Table 5 The mainly metabolism pathway of xenobiotics and the formula change relative to the parent compound.

From: Chemical and Metabolic Profiling of Si-Ni Decoction Analogous Formulae by High performance Liquid Chromatography-Mass Spectrometry

Metabolic pathway

Formula change of the parent compound

Metabolic pathway

Formula change of the parent compound

Decarboxylation

–COOH

Demethylation + hydroxylation

−CH2 + O

Hydrolysis

+H2O

Deethylation

−C2H4

Hydroxylation

+O

Isopropyl dealkylation

−C3H6

Demethylation + 2 × hydroxylation

−CH2 + O2

Methylation

+CH2

Reduction

+H2

Acetylation

+C2H2O

Hydroxylation + desaturation

+O−H2

S-cysteine conjugation

+C3H5NO2S

Alcohol to ketone

−H2

Glycine conjugation

+C2H3NO

Demethylation

−CH2

Taurine conjugation

+C2H5NO2S

Hydroxymethylene loss

−CH2O

Cysteine conjugation

+C3H5NOS

Loss of O

−O

Glucuronide conjugation

+C6H8O6

2 × hydroxylation

+O2

Hydroxylation + glucuronide conjugation

+C6H8O7

Demethylation to carboxylic acid

−CH2 + CO2

Sulfate conjugation

+SO3

Alcohols dehydration

−H2O

Hydroxylation + sulfation

+SO4

Hydroxylation + methylation

+O + CH2

Decarboxylation + glucuronidation

−CO + C6H8O6