Lupulone
precursor
Showing entry for Lupulone
Identification
- PhytoHub ID
- PHUB001681
- Name
- Lupulone
- Systematic Name
- Not Available
- Synonyms
- Not Available
- CAS Number
- 468-28-0
- Average Mass
- 414.586
- Monoisotopic Mass
- 414.277009704
- Chemical Formula
- C26H38O4
- IUPAC Name
- 3,5-dihydroxy-4,6,6-tris(3-methylbut-2-en-1-yl)-2-(3-methylbutanoyl)cyclohexa-2,4-dien-1-one
- InChI Key
- LSDULPZJLTZEFD-UHFFFAOYSA-N
- InChI Identifier
InChI=1S/C26H38O4/c1-16(2)9-10-20-23(28)22(21(27)15-19(7)8)25(30)26(24(20)29,13-11-17(3)4)14-12-18(5)6/h9,11-12,19,28-29H,10,13-15H2,1-8H3
- SMILES
CC(C)CC(=O)C1=C(O)C(CC=C(C)C)=C(O)C(CC=C(C)C)(CC=C(C)C)C1=O
- Structure
Structure for Lupulone
Calculated Properties
- Solubility (ALOGPS)
- 9.12e-03 g/l
- LogS (ALOGPS)
- -4.66
- LogP (ALOGPS)
- 4.34
- Hydrogen Acceptors
- 4
- Hydrogen Donors
- 2
- Rotatable Bond Count
- 9
- Polar Surface Area
- 74.6
- Refractivity
- 128.6061
- Polarizability
- 47.94385231224146
- Formal Charge
- 0
- Physiological Charge
- -1
- pKa (strongest basic)
- -6.144215930711307
- pKa (strongest acidic)
- 4.96432973444288
- Number of Rings
- 1
- Rule of Five
- No
- Bioavailability
- Yes
- Ghose Filter
- No
- Veber's Rule
- No
- MDDR-like Rule
- No
External Links
No external links
Taxonomy as Food Phytochemical
- Family
- Miscellaneous phytochemicals
- Class
- Miscellaneous phytochemicals
- Sub-class
- Not Available
Classyfire Taxonomy
- Kingdom Name
- Organic compounds
- Class
- Vinylogous acids
- Super-class
- Organic acids and derivatives
- Sub-class
- Not Available
- Direct Parent Name
- Vinylogous acids
- Alternative Parent Names
- ["Cyclic ketones", "Enols", "Hydrocarbon derivatives", "Organic oxides"]
- External Descriptor Annotations
- Not Available
- Substituent Names
- ["Aliphatic homomonocyclic compound", "Carbonyl group", "Cyclic ketone", "Enol", "Hydrocarbon derivative", "Ketone", "Organic oxide", "Organic oxygen compound", "Organooxygen compound", "Vinylogous acid"]
Spectra from Phytohub
| Spectrum Type | Instrument Type | Ion Mode | Collision Energy Level | View | Peaks | |
|---|---|---|---|---|---|---|
| Predicted LC-MS/MS | Not Available | Positive | low | View Spectrum | (57.06987671,3.376469488);(69.06987671,1.609633556);(85.06479133,1.342888709);(329.2111212,3.251738875);(345.2060358,1.79436017);(353.2111212,1.313485019);(357.2060358,6.420232652);(359.2216859,4.240907791);(371.2216859,6.495490462);(373.237336,9.036304503);(375.252986,2.052800361);(379.2631568,1.253432906);(397.2737215,11.27149911);(415.2842861,26.78074685) | |
| Predicted LC-MS/MS | Not Available | Positive | med | View Spectrum | (39.02292652,1.386300072);(41.03857658,1.585300223);(43.05422664,2.497214859);(45.06987671,0.9222258504);(55.05422664,3.296947214);(57.06987671,5.542998883);(67.05422664,1.152663552);(69.06987671,4.64133982);(81.06987671,1.126034685);(83.08552677,1.112758869);(85.06479133,1.65119202);(85.10117684,0.7310190464);(147.1168269,0.7574111891);(149.132477,1.237706689);(151.148127,1.280748332);(231.1015708,0.7320302363);(235.1328709,0.8890877595);(287.2005565,0.7116106684);(299.1277855,3.630301429);(301.1434356,5.61468208);(303.1590856,1.934401543);(315.1590856,1.67655226);(339.1954711,2.627630164);(341.2111212,3.110703188);(357.2060358,10.40960712);(359.2216859,5.086388999);(371.2216859,2.148973603);(373.237336,2.891193605);(375.252986,2.514765355);(397.2737215,3.093984535);(415.2842861,2.698688324) | |
