Table 4 Acetaminophen/paracetamol-bio-degradation products downstream enzymes, receptors, or cytosolic/membrane protein target(s) in silico prediction

1

Cyanoacetylene/prop-2-ynenitrile

NA

2

Phenol 3,5-bis(1,1-dimethylethyl)/3,5-ditert-butylphenol

Family A G-protein-coupled receptor; serotonin 2b (5-HT2b) receptor, ligand-gated ion channel; GABA-A receptor, alpha-1/beta-2/gamma-2, nuclear receptor; estrogen receptor beta, kinases; serine/threonine-protein kinase AKT

3

1-Hexadecanol/hexadecan-1-ol

Family A G-protein-coupled receptor; cannabinoid receptor 1,2, G-protein-coupled bile acid receptor1, phosphatase; Cdc25A, B, enzyme; Acyl-CoA desaturase

4

pentadecylester Tri-chloroacetic acid/pentadecyl 2,2,2-tri chloroacetate

Lyase; carbonic anhydrase VII, III, V1, XII, IV, family A G-protein-coupled receptor; serotonin 5a (5-HT5a) receptor, 1a, 1d

5

Dodecanamide/Dodecanamide

Eraser; HDAC1, 3, 6, 5, lyase; CA2, 1, cytochrome P450; thromboxane-A synthase, cytochrome P450 17A1

6

9-Octadecenamide/octadec-9-enamide

enzyme; acyl-coenzyme A: cholesterol acyltransferase, kinase; tyrosine-protein kinase TIE-2, family A G-protein-coupled receptor; melatonin receptor 1A, 1B

7

δ-9-tetrahydrocannbinol/6aR,10aR)-1-methoxy-6,6,9-trimethyl-3-pentyl-6a,7,8,10a-tetrahydrobenzo [c] chromene

Family A G-protein-coupled receptor; n-arachidonyl glycine receptor, G-protein coupled receptor 55, calcium-sensing receptor, kinase; vascular endothelial growth factor receptor 2, cytosolic protein; 5-lipoxygenase activating protein

8

N-[4-Bromo-N-Butyl]-2-Piperidinone/1-(4-bromobutyl) piperidin-2-one

Family C G-protein-coupled receptor; dopamine D4 receptor, serotonin receptor, enzyme; 11-beta-hydroxysteroid dehydrogenase 1, myeloperoxidase, 3-keto-steroid reductase, oxidoreductase; steroid 5-alpha-reductase 1, 2

9

Acetaldehyde/Acetaldehyde

NA

10

5-Methyl-4-nitrohexane-nitrile

Incomplete

11

Isohexyl-acrylate/4-methylpentyl prop-2-enoate

Family A G-protein-coupled receptor; hydroxycarboxylic acid receptor 2, protease; leukocyte elastase, urokinase-type plasminogen activator, kinase; epidermal growth factor receptor erbB1

12

10-Undecenoic acid methyl ester/methyl undec-10-enoate

Enzyme; 11-beta-hydroxysteroid dehydrogenase 1, prostaglandin E synthase, hormone-sensitive lipase, cytochrome P450; cytochrome P450 11B1

13

N-(diacetamidomethyl) acetamide/N-(diacetamidomethyl) acetamide

Protease; leukocyte elastase, epoxide hydrolase 1, cathepsin G, enzyme: poly[ADP-ribose] polymerase 10, 1

14

Nitro-cyclopentane /nitrocyclopentane

Family A G-protein-coupled receptor; alpha-1d adrenergic R, protease; carboxypeptidase A1

15

7-Nonenamide/(Z)-non-7-enamide

Oxidoreductase; steroid 5-alpha-reductase 1, kinase; inhibitor of nuclear factor kappa B kinase beta subunit, protein tyrosine kinase 2 beta, tyrosine-protein kinase JAK1, cytosolic proteins; induced myeloid leukemia cell differentiation protein Mcl-1