BitterDB ID=106

Sinigrin

BitterDB id=106 , Natural
Detailed experimental validation described in the associated resource.

References for the compound bitterness

	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]	URL link
[3]	Thomas A. et al. The Bitter Taste Receptor TAS2R16 Achieves High Specificity and Accommodates Diverse Glycoside Ligands by using a Two-faced Binding Pocket, Scientific Reports, 2017, 7, 7753 PubMed 28798468
[4]	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
[5]	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

Known bitter receptors targets:

Receptor Name	Effective concentration (μM)	EC50 (μM)	References	Sequence variant
hTas2r16	100.0		PubMed:20022913	AAH95524.1
hTas2r16	10000.0		PubMed:28798468
hTas2r38	100.0		PubMed:20022913
mTas2r105	1000.0		PubMed:27226572
oaTas2r811	1000.0		PubMed:35652727
oaTas2r813a	1000.0		PubMed:35652727
laTas2r16c	1000.0		PubMed:35652727

Sensory data about the compound bitterness:

Sensory Data Type	Value	Reference
Bitter recognition threshold	0.275 [mM]	Reference

Properties:

Mol. Weight: 397.4700 [g/mol]	AlogP(octanol-water): -5.11010
# Hydrogen Bond Donor: 4	# Hydrogen Bond Acceptor: 11
# Aromatic Rings: 0	# Rings: 1
# Rotatable Bonds: 6

Identifiers:

CAS Registry Number: 3952-98-5

Formula: C10H16KNO9S2

IUPAC Systematic Name:

SMILES:

Canonical SMILES:

InChI Key: QKFAFSGJTMHRRY-OCFLFPRFSA-M

Links:

[1]	PubChem	23682211
[2]	ZINC	ZINC000004097583	ZINC000013527691