precursor

Showing entry for Tricyclodehydroisohumulone

Identification

PhytoHub ID
PHUB001707
Name
Tricyclodehydroisohumulone
Systematic Name
Not Available
Synonyms
Not Available
CAS Number
Not Available
Average Mass
360.45
Monoisotopic Mass
360.193674002
Chemical Formula
C21H28O5
IUPAC Name
(1R,5R,8R,10R)-4,5-dihydroxy-9,9-dimethyl-3-(3-methylbutanoyl)-10-(prop-1-en-2-yl)tricyclo[6.3.0.0^{1,5}]undec-3-ene-2,6-dione
InChI Key
FZQFCXBBPNGZEI-QZHPCCELSA-N
InChI Identifier
InChI=1S/C21H28O5/c1-10(2)7-13(22)16-17(24)20-9-12(11(3)4)19(5,6)14(20)8-15(23)21(20,26)18(16)25/h10,12,14,25-26H,3,7-9H2,1-2,4-6H3/t12-,14-,20+,21+/m1/s1
SMILES
[H][C@@]1(C[C@]23C(=O)C(C(=O)CC(C)C)=C(O)[C@@]2(O)C(=O)C[C@]3([H])C1(C)C)C(C)=C
Structure
Similar Structures

Calculated Properties

Solubility (ALOGPS)
1.18e-01 g/l
LogS (ALOGPS)
-3.48
LogP (ALOGPS)
2.00
Hydrogen Acceptors
5
Hydrogen Donors
2
Rotatable Bond Count
4
Polar Surface Area
91.67
Refractivity
98.21689999999998
Polarizability
38.54877508105544
Formal Charge
0
Physiological Charge
-1
pKa (strongest basic)
-4.426063314672024
pKa (strongest acidic)
0.419724267237632
Number of Rings
3
Rule of Five
Yes
Bioavailability
Yes
Ghose Filter
Yes
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
Prenol lipids
Super-class
Lipids and lipid-like molecules
Sub-class
Sesquiterpenoids
Direct Parent Name
Angular triquinanes
Alternative Parent Names
["Cyclic alcohols and derivatives", "Enols", "Hydrocarbon derivatives", "Ketones", "Organic oxides", "Tertiary alcohols", "Vinylogous acids"]
External Descriptor Annotations
["sesquiterpenoid"]
Substituent Names
["Alcohol", "Aliphatic homopolycyclic compound", "Angular triquinane sesquiterpenoid", "Carbonyl group", "Cyclic alcohol", "Enol", "Hydrocarbon derivative", "Ketone", "Organic oxide", "Organic oxygen compound", "Organooxygen compound", "Tertiary alcohol", "Vinylogous acid"]

Spectra from Phytohub

Spectrum TypeInstrument TypeIon ModeCollision Energy LevelViewPeaks
Predicted LC-MS/MSNot AvailablePositivelowView Spectrum(57.06987671,4.082317393);(85.06479133,1.531496666);(275.1277855,3.616147068);(277.1434356,1.244255532);(285.1121354,1.077513594);(303.1227001,6.568506115);(317.1383502,2.783485259);(319.1540003,4.512686279);(321.1696503,3.437690705);(325.1798211,2.710437572);(333.2060358,0.7758962755);(343.1903858,15.5670571);(361.2009504,32.8563749)
Predicted LC-MS/MSNot AvailablePositivemedView Spectrum(39.02292652,1.572286873);(41.03857658,2.032232713);(43.05422664,2.921632566);(45.06987671,1.085769928);(57.06987671,6.671942615);(65.03857658,0.7495558068);(67.05422664,1.648892708);(85.06479133,1.935241114);(123.0440559,0.9675429302);(207.1379563,0.9661735116);(231.1015708,2.004870884);(233.1172208,1.779792302);(235.1328709,1.674638458);(237.148521,1.169934858);(259.0600999,1.00135108);(261.0757499,1.5458424);(261.1121354,0.7752650264);(263.0914,1.472749066);(271.0964854,1.312674759);(275.1277855,1.461389905);(285.1121354,5.944865922);(287.1277855,2.338019226);(303.1227001,11.23674266);(305.1383502,1.316595002);(317.1383502,2.381730893);(319.1540003,2.612979667);(321.1696503,1.484608284);(325.1798211,0.9679812254);(333.2060358,1.682163673);(343.1903858,3.84248058);(361.2009504,3.584746324)
Predicted LC-MS/MSNot AvailablePositivehighView Spectrum(39.02292652,1.121217825);(41.00219107,1.345153497);(41.03857658,5.471406698);(43.05422664,1.589623024);(51.02292652,0.9274959924);(55.05422664,2.372567038);(57.06987671,6.564793776);(65.03857658,3.837411695);(67.05422664,4.230084652);(69.06987671,1.195638505);(71.08552677,1.03668931);(79.05422664,1.267814241);(81.06987671,2.577134225);(95.08552677,1.130412797);(107.0855268,2.932063876);(109.1011768,3.414834079);(111.1168269,0.9752578748);(193.0131497,1.098252896);(205.0131497,1.256868652);(207.0287997,1.930509077);(231.1015708,1.208203739);(233.1172208,2.33907338);(235.0600999,1.098252896);(247.0600999,1.240863164);(257.1172208,1.117727282);(259.1328709,1.383007658);(261.0757499,1.053460366);(285.1121354,3.040695409);(287.1277855,3.51082178);(303.1227001,1.047754993);(345.1696503,1.392214035)
Predicted LC-MS/MSNot AvailableNegativelowView Spectrum(57.07097387,2.00986919);(275.1288827,11.80206514);(303.1237973,2.426486514);(317.1394474,3.195432679);(341.1758329,6.254783537);(359.1863975,62.46543121)
Predicted LC-MS/MSNot AvailableNegativemedView Spectrum(57.07097387,3.235416285);(83.05023842,5.819401244);(85.06588849,4.743065328);(97.06588849,3.521332813);(205.1234034,1.932531046);(247.133968,4.968833987);(257.118318,3.329280437);(273.1132326,1.867681911);(275.1288827,23.60480827);(315.1237973,1.55212828);(317.1394474,3.164367006);(331.1914829,3.486901462);(341.1758329,4.111248892);(359.1863975,15.99119403)
Predicted LC-MS/MSNot AvailableNegativehighView Spectrum(41.00328823,10.10412403);(43.0189383,1.926890534);(45.03458836,1.170119218);(55.0553238,1.410427814);(57.07097387,5.164554282);(67.0189383,1.025005851);(67.0553238,1.36797698);(68.99820285,1.092819835);(69.03458836,2.110346102);(81.03458836,1.776586471);(83.05023842,2.786877933);(85.06588849,2.959951989);(97.06588849,3.324345368);(203.1077533,1.750109153);(205.1234034,5.858009133);(207.1390534,1.564895041);(231.1026679,0.9649224043);(233.118318,1.541336209);(247.133968,5.571103296);(257.118318,1.731058205);(259.0975825,2.877600619);(259.133968,2.033870963);(273.1132326,1.227043354);(275.1288827,6.59211044);(299.0924972,0.8493077073);(301.1081472,1.876499144);(315.1237973,1.712779564);(317.1394474,1.095003453);(319.1550974,1.320080522);(341.1758329,2.071778292);(343.1550974,2.019747136)

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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