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Maillard reaction product

Any thermal degradation product obtained as a result of a chemical reaction between an amino acid and a reducing sugar (Maillard reaction, a non-enzymatic browning procedure that usually imparts flavour to starch-based food products).

ChEBI ID: 77523

Members (16)

MemberDefinitionClass
2-acetyl-1-pyrrolineA pyrroline that is 1-pyrroline in which the hydrogen at position 2 is replaced by an acetyl group. It is an aroma and flavour compound present in jasmine rice and basmati rice. It is responsible for the 'popcorn' aroma in a large variety of cereal and food products. It is one of the key odourants of the crust of bread and considered to be responsible for the cracker-like odour properties. In bread, it is primarily generated during baking but amounts are influenced by ingredient composition and fermentation conditions.2-acetyl-1-pyrroline
2-amino-3,8-dimethylimidazo(4,5-f)quinoxalineAn imidazoquinoxaline that is 3H-imidazo[4,5-f]quinoxaline substituted at positions 3 and 8 by methyl groups and at position 2 by an amino group. A mutagenic compound found in cooked beef.MeIQx
2-ethylfuranA member of the class of furans that is furan in which the hydrogen atom at position 2 has been replaced by an ethyl group.2-ethylfuran
2-isobutyl-1,3-thiazoleA 1,3-thiazole in which the hydrogen at position 2 has been replaced by an isobutyl group. A food flavour component with a green note that adds the characteristics of ripe tomatoes. Used in blackcurrent, papaya, melon, raspberry, and roast beef flavours, it also enhances the flavour of fresh lime.2-isobutylthiazole
2,5-dimethylfuranA member of the class of furans that is furan in which the hydrogens at positions 2 and 5 are replaced by methyl groups.2,5-dimethylfuran
4-methylthiazoleA 1,3-thiazole substituted by a methyl group at position 4.4-methylthiazole
5-hydroxymethylfurfuralA member of the class of furans that is furan which is substituted at positions 2 and 5 by formyl and hydroxymethyl substituents, respectively. Virtually absent from fresh foods, it is naturally generated in sugar-containing foods during storage, and especially by drying or cooking. It is the causative component in honey that affects the presystemic metabolism and pharmacokinetics of GZ in-vivo.5-hydroxymethylfurfural
5-methyl-2-furfural5-methyl-2-furaldehyde
acrylamideA member of the class of acrylamides that results from the formal condensation of acrylic acid with ammonia.acrylamide
aspartimideA pyrrolidinone that is succinimide substituted by an amino group at position 3.3-aminosuccinimide
cyclopentanoneA cyclic ketone that consists of cyclopentane bearing a single oxo substituent.cyclopentanone
furaldehydeAn aldehyde that is furan with the hydrogen at position 2 substituted by a formyl group.furfural
furanA monocyclic heteroarene with a structure consisting of a 5-membered ring containing four carbons and one oxygen, with formula C4H4O. It is a toxic, flammable, low-boiling (31degreeC) colourless liquid.furan
furfuryl alcoholA furan bearing a hydroxymethyl substituent at the 2-position.furfuryl alcohol
mepiquatA quaternary ammonium ion has that has two methyl groups and a pentamethylene-1,5-diyl group attached to the nitrogen. Its salts are used as plant growth inhibitors.mepiquat
s-(1,2-dicarboxyethyl)cysteineAn L-cysteine thioether that is L-cysteine in which the hydrogen of the thiol group has been replaced by a 1,2-dicarboxyethyl group. It is a chemical modification which occurs in tissue proteins and formed by a Michael addition of cysteine to fumaric acid.S-(2-succinyl)-L-cysteine

Research

Studies (7,267)

TimeframeStudies, Drugs with This Role(%)All Drugs %
pre-19901,021 (14.05)18.7374
1990's674 (9.27)18.2507
2000's1,592 (21.91)29.6817
2010's2,870 (39.49)24.3611
2020's1,110 (15.27)2.80

