ACCESSION: MSBNK-Eawag-EA290311
RECORD_TITLE: Sitagliptin; LC-ESI-ITFT; MS2; CE: 60%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 60 % (nominal)
AC$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$SPLASH: splash10-00di-0900000000-91600010aa7e80c0e67c
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  56.0494 C3H6N+ 1 56.0495 -0.99
  81.0443 C4H5N2+ 1 81.0447 -4.87
  127.0354 C7H5F2+ 2 127.0354 -0.1
  137.0317 C4H4F3N2+ 1 137.0321 -3.06
  138.0273 C3H3F3N3+ 2 138.0274 -0.13
  145.0259 C7H4F3+ 2 145.026 -0.56
  150.0271 C4H3F3N3+ 2 150.0274 -1.72
  151.0353 C9H5F2+ 2 151.0354 -0.28
  152.0503 C3H6F2N4O+ 2 152.0504 -0.71
  153.0385 C8H5F2N+ 2 153.0385 -0.05
  154.0463 C8H6F2N+ 2 154.0463 -0.08
  164.0426 C5H5F3N3+ 2 164.043 -2.67
  165.038 C4H4F3N4+ 2 165.0383 -1.68
  168.0379 C4H5F3N3O+ 2 168.0379 -0.31
  171.0416 C9H6F3+ 2 171.0416 -0.07
  174.0525 C8H7F3N+ 2 174.0525 -0.12
  176.0428 C6H5F3N3+ 2 176.043 -1.24
  193.0695 C6H8F3N4+ 2 193.0696 -0.45
  199.0371 C10H6F3O+ 2 199.0365 2.98
  235.0797 C8H10F3N4O+ 5 235.0801 -1.71
PK$NUM_PEAK: 20
PK$PEAK: m/z int. rel.int.
  56.0494 79031 46
  81.0443 4285.2 2
  127.0354 244005.3 143
  137.0317 8165.6 4
  138.0273 121209.4 71
  145.0259 21112.7 12
  150.0271 22091 12
  151.0353 49035.1 28
  152.0503 4219.7 2
  153.0385 9577.4 5
  154.0463 498159.6 292
  164.0426 4665.8 2
  165.038 18163.8 10
  168.0379 44945.2 26
  171.0416 171765.8 100
  174.0525 1699737.9 999
  176.0428 10869.9 6
  193.0695 760733.5 447
  199.0371 9444.7 5
  235.0797 68478 40
//