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Additional resources for Toxicological profiles - Di-n-octylphthalate
3 Metabolism Di-n-octylphthalate is readily converted to mono-n-octylphthalate, its major metabolite, by hydrolysis of a single ester group. Mono-n-octylphthalate is detected in the blood of rats within an hour after oral administration of 2,000 mg/kg di-n-octylphthalate (Oishi 1990). Hydrolysis of di-n-octylphthalate at both ester linkages to produce phthalic acid (minor metabolite) may also occur, but this conversion does not occur readily. As shown in Figure 2-2, mono-n-octylphthalate can undergo T-, T-1, "- and $-oxidation to form phthalate monoesters (carboxy, keto, or hydroxy esters), which are the major metabolites detected in the urine (Albro and Moore 1974).
1989; Morrissey et al. 1989; NTP 1985). Dietary exposure of F0 generation male and female CD-1 mice for 105 days to doses of 0, 1,820, 3,620, or 7,460 mg/kg/day of di-n-octylphthalate failed to cause any reduction in fertility index (percent fertile pairs) or number of litters/pair. In contrast, at least one of these parameters was significantly reduced after exposure to di-n-propylphthalate or di-n-pentylphthalate (8,600 mg/kg/day of di-n-propylphthalate and 2,160 mg/kg/day of di-n-pentylphthalate completely inhibited fertility).
An in vitro study reported the formation of five keto acids and two diols when metabolic oxidation of the alkyl groups of di-n-octylphthalate was simulated abiotically (Brodsky et al. 1986). Therefore, the in vivo and in vitro data indicate that major oxidation may occur in the remaining alkyl chain after di-n-octylphthalate has been hydrolyzed to the DI-n-OCTYLPHTHALATE 2. HEALTH EFFECTS FIGURE 2-2. Major Metabolic Pathway of Di-n-octylphthalate* O C - O(CH2)7CH3 C - O(CH2)7CH3 O Di-n-octylphthalate hydrolysis O COH C - O(CH2)7CH3 O Mono-n-octylphthalate oxidation O COH C - OR O *Adapted from Albro & Moore 1974 R = H (phthalic acid) = - (CH2)3COOH = - (CH2)7COOH = - (CH2)6COOH3 = - (CH2)6CHOHCH3 DI-n-OCTYLPHTHALATE monoester.