Table 2.

Elemental composition, accurate mass molecular ion, nominal mass for diagnostic product ions, MS peak areas, and RT in hepatocyte incubations.

ID	Biotransformation	[M+H]+	RT (min)	Elemental Composition	Mass Error (ppm)	Diagnostic Product Ions (m/z)	Incubation (1 h)		Incubation (3 h)
							Peak Area	Rank	Peak Area	Rank
ADB-FUBINACA		383.1890	6.58	C21H23N4O2F	3.3	109, 253, 270, 338, 366	4.8 x 106		2.3 x 106
M1	Aliphatic hydroxylation + indazole dihydroxylidation + glucuronidation	607.2061	2.91	C27H31N4O11F	2.5	109, 285, 461, 590	N.D.		7.9 x 103	21
M2	N-Dealkylation + indazole hydroxylidation + glucuronidation	462.1314	3.53	C21H20N3O8F	1.5	109, 269, 286, 445	2.3 x 104	12	4.9 x 104	16
M3	Methylenefluorophenyl loss	275.1509	3.65	C14H18N4O2	2.5	145, 162, 230, 258	8.4 x 104	8	1.3 x 105	13
M4	Indazole dihydroxylation + glucuronidation	591.2107	3.72	C27H31N4O10F	1.8	109, 267, 285, 370, 461, 546, 574	5.7 x 104	10	2.3 x 105	8
M5	Indazole hydroxylation + glucuronidation	575.2160	3.86	C27H31N4O9F	2.1	109, 269, 354, 445, 530, 558	1.6 x 104	15	1.3 x 105	12
M6	Indazole hydroxylation + glucuronidation	575.2159	3.93	C27H31N4O9F	2.0	109, 269, 354, 445, 530, 558	1.2 x 105	6	2.3 x 105	9
M7	Dihydrodiol formation	417.1946	3.95	C21H25N4O4F	3.2	109, 241, 287, 372, 400	9.3 x 104	7	2.6 x 105	6
M8	Methylbenzene hydroxylation + glucuronidation	575.2160	4.17	C27H31N4O9F	2.1	125, 145, 269, 354, 530, 558	8.4 x 104	9	1.7 x 105	11
M9	Methylenefluorophenyl loss + amide hydrolysis	276.1350	4.42	C14H17N3O3	2.5	145, 162, 230	N.D.		7.9 x 103	22
M10	Indazole hydroxylation + glucuronidation	575.2156	4.44	C27H31N4O9F	1.4	109, 269, 354, 445, 530, 558	2.0 x 104	14	5.2 x 104	15
M11	Aliphatic hydroxylation + indazole hydroxylation	415.1791	4.48	C21H23N4O4F	3.6	109, 269, 340, 398	7.4 x 103	19	2.0 x 104	20
M12	N-hydroxylation + glucuronidation	575.2154	4.69	C27H31N4O9F	1.0	109, 253, 324, 338, 382, 558	2.1 x 104	13	8.4 x 104	14
M13	N-Dealkylation + indazole hydroxylation	286.0986	4.76	C15H12N3O2F	0.0	109, 269	6.1 x 103	20	N.D.
M14	Indazole hydroxylation	399.1836	5.45	C21H23N4O3F	2.2	109, 269, 286, 354	1.7 x 105	5	3.4 x 105	5
M15	Aliphatic hydroxylation + dehydrogenation	397.1678	5.60	C21H21N4O3F	1.9	109, 253, 270, 324, 361	4.5 x 105	2	8.5 x 105	2
M16	Aliphatic hydroxylation	399.1838	5.63	C21H23N4O3F	2.9	109, 253, 324, 382	1.6 x 106	1	1.7 x 106	1
M17	Aliphatic carboxylation	413.1635	5.65	C21H21N4O4F	3.7	109, 253, 324, 368, 396	1.1 x 104	18	4.2 x 104	17
M18	Amide hydrolysis + glucuronidation	560.2041	5.92	C27H30N3O9F	0.3	109, 253, 270, 338, 366, 384	1.5 x 104	16	3.2 x 104	19
M19	Amide hydrolysis + aliphatic hydroxylation	400.1677	6.06	C21H22N3O4F	2.5	109, 253, 324	1.5 x 104	17	2.6 x 105	7
M20	Not identified (+O, -4H)	395.1525	6.48	C21H19N4O3F	2.9	109, 253	5.4 x 104	11	2.0 x 105	10
M21	Amide hydrolysis + aliphatic hydroxylation + dehydrogenation	398.1513	6.75	C21H20N3O4F	0.7	109, 253, 324, 352	3.1 x 103*	21	3.3 x 104	18
M22	Amide hydrolysis	384.1726	7.17	C21H22N3O3F	2.1	109, 253, 338	1.8 x 105	4	3.7 x 105	4
M23	Amide hydrolysis + dehydrogenation	382.1572	7.43	C21H20N3O3F	2.7	109, 253, 324	1.8 x 105	3	6.6 x 105	3