(+)-Catechin, (-)-Epicatechin, EC, Epicatechin help

BitterDB id=813 , Natural
Detailed experimental validation described in the associated resource.

References for the compound bitterness help

Resource Comment
[1] Drewnowski A, Gomez-Carneros C (2000). Bitter taste, phytonutrients, and the consumer: a review. Am J Clin Nutr 72(6): 1424-35. PubMed 11101467 more bitter than astringent
[2] URL link
[3] URL link
[4] Roland W. S. U. et al. Soy Isoflavones and Other Isoflavonoids Activate the Human Bitter Taste Receptors hTAS2R14 and hTAS2R39, Journal of Agricultural and Food Chemistry, 2011, 59 (21), 11764-11771 PubMed 21942422
[5] Soares S. et al. Different Phenolic Compounds Activate Distinct Human Bitter Taste Receptors, J. Agric. Food Chem, 2013, 61, 7, 1525–1533 PubMed 23311874
[6] 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
[7] Xu Y.-Q. et al. Quantitative analyses of the bitterness and astringency of catechins from green tea, Food Chemistry, 2018, 258, 16-24 PubMed 29655718
[8] Behrens M. et al. At the Root of T2R Gene Evolution: Recognition Profiles of Coelacanth and Zebrafish Bitter Receptors, Genome Biology and Evolution, 2021, 13(1) PubMed 33355666
[9] Deng S. et al. Bitter and astringent substances in green tea: composition, human perception mechanisms, evaluation methods and factors influencing their formation, Food Research International, 2022, 157, 111262 PubMed 35761574
[10] Narukawa M. and Misaka T. Identification of mouse bitter taste receptors that respond to resveratrol: a bitter-tasting polyphenolic compound, Bioscience, Biotechnology, and Biochemistry, 2022, 86, 10, 1431–1437 PubMed 35881472
[11] Yan J. and Tong H. An overview of bitter compounds in foodstuffs: Classifications, evaluation methods for sensory contribution, separation and identification techniques, and mechanism of bitter taste transduction, Comprehensive Reviews in Food Science and Food Safety, 2023, 22(1), PubMed 36382875
[12] 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
[13] Lang T. et al. Activation Profile of TAS2R2, the 26th Human Bitter Taste Receptor, Molecular Nutrition & Food Research, 2023, 67(11) PubMed 36929150
[14] Karolkowski A. et al. Non-Volatile Compounds Involved in Bitterness and Astringency of Pulses: A Review, Molecules, 2023, 28(8), 3298 PubMed 37110532
[15] URL link
[16] URL link

Known bitter receptors targets: help

Receptor Name Effective concentration (μM) EC50 (μM) References
Human  hTas2r4 2000.0 PubMed:24117141
Human  hTas2r4 2000.0 30151.0 PubMed:23311874
Human  hTas2r4 2000.0 30151.0 PubMed:20704459
Human  hTas2r4 2000.0 30151.0 PubMed:37110532
Human  hTas2r5 1000.0 PubMed:24117141
Human  hTas2r5 1000.0 3210.0 PubMed:23311874
Human  hTas2r5 1000.0 3800.0 PubMed:20704459
Human  hTas2r5 1000.0 3210.0 PubMed:37110532
Human  hTas2r14 500.0 PubMed:24117141
Human  hTas2r14 500.0 PubMed:23311874
Human  hTas2r14 500.0 PubMed:36871162
Human  hTas2r14 500.0 PubMed:37110532
Human  hTas2r39 417.1 PubMed:21272567
Human  hTas2r39 250.0 PubMed:24117141
Human  hTas2r39 1000.0 3210.0 PubMed:23311874
Human  hTas2r39 1000.0 3210.0 PubMed:20704459
Human  hTas2r39 250.0 PubMed:36871162
Human  hTas2r39 250.0 418.0 PubMed:37110532
Mouse  mTas2r105 1000 PubMed:27226572
Mouse  mTas2r114 1000 PubMed:27226572
Mouse  mTas2r121 1000 PubMed:27226572
Mouse  mTas2r126 1000 PubMed:27226572
Mouse  mTas2r144 1000 PubMed:27226572
Fish  dreTas2r3a 1000.0 PubMed:33355666

Sensory data about the compound bitterness: help

Sensory Data Type Value Reference
Bitter recognition threshold 0.54 [mM] Reference
Bitter recognition threshold 0.8 [mM] Reference
Bitter recognition threshold 0.93 [mM] Reference

Properties: help

290.2700 [g/mol] 1.54610
5 6
2 3
1

Identifiers: help

490-46-0,51429-86-8
C15H14O6
PFTAWBLQPZVEMU-UKRRQHHQSA-N

Links:

[1] 72276
[2] ZINC000000119988