ACCESSION: EA019906
RECORD_TITLE: Trimethoprim; LC-ESI-ITFT; MS2; 75%; R=7500; [M+H]+
DATE: 2012.11.21
AUTHORS: Stravs M, Schymanski E, Singer H, Department of Environmental Chemistry, Eawag
LICENSE: http://massbank.ufz.de/MassBank/files/license.html
COPYRIGHT: Copyright (C) 2011 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
AC$INSTRUMENT: LTQ Orbitrap XL Thermo Scientific
AC$INSTRUMENT_TYPE: LC-ESI-ITFT
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: ION_MODE POSITIVE
AC$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: WHOLE RMassBank
PK$ANNOTATION: m/z num {formula mass error(ppm)}
  60.0557 1 CH6N3+ 60.0556 0.94
  72.0317 1 C2H4N2O+ 72.0318 -1.72
  81.0448 1 C4H5N2+ 81.0447 0.68
  83.0479 1 C3H5N3+ 83.0478 0.74
  86.0587 1 C2H6N4+ 86.0587 0.49
  106.0402 1 C5H4N3+ 106.04 2.32
  110.0587 1 C4H6N4+ 110.0587 0.39
  111.0667 1 C4H7N4+ 111.0665 1.24
  113.0461 1 C3H5N4O+ 113.0458 2.5
  120.057 1 C8H8O+ 120.057 0.11
  123.0442 1 C7H7O2+ 123.0441 1.01
  123.0666 1 C5H7N4+ 123.0665 1.03
  124.0743 1 C5H8N4+ 124.0743 -0.3
  135.0666 1 C6H7N4+ 135.0665 0.42
  137.0598 1 C8H9O2+ 137.0597 0.32
  142.0654 1 C10H8N+ 142.0651 1.93
  145.0764 1 C9H9N2+ 145.076 2.86
  146.0713 1 C8H8N3+ 146.0713 0.11
  148.0524 1 C9H8O2+ 148.0519 3.71
  149.071 1 C8H9N2O+ 149.0709 0.41
  149.0826 1 C7H9N4+ 149.0822 2.93
  151.039 1 C8H7O3+ 151.039 0.33
  156.045 1 C10H6NO+ 156.0444 4.16
  161.0823 1 C8H9N4+ 161.0822 1.1
  162.0903 1 C8H10N4+ 162.09 2.05
  173.0815 1 C9H9N4+ 173.0822 -3.6
  174.0658 1 C9H8N3O+ 174.0662 -2.23
  175.061 1 C8H7N4O+ 175.0614 -2.61
  175.0979 1 C9H11N4+ 175.0978 0.44
  181.0861 1 C10H13O3+ 181.0859 1.16
  184.0864 1 C11H10N3+ 184.0869 -2.85
  186.0559 1 C11H8NO2+ 186.055 4.86
  187.0975 1 C10H11N4+ 187.0978 -1.99
  188.1047 1 C10H12N4+ 188.1056 -4.88
  189.0762 1 C9H9N4O+ 189.0771 -4.48
  190.0852 1 C9H10N4O+ 190.0849 1.36
  191.0927 1 C9H11N4O+ 191.0927 -0.04
  199.0983 1 C11H11N4+ 199.0978 2.6
  200.1053 1 C11H12N4+ 200.1056 -1.99
  201.0776 1 C12H11NO2+ 201.0784 -3.98
  201.1136 1 C11H13N4+ 201.1135 0.63
  202.1217 1 C11H14N4+ 202.1213 1.84
  203.0927 1 C10H11N4O+ 203.0927 -0.23
  212.0828 1 C12H10N3O+ 212.0818 4.72
  213.0779 1 C11H9N4O+ 213.0771 3.77
  214.0843 1 C11H10N4O+ 214.0849 -2.72
  215.0929 1 C11H11N4O+ 215.0927 0.9
  216.0776 1 C11H10N3O2+ 216.0768 3.69
  216.0997 1 C11H12N4O+ 216.1006 -4.08
  217.0608 1 C11H9N2O3+ 217.0608 0.24
  217.1078 1 C11H13N4O+ 217.1084 -2.84
  219.0761 1 C11H11N2O3+ 219.0764 -1.41
  229.1085 1 C12H13N4O+ 229.1084 0.4
  230.116 1 C12H14N4O+ 230.1162 -1.05
  231.0873 1 C11H11N4O2+ 231.0877 -1.35
  232.0955 1 C11H12N4O2+ 232.0955 0.19
  233.1034 1 C11H13N4O2+ 233.1033 0.25
  244.0726 1 C12H10N3O3+ 244.0717 3.62
  245.1034 1 C12H13N4O2+ 245.1033 0.44
  246.1101 1 C12H14N4O2+ 246.1111 -4.01
  247.0829 1 C11H11N4O3+ 247.0826 1.47
  247.1194 1 C12H15N4O2+ 247.119 1.81
  257.1035 1 C13H13N4O2+ 257.1033 0.61
  259.0823 1 C12H11N4O3+ 259.0826 -1.11
  261.0983 1 C12H13N4O3+ 261.0982 0.43
  275.1139 1 C13H15N4O3+ 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
