ACCESSION: MSBNK-Athens_Univ-AU278506
RECORD_TITLE: 1-(3-carboxypropyl)-3,7-dimethylxanthine; LC-ESI-QTOF; MS2; CE: Ramp 20.4-30.6 eV; R=35000; [M+H]+
DATE: 2019.05.31
AUTHORS: Nikiforos Alygizakis, Katerina Galani, Nikolaos Thomaidis, University of Athens
LICENSE: CC BY
COPYRIGHT: Copyright (C) 2019 Department of Chemistry, University of Athens
COMMENT: CONFIDENCE standard compound
COMMENT: INTERNAL_ID 2785

CH$NAME: 1-(3-carboxypropyl)-3,7-dimethylxanthine
CH$NAME: 4-(3,7-dimethyl-2,6-dioxopurin-1-yl)butanoic acid
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C₁₁H₁₄N₄O₄
CH$EXACT_MASS: 266.10150493
CH$SMILES: CN1C=NC2=C1C(=O)N(CCCC(O)=O)C(=O)N2C
CH$IUPAC: InChI=1S/C11H14N4O4/c1-13-6-12-9-8(13)10(18)15(11(19)14(9)2)5-3-4-7(16)17/h6H,3-5H2,1-2H3,(H,16,17)
CH$LINK: CAS 6493-07-8
CH$LINK: PUBCHEM CID:151419
CH$LINK: INCHIKEY WKASGTGXOGALBG-UHFFFAOYSA-N
CH$LINK: CHEMSPIDER 133451
CH$LINK: COMPTOX DTXSID40215232

AC$INSTRUMENT: Bruker maXis Impact
AC$INSTRUMENT_TYPE: LC-ESI-QTOF
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: ION_MODE POSITIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE CID
AC$MASS_SPECTROMETRY: COLLISION_ENERGY Ramp 20.4-30.6 eV
AC$MASS_SPECTROMETRY: RESOLUTION 35000
AC$CHROMATOGRAPHY: COLUMN_NAME Acclaim RSLC C18 2.2um, 2.1x100mm, Thermo
AC$CHROMATOGRAPHY: FLOW_GRADIENT 99/1 at 0-1 min, 61/39 at 3 min, 0.1/99.9 at 14-16 min, 99/1 at 16.1-20 min
AC$CHROMATOGRAPHY: FLOW_RATE 200 uL/min at 0-3 min, 400 uL/min at 14 min, 480 uL/min at 16-19 min, 200 uL/min at 19.1-20 min
AC$CHROMATOGRAPHY: RETENTION_TIME 4.456 min
AC$CHROMATOGRAPHY: SOLVENT A 90:10 water:methanol with 0.01% formic acid and 5mM ammonium formate
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.01% formic acid and 5mM ammonium formate

MS$FOCUSED_ION: BASE_PEAK 267.1094
MS$FOCUSED_ION: PRECURSOR_M/Z 267.1088
MS$FOCUSED_ION: PRECURSOR_TYPE [M+H]+
MS$DATA_PROCESSING: RECALIBRATE identity on assigned fragments and MS1
MS$DATA_PROCESSING: WHOLE RMassBank 2.10.1

PK$SPLASH: splash10-00di-0390000000-f203311fb747a5e38246
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  138.0648 C3H10N2O4+ 3 138.0635 9.34
  149.0797 C4H11N3O3+ 3 149.0795 1.53
  150.1009 C5H14N2O3+ 3 150.0999 6.98
  154.0596 C6H8N3O2+ 2 154.0611 -10.06
  163.0591 C4H9N3O4+ 3 163.0588 2.15
  165.0745 C4H11N3O4+ 3 165.0744 0.49
  175.0599 C5H9N3O4+ 3 175.0588 6.41
  176.0688 C8H8N4O+ 3 176.0693 -2.6
  180.0634 C7H8N4O2+ 2 180.0642 -4.41
  181.0701 C7H9N4O2+ 2 181.072 -10.46
  182.0748 C6[13]CH9N4O2+ 1 182.0759 -5.9
  193.0711 C8H9N4O2+ 2 193.072 -4.54
  194.074 C7[13]CH9N4O2+ 1 194.0759 -9.64
  195.0744 C9H11N2O3+ 1 195.0764 -10.27
  205.1062 C7H15N3O4+ 2 205.1057 2.29
  207.0853 C9H11N4O2+ 2 207.0877 -11.32
  209.0473 C11H5N4O+ 2 209.0458 7.09
  209.1132 C10H15N3O2+ 1 209.1159 -12.93
  211.0817 C8H11N4O3+ 2 211.0826 -4.21
  212.0863 C7[13]CH11N4O3+ 1 212.0865 -0.74
  221.1026 C10H13N4O2+ 1 221.1033 -3.28
  222.105 C9[13]CH13N4O2+ 1 222.1072 -9.83
  223.1106 C8[13]C2H13N4O2+ 1 223.1106 -0.02
  225.0968 C9H13N4O3+ 2 225.0982 -6.27
  249.0971 C11H13N4O3+ 1 249.0982 -4.6
  250.1002 C10[13]CH13N4O3+ 1 250.1021 -7.49
  267.1078 C11H15N4O4+ 1 267.1088 -3.6
PK$NUM_PEAK: 27
PK$PEAK: m/z int. rel.int.
  138.0648 1944 25
  149.0797 876 11
  150.1009 1240 16
  154.0596 740 9
  163.0591 576 7
  165.0745 1324 17
  175.0599 792 10
  176.0688 392 5
  180.0634 1076 14
  181.0701 10152 135
  182.0748 872 11
  193.0711 31956 426
  194.074 3440 45
  195.0744 420 5
  205.1062 1884 25
  207.0853 936 12
  209.0473 504 6
  209.1132 564 7
  211.0817 27632 368
  212.0863 2268 30
  221.1026 74856 999
  222.105 5904 78
  223.1106 624 8
  225.0968 460 6
  249.0971 14144 188
  250.1002 2212 29
  267.1078 1960 26
//