Study Types

Publication TypeStudies, Drugs with this Role (%)All Drugs (%)
Trials26 (0.30%)5.53%
Reviews428 (4.88%)6.00%
Case Studies15 (0.17%)4.05%
Observational6 (0.07%)0.25%
Other8,304 (94.59%)84.16%

Protein Targets (44)

Potency Measurements

ProteinTaxonomyMeasurementAverage (mM)Bioassay(s)Drugs
acetylcholinesteraseHomo sapiens (human)Potency66.888811
activating transcription factor 6Homo sapiens (human)Potency39.125712
aldehyde dehydrogenase 1 family, member A1Homo sapiens (human)Potency33.681115
AR proteinHomo sapiens (human)Potency46.420477
aryl hydrocarbon receptorHomo sapiens (human)Potency69.567311
ATAD5 protein, partialHomo sapiens (human)Potency32.629411
caspase 7, apoptosis-related cysteine proteaseHomo sapiens (human)Potency17.281511
caspase-3Cricetulus griseus (Chinese hamster)Potency66.294311
caspase-3Homo sapiens (human)Potency17.281511
Caspase-7Cricetulus griseus (Chinese hamster)Potency66.294311
Cellular tumor antigen p53Homo sapiens (human)Potency3.837412
Chain A, TYROSYL-DNA PHOSPHODIESTERASEHomo sapiens (human)Potency45.639812
chromobox protein homolog 1Homo sapiens (human)Potency100.000011
estrogen nuclear receptor alphaHomo sapiens (human)Potency41.481837
estrogen receptor 2 (ER beta)Homo sapiens (human)Potency12.808522
estrogen-related nuclear receptor alphaHomo sapiens (human)Potency38.811168
farnesoid X nuclear receptorHomo sapiens (human)Potency0.015811
GLI family zinc finger 3Homo sapiens (human)Potency18.333424
glucocorticoid receptor [Homo sapiens]Homo sapiens (human)Potency3.571712
Guanine nucleotide-binding protein GHomo sapiens (human)Potency11.220211
interleukin 8Homo sapiens (human)Potency67.267612
lethal factor (plasmid)Bacillus anthracis str. A2012Potency11.711613
mitogen-activated protein kinase 1Homo sapiens (human)Potency0.039811
nuclear factor erythroid 2-related factor 2 isoform 1Homo sapiens (human)Potency48.824033
Nuclear receptor ROR-gammaHomo sapiens (human)Potency14.282713
peroxisome proliferator activated receptor gammaHomo sapiens (human)Potency22.431722
peroxisome proliferator-activated receptor deltaHomo sapiens (human)Potency12.584234
pregnane X nuclear receptorHomo sapiens (human)Potency39.753213
progesterone receptorHomo sapiens (human)Potency1.949222
RAR-related orphan receptor gammaMus musculus (house mouse)Potency54.482711
retinoic acid nuclear receptor alpha variant 1Homo sapiens (human)Potency54.410939
retinoid X nuclear receptor alphaHomo sapiens (human)Potency21.149336
TDP1 proteinHomo sapiens (human)Potency6.513111
thyroid hormone receptor beta isoform 2Rattus norvegicus (Norway rat)Potency37.327323
thyroid stimulating hormone receptorHomo sapiens (human)Potency18.021226
vitamin D (1,25- dihydroxyvitamin D3) receptorHomo sapiens (human)Potency0.001211

Inhibition Measurements

ProteinTaxonomyMeasurementAverage (mM)Bioassay(s)Drugs
AcetylcholinesteraseElectrophorus electricus (electric eel)Ki30,935.000044
Alcohol dehydrogenase E chainEquus caballus (horse)Ki7,762.470011
Alcohol dehydrogenase S chainEquus caballus (horse)Ki7,762.470011
E3 ubiquitin-protein ligase TRIM33Homo sapiens (human)IC500.233511
Fibroblast growth factor receptor 4Homo sapiens (human)IC500.938011
Phenylethanolamine N-methyltransferaseBos taurus (cattle)IC501,000.000011
Polyphenol oxidase 2Agaricus bisporusIC5043.000011
Transcription intermediary factor 1-alphaHomo sapiens (human)IC500.135811