ACCESSION: MSBNK-UFZ-UA008402
RECORD_TITLE: Sitagliptin; LC-ESI-ITFT; MS2; CE: 80%; R=30000; [M+H]+
DATE: 2017.08.17
AUTHORS: Muz M, Kutsarova S, Krauss M, Schulze T, Brack W, Department of Effect-Directed Analysis, Helmholtz Centre for Environmental Research - UFZ GmbH, Leipzig, Germany
LICENSE: CC BY
COPYRIGHT: Copyright (C) 2017
PUBLICATION: Muz M, Kutsarova S, Krauss M, Schulze T, Brack W (2017) Environ. Sci. Technol. 51:1830-1839, DOI:10.1021/acs.est.6b05468. Mutagenicity in surface waters - synergistic effects of carboline alkaloids and aromatic amines
COMMENT: CONFIDENCE Reference Standard (Level 1)
COMMENT: INTERNAL_ID 84

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)butan-1-one
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C₁₆H₁₅F₆N₅O
CH$EXACT_MASS: 407.1181
CH$SMILES: c1c(c(cc(c1F)F)F)C[C@H](CC(=O)N2CCn3c(nnc3C(F)(F)F)C2)N
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 654671-77-9
CH$LINK: CHEBI 40237
CH$LINK: KEGG D08516
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$MASS_SPECTROMETRY: COLLISION_ENERGY 80 % (nominal)
AC$MASS_SPECTROMETRY: RESOLUTION 30000
AC$CHROMATOGRAPHY: COLUMN_NAME Accucore PhenylHexyl 2.6um, 3x150mm, Thermo
AC$CHROMATOGRAPHY: FLOW_GRADIENT 90/10 at 0 min, 90/10 at 3.2 min, 5/95 at 21 min, 5/95 at 41 min, 90/10 at 50 min
AC$CHROMATOGRAPHY: FLOW_RATE 200 uL/min
AC$CHROMATOGRAPHY: RETENTION_TIME 17.909 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol

MS$FOCUSED_ION: BASE_PEAK 408.1241
MS$FOCUSED_ION: PRECURSOR_M/Z 408.1254
MS$FOCUSED_ION: PRECURSOR_TYPE [M+H]+
MS$DATA_PROCESSING: RECALIBRATE loess on assigned fragments and MS1
MS$DATA_PROCESSING: REANALYZE Peaks with additional N2/O included
MS$DATA_PROCESSING: WHOLE RMassBank 2.5.0

PK$SPLASH: splash10-0fb9-0900000000-1c26f5c265670f1c3eaf
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  118.0211 C3H2F2N3+ 3 118.0211 -0.22
  127.0354 C7H5F2+ 2 127.0354 -0.19
  128.0387 C2H6F2N2O2+ 1 128.0392 -3.7
  134.04 C8H5FN+ 3 134.0401 -0.04
  138.0273 C3H3F3N3+ 2 138.0274 -0.26
  145.026 C7H4F3+ 2 145.026 -0.01
  150.0274 C4H3F3N3+ 2 150.0274 0.38
  151.0353 C9H5F2+ 2 151.0354 -0.29
  153.0385 C8H5F2N+ 2 153.0385 0.25
  154.0462 C8H6F2N+ 2 154.0463 -0.47
  155.0494 C11H7O+ 3 155.0491 1.43
  157.0259 C8H4F3+ 2 157.026 -0.39
  165.026 C8H3F2N2+ 2 165.0259 0.71
  168.0379 C4H5F3N3O+ 2 168.0379 -0.12
  171.0415 C9H6F3+ 2 171.0416 -0.39
  174.0525 C8H7F3N+ 2 174.0525 -0.26
  193.0695 C6H8F3N4+ 2 193.0696 -0.34
PK$NUM_PEAK: 17
PK$PEAK: m/z int. rel.int.
  118.0211 7127.6 10
  127.0354 688131.5 999
  128.0387 14430.6 20
  134.04 54524.7 79
  138.0273 76678.4 111
  145.026 51529.1 74
  150.0274 34314.5 49
  151.0353 65632.8 95
  153.0385 22507.6 32
  154.0462 409990.6 595
  155.0494 7321.7 10
  157.0259 18236.6 26
  165.026 8672.6 12
  168.0379 39558.9 57
  171.0415 26820.9 38
  174.0525 280279.1 406
  193.0695 55605.5 80
//