6-Geranylnaringenin
precursor
Showing entry for 6-Geranylnaringenin
Identification
- PhytoHub ID
- PHUB000371
- Name
- 6-Geranylnaringenin
- Systematic Name
- Not Available
- Synonyms
- 5,7,4'-Trihydroxy-6-geranylflavanone
- Bonannione A
- Mimulone
- CAS Number
- Not Available
- Average Mass
- 408.494
- Monoisotopic Mass
- 408.193674002
- Chemical Formula
- C25H28O5
- IUPAC Name
- 6-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one
- InChI Key
- XYIQIBWIEGCVQY-FRKPEAEDSA-N
- InChI Identifier
InChI=1S/C25H28O5/c1-15(2)5-4-6-16(3)7-12-19-20(27)13-23-24(25(19)29)21(28)14-22(30-23)17-8-10-18(26)11-9-17/h5,7-11,13,22,26-27,29H,4,6,12,14H2,1-3H3/b16-7+
- SMILES
CC(C)=CCC\C(C)=C\CC1=C(O)C2=C(OC(CC2=O)C2=CC=C(O)C=C2)C=C1O
- Structure
Structure for 6-Geranylnaringenin
Calculated Properties
- Solubility (ALOGPS)
- 3.39e-03 g/l
- LogS (ALOGPS)
- -5.08
- LogP (ALOGPS)
- 4.84
- Hydrogen Acceptors
- 5
- Hydrogen Donors
- 3
- Rotatable Bond Count
- 6
- Polar Surface Area
- 86.99000000000001
- Refractivity
- 119.33519999999999
- Polarizability
- 46.41390904327082
- Formal Charge
- 0
- Physiological Charge
- 0
- pKa (strongest basic)
- -4.950586507709227
- pKa (strongest acidic)
- 7.674424725599705
- Number of Rings
- 3
- Rule of Five
- No
- Bioavailability
- Yes
- Ghose Filter
- No
- Veber's Rule
- No
- MDDR-like Rule
- Yes
Taxonomy as Food Phytochemical
- Family
- Polyphenols
- Class
- Flavonoids
- Sub-class
- Flavanones
Classyfire Taxonomy
- Kingdom Name
- Organic compounds
- Class
- Flavonoids
- Super-class
- Phenylpropanoids and polyketides
- Sub-class
- Flavans
- Direct Parent Name
- 6-prenylated flavanones
- Alternative Parent Names
- ["1-hydroxy-2-unsubstituted benzenoids", "1-hydroxy-4-unsubstituted benzenoids", "4'-hydroxyflavonoids", "5-hydroxyflavonoids", "7-hydroxyflavonoids", "Alkyl aryl ethers", "Aromatic monoterpenoids", "Aryl alkyl ketones", "Benzene and substituted derivatives", "Bicyclic monoterpenoids", "Chromones", "Flavanones", "Hydrocarbon derivatives", "Organic oxides", "Oxacyclic compounds", "Vinylogous acids"]
- External Descriptor Annotations
- ["Flavanones"]
- Substituent Names
- ["1-benzopyran", "1-hydroxy-2-unsubstituted benzenoid", "1-hydroxy-4-unsubstituted benzenoid", "4'-hydroxyflavonoid", "5-hydroxyflavonoid", "6-prenylated flavanone", "7-hydroxyflavonoid", "Alkyl aryl ether", "Aromatic heteropolycyclic compound", "Aromatic monoterpenoid", "Aryl alkyl ketone", "Aryl ketone", "Benzenoid", "Benzopyran", "Bicyclic monoterpenoid", "Chromane", "Chromone", "Ether", "Flavanone", "Hydrocarbon derivative", "Hydroxyflavonoid", "Ketone", "Monocyclic benzene moiety", "Monoterpenoid", "Organic oxide", "Organic oxygen compound", "Organoheterocyclic compound", "Organooxygen compound", "Oxacycle", "Phenol", "Vinylogous acid"]
Spectra from Phytohub
| Spectrum Type | Instrument Type | Ion Mode | Collision Energy Level | View | Peaks | |
|---|---|---|---|---|---|---|
| LC-MS/MS | LC-ESI-QTOF | Negative | medium | View Spectrum | (119.0542,0.19119119);(201.1313,0.02202202);(219.1427,0.02802803);(243.1405,0.08108108);(244.144,0.02102102);(259.1372,0.03103103);(261.1515,0.02202202);(283.0645,0.04804805);(287.1319,1.0);(288.1351,0.14014014);(289.1384,0.02502503);(301.1461,0.04004004);(313.1468,0.04504505);(407.1882,0.41141141);(408.1913,0.09409409) | |
