. 2018 Feb 23;410(9):2343–2361. doi: 10.1007/s00216-018-0889-x

Table 1.

Metabolites of compound 5 detected by EC/MS

Modification	Sum formula	Detected m/z	Theoretical m/z	Rel. deviation [ppm]	Metabolic reaction
[M + H]⁺	C₁₁H₁₈N₅S	252.12747	252.12774	1.08	–
[M–N–2xCH₃]⁺	C₉H₁₁N₄S	207.06998	207.06989	0.42	–
[M–2H + H]⁺	C₁₁H₁₆N₅S	250.11211	250.11209	0.07	Dehydrogenation
[M–4H + H]⁺	C₁₁H₁₄N₅S	248.09650	248.09644	0.23	Dehydrogenation
[M + O + H]⁺	C₁₁H₁₈N₅SO	268.12256	268.12266	0.36	Hydroxylation
[M + O–2H + H]⁺	C₁₁H₁₆N₅SO	266.10681	266.10701	0.74	Hydroxylation/ Dehydrogenation
[M + O–4H + H]⁺	C₁₁H₁₄N₅SO	264.09116	264.09136	0.75	Hydroxylation/ Dehydrogenation
[M–S + O + H]⁺	C₁₁H₁₈N₅O	236.15062	236.15059	0.14	Desulfuration
[M–S + O–2H + H]⁺	C₁₁H₁₆N₅O	234.13492	234.13494	0.07	Desulfuration/ Dehydrogenation
[M–S + H]⁺	C₁₁H₁₈N₅	220.15564	220.15567	0.15	Desulfuration
[M–S–2H + H]⁺	C₁₁H₁₆N₅	218.14020	218.14002	0.82	Desulfuration/ Dehydrogenation
[M–CH₂ + H]⁺	C₁₀H₁₆N₅S	238.11206	238.11209	0.14	Demethylation
[M–CH₂–2H + H]⁺	C₁₀H₁₄N₅S	236.09641	236.09644	0.14	Demethylation/ Dehydrogenation
[M–2xCH₂ + H]⁺	C₉H₁₄N₅S	224.09621	224.09644	1.04	Demethylation*
[M–2xCH₂–2H + H]⁺	C₉H₁₂N₅S	222.08055	222.08079	1.09	Demethylation/ Dehydrogenation*
[M–3xCH₂–2H + H]⁺	C₈H₁₀N₅S	208.06487	208.06514	1.31	Demethylation/ Dehydrogenation*
[2M–2H + H]⁺	C₂₂H₃₃N₁₀S₂	501.23254	501.23256	0.04	Disulfide formation
[2M–4H + H]⁺	C₂₂H₃₁N₁₀S₂	499.21692	499.21691	0.02	Disulfide formation/ Dehydrogenation

*Observed after electrochemical oxidation only via LC-HRMS, but not via EC-HRMS