ACCESSION: MSBNK-Eawag-EA019906
RECORD_TITLE: Trimethoprim; LC-ESI-ITFT; MS2; CE: 75%; R=7500; [M+H]+
DATE: 2014.01.14
AUTHORS: Stravs M, Schymanski E, Singer H, Department of Environmental Chemistry, Eawag
LICENSE: CC BY
COPYRIGHT: Copyright (C) 2012 Eawag, Duebendorf, Switzerland
COMMENT: CONFIDENCE standard compound
COMMENT: EAWAG_UCHEM_ID 199

CH$NAME: Trimethoprim
CH$NAME: 2,4-Diamino-5-(3,4,5-trimethoxybenzyl)pyrimidine
CH$NAME: 5-[(3,4,5-trimethoxyphenyl)methyl]pyrimidine-2,4-diamine
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C₁₄H₁₈N₄O₃
CH$EXACT_MASS: 290.1379
CH$SMILES: c1(Cc2c(nc(N)nc2)N)cc(c(OC)c(c1)OC)OC
CH$IUPAC: InChI=1S/C14H18N4O3/c1-19-10-5-8(6-11(20-2)12(10)21-3)4-9-7-17-14(16)18-13(9)15/h5-7H,4H2,1-3H3,(H4,15,16,17,18)
CH$LINK: CAS 738-70-5
CH$LINK: CHEBI 45924
CH$LINK: KEGG C01965
CH$LINK: PUBCHEM CID:5578
CH$LINK: INCHIKEY IEDVJHCEMCRBQM-UHFFFAOYSA-N
CH$LINK: CHEMSPIDER 5376
CH$LINK: COMPTOX DTXSID3023712

AC$INSTRUMENT: LTQ Orbitrap XL Thermo Scientific
AC$INSTRUMENT_TYPE: LC-ESI-ITFT
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: ION_MODE POSITIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE HCD
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 75 % (nominal)
AC$MASS_SPECTROMETRY: RESOLUTION 7500
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 3.8 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid

MS$FOCUSED_ION: BASE_PEAK 291.1463
MS$FOCUSED_ION: PRECURSOR_M/Z 291.1452
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 1.3.1