| LC-MS/MS | LC-ESI-QTOF | Negative | low | View Spectrum | (407.1882,1.0);(408.1917,0.18218218);(409.1937,0.02402402) | |
| LC-MS/MS | LC-ESI-QTOF | Negative | high | View Spectrum | (119.0542,1.0);(120.0578,0.11111111);(137.0323,0.04304304);(163.0089,0.08008008);(176.0155,0.11211211);(177.0211,0.03903904);(177.1306,0.04404404);(201.1304,0.07907908);(202.1363,0.04204204);(219.141,0.07907908);(243.1409,0.10510511);(283.0635,0.07207207);(287.1328,0.32932933);(288.1344,0.06106106);(301.1478,0.05005005);(407.1939,0.03903904) | |
| LC-MS/MS | LC-ESI-QTOF | Negative | medium | View Spectrum | (287.1314,0.1041041);(407.1882,1.0);(408.1917,0.18718719);(409.1945,0.02502503) | |
| Predicted LC-MS/MS | Not Available | Positive | low | View Spectrum | (69.07042529,1.554255229);(83.08607535,0.8926356825);(95.04968984,1.08814552);(107.0860754,1.129209314);(109.1017254,2.399782066);(111.1173755,1.667007208);(119.0496898,2.261826955);(121.0653399,2.754249805);(123.08099,0.8485579342);(123.1173755,3.665423506);(137.0602545,1.579544667);(137.1330255,2.060661158);(261.1490695,2.554587091);(271.0606485,1.178169432);(273.1490695,1.166128509);(285.0762985,3.149321354);(287.1283341,1.125628088);(287.1647196,0.8956218031);(289.1439842,5.905810856);(297.0762985,1.302585966);(299.0919486,1.347279422);(303.1596342,0.7904587879);(325.1075986,0.8888248342);(339.1232487,1.318825586);(353.1388988,1.287303352);(365.1388988,3.812521426);(367.1545488,3.894590175);(369.1701989,0.9896525779);(391.1909343,1.187214036);(391.1909343,8.486523128);(409.201499,36.81765453) | |
| Predicted LC-MS/MS | Not Available | Positive | med | View Spectrum | (67.05477522,3.191844);(69.07042529,4.520178483);(81.07042529,2.371572148);(83.08607535,2.203434683);(107.0496898,6.130093278);(107.0860754,3.45619194);(109.1017254,2.633210302);(121.0289544,1.417259165);(121.0653399,2.493930697);(121.1017254,2.214690177);(123.0446045,2.812716967);(123.1173755,11.91242997);(137.1330255,5.406349501);(149.023869,1.782064796);(267.0657338,1.922796164);(269.1177694,2.390657682);(271.1334195,3.617928205);(273.1490695,4.047025851);(283.0606485,1.828359237);(285.0762985,6.719483865);(287.1283341,1.440076843);(289.1439842,3.574120197);(295.0606485,1.809354475);(297.0762985,1.862224698);(299.0919486,1.633187838);(337.1075986,1.580702287);(339.1232487,2.62355396);(353.1388988,2.15482792);(369.1701989,1.533737967);(391.1909343,3.495673941);(409.201499,5.220322762) | |
| Predicted LC-MS/MS | Not Available | Positive | high | View Spectrum | (41.03912516,2.347746115);(51.0234751,2.476067024);(53.03912516,7.740766139);(67.05477522,9.254265133);(69.07042529,6.270961215);(81.07042529,2.34361152);(107.0496898,3.564883966);(107.0860754,3.046464617);(109.1017254,3.621764011);(111.08099,2.007808312);(113.09664,2.007808312);(119.0496898,4.282759281);(121.0289544,5.265883965);(121.0653399,3.086377953);(121.1017254,2.565806644);(123.0446045,2.560227573);(123.1173755,7.341814521);(163.0395191,2.220153548);(165.0187836,3.371136389);(219.0657338,1.977603766);(243.1385048,1.851627084);(245.1541549,1.921385447);(269.1177694,1.799155604);(273.1490695,2.94730094);(283.097034,1.689969908);(285.0762985,2.18354873);(285.112684,1.797500184);(287.1647196,2.134974372);(307.097034,1.759265546);(351.1232487,2.091931335);(391.1909343,2.469430846) | |
