ACCESSION: EA290306
RECORD_TITLE: Sitagliptin; LC-ESI-ITFT; MS2; 75%; R=7500; [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 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: WHOLE RMassBank
PK$ANNOTATION: m/z num {formula mass error(ppm)}
  56.0494 1 C3H6N+ 56.0495 -0.81
  81.0451 1 C4H5N2+ 81.0447 4.39
  127.0354 1 C7H5F2+ 127.0354 0.21
  134.04 1 C8H5FN+ 134.0401 -0.1
  137.0322 1 C4H4F3N2+ 137.0321 0.66
  138.0273 1 C3H3F3N3+ 138.0274 -0.71
  145.0259 1 C7H4F3+ 145.026 -0.63
  150.0272 1 C4H3F3N3+ 150.0274 -0.99
  151.0354 1 C9H5F2+ 151.0354 0.11
  152.0509 1 C8H7FNO+ 152.0506 1.65
  153.0384 1 C8H5F2N+ 153.0385 -0.44
  154.0463 1 C8H6F2N+ 154.0463 0.18
  157.026 1 C8H4F3+ 157.026 0.44
  165.0383 1 C4H4F3N4+ 165.0383 0.5
  168.0379 1 C4H5F3N3O+ 168.0379 -0.08
  171.0416 1 C9H6F3+ 171.0416 0.17
  174.0525 1 C8H7F3N+ 174.0525 -0.12
  193.0695 1 C6H8F3N4+ 193.0696 -0.35
PK$NUM_PEAK: 18
PK$PEAK: m/z int. rel.int.
  56.0494 146615.6 117
  81.0451 10802.2 8
  127.0354 1250639.9 999
  134.04 94720.5 75
  137.0322 14028.9 11
  138.0273 179511.8 143
  145.0259 102249.9 81
  150.0272 63246.9 50
  151.0354 162162.4 129
  152.0509 25811.5 20
  153.0384 51063.3 40
  154.0463 1105903.5 883
  157.026 46575.9 37
  165.0383 28333.6 22
  168.0379 156235 124
  171.0416 122249.1 97
  174.0525 1186523.8 947
  193.0695 264703.9 211
