ACCESSION: MSBNK-Eawag-EA290306
RECORD_TITLE: Sitagliptin; LC-ESI-ITFT; MS2; CE: 75%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 75 % (nominal)
AC$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: REANALYZE Peaks with additional N2/O included
MS$DATA_PROCESSING: WHOLE RMassBank 1.3.1

PK$SPLASH: splash10-0umi-0900000000-b1e1f886377c8d9b2a5d
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  56.0494 C3H6N+ 1 56.0495 -0.81
  81.0451 C4H5N2+ 1 81.0447 4.39
  127.0354 C7H5F2+ 2 127.0354 0.21
  134.04 C8H5FN+ 2 134.0401 -0.1
  137.0322 C4H4F3N2+ 1 137.0321 0.66
  138.0273 C3H3F3N3+ 2 138.0274 -0.71
  145.0259 C7H4F3+ 2 145.026 -0.63
  150.0272 C4H3F3N3+ 2 150.0274 -0.99
  151.0354 C9H5F2+ 2 151.0354 0.11
  152.0509 C8H7FNO+ 2 152.0506 1.65
  153.0384 C8H5F2N+ 2 153.0385 -0.44
  154.0463 C8H6F2N+ 2 154.0463 0.18
  157.026 C8H4F3+ 2 157.026 0.44
  165.0383 C4H4F3N4+ 2 165.0383 0.5
  168.0379 C4H5F3N3O+ 2 168.0379 -0.08
  171.0416 C9H6F3+ 2 171.0416 0.17
  174.0525 C8H7F3N+ 2 174.0525 -0.12
  193.0695 C6H8F3N4+ 2 193.0696 -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
//