ACCESSION: MSBNK-Eawag-EA290312
RECORD_TITLE: Sitagliptin; LC-ESI-ITFT; MS2; CE: 75%; R=15000; [M+H]+
DATE: 2014.01.14
AUTHORS: Stravs M, Schymanski E, Singer H, Department of Environmental Chemistry, Eawag
LICENSE: CC BY
COPYRIGHT: Copyright (C) 2012 Eawag, Duebendorf, Switzerland
COMMENT: CONFIDENCE standard compound
COMMENT: EAWAG_UCHEM_ID 2903

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)-1-butanone
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C₁₆H₁₅F₆N₅O
CH$EXACT_MASS: 407.1181
CH$SMILES: Fc1cc(c(F)cc1F)C[C@@H](N)CC(=O)N3Cc2nnc(n2CC3)C(F)(F)F
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: PUBCHEM CID:4369359
CH$LINK: INCHIKEY MFFMDFFZMYYVKS-SECBINFHSA-N
CH$LINK: CHEMSPIDER 3571948
CH$LINK: COMPTOX DTXSID70197572

AC$INSTRUMENT: LTQ Orbitrap XL Thermo Scientific
AC$INSTRUMENT_TYPE: LC-ESI-ITFT
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: ION_MODE POSITIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE HCD
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 75 % (nominal)
AC$MASS_SPECTROMETRY: RESOLUTION 15000
AC$CHROMATOGRAPHY: COLUMN_NAME XBridge C18 3.5um, 2.1x50mm, Waters
AC$CHROMATOGRAPHY: FLOW_GRADIENT 90/10 at 0 min, 50/50 at 4 min, 5/95 at 17 min, 5/95 at 25 min, 90/10 at 25.1 min, 90/10 at 30 min
AC$CHROMATOGRAPHY: FLOW_RATE 200 ul/min
AC$CHROMATOGRAPHY: RETENTION_TIME 5.2 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid

MS$FOCUSED_ION: BASE_PEAK 408.1261
MS$FOCUSED_ION: PRECURSOR_M/Z 408.1254
MS$FOCUSED_ION: PRECURSOR_TYPE [M+H]+
MS$DATA_PROCESSING: DEPROFILE Spline
MS$DATA_PROCESSING: RECALIBRATE loess on assigned fragments and MS1
MS$DATA_PROCESSING: REANALYZE Peaks with additional N2/O included
MS$DATA_PROCESSING: WHOLE RMassBank 1.3.1

PK$SPLASH: splash10-0fmi-0900000000-d38f8b74df088a3b8232
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  55.0289 C2H3N2+ 1 55.0291 -2.44
  56.0495 C3H6N+ 1 56.0495 0.08
  81.0446 C4H5N2+ 1 81.0447 -2.15
  96.0192 C3H2N3O+ 1 96.0192 0.02
  107.0294 C7H4F+ 2 107.0292 2.38
  127.0355 C7H5F2+ 2 127.0354 1.16
  134.04 C8H5FN+ 2 134.0401 -0.1
  137.0321 C4H4F3N2+ 1 137.0321 -0.36
  138.0275 C8H4F2+ 2 138.0276 -0.64
  145.0261 C7H4F3+ 2 145.026 0.89
  150.0274 C4H3F3N3+ 2 150.0274 0.01
  151.0355 C9H5F2+ 2 151.0354 0.71
  152.0512 C8H7FNO+ 2 152.0506 3.56
  153.0387 C8H5F2N+ 3 153.0385 1.59
  154.0464 C8H6F2N+ 2 154.0463 1.09
  157.0262 C8H4F3+ 3 157.026 1.27
  165.0383 C4H4F3N4+ 2 165.0383 0.08
  168.0381 C9H6F2O+ 2 168.0381 -0.08
  169.0264 C9H4F3+ 5 169.026 2.66
  171.0417 C9H6F3+ 2 171.0416 0.28
  174.0526 C8H7F3N+ 3 174.0525 0.52
  176.0429 C6H5F3N3+ 2 176.043 -0.33
PK$NUM_PEAK: 23
PK$PEAK: m/z int. rel.int.
  55.0289 4829.2 6
  56.0495 88549.3 110
  81.0446 5699 7
  96.0192 5423.9 6
  107.0294 5819.5 7
  127.0355 800904.1 999
  134.04 56807.4 70
  137.0321 5982.2 7
  138.0275 126568 157
  145.0261 69397.2 86
  150.0274 34265.9 42
  151.0355 103414.5 128
  152.0512 10153.8 12
  153.0387 30779 38
  154.0464 688207.2 858
  157.0262 35880.7 44
  165.0383 12418.9 15
  168.0381 80126.3 99
  169.0264 6008.4 7
  171.0417 85258.7 106
  174.0526 729360.4 909
  176.0429 8108.3 10
  193.0697 170326.4823 212
//