| Predicted LC-MS/MS | Not Available | Positive | high | View Spectrum | (39.02292652,1.093096713);(41.03857658,2.101367536);(43.05422664,1.034032039);(55.05422664,8.716384584);(57.06987671,5.035591491);(65.03857658,2.715488077);(67.05422664,2.975665112);(69.06987671,1.796443564);(79.05422664,1.95406881);(81.06987671,3.91265091);(83.08552677,3.137464029);(93.06987671,1.420971662);(95.08552677,1.165830637);(147.1168269,3.582433105);(149.132477,1.499388018);(151.148127,3.170228997);(153.1637771,1.412065313);(209.1536063,1.166599968);(285.1849065,1.469385187);(287.2005565,1.976833851);(299.1277855,1.563434355);(301.1434356,3.088055171);(303.1590856,1.674477834);(315.1590856,1.085585687);(331.2267713,1.308271068);(341.2111212,1.527619895);(345.2060358,2.222287232);(357.2060358,3.004391038);(359.2216859,1.24614857);(397.2737215,1.305730259);(399.252986,1.583955467) | |
| Predicted LC-MS/MS | Not Available | Negative | low | View Spectrum | (57.07097387,1.726043771);(97.06588849,1.491756189);(329.2122184,9.794245408);(345.207133,1.905799345);(357.207133,2.171162965);(371.2227831,3.280027823);(383.2591686,1.351024483);(385.2748186,4.693149524);(395.2591686,4.906335767);(413.2697332,50.01318546) | |
| Predicted LC-MS/MS | Not Available | Negative | med | View Spectrum | (41.00328823,0.7476384268);(57.07097387,2.573974547);(69.07097387,0.9733492549);(81.07097387,0.7922615556);(83.05023842,4.453724291);(85.06588849,3.789769412);(97.06588849,3.298842774);(109.0658885,1.249624032);(149.1335741,0.7532238256);(177.1284887,1.579861045);(207.1390534,2.240983563);(259.133968,0.7827478232);(261.1496181,1.946508559);(275.2016537,1.961513234);(287.2016537,1.415653084);(289.2173037,0.8170757438);(301.2173037,1.18530409);(311.2016537,2.203096204);(327.1965683,1.504793412);(329.2122184,18.02695395);(345.207133,4.676590403);(369.207133,1.525475421);(371.2227831,3.80594783);(373.2384331,1.357555402);(385.2748186,3.940928655);(395.2591686,2.328420068);(413.2697332,10.50639662) | |
| Predicted LC-MS/MS | Not Available | Negative | high | View Spectrum | (41.00328823,3.172572087);(57.07097387,3.253033654);(65.03967374,0.9274718846);(69.03458836,1.294356073);(81.07097387,1.111131956);(83.05023842,1.269424158);(85.06588849,2.243232862);(97.06588849,7.861370355);(109.0658885,1.222910488);(121.0658885,2.103148527);(123.0815386,0.9192988334);(149.1335741,1.619869196);(189.1284887,3.298558568);(191.1441388,2.868829264);(207.1390534,2.292517002);(219.1390534,1.223590361);(261.1496181,1.599156083);(261.2223891,1.429845908);(275.2016537,1.513219602);(313.1809182,1.111784914);(327.1965683,1.588431186);(329.2122184,3.318583458);(341.1758329,1.074276863);(343.1914829,2.068175537);(345.207133,1.717596319);(355.1914829,2.408961563);(357.207133,1.625550908);(369.207133,2.085372303);(371.2227831,1.439488583);(395.2591686,1.452872438);(397.2384331,2.526683699) |
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