Accurate mass measurement for the ionized molecules of metabolites of DIOC/DIOF/DIOM/DIOG in zebrafish.

Compound	No.	Formula	Adduct type	t R (min)	Calcd (m/z)	Exptl (m/z)	Diff (ppm)	Fragment ions (m/z)	Description	Part
										Zebrafish body	The aqueous solution
DIOC	Parent	C19H22O7	[M + NH4]+	3.428	380.1704	380.1726	−6.13	317.1, 299.1, 271.1, 253.1, 159.1	—	+	+
	C1	C19H22O10S	[M + H]+	2.665	443.1006	443.1018	−2.61	382.1, 345.2, 271.1, 166.1	Sulfation	+	−
	C2	C25H30O13	[M + H]+	2.124	539.1759	539.1738	3.93	474.1, 403.1, 271.1, 137.0	Glucuronidation	+	−
DIOF	Parent	C20H24O7	[M + H]+	5.377	377.1595	377.1629	−9.09	345.1, 317.1, 299.1, 281.1, 271.1, 253.1, 225.1, 143.1	—	+	+
	F1	C19H22O6	[M + H]+	5.968	347.1489	347.1483	1.78	311.1, 265.1, 145.1	Demethylation + hydroxyl reduction	−	+
	F2	C20H24O6	[M + H]+	6.351	361.1646	361.1627	5.18	345.1, 299.1, 281.1, 253.1, 143.1	Hydroxyl reduction	−	+
	F3	C19H22O7	[M + H]+	5.131	363.1438	363.1430	2.29	345.1, 299.1, 281.1, 253.1, 161.1	Demethylation	−	+
	F4	C20H24O10S	[M + H]+	3.265	457.1163	457.1163	−0.01	317.1, 184.1	Sulfation	+	−
	F5	C26H32O13	[M + H]+	3.290	553.1916	553.1911	0.85	478.1, 184.1	Glucuronidation	+	−
	F6	C30H41N3O13S	[M + H]+	3.334	684.2433	684.2431	0.27	578.0, 184.1, 156.1	Glutathione conjugation	+	−
	F7	C32H40O19	[M + H]+	2.669	729.2237	729.2220	2.27	475.2, 184.1, 156.1	Bis-glucuronidation	+	−
DIOM	Parent	C19H20O7	[M + H]+	5.263	361.1282	361.1284	−0.61	343.1, 333.1, 315.1, 297.1, 269.1, 251.1, 177.1, 159.1	—	+	+
	M1	C19H20O6	[M + H]+	5.841	345.1332	345.1323	2.80	315.1, 297.1, 184.1, 177.1, 159.1, 104.1	Hydroxyl reduction	−	+
	M2	C19H20O10S	[M + H]+	4.195	441.0850	441.0864	−3.19	309.1, 184.1, 104.1	Sulfation	+	−
	M3	C25H28O13	[M + H]+	2.821	537.1603	537.1606	−0.62	433.2, 184.1, 156.1, 104.1	Glucuronidation	+	−
	M4	C29H37N3O13S	[M + H]+	3.170	668.2120	668.2118	0.28	455.2, 251.1, 184.1, 156.1, 104.1	Glutathione conjugation	+	−
	M5	C31H36O19	[M + H]+	2.781	713.1924	713.1925	−0.20	470.1, 258.1, 184.1, 156.1	Bis-glucuronidation	+	−
DIOG	Parent	C19H22O6	[M + H]+	5.566	347.1416	347.1468	6.11	329.1, 311.1, 283.1, 265.1, 253.1, 217.1, 145.1	—	+	+
	G1	C19H22O5	[M + H]+	6.721	331.1540	331.1528	3.64	316.3, 228.2, 184.1	Hydroxyl reduction	−	+
	G2	C19H22O9S	[M + H]+	1.300	427.1057	427.1076	−4.39	313.0, 291.1, 159.0	Sulfation	+	−
	G3	C25H30O12	[M + H]+	2.342	523.1737	523.1788	4.22	427.2, 184.1	Glucuronidation	+	−
	G4	C29H39N3O12S	[M + H]+	5.536	654.2327	654.2303	3.71	483.2, 184.1	Glutathione conjugation	+	+