Metabolite derivative Biotransformation Metabolite Molecular ion (m/z) Structure elucidation
Hydroxylate Demethylation (R-CH3 to R-H) M1 878.5 Presence of ion m/z 307.2 indicates no biotransformation on spiroketal of IVM-B1a
Presence of ion m/z 551.3 indicates no biotransformation on cyclohexene cyclic ether of IVM-B1a
Molecular ion reduced 14 Da relative to IVM-B1a indicates demethylation occurred on the disaccharide (892.5 - 14 Da)
Oxidation (+O) M3 908.5 Presence of ion m/z 307.2 indicates no biotransformation on spiroketal of IVM-B1a
Absence of ion m/z 551.3 and presence of m/z 567.3 indicate oxidation on cyclohexene cyclic ether of IVM-B1a (551.3 + 16 Da)
M5 908.5 Absence of ion m/z 307.2 and presence of m/z 323.2 indicate oxidation on spiroketal of IVM-B1a (307.2 + 16 Da)
M13 908.5 Absence of ion m/z 307.2 and presence of m/z 323.2 indicate oxidation on spiroketal of IVM-B1a (307.2 + 16 Da)
Demethylation (R-CH3 to R-H) and oxidation (+O) M6 894.5 Presence of ion m/z 307.2 indicates no biotransformation on spiroketal of IVM-B1a
Absence of ion m/z 551.3 and presence of m/z 567.3 indicate oxidation on cyclohexene cyclic ether of IVM-B1a (551.3 + 16 Da)
Molecular ion increased 2 Da relative to IVM-B1a indicates the combination of oxidation (+16Da) and demethylation (-14Da) where demethylation occur on disaccharide
M9 894.5 Absence of ion m/z 307.2 and presence of m/z 323.2 indicate oxidation on spiroketal of IVM-B1a (307.2 + 16 Da)
Molecular ion increased 2 Da relative to IVM-B1a indicates the combination of oxidation (+16Da) and demethylation (-14Da) where demethylation occur on disaccharide
Dioxidation (+2O) M12 924.5 Absence of ion m/z 307.2 and presence of m/z 323.2 indicate oxidation on spiroketal of IVM-B1a (307.2 + 16 Da)
Absence of ion m/z 551.3 and presence of m/z 583.3 indicates two oxidations on cyclohexene cyclic ether of IVM-B1a (551.3 + 32 Da)
Monosaccharide Loss of monosaccharide M2 748.5 Presence of ion m/z 307.2 indicates no biotransformation on spiroketal of IVM-B1a
Presence of ion m/z 551.3 indicates no biotransformation on cyclohexene cyclic ether of IVM-B1a
Molecular ion reduced 144 Da relative to IVM-B1a indicates loss of monosaccharide moiety (892.4 -144 Da)
M11 764.5 Absence of ion m/z 307.2 and presence of m/z 323.2 indicate oxidation on spiroketal of M2 (748.5 + 16 Da)
Ketone Ketone formation (R-CH2-R’ to R-CO-R’) M4 906.5 Absence of ion m/z 307.2 and presence of m/z 321.2 indicate ketone formation on spiroketal of IVM-B1a (307.2 + 14 Da)
M7 892.5 Absence of ion m/z 307.2 and presence of m/z 321.2 indicate ketone formation on spiroketal of IVM-B1a (307.2 + 14 Da)
Molecular ion not changed relative to IVM-B1a indicates demethylation on disaccharide (892.5 + 14 Da - 14 Da)
Carboxylate Oxidation and ketone formation (+O-CH2+CO) M10 922.5 Absence of ion m/z 307.2 and presence of m/z 321.2 indicate ketone formation on spiroketal of IVM-B1a (307.2 + 14 Da)
Absence of ion m/z 551.3 and presence of m/z 581.3 indicates oxidations on cyclohexene cyclic ether of IVM-B1a (551.3 + 14 Da + 16 Da)
M8 922.5 Absence of ion m/z 307.2 and presence of m/z 337.2 indicates carboxy formation on spiroketal of IVM-B1a (307.2 + 30 Da)