Arbutin help

BitterDB id=103 , Natural
Detailed experimental validation described in the associated resource.

References for the compound bitterness help

Resource Comment
[1] Meyerhof W, Batram C, Kuhn C, Brockhoff A, Chudoba E, et al. (2010). The molecular receptive ranges of human TAS2R bitter taste receptors. Chem Senses 35(2): 157-70. PubMed 20022913
[2] Sakurai T, Misaka T, Ishiguro M, Masuda K, Sugawara T, et al. (2010). Characterization of the beta-D-glucopyranoside binding site of the human bitter taste receptor hTAS2R16. J Biol Chem 285(36): 28373-8. PubMed 20605788
[3] URL link
[4] URL link
[5] Imai H. et al. Functional diversity of bitter taste receptor TAS2R16 in primates, Biology Letters, 2012, 8(4) PubMed 22399783
[6] Itoigawa A. et al. A natural point mutation in the bitter taste receptor TAS2R16 causes inverse agonism of arbutin in lemur gustation, 2019, 286, 1904 PubMed 31161904
[7] Yang Q. et al. Comprehensive identification of non-volatile bitter-tasting compounds in Zanthoxylum bungeanum Maxim. by untargeted metabolomics combined with sensory-guided fractionation technique, Food Chemistry, 2021, 347, 129085 PubMed 33493837
[8] Itoigawa A. et al. Lowered sensitivity of bitter taste receptors to β-glucosides in bamboo lemurs: an instance of parallel and adaptive functional decline in TAS2R16?, Proceedings of the Royal Society B, 2021, 288(1948) PubMed 33849315
[9] Jiao H. et al. Local Adaptation of Bitter Taste and Ecological Speciation in a Wild Mammal, Molecular Biology and Evolution, 2021, 38(10), 4562–4572 PubMed 34240186
[10] Itoigawa A. et al. Functional Diversity and Evolution of Bitter Taste Receptors in Egg-Laying Mammals, Molecular Biology and Evolution, 2022, 39(6) PubMed 35652727
[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] Lang T. et al. Activation Profile of TAS2R2, the 26th Human Bitter Taste Receptor, Molecular Nutrition & Food Research, 2023, 67(11) PubMed 36929150
[13] Karolkowski A. et al. Non-Volatile Compounds Involved in Bitterness and Astringency of Pulses: A Review, Molecules, 2023, 28(8), 3298 PubMed 37110532
[14] Behrens M. et al. A singular shark bitter taste receptor provides insights into the evolution of bitter taste perception, Proceedings of the National Academy of Sciences, 2023, 120(48) PubMed 37956436
[15] Bufe B, Hofmann T, Krautwurst D, Raguse JD, Meyerhof W (2002). The human TAS2R16 receptor mediates bitter taste in response to beta-glucopyranosides. Nat Genet 32(3): 397-401. PubMed 12379855
[16] URL link

Known bitter receptors targets: help

Receptor Name Effective concentration (μM) EC50 (μM) References Sequence variant
Human  hTas2r16 700.0 5800.0 PubMed:20022913 AAH95524.1
Human  hTas2r16 700.0 1340 PubMed:20605788
Human  hTas2r16 500.0 5800.0 PubMed:37110532
Human  hTas2r16 10000.0 PubMed:35652727
Mouse  mTas2r126 30000.0 PubMed:27226572
Platypus  oaTas2r811 10000.0 PubMed:35652727
Cattle  btTas2r16 10000.0 PubMed:35652727
Elephant  laTas2r16c 10000.0 PubMed:35652727
Quoll  dvTas2r705 10000.0 PubMed:35652727
Wallaby  meTas2r705b 10000.0 PubMed:35652727
Koala  pciTas2r705c 10000.0 PubMed:35652727
Frog  lcateTas2r127 30000.0 PubMed:36780530
Shark  scTas2r1 30000.0 PubMed:37956436
Primate  tlTas2r16 PubMed:22399783
Primate  lcattTas2r16 2500.0 2300.0 PubMed:33849315
Primate  lcattTas2r16 3100.0 PubMed:31161904
Blind Mole Rat  sgTas2r118 30000.0 PubMed:34240186

Sensory data about the compound bitterness: help

Sensory Data Type Value Reference
Bitter recognition threshold 0.9 [mM] Reference
Bitter recognition threshold 0.9 [mM] Reference
Bitter recognition threshold 0.9 [mM] Reference
Bitter recognition threshold 0.9 [mM] Reference
Bitter recognition EC50 5.4 [mM] Reference

Properties: help

272.2500 [g/mol] -1.42910
5 7
1 2
3

Identifiers: help

2872-65-3,30373-96-7,497-76-7
C12H16O7
BJRNKVDFDLYUGJ-RMPHRYRLSA-N

Links:

[1] 440936
[2] ZINC000000518554