PK$SPLASH: splash10-077i-0590000000-ae48b54f4879c1551670
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  60.0557 CH6N3+ 1 60.0556 0.94
  72.0317 C2H4N2O+ 1 72.0318 -1.72
  81.0448 C4H5N2+ 1 81.0447 0.68
  83.0479 C3H5N3+ 1 83.0478 0.74
  86.0587 C2H6N4+ 1 86.0587 0.49
  106.0402 C5H4N3+ 1 106.04 2.32
  110.0587 C4H6N4+ 1 110.0587 0.39
  111.0667 C4H7N4+ 1 111.0665 1.24
  113.0461 C3H5N4O+ 1 113.0458 2.5
  120.057 C8H8O+ 1 120.057 0.11
  123.0442 C7H7O2+ 1 123.0441 1.01
  123.0666 C5H7N4+ 1 123.0665 1.03
  124.0743 C5H8N4+ 1 124.0743 -0.3
  135.0666 C6H7N4+ 1 135.0665 0.42
  137.0598 C8H9O2+ 1 137.0597 0.32
  142.0654 C10H8N+ 1 142.0651 1.93
  145.0764 C9H9N2+ 1 145.076 2.86
  146.0713 C8H8N3+ 1 146.0713 0.11
  148.0524 C9H8O2+ 1 148.0519 3.71
  149.071 C8H9N2O+ 1 149.0709 0.41
  149.0826 C7H9N4+ 1 149.0822 2.93
  151.039 C8H7O3+ 1 151.039 0.33
  156.045 C10H6NO+ 1 156.0444 4.16
  161.0823 C8H9N4+ 1 161.0822 1.1
  162.0903 C8H10N4+ 1 162.09 2.05
  173.0815 C9H9N4+ 1 173.0822 -3.6
  174.0658 C9H8N3O+ 1 174.0662 -2.23
  175.061 C8H7N4O+ 1 175.0614 -2.61
  175.0979 C9H11N4+ 1 175.0978 0.44
  181.0861 C10H13O3+ 1 181.0859 1.16
  184.0864 C11H10N3+ 1 184.0869 -2.85
  186.0559 C11H8NO2+ 1 186.055 4.86
  187.0975 C10H11N4+ 1 187.0978 -1.99
  188.1047 C10H12N4+ 1 188.1056 -4.88
  189.0762 C9H9N4O+ 1 189.0771 -4.48
  190.0852 C9H10N4O+ 1 190.0849 1.36
  191.0927 C9H11N4O+ 1 191.0927 -0.04
  199.0983 C11H11N4+ 2 199.0978 2.6
  200.1053 C11H12N4+ 1 200.1056 -1.99
  201.0776 C12H11NO2+ 2 201.0784 -3.98
  201.1136 C11H13N4+ 1 201.1135 0.63
  202.1217 C11H14N4+ 2 202.1213 1.84
  203.0927 C10H11N4O+ 1 203.0927 -0.23
  212.0828 C12H10N3O+ 2 212.0818 4.72
  213.0779 C11H9N4O+ 2 213.0771 3.77
  214.0843 C11H10N4O+ 1 214.0849 -2.72
  215.0929 C11H11N4O+ 1 215.0927 0.9
  216.0776 C11H10N3O2+ 2 216.0768 3.69
  216.0997 C11H12N4O+ 1 216.1006 -4.08
  217.0608 C11H9N2O3+ 1 217.0608 0.24
  217.1078 C11H13N4O+ 1 217.1084 -2.84
  219.0761 C11H11N2O3+ 1 219.0764 -1.41
  229.1085 C12H13N4O+ 1 229.1084 0.4
  230.116 C12H14N4O+ 1 230.1162 -1.05
  231.0873 C11H11N4O2+ 1 231.0877 -1.35
  232.0955 C11H12N4O2+ 1 232.0955 0.19
  233.1034 C11H13N4O2+ 1 233.1033 0.25
  244.0726 C12H10N3O3+ 1 244.0717 3.62
  245.1034 C12H13N4O2+ 1 245.1033 0.44
  246.1101 C12H14N4O2+ 1 246.1111 -4.01
  247.0829 C11H11N4O3+ 1 247.0826 1.47
  247.1194 C12H15N4O2+ 2 247.119 1.81
  257.1035 C13H13N4O2+ 1 257.1033 0.61
  259.0823 C12H11N4O3+ 1 259.0826 -1.11
  261.0983 C12H13N4O3+ 1 261.0982 0.43
  275.1139 C13H15N4O3+ 1 275.1139 0.08
PK$NUM_PEAK: 66
PK$PEAK: m/z int. rel.int.
  60.0557 5356.2 10
  72.0317 7521.1 15
  81.0448 115156.8 234
  83.0479 5408.1 11
  86.0587 5173.7 10
  106.0402 5372.9 10
  110.0587 116671.3 237
  111.0667 69051.1 140
  113.0461 5374.6 10
  120.057 5510 11
  123.0442 53240.5 108
  123.0666 490051.1 999
  124.0743 41067.5 83
  135.0666 7622.6 15
  137.0598 35497.9 72
  142.0654 4388.4 8
  145.0764 6708.2 13
  146.0713 6508.2 13
  148.0524 6404.5 13
  149.071 33753.7 68
  149.0826 13696.2 27
  151.039 45410.1 92
  156.045 6865 13
  161.0823 32117.1 65
  162.0903 15110.3 30
  173.0815 6008.9 12
  174.0658 56254.7 114
  175.061 5387.2 10
  175.0979 13854.8 28
  181.0861 13017.9 26
  184.0864 9281.5 18
  186.0559 11176.8 22
  187.0975 96897.9 197
  188.1047 4839.7 9
  189.0762 7890.5 16
  190.0852 29688.1 60
  191.0927 40884.3 83
  199.0983 29291.2 59
  200.1053 10919.3 22
  201.0776 16557.4 33
  201.1136 136237 277
  202.1217 17722 36
  203.0927 21477.5 43
  212.0828 6298.6 12
  213.0779 7457.8 15
  214.0843 8464.3 17
  215.0929 31353 63
  216.0776 12138.7 24
  216.0997 13534.6 27
  217.0608 8498.1 17
  217.1078 17413.4 35
  219.0761 12324.1 25
  229.1085 257589.5 525
  230.116 83766.2 170
  231.0873 42163 85
  232.0955 139708.6 284
  233.1034 257455 524
  244.0726 5393.8 10
  245.1034 202672.8 413
  246.1101 6741.6 13
  247.0829 65089.8 132
  247.1194 38731.5 78
  257.1035 298366.9 608
  259.0823 62893.2 128
  261.0983 320182.4 652
  275.1139 205274.2 418
//