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
Similar Structures

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

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 Online Resources

No spectra information available

Spectra from Phytohub

Spectrum TypeDescriptionSplash KeyDeposition DateView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-06di-1009500000-8730427ccd383859aff42019-02-22View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-5019000000-92777576686013fe24d82019-02-22View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-9214000000-2b84d1c23991b6d2dca12019-02-22View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-0005900000-8a378f199eaebb5caad72019-02-23View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-01ta-3029200000-a37d383512c478be6c7c2019-02-23View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-052n-8439000000-b22b417ce3f9572ddedb2019-02-23View Spectrum

Food Sources

NameGroup
BeerBeverages, Alcoholic 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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