Table 5

Mass spectrometric fragmentation patterns observed for FIN and its metabolites.

Compound	m/z
Compound	EI		DCI^5-a	LC/MS/MS^5-b
FIN	M, 372	357	317	300	272			373	373–317, 305
		(M-CH₃)	(M-C₄H₇)	(M-NHC₄H₉)	(M-CONHC₄H₉)
ω-OH-FIN	M, 388	370	357	317	300	272		389	389–321, 317, 272
I		(M-H₂O)	(M-OCH₃)	(M-C₄H₇O)	(M-NHC₄H₉O)	(M-CONHC₄H₉O)
6α-OH-FIN	M, 388	373	370	333	316	288	270	389
II		(M-CH₃)	(M-H₂O)	(M-C₄H₇)	(M-NHC₄H₉)	(M-CONHC₄H₉)	(M-CONHC₄H₉H₂O)
Me FIN-ω-oate	M, 416	401	385	357	300	272		417
III		(M-CH₃)	(M-OCH₃)	(M-COOCH₃)	(M-NHC(CH₃)₂COOCH₃)	M-CONHC(CH₃)₂COOCH₃)
ω-Carboxy-FIN	M, 402	384	358	357	300	272		403	403–335, 317, 272
IV		(M-H₂O)	(M-CO₂)	(M-COOH)	(M-NHC(CH₃)₂COOH)	(M-CONHC(CH₃)₂COOH)
ω,6α-(OH)₂-FIN	M, 404	386	373	333	316	288	270	405	405–333, 316, 298,
V		(M-H₂O)	(M-CH₂OH)	(M-C₄H₇O)	(M-NHC₄H₉O)	(M-CONHC₄H₉O)	(M-CONHC₄H₉O-H₂O)		288, 280, 270
ω,6β-(OH)₂-FIN									405–333, 270
VI
ω,15-(OH)₂-FIN									405–333, 270
VII

EI, DCI, and LC/MS/MS spectra were obtained as described inMaterials and Methods.
↵5-a Ions shown represent the protonated molecular ion.
↵5-b Ions shown represent the protonated molecular ion and its significant product ions.