ACCESSION: EA290312
RECORD_TITLE: Sitagliptin; LC-ESI-ITFT; MS2; 75%; R=15000; [M+H]+
DATE: 2012.11.21
AUTHORS: Stravs M, Schymanski E, Singer H, Department of Environmental Chemistry, Eawag
LICENSE: CC BY-SA
COPYRIGHT: Copyright (C) 2011 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
AC$INSTRUMENT: LTQ Orbitrap XL Thermo Scientific
AC$INSTRUMENT_TYPE: LC-ESI-ITFT
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: ION_MODE POSITIVE
AC$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: WHOLE RMassBank
PK$ANNOTATION: m/z num {formula mass error(ppm)}
  55.0289 1 C2H3N2+ 55.0291 -2.44
  56.0495 1 C3H6N+ 56.0495 0.08
  81.0446 1 C4H5N2+ 81.0447 -2.15
  96.0192 1 C3H2N3O+ 96.0192 0.02
  107.0294 1 C7H4F+ 107.0292 2.38
  127.0355 1 C7H5F2+ 127.0354 1.16
  134.04 1 C8H5FN+ 134.0401 -0.1
  137.0321 1 C4H4F3N2+ 137.0321 -0.36
  138.0275 1 C8H4F2+ 138.0276 -0.64
  145.0261 1 C7H4F3+ 145.026 0.89
  150.0274 1 C4H3F3N3+ 150.0274 0.01
  151.0355 1 C9H5F2+ 151.0354 0.71
  152.0512 1 C8H7FNO+ 152.0506 3.56
  153.0387 1 C8H5F2N+ 153.0385 1.59
  154.0464 1 C8H6F2N+ 154.0463 1.09
  157.0262 1 C8H4F3+ 157.026 1.27
  165.0383 1 C4H4F3N4+ 165.0383 0.08
  168.0381 1 C9H6F2O+ 168.0381 -0.08
  169.0264 1 C9H4F3+ 169.026 2.66
  171.0417 1 C9H6F3+ 171.0416 0.28
  174.0526 1 C8H7F3N+ 174.0525 0.52
  176.0429 1 C6H5F3N3+ 176.043 -0.33
PK$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