| Predicted LC-MS/MS | Not Available | Negative | low | View Spectrum | (93.03403978,2.893262732);(109.1017254,0.2462179117);(111.1173755,0.2376689345);(119.0496898,0.8476118692);(121.0289544,0.4677446354);(135.0446045,0.6327909288);(137.0602545,0.2279810048);(137.1330255,0.2200510167);(147.0446045,0.7838276914);(163.0395191,0.8517692977);(201.0551691,0.2163368193);(243.1385048,1.733538279);(253.0864693,0.28127872);(255.1021193,0.28127872);(257.1177694,0.4223921033);(259.1334195,4.601153376);(261.1490695,1.056535192);(263.1647196,0.2989248738);(271.0606485,1.243666956);(285.112684,0.1845267305);(287.1283341,1.753413754);(313.1439842,0.5323561625);(363.1232487,0.2139317296);(365.1388988,0.303013159);(365.1752843,0.1922248139);(367.1545488,0.4001157754);(389.1752843,0.6446049533);(389.1752843,3.956406204);(389.1752843,0.4488029416);(391.1545488,0.2368745651);(407.185849,73.58969815) | |
| Predicted LC-MS/MS | Not Available | Negative | med | View Spectrum | (17.00273965,1.521639019);(93.03403978,4.26582083);(119.0496898,1.400815461);(121.0289544,1.534798715);(137.1330255,1.642079565);(145.0289544,0.9770120394);(147.0446045,1.722082204);(163.0395191,1.36430989);(201.0551691,0.7821534298);(241.1228548,0.7389586345);(243.1385048,4.719804133);(253.0500838,0.8808617451);(253.0864693,1.526172925);(255.1021193,1.526172925);(257.1177694,2.049528448);(259.1334195,8.962935504);(261.1490695,3.089257862);(269.0449984,0.7739019253);(271.0606485,5.520644601);(271.1334195,1.531841981);(285.1490695,1.395318715);(287.1283341,6.433069812);(313.1439842,1.541548468);(363.1596342,1.023964711);(365.1388988,1.271391037);(365.1752843,1.881645962);(367.1545488,1.32802411);(389.1752843,0.9703534871);(389.1752843,3.711946185);(391.1545488,0.8374705819);(407.185849,33.07447509) | |
| Predicted LC-MS/MS | Not Available | Negative | high | View Spectrum | (41.00273965,2.351768216);(55.05477522,1.45342921);(93.03403978,14.70747804);(105.0340398,3.090832647);(107.0133043,8.373276944);(117.0340398,2.954438051);(119.0496898,5.08497231);(119.0860754,1.311656952);(121.0289544,6.088666172);(121.1017254,1.641669441);(123.1173755,1.882948194);(149.023869,3.842052541);(175.1122901,1.458430468);(187.1122901,2.185980927);(201.1279402,2.505792332);(219.1385048,2.483807345);(227.1072047,1.780189506);(241.1228548,4.212133505);(243.1385048,9.422130337);(245.1541549,3.40963514);(259.1334195,1.852740797);(269.1177694,1.353806884);(271.1334195,1.616384594);(283.1334195,1.515316286);(285.1490695,2.032966359);(287.1283341,1.398778322);(301.1439842,2.039213285);(361.1439842,1.325920644);(389.1752843,2.01305972);(391.1545488,1.894674139);(391.1545488,2.71585069) |
Food Sources
| Name | Group | |||
|---|---|---|---|---|
| Beer | Beverages, Alcoholic | Publications | Show |
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