ACCESSION: MSBNK-Athens_Univ-AU278503
RECORD_TITLE: 1-(3-carboxypropyl)-3,7-dimethylxanthine; LC-ESI-QTOF; MS2; CE: 30 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$EXACT_MASS: 266.1015049
CH$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$MASS_SPECTROMETRY: COLLISION_ENERGY 30 eV
AC$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 4.480 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$FOCUSED_ION: BASE_PEAK 267.1079
MS$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$SPLASH: splash10-0006-0960000000-25061cc44367cbf2030e
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  122.0693 C3H10N2O3+ 2 122.0686 5.73
  132.0547 C7H6N3+ 3 132.0556 -7.07
  136.0488 C3H8N2O4+ 3 136.0479 7.03
  136.0861 C7H10N3+ 3 136.0869 -5.8
  137.0816 C6H9N4+ 4 137.0822 -4.24
  138.0647 C3H10N2O4+ 3 138.0635 8.68
  149.0815 C7H9N4+ 4 149.0822 -4.26
  150.1015 C8H12N3+ 3 150.1026 -6.84
  154.0592 C6H8N3O2+ 2 154.0611 -12.47
  163.0593 C4H9N3O4+ 3 163.0588 3.54
  165.075 C4H11N3O4+ 3 165.0744 3.84
  166.0774 C8H10N2O2+ 1 166.0737 22.54
  175.0604 C8H7N4O+ 3 175.0614 -5.98
  176.0687 C8H8N4O+ 3 176.0693 -3
  177.1133 C9H13N4+ 3 177.1135 -1
  178.0948 C6H14N2O4+ 3 178.0948 -0.3
  180.0633 C7H8N4O2+ 2 180.0642 -4.98
  181.0706 C7H9N4O2+ 2 181.072 -7.88
  182.0742 C6[13]CH9N4O2+ 1 182.0759 -9.53
  193.0708 C10H11NO3+ 2 193.0733 -13.34
  194.0734 C9[13]CH11NO3+ 1 194.0772 -19.82
  195.076 C10H11NO2[18]O+ 1 195.0781 -11.19
  205.1066 C7H15N3O4+ 2 205.1057 4.34
  207.0857 C9H11N4O2+ 2 207.0877 -9.55
  209.0478 C11H5N4O+ 2 209.0458 9.51
  211.0811 C8H11N4O3+ 2 211.0826 -6.86
  212.085 C7[13]CH11N4O3+ 1 212.0865 -6.72
  213.0862 C9H13N2O4+ 1 213.087 -3.75
  221.1025 C10H13N4O2+ 1 221.1033 -3.75
  222.1049 C9[13]CH13N4O2+ 1 222.1072 -10.38
  225.0937 C9H13N4O3+ 1 225.0982 -19.89
  249.0963 C11H13N4O3+ 1 249.0982 -7.65
  267.1088 C11H15N4O4+ 1 267.1088 -0.01
PK$NUM_PEAK: 33
PK$PEAK: m/z int. rel.int.
  122.0693 492 7
  132.0547 344 5
  136.0488 1172 18
  136.0861 404 6
  137.0816 500 7
  138.0647 2636 41
  149.0815 1052 16
  150.1015 2120 33
  154.0592 1140 17
  163.0593 1192 18
  165.075 2356 37
  166.0774 412 6
  175.0604 924 14
  176.0687 340 5
  177.1133 380 5
  178.0948 540 8
  180.0633 1396 22
  181.0706 9932 156
  182.0742 1140 17
  193.0708 63352 999
  194.0734 5976 94
  195.076 660 10
  205.1066 1092 17
  207.0857 1292 20
  209.0478 408 6
  211.0811 26164 412
  212.085 2640 41
  213.0862 456 7
  221.1025 31016 489
  222.1049 4572 72
  225.0937 536 8
  249.0963 616 9
  267.1088 544 8
//