ACCESSION: MSBNK-Eawag-EQ284553
RECORD_TITLE: Capecitabine; LC-ESI-QFT; MS2; CE: 45; R=35000; [M-H]-
DATE: 2015.08.25
AUTHORS: Beck B, Stravs M, Schymanski E, Singer H, Department of Environmental Chemistry, Eawag
LICENSE: CC BY
COPYRIGHT: Copyright (C) 2015 Eawag, Duebendorf, Switzerland
COMMENT: CONFIDENCE standard compound
COMMENT: EAWAG_UCHEM_ID 2845

CH$NAME: Capecitabine
CH$NAME: (1-(5-Deoxy-beta-D-ribofuranosyl)-5-fluoro-1,2-dihydro-2-oxo-4-pyrimidinyl)-carbamic acid pentyl ester
CH$NAME: N-[1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-methyl-2-oxolanyl]-5-fluoro-2-oxo-4-pyrimidinyl]carbamic acid pentyl ester
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C₁₅H₂₂FN₃O₆
CH$EXACT_MASS: 359.14926
CH$SMILES: FC=1\C(=N/C(=O)N(C=1)[C@@H]2O[C@@H]([C@@H](O)[C@H]2O)C)\NC(=O)OCCCCC
CH$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$LINK: CAS 154361-50-9
CH$LINK: KEGG C12650
CH$LINK: PUBCHEM CID:60953
CH$LINK: INCHIKEY GAGWJHPBXLXJQN-UORFTKCHSA-N
CH$LINK: CHEMSPIDER 54916
CH$LINK: COMPTOX DTXSID3046451

AC$INSTRUMENT: Q Exactive Orbitrap Thermo Scientific
AC$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$MASS_SPECTROMETRY: COLLISION_ENERGY 45 (nominal)
AC$MASS_SPECTROMETRY: RESOLUTION 35000
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 7.8 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid

MS$FOCUSED_ION: BASE_PEAK 358.1422
MS$FOCUSED_ION: PRECURSOR_M/Z 358.142
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 1.9.6

PK$SPLASH: splash10-0udi-0900000000-236cb917e50b215b9bd1
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  65.0146 C3HN2- 1 65.0145 1.36
  65.9986 C3NO- 1 65.9985 0.65
  77.0146 C4HN2- 1 77.0145 0.5
  80.0017 C3N2O- 1 80.0016 0.73
  80.0142 C4H2NO- 1 80.0142 0.41
  83.0051 C3FN2- 1 83.0051 0.24
  84.0255 C4H3FN- 1 84.0255 0.11
  85.0208 C3H2FN2- 1 85.0207 1.06
  85.0659 C5H9O- 2 85.0659 0.37
  87.0817 C5H11O- 2 87.0815 2.08
  89.0145 C5HN2- 1 89.0145 0.32
  95.0252 C4H3N2O- 1 95.0251 0.99
  97.0207 C4H2FN2- 1 97.0207 -0.2
  99.0364 C4H4FN2- 1 99.0364 0.3
  105.0095 C5HN2O- 1 105.0094 0.32
  106.0173 C5H2N2O- 1 106.0173 -0.11
  107.0251 C5H3N2O- 1 107.0251 0.41
  111.0003 C4FN2O- 1 111 2.75
  113.0158 C4H2FN2O- 1 113.0157 0.85
  113.9996 C4HFNO2- 1 113.9997 -0.7
  122.0121 C5H2N2O2- 1 122.0122 -0.62
  125.0157 C5H2FN2O- 1 125.0157 0.04
  127.0314 C5H4FN2O- 1 127.0313 0.36
  129.0107 C4H2FN2O2- 1 129.0106 0.63
  133.0044 C6HN2O2- 1 133.0044 0.22
  135.02 C6H3N2O2- 1 135.02 -0.01
  136.0152 C5H2N3O2- 1 136.0152 -0.44
  141.0105 C5H2FN2O2- 1 141.0106 -0.21
  148.0154 C6H2N3O2- 1 148.0152 1.15
  150.0072 C6H2N2O3- 1 150.0071 0.66
  151.0151 C6H3N2O3- 1 151.0149 1.02
  153.0106 C6H2FN2O2- 1 153.0106 0.33
  154.0058 C5HFN3O2- 2 154.0058 0.08
  155.0827 C7H11N2O2- 1 155.0826 0.64
  163.0149 C7H3N2O3- 1 163.0149 -0.34
  164.0102 C6H2N3O3- 1 164.0102 0.28
  168.0217 C11H4O2- 2 168.0217 0.13
  170.0135 C6H3FN2O3- 1 170.0133 0.77
  176.0099 C7H2N3O3- 1 176.0102 -1.79
  179.0827 C9H11N2O2- 1 179.0826 0.33
  196.0164 C7H3FN3O3- 2 196.0164 -0.17
  199.0889 C9H12FN2O2- 1 199.0888 0.51
  201.1045 C9H14FN2O2- 1 201.1045 0.15
  209.0931 C10H13N2O3- 1 209.0932 -0.41
  221.0931 C11H13N2O3- 1 221.0932 -0.3
  284.1049 C12H15FN3O4- 2 284.1052 -1.08
PK$NUM_PEAK: 46
PK$PEAK: m/z int. rel.int.
  65.0146 84290.1 7
  65.9986 102138.3 9
  77.0146 39227.2 3
  80.0017 40681.5 3
  80.0142 37831.7 3
  83.0051 142399.4 13
  84.0255 172430.2 15
  85.0208 37053.9 3
  85.0659 39931.8 3
  87.0817 41386.2 3
  89.0145 89851.5 8
  95.0252 20740.7 1
  97.0207 124539.9 11
  99.0364 27106 2
  105.0095 49710.3 4
  106.0173 257724.6 23
  107.0251 622449.4 57
  111.0003 39917 3
  113.0158 263014.2 24
  113.9996 25985.9 2
  122.0121 46753.9 4
  125.0157 1328366.9 121
  127.0314 81584 7
  129.0107 268720.8 24
  133.0044 104232.7 9
  135.02 99128.2 9
  136.0152 135398.5 12
  141.0105 92343.7 8
  148.0154 157302.3 14
  150.0072 189241.1 17
  151.0151 96440.5 8
  153.0106 4588480.3 420
  154.0058 10900287 999
  155.0827 741424 67
  163.0149 24279.9 2
  164.0102 105438.2 9
  168.0217 88402.4 8
  170.0135 34069.4 3
  176.0099 128312.5 11
  179.0827 144337.8 13
  196.0164 87085.1 7
  199.0889 354167.1 32
  201.1045 28587.4 2
  209.0931 33976 3
  221.0931 425875.4 39
  284.1049 40009.8 3
//