Naringenin help

BitterDB id=644 , Natural
Detailed experimental validation described in the associated resource.

References for the compound bitterness help

Resource Comment
[1] Fuhr U, Klittich K, Staib AH (1993). Inhibitory effect of grapefruit juice and its bitter principal, naringenin, on CYP1A2 dependent metabolism of caffeine in man. Br J Clin Pharmacol 35(4): 431-6. PubMed 8485024
[2] URL link
[3] Roland W. S. U. et al. Bitter Taste Receptor Activation by Flavonoids and Isoflavonoids: Modeled Structural Requirements for Activation of hTAS2R14 and hTAS2R39, J. Agric. Food Chem., 2013, 61, 44, 10454–10466 PubMed 24117141
[4] Levit A. et al. The bitter pill: clinical drugs that activate the human bitter taste receptor TAS2R14, The FASEB Journal, 2014, 28, 1181-1197 PubMed 24285091
[5] Behrens M. et al. Bitter substances from plants used in traditional Chinese medicine exert biased activation of human bitter taste receptors, Chem Biol Drug Des, 2018, 91, 422– 433 PubMed 28834122
[6] Li L. et al. A comprehensive review of the metabolism of citrus flavonoids and their binding to bitter taste receptors, Comprehensive Reviews in Food Science and Food Safety, 2023, 22(3), 1763-1793 PubMed 36871162
[7] Lang T. et al. Activation Profile of TAS2R2, the 26th Human Bitter Taste Receptor, Molecular Nutrition & Food Research, 2023, 67(11) PubMed 36929150
[8] Karolkowski A. et al. Non-Volatile Compounds Involved in Bitterness and Astringency of Pulses: A Review, Molecules, 2023, 28(8), 3298 PubMed 37110532
[9] Chen L. et al. 3D-QSAR studies on the structure–bitterness analysis of citrus flavonoids, Food & Function, 2023, 14(10), 4921-4930 PubMed 37158134

Known bitter receptors targets: help

Receptor Name Effective concentration (μM) EC50 (μM) References
Human  hTas2r14 10.0 PubMed:24285091
Human  hTas2r14 16.0 36.2 PubMed:24117141
Human  hTas2r14 16.0 36.2 PubMed:28834122
Human  hTas2r14 16.0 36.2 PubMed:36871162
Human  hTas2r14 16.0 36.2 PubMed:37110532
Human  hTas2r39 8.0 32.9 PubMed:24117141
Human  hTas2r39 8.0 32.9 PubMed:28834122
Human  hTas2r39 8.0 32.9 PubMed:36871162
Human  hTas2r39 8.0 32.9 PubMed:37110532

Sensory data about the compound bitterness: help

Sensory Data Type Value Reference
Bitter recognition threshold 0.033 [mM] Reference

Properties: help

272.2600 [g/mol] 2.50990
3 5
2 3
1

Identifiers: help

480-41-1
C15H12O5
FTVWIRXFELQLPI-UHFFFAOYSA-N

Links:

[1] 932
[2] ZINC000000001785 ZINC000000156701
[3] DB03467