ACCESSION: MSBNK-Eawag-EA290313
RECORD_TITLE: Sitagliptin; LC-ESI-ITFT; MS2; CE: 90%; R=30000; [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 30000
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$SPLASH: splash10-004i-0900000000-08cf9f4ac284f2cd9057
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  55.029 C2H3N2+ 1 55.0291 -2.26
  56.0494 C3H6N+ 1 56.0495 -0.64
  96.0193 C3H2N3O+ 1 96.0192 0.54
  101.0197 C5H3F2+ 2 101.0197 -0.03
  107.0291 C7H4F+ 2 107.0292 -0.14
  127.0354 C7H5F2+ 2 127.0354 0.29
  134.04 C8H5FN+ 2 134.0401 -0.4
  137.0322 C4H4F3N2+ 1 137.0321 0.3
  138.0273 C3H3F3N3+ 2 138.0274 -0.28
  145.0259 C7H4F3+ 2 145.026 -0.15
  150.0274 C4H3F3N3+ 2 150.0274 -0.05
  151.0354 C9H5F2+ 2 151.0354 -0.15
  152.0505 C8H7FNO+ 2 152.0506 -0.65
  153.0385 C8H5F2N+ 2 153.0385 -0.05
  154.0463 C8H6F2N+ 2 154.0463 0.25
  157.0259 C8H4F3+ 2 157.026 -0.07
  164.0426 C5H5F3N3+ 2 164.043 -2.37
  165.0258 C8H3F2N2+ 2 165.0259 -0.19
  165.0382 C4H4F3N4+ 2 165.0383 -0.35
  168.0379 C4H5F3N3O+ 2 168.0379 -0.2
  169.026 C9H4F3+ 2 169.026 -0.01
  171.0416 C9H6F3+ 2 171.0416 -0.18
  174.0525 C8H7F3N+ 2 174.0525 0.11
  193.0695 C6H8F3N4+ 2 193.0696 -0.19
PK$NUM_PEAK: 24
PK$PEAK: m/z int. rel.int.
  55.029 4238.4 3
  56.0494 48503.4 44
  96.0193 12652.6 11
  101.0197 10335.4 9
  107.0291 17355.3 15
  127.0354 1091650.3 999
  134.04 68887.5 63
  137.0322 2014.9 1
  138.0273 64832.2 59
  145.0259 100587.4 92
  150.0274 22481.7 20
  151.0354 96058.7 87
  152.0505 8772.5 8
  153.0385 60205 55
  154.0463 373828.8 342
  157.0259 47580.8 43
  164.0426 2700.4 2
  165.0258 26444.3 24
  165.0382 9103.3 8
  168.0379 58277.4 53
  169.026 9656.7 8
  171.0416 13284.7 12
  174.0525 147907.6 135
  193.0695 23414 21
//