TABLE 4

LC-MS/MS data of almorexant and metabolites detected in plasma, urine, and feces from healthy male subjects after a single 200-mg oral administration of 14C-almorexant

Compound[M+H]+ FormulaMetabolite IdentificationCharacteristic Product IonsFound In
Parent513, C29H32F3N2O3482, 462, 454, 365, 349, 282, 192, 190P, F
M3499, C28H29F3N2O3O-demethylated468, 440, 351, 335P, F
M5509, C29H28F3N2O3Didehydrogenated489, 450, 362, 342, 203P, F
M6366, C20H23F3NO2N-dealkylated349, 190P
M7352N-dealkylated, O-demethylated335, 315, 303, 176, 163, 137P
M8499, C28H29F3N2O3O-demethylated468, 440, 351, 335P, F
M10675499, 468, 440, 351, 335P
M11528, C25H29F3NO8N-dealkylated, O-demethylated, O-glucuronidated352, 335, 315, 303, 176, 163, 137P, U
M12691673, 524, 515, 497, 348P
M14a/M14b382, C20H23F3NO3N-dealkylated, oxygenated, isomers364, 347, 192P
M27362, C20H19F3NO2N-dealkylated, dehydrogenated347, 342, 203P
M28/M29671isomers495, 475, 444, 348P, U
M30432, C19H21F3NSO5N-dealkylated, O-demethylated, O-sulfated352, 315, 303, 176, 163, 137, 350, 335P, U
M31382, C20H22F3NO3N-dealkylated, oxygenated364, 347, 208, 192, 165P
M32675O-demethylated, glucuronidated499, 468, 440, 351, 335P
M33495, C28H26F3N2O3O-demethylated, didehydrogenated475, 444, 436, 348, 333, 328, 189F
M34495, C28H26F3N2O3N-demethylated, didehydrogenated475, 450, 362P, F
M35531O-demethylated, oxygenated513, 501, 495, 475, 456, 353, 335, 323, 268P, F
M36545527, 515, 509, 470, 367, 349, 282P
M37515O-demethylated, oxygenated497, 341, 325, 324, 296, 207P
M38515O-demethylated, oxygenated497, 348, 176F
M39524, C25H25F3NO8N-dealkylated, didehydrogenated, O-demethylated, O-glucuronidated348, 328, 189P, U
M41524, C25H25F3NO8N-dealkylated, didehydrogenated, O-demethylated, O-glucuronidated348, 328, 189P, U
M42/M43348N-dealkylated, O-demethylated, didehydrogenated, isomers328, 189, 174, 160, 143F
M44526, C25H27F3NO8Dehydrogenated, glucuronidated350, 335, 191U
M45526, C25H27F3NO8Dehydrogenated, glucuronidated350, 335, 191, 190U
M46528, C25H29F3NO8N-dealkylated, O-demethylated, glucuronidated352, 335, 315, 303, 176, 163, 137U
M47/M48544N-dealkylated, oxygenated, glucuronidated, isomers368, 351, 331, 319, 192, 179, 153U
M49546370, 353U
M50657Di-O-demethylated, didehydrogenated, glucuronidated481, 450, 348, 334U
M51/M52657Di-O-demethylated, didehydrogenated, glucuronidated, isomers481, 450, 334U
M53540N-dealkylated, didehydrogenated, oxygenated, glucuronidated364, 346, 344, 205U
M55540, C25H25F3NO8N-dealkylated, didehydrogenated, oxygenated, glucuronidated364, 346U
M57540N-dealkylated, didehydrogenated, oxygenated, glucuronidated364, 349, 346U
M58540, C25H25F3NO9N-dealkylated, didehydrogenated, O-demethylated, oxygenated, O-glucuronidated364, 349, 205U
M59540, C25H25F3NO9N-dealkylated, didehydrogenated, O-demethylated, oxygenated, O-glucuronidated364, 344U
M60538362, 347, 342, 203U
M61558364, 347, 192U
M62501Di-O-demethylated, oxygenated483, 334, 424F
M63350N-dealkylated, dehydrogenated335, 191U
M65501Di-O-demethylated, oxygenated483, 471, 426, 323, 303, 283F
M66501Di-O-demethylated, oxygenated483, 471, 426, 323, 303, 283F
M67485, C27H28F3N2O3Di-O-demethylated454, 426, 386, 321, 254, 164F
M68515O-demethylated, oxygenated484, 456, 351, 331, 319, 192, 179, 153F
M69497, C28H28F3N2O3O-demethylated, dehydrogenated348, 323F
M71515, C28H30F3N2O4O-demethylated, oxygenated497, 485, 440, 337F

  • F, feces; P, plasma; U, urine.