ACCESSION: MSBNK-CASMI_2016-SM834351
RECORD_TITLE: Capecitabine; LC-ESI-QFT; MS2; CE: 35 NCE; R=35000; [M-H]-
DATE: 2016.12.12
AUTHORS: Krauss M, Schymanski EL, Weidauer C, Schupke H, UFZ and Eawag
LICENSE: CC BY
COPYRIGHT: Copyright (C) 2016 UFZ/Eawag
PUBLICATION: Schymanski, E. L.; Ruttkies, C.; Krauss, M.; Brouard, C.; Kind, T.; Dührkop, K.; Allen, F.; Vaniya, A.; Verdegem, D.; Böcker, S.; et al. Critical Assessment of Small Molecule Identification 2016: Automated Methods. Journal of Cheminformatics 2017, 9 (1). DOI:10.1186/s13321-017-0207-1
COMMENT: CONFIDENCE standard compound
COMMENT: INTERNAL_ID 8343

CH$NAME: Capecitabine
CH$NAME: pentyl N-[1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-methyloxolan-2-yl]-5-fluoro-2-oxopyrimidin-4-yl]carbamate
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C₁₅H₂₂FN₃O₆
CH$EXACT_MASS: 359.14926
CH$SMILES: CCCCCOC(=O)NC1=NC(=O)N(C=C1F)[C@@H]1O[C@H](C)[C@@H](O)[C@H]1O
CH$IUPAC: InChI=1S/C15H22FN3O6/c1-3-4-5-6-24-15(23)18-12-9(16)7-19(14(22)17-12)13-11(21)10(20)8(2)25-13/h7-8,10-11,13,20-21H,3-6H2,1-2H3,(H,17,18,22,23)/t8-,10-,11-,13-/m1/s1
CH$LINK: CAS 958887-39-3
CH$LINK: CHEBI 31348
CH$LINK: KEGG D01223
CH$LINK: PUBCHEM CID:60953
CH$LINK: INCHIKEY GAGWJHPBXLXJQN-UORFTKCHSA-N
CH$LINK: CHEMSPIDER 54916
CH$LINK: COMPTOX DTXSID3046451

AC$INSTRUMENT: Q Exactive Plus Orbitrap Thermo Scientific
AC$INSTRUMENT_TYPE: LC-ESI-QFT
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: ION_MODE NEGATIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE HCD
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 35 (nominal)
AC$MASS_SPECTROMETRY: RESOLUTION 35000
AC$CHROMATOGRAPHY: COLUMN_NAME Kinetex C18 EVO 2.6 um, 2.1x50 mm, precolumn 2.1x5 mm, Phenomenex
AC$CHROMATOGRAPHY: FLOW_GRADIENT 95/5 at 0 min, 95/5 at 1 min, 0/100 at 13 min, 0/100 at 24 min
AC$CHROMATOGRAPHY: FLOW_RATE 300 uL/min
AC$CHROMATOGRAPHY: RETENTION_TIME 9.634 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid

MS$FOCUSED_ION: BASE_PEAK 358.1418
MS$FOCUSED_ION: PRECURSOR_M/Z 358.142
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 2.3.1

PK$SPLASH: splash10-0pb9-0609000000-cd05885e7f4f8d1853ec
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  85.0643 C3H7N3- 1 85.0645 -2.55
  106.0161 C3N5- 1 106.0159 1.84
  107.024 C3HN5- 1 107.0237 2.15
  113.0146 C7HN2- 1 113.0145 0.81
  125.0152 C5H2FN2O- 1 125.0157 -3.36
  127.0308 C5H4FN2O- 2 127.0313 -4.37
  129.0103 C4H2FN2O2- 1 129.0106 -2.46
  133.0044 C6HN2O2- 1 133.0044 0.33
  135.02 C6H3N2O2- 1 135.02 0.12
  136.0151 C5H2N3O2- 1 136.0152 -0.78
  148.0151 C6H2N3O2- 1 148.0152 -0.91
  150.0069 C6H2N2O3- 1 150.0071 -1.11
  153.0105 C6H2FN2O2- 1 153.0106 -0.39
  154.0058 C5HFN3O2- 2 154.0058 -0.3
  155.0826 C7H11N2O2- 1 155.0826 -0.29
  164.0095 C6H2N3O3- 1 164.0102 -3.85
  168.0216 C11H4O2- 2 168.0217 -0.55
  176.0101 C7H2N3O3- 1 176.0102 -0.41
  196.0163 C7H3FN3O3- 2 196.0164 -0.43
  199.0887 C9H12FN2O2- 1 199.0888 -0.44
  221.0932 C11H13N2O3- 2 221.0932 0.28
  242.0946 C10H13FN3O3- 3 242.0946 -0.27
  284.105 C12H15FN3O4- 2 284.1052 -0.73
  358.142 C15H21FN3O6- 1 358.142 -0.1
PK$NUM_PEAK: 24
PK$PEAK: m/z int. rel.int.
  85.0643 12492.2 2
  106.0161 25207.7 4
  107.024 57717.9 10
  113.0146 11110.1 2
  125.0152 131961.9 24
  127.0308 5908 1
  129.0103 48314.7 9
  133.0044 6316.5 1
  135.02 7288.5 1
  136.0151 10565.9 1
  148.0151 9093.3 1
  150.0069 20674.2 3
  153.0105 394639.3 74
  154.0058 2796591.2 525
  155.0826 81696.4 15
  164.0095 5394.2 1
  168.0216 5876.9 1
  176.0101 19189.4 3
  196.0163 30116.3 5
  199.0887 102723.5 19
  221.0932 58297.8 10
  242.0946 105555.2 19
  284.105 76571.6 14
  358.142 5317065 999
//