.380401556);(119.0496898,11.21345394);(129.0340398,0.839472399);(145.0289544,6.443994243);(147.0446045,4.493457948);(149.0602545,0.7127782894);(189.0915547,0.5385889568);(215.0708192,0.4132533742);(239.1435902,0.8148567883);(255.1385048,0.6094027238);(257.1541549,7.78797178);(265.1228548,0.4182297534);(267.1385048,0.4423273219);(281.1177694,0.4300827792);(283.1334195,3.569921231);(285.1490695,2.806421308);(295.1334195,1.359576908);(297.1490695,1.812392453);(317.1177694,0.7337889381);(333.112684,0.7615099186);(335.1283341,5.327263325);(361.1439842,1.250711868);(363.1596342,1.271684182);(371.1647196,0.5153749008);(385.1803697,1.965829365);(385.1803697,2.521053196);(403.1909343,35.12579399)
Predicted LC-MS/MSNot AvailableNegativehighView Spectrum(41.00273965,2.01976759);(55.05477522,3.850303227);(81.07042529,1.945791422);(93.03403978,2.580542813);(105.0340398,3.077303462);(117.0340398,4.383348748);(119.0496898,5.446473253);(145.0289544,2.025180396);(189.0915547,6.50928372);(201.0915547,2.432424495);(213.1279402,1.978352062);(215.0708192,2.936428902);(215.1435902,2.154174711);(227.1435902,2.050260464);(239.1435902,4.29934458);(241.1228548,7.443602748);(243.1385048,2.317290712);(253.1228548,3.098347724);(255.1385048,2.253013213);(257.1541549,8.906574205);(265.1228548,3.526736534);(267.1385048,2.043684911);(269.1177694,2.818066539);(281.1177694,2.647411558);(283.1334195,2.37057548);(285.1490695,1.851600632);(295.1334195,2.160728515);(297.1490695,3.330017921);(335.1283341,3.374656694);(385.1803697,2.315917591);(385.1803697,1.852795176)

Food Sources

No food source information available

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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