TABLE 1.

HPLC retention times and spectral data for metabolites formed from 6-nitrochrysene by C. elegans

Com- pound	Assignment	HPLC retention time (min)	Mass spectral ions, m/z (% relative abundance)	UV λmax (nm)	Proton NMR assignments, chemical shifts (δ), and coupling constants (J)
I	6-Nitrochrysene-1-sulfate	8.0	289(13) [M+•]a, 259(100) [M-30], 231(14) [M-58], 230(18) [M-59], 215(14) [M-74], 213(11) [M-76], 202(16) [M-87], 129(12), 99(12)	211, 219, 261, 360	δH2, 8.00; δH3, 7.75; δH4, 8.61; δH5, 9.54; δH7, 8.50; δH8, 7.88; δH9, 7.93; δH10, 9.14; δH11, 8.88; δH12, 8.81 ppm; J1-3, 2.4; J3-4, 9.0; J7-8, 7.0; J9-10, 8.4; J11-12, 9.1 Hz
II	6-Nitrochrysene-2-sulfate	9.0	290(11), 289(70) [M+•]a, 260(14), 259(100) [M-30], 231(37) [M-58], 215(23) [M-74], 214(12), 213(38) [M-76], 202(21) [M-87], 117(25), 106.5(26), 100(14), 94(32), 66(11), 52(10)	211, 223, 261, 360	δH1, 8.06; δH3, 7.79; δH4, 8.87; δH5, 9.51; δH7, 8.46; δH8, 7.85; δH9, 7.91; δH10, 9.09; δH11, 8.87; δH12, 8.24 ppm; J2-3, 7.7; J3-4, 8.4; J7-8, 8.4; J8-9, 6.9; J9-10, 8.4; J11-12, 9.4 Hz
Parent	6-Nitrochrysene	43.0	274(18), 273(100) [M+•], 243(5) [M-30]+, 227(38), 226(88) [M-47]+, 225(16), 224(18), 216(12), 215(52) [M-58]+, 113(24)	211, 218, 224, 258, 361	δH1, 8.18; δH2, 7.80; δH3, 7.88; δH4, 9.02; δH5, 9.56; δH7, 8.49; δH8, 7.91; δH9, 7.95; δH10, 9.13; δH11, 8.96; δH12, 8.35 ppm; J1-2, 8.0; J2-3, 7.0; J3-4, 8.4; J11-12, 9.1 Hz

^aSulfate moiety lost upon sample heating and ionization. Mass spectra of deconjugated metabolites were essentially the same.