ACCESSION: MSBNK-Eawag-EQ284554
RECORD_TITLE: Capecitabine; LC-ESI-QFT; MS2; CE: 60; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 60 (nominal)
AC$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$SPLASH: splash10-0udi-1900000000-f06b7309e7a2ebfb3bde
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  65.0145 C3HN2- 1 65.0145 -0.18
  65.9985 C3NO- 1 65.9985 -0.11
  77.0146 C4HN2- 1 77.0145 0.89
  80.0017 C3N2O- 1 80.0016 0.86
  80.0141 C4H2NO- 1 80.0142 -0.72
  83.005 C3FN2- 1 83.0051 -0.72
  84.0255 C4H3FN- 1 84.0255 -0.49
  85.0207 C3H2FN2- 1 85.0207 -0.82
  85.0659 C5H9O- 2 85.0659 0.14
  87.0815 C5H11O- 2 87.0815 0.13
  89.0145 C5HN2- 1 89.0145 -0.36
  93.0094 C4HN2O- 1 93.0094 0.04
  95.0252 C4H3N2O- 1 95.0251 1.72
  97.0208 C4H2FN2- 1 97.0207 0.1
  99.0364 C4H4FN2- 1 99.0364 0.2
  105.0092 C5HN2O- 1 105.0094 -1.77
  106.0173 C5H2N2O- 1 106.0173 0.18
  107.0251 C5H3N2O- 1 107.0251 0.5
  109.0045 C4HN2O2- 1 109.0044 1.55
  109.0206 C5H2FN2- 1 109.0207 -1.74
  111 C4FN2O- 1 111 -0.49
  113.0157 C4H2FN2O- 1 113.0157 0.14
  113.9998 C4HFNO2- 1 113.9997 1.32
  120.0202 C5H2N3O- 1 120.0203 -1.04
  122.0123 C5H2N2O2- 1 122.0122 0.94
  125.0156 C5H2FN2O- 1 125.0157 -0.2
  129.0106 C4H2FN2O2- 1 129.0106 0.24
  133.0046 C6HN2O2- 1 133.0044 2.25
  135.0201 C6H3N2O2- 1 135.02 0.73
  136.0152 C5H2N3O2- 1 136.0152 -0.29
  141.0106 C5H2FN2O2- 1 141.0106 0.5
  148.0153 C6H2N3O2- 1 148.0152 0.14
  150.0071 C6H2N2O3- 1 150.0071 -0.14
  151.0146 C6H3N2O3- 1 151.0149 -2.35
  153.0106 C6H2FN2O2- 1 153.0106 0.01
  154.0058 C5HFN3O2- 2 154.0058 -0.05
  155.0827 C7H11N2O2- 1 155.0826 0.31
  164.0103 C6H2N3O3- 1 164.0102 0.7
  168.022 C11H4O2- 3 168.0217 1.98
  176.0097 C7H2N3O3- 1 176.0102 -2.47
  179.0826 C9H11N2O2- 1 179.0826 0.05
  199.0884 C9H12FN2O2- 2 199.0888 -1.91
  221.0932 C11H13N2O3- 2 221.0932 0.24
PK$NUM_PEAK: 43
PK$PEAK: m/z int. rel.int.
  65.0145 109085.3 25
  65.9985 181918.8 42
  77.0146 134982.5 31
  80.0017 128895.6 30
  80.0141 36612.5 8
  83.005 239543.3 56
  84.0255 93533.7 22
  85.0207 49110.7 11
  85.0659 124845.1 29
  87.0815 33683.8 7
  89.0145 86153.7 20
  93.0094 83400.6 19
  95.0252 32680.8 7
  97.0208 323372.9 76
  99.0364 102197.1 24
  105.0092 42841.3 10
  106.0173 441398.7 104
  107.0251 629484.8 148
  109.0045 27494.1 6
  109.0206 28131.6 6
  111 32036.4 7
  113.0157 191985.3 45
  113.9998 35609.1 8
  120.0202 31841.7 7
  122.0123 48374.8 11
  125.0156 1458570.8 344
  129.0106 244273.5 57
  133.0046 25845.1 6
  135.0201 103113.6 24
  136.0152 35578.4 8
  141.0106 53263.5 12
  148.0153 129072.6 30
  150.0071 104442.1 24
  151.0146 29848.8 7
  153.0106 4230934.1 999
  154.0058 3912874.2 923
  155.0827 496695.2 117
  164.0103 36614.1 8
  168.022 25140.8 5
  176.0097 36978 8
  179.0826 121543 28
  199.0884 101195.6 23
  221.0932 137365.5 32
//