ACCESSION: MSBNK-Athens_Univ-AU225705
RECORD_TITLE: Sitagliptin; LC-ESI-QTOF; MS2; CE: 50 eV; R=35000; [M+H]+
DATE: 2016.02.22
AUTHORS: Nikiforos Alygizakis, Reza Aalizadeh, Nikolaos Thomaidis, University of Athens
LICENSE: CC BY
COPYRIGHT: Copyright (C) 2016 Department of Chemistry, University of Athens
COMMENT: CONFIDENCE standard compound
COMMENT: INTERNAL_ID 2257

CH$NAME: Sitagliptin
CH$NAME: (3R)-3-amino-1-[3-(trifluoromethyl)-6,8-dihydro-5H-[1,2,4]triazolo[4,3-a]pyrazin-7-yl]-4-(2,4,5-trifluorophenyl)butan-1-one
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C₁₆H₁₅F₆N₅O
CH$EXACT_MASS: 407.1180794
CH$SMILES: c1c(c(cc(c1F)F)F)C[C@H](CC(=O)N2CCn3c(nnc3C(F)(F)F)C2)N
CH$IUPAC: InChI=1S/C16H15F6N5O/c17-10-6-12(19)11(18)4-8(10)3-9(23)5-14(28)26-1-2-27-13(7-26)24-25-15(27)16(20,21)22/h4,6,9H,1-3,5,7,23H2/t9-/m1/s1
CH$LINK: CAS 486460-32-6
CH$LINK: CHEBI 40237
CH$LINK: KEGG D08516
CH$LINK: PUBCHEM CID:4369359
CH$LINK: INCHIKEY MFFMDFFZMYYVKS-SECBINFHSA-N
CH$LINK: CHEMSPIDER 3571948
CH$LINK: COMPTOX DTXSID70197572

AC$INSTRUMENT: Bruker maXis Impact
AC$INSTRUMENT_TYPE: LC-ESI-QTOF
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: ION_MODE POSITIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE CID
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 50 eV
AC$MASS_SPECTROMETRY: RESOLUTION 35000
AC$CHROMATOGRAPHY: COLUMN_NAME Acclaim RSLC C18 2.2um, 2.1x100mm, Thermo
AC$CHROMATOGRAPHY: FLOW_GRADIENT 99/1 at 0-1 min, 61/39 at 3 min, 0.1/99.9 at 14-16 min, 99/1 at 16.1-20 min
AC$CHROMATOGRAPHY: FLOW_RATE 200 uL/min at 0-3 min, 400 uL/min at 14 min, 480 uL/min at 16-19 min, 200 uL/min at 19.1-20 min
AC$CHROMATOGRAPHY: RETENTION_TIME 5.389 min
AC$CHROMATOGRAPHY: SOLVENT A 90:10 water:methanol with 0.01% formic acid and 5mM ammonium formate
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.01% formic acid and 5mM ammonium formate

MS$FOCUSED_ION: BASE_PEAK 408.1281
MS$FOCUSED_ION: PRECURSOR_M/Z 408.1254
MS$FOCUSED_ION: PRECURSOR_TYPE [M+H]+
MS$DATA_PROCESSING: RECALIBRATE identity on assigned fragments and MS1
MS$DATA_PROCESSING: WHOLE RMassBank 1.99.10

PK$SPLASH: splash10-00di-0900000000-7d92431093315efaed86
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  127.0357 C7H5F2+ 3 127.0354 2.34
  128.0386 C5H5FN2O+ 5 128.038 4.66
  134.0399 F6H6N+ 5 134.0399 -0.11
  135.044 C3H7F4O+ 4 135.0428 9.04
  137.0319 C4H4F3N2+ 3 137.0321 -1.38
  138.0274 C3H3F3N3+ 4 138.0274 0.13
  145.0259 C7H4F3+ 4 145.026 -0.12
  150.0275 C9H4F2+ 4 150.0276 -0.2
  151.0357 C9H5F2+ 4 151.0354 1.92
  153.0386 C8H5F2N+ 4 153.0385 0.9
  154.0467 C8H6F2N+ 4 154.0463 2.75
  155.0493 C11H7O+ 6 155.0491 1.1
  157.0262 C8H4F3+ 5 157.026 1.65
  165.0373 C4H4F3N4+ 7 165.0383 -5.87
  168.0383 C9H6F2O+ 5 168.0381 1.2
  169.0289 C6H5F4O+ 8 169.0271 10.37
  171.0423 CH6F5N3O+ 5 171.0426 -1.57
  172.0443 C7H6F2N2O+ 5 172.0443 0.35
  174.0529 C8H7F3N+ 5 174.0525 2.39
  175.0558 C7[13]CH7F3N+ 1 175.0564 -3.58
  193.0703 C3H9F4N4O+ 4 193.0707 -1.92
  235.0812 C13H11F2NO+ 12 235.0803 3.92
PK$NUM_PEAK: 22
PK$PEAK: m/z int. rel.int.
  127.0357 13324 442
  128.0386 1268 42
  134.0399 1380 45
  135.044 320 10
  137.0319 356 11
  138.0274 3728 123
  145.0259 1356 45
  150.0275 756 25
  151.0357 2196 72
  153.0386 1400 46
  154.0467 12504 414
  155.0493 1676 55
  157.0262 492 16
  165.0373 352 11
  168.0383 2368 78
  169.0289 420 13
  171.0423 3228 107
  172.0443 544 18
  174.0529 30100 999
  175.0558 2352 78
  193.0703 12872 427
  235.0812 1192 39
//