ACCESSION: MSBNK-Eawag-EA290307
RECORD_TITLE: Sitagliptin; LC-ESI-ITFT; MS2; CE: 90%; R=7500; [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$MASS_SPECTROMETRY: COLLISION_ENERGY 90 % (nominal)
AC$MASS_SPECTROMETRY: RESOLUTION 7500
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$SPLASH: splash10-004i-0900000000-d9e2b332d0ff3c6e283b
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  56.0495 C3H6N+ 1 56.0495 -0.46
  81.0447 C4H5N2+ 1 81.0447 0.31
  96.0192 C3H2N3O+ 1 96.0192 -0.19
  101.02 C5H3F2+ 2 101.0197 2.84
  107.0294 C7H4F+ 2 107.0292 2.1
  127.0354 C7H5F2+ 2 127.0354 0.45
  134.04 C8H5FN+ 2 134.0401 -0.4
  138.0273 C3H3F3N3+ 2 138.0274 -0.28
  145.0259 C7H4F3+ 2 145.026 -0.22
  151.0354 C9H5F2+ 2 151.0354 0.05
  152.0503 C3H6F2N4O+ 2 152.0504 -1.04
  153.0384 C8H5F2N+ 2 153.0385 -0.11
  154.0463 C8H6F2N+ 2 154.0463 0.31
  157.0261 C8H4F3+ 2 157.026 0.63
  165.0258 C8H3F2N2+ 2 165.0259 -0.31
  165.0376 C4H4F3N4+ 1 165.0383 -3.92
  168.0379 C4H5F3N3O+ 2 168.0379 -0.2
  169.0259 C9H4F3+ 2 169.026 -0.42
  171.0414 C4H5F4N3+ 2 171.0414 0.23
  174.0525 C8H7F3N+ 2 174.0525 -0.17
  176.0422 C6H5F3N3+ 1 176.043 -4.53
  193.0696 C6H8F3N4+ 2 193.0696 0.38
PK$NUM_PEAK: 22
PK$PEAK: m/z int. rel.int.
  56.0495 115309.6 57
  81.0447 9239.6 4
  96.0192 29447.1 14
  101.02 18258 9
  107.0294 31505.5 15
  127.0354 2015824.3 999
  134.04 119996.8 59
  138.0273 114151 56
  145.0259 177623.6 88
  151.0354 181464.2 89
  152.0503 20040.2 9
  153.0384 110865.3 54
  154.0463 651981.4 323
  157.0261 75807.6 37
  165.0258 34206.4 16
  165.0376 11731.1 5
  168.0379 113671.1 56
  169.0259 16591.1 8
  171.0414 32339.1 16
  174.0525 282160 139
  176.0422 7777.6 3
  193.0696 38128.5 18
//