ACCESSION: MSBNK-Eawag-EQ284555
RECORD_TITLE: Capecitabine; LC-ESI-QFT; MS2; CE: 75; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 75 (nominal)
AC$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$SPLASH: splash10-0ufr-3900000000-6bb1981f61b4205a9991
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  64.0066 C3N2- 1 64.0067 -0.73
  65.0146 C3HN2- 1 65.0145 1.21
  65.9985 C3NO- 1 65.9985 -0.11
  70.0099 C3HFN- 1 70.0099 -0.01
  77.0146 C4HN2- 1 77.0145 0.76
  80.0016 C3N2O- 1 80.0016 0.36
  80.0143 C4H2NO- 1 80.0142 2.03
  83.0052 C3FN2- 1 83.0051 0.6
  84.0256 C4H3FN- 1 84.0255 1.3
  85.0209 C3H2FN2- 1 85.0207 1.53
  85.0659 C5H9O- 2 85.0659 -0.33
  87.0816 C5H11O- 2 87.0815 0.82
  89.0145 C5HN2- 1 89.0145 0.21
  93.0094 C4HN2O- 1 93.0094 -0.82
  97.0208 C4H2FN2- 1 97.0207 0.52
  99.0364 C4H4FN2- 1 99.0364 0.1
  105.0094 C5HN2O- 1 105.0094 -0.25
  106.0173 C5H2N2O- 1 106.0173 -0.01
  107.0251 C5H3N2O- 1 107.0251 0.03
  109.0045 C4HN2O2- 1 109.0044 1.37
  109.0208 C5H2FN2- 1 109.0207 0.83
  111 C4FN2O- 1 111 0.14
  113.0158 C4H2FN2O- 1 113.0157 0.85
  113.9997 C4HFNO2- 1 113.9997 0
  120.0199 C5H2N3O- 1 120.0203 -3.21
  125.0156 C5H2FN2O- 1 125.0157 -0.28
  129.0106 C4H2FN2O2- 1 129.0106 0.01
  135.0201 C6H3N2O2- 1 135.02 0.88
  148.0154 C6H2N3O2- 1 148.0152 1.01
  150.007 C6H2N2O3- 1 150.0071 -0.74
  153.0106 C6H2FN2O2- 1 153.0106 -0.06
  154.0058 C5HFN3O2- 2 154.0058 0.01
  155.0827 C7H11N2O2- 1 155.0826 0.7
  164.0102 C6H2N3O3- 1 164.0102 -0.03
  179.0827 C9H11N2O2- 1 179.0826 0.33
PK$NUM_PEAK: 35
PK$PEAK: m/z int. rel.int.
  64.0066 40059.2 18
  65.0146 147397.2 67
  65.9985 260754.1 120
  70.0099 43602 20
  77.0146 162868.7 75
  80.0016 136717.4 62
  80.0143 30850.8 14
  83.0052 220978.6 101
  84.0256 112214.8 51
  85.0209 37247.6 17
  85.0659 225770.2 104
  87.0816 26844.8 12
  89.0145 34947 16
  93.0094 39741.6 18
  97.0208 521088.2 240
  99.0364 94920.1 43
  105.0094 30381.2 13
  106.0173 413294.2 190
  107.0251 344906.3 158
  109.0045 23175.5 10
  109.0208 27911.5 12
  111 25580.3 11
  113.0158 161061.1 74
  113.9997 35035.4 16
  120.0199 19281.5 8
  125.0156 1492049.4 687
  129.0106 97624.2 44
  135.0201 34181.1 15
  148.0154 30578.3 14
  150.007 34539.9 15
  153.0106 2168017.9 999
  154.0058 627706.3 289
  155.0827 176777.9 81
  164.0102 23873.6 11
  179.0827 102315.6 47
//