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. 2021 Nov 20;46(4):305–321. doi: 10.1584/jpestics.D21-028

Table 2. Typical metabolic reactions of pesticides in birds.

Oxidation Reduction Hydrolysis (Bond cleavage)
O1 Alkyl oxidation/O (N)-dealkylation R1 Reductive dehalogenation H1 Carboxyl ester
O2 Aryl hydroxylation R2 Dehydrohalogenation H2 Amide, imide, carbamate, urea
O3 Epoxidation R3 Multiple bond (–=N–, –C=C–, C=O) H3 (Oxime, thio) Ether
O4 S-oxidation R4 Nitro group H4 C(N)–C(N, S) bond
O5 Desulfuration (P=S, C–O3H) R5 S-reduction H5 Phosphoryl (sulfonyl) ester
Conjugation H6 Dehalogenation/denitration
C1 Glucuronidation C5 Acetylation Miscellaneous
C2 Sulfation C6 Methylation M1 Rearrangement
C3 Glutathione* C7 Other natural products (fatty acids, cholesterol etc.) M2 Cyclization
C4 Amino acid M3 Hydration/dehydration

*R-X+GSH → R-SG → R-Cys-Gly → R-Cys → R-(N-acetyl-Cys). R, alkyl or aryl; GSH, glutathione; Cys, cysteine; Gly: glycine.