cohumulone   Click here for help

GtoPdb Ligand ID: 12422

Synonyms: (+/-)-cohumulone
Compound class: Natural product
Comment: Cohumulone is a bitter tasting compound that is found in hop resin.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 3
Rotatable bonds 6
Topological polar surface area 94.83
Molecular weight 348.43
XLogP 3.77
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES CC(=CCC1=C(C(CC=C(C)C)(C(=O)C(=C1O)C(=O)C(C)C)O)O)C
Isomeric SMILES CC(C)C(=O)C1=C(C(=C(C(C1=O)(CC=C(C)C)O)O)CC=C(C)C)O
InChI InChI=1S/C20H28O5/c1-11(2)7-8-14-17(22)15(16(21)13(5)6)19(24)20(25,18(14)23)10-9-12(3)4/h7,9,13,22-23,25H,8,10H2,1-6H3
InChI Key DRSITEVYZGOOQG-UHFFFAOYSA-N
References
1. Intelmann D, Batram C, Kuhn C, Haseleu G, Meyerhof W, Hofmann T. (2009)
Three TAS2R Bitter Taste Receptors Mediate the Psychophysical Responses to Bitter Compounds of Hops (Humulus lupulus L.) and Beer.
Chemosensory Perception, 2: 118–132. DOI: 10.1007/s12078-009-9049-1