ACCESSION: MSBNK-Eawag-EA019911
RECORD_TITLE: Trimethoprim; LC-ESI-ITFT; MS2; CE: 60%; R=15000; [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$MASS_SPECTROMETRY: COLLISION_ENERGY 60 % (nominal)
AC$MASS_SPECTROMETRY: RESOLUTION 15000
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$SPLASH: splash10-03na-0190000000-72c88d8f9739c7d29714
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  81.0448 C4H5N2+ 1 81.0447 0.56
  110.0587 C4H6N4+ 1 110.0587 0.2
  111.0666 C4H7N4+ 1 111.0665 0.79
  120.057 C8H8O+ 1 120.057 0.03
  123.0666 C5H7N4+ 1 123.0665 0.87
  124.0745 C5H8N4+ 1 124.0743 1.47
  137.0596 C8H9O2+ 1 137.0597 -1.06
  149.0818 C7H9N4+ 1 149.0822 -2.7
  151.039 C8H7O3+ 1 151.039 0.26
  161.0824 C8H9N4+ 1 161.0822 1.54
  174.0664 C9H8N3O+ 1 174.0662 0.99
  181.086 C10H13O3+ 1 181.0859 0.66
  187.0979 C10H11N4+ 1 187.0978 0.41
  191.0928 C9H11N4O+ 1 191.0927 0.22
  198.0653 C11H8N3O+ 1 198.0662 -4.54
  200.1057 C11H12N4+ 1 200.1056 0.11
  201.0784 C12H11NO2+ 1 201.0784 0
  201.1135 C11H13N4+ 1 201.1135 0.04
  202.1214 C11H14N4+ 1 202.1213 0.6
  203.0925 C10H11N4O+ 1 203.0927 -1.42
  213.1125 C12H13N4+ 1 213.1135 -4.38
  215.0926 C11H11N4O+ 1 215.0927 -0.59
  216.1005 C11H12N4O+ 1 216.1006 -0.24
  217.1086 C11H13N4O+ 1 217.1084 1.03
  229.1085 C12H13N4O+ 1 229.1084 0.36
  230.1163 C12H14N4O+ 1 230.1162 0.38
  231.0875 C11H11N4O2+ 1 231.0877 -0.66
  232.0955 C11H12N4O2+ 1 232.0955 0.1
  233.1034 C11H13N4O2+ 1 233.1033 0.46
  244.0719 C12H10N3O3+ 1 244.0717 1.08
  245.1034 C12H13N4O2+ 1 245.1033 0.36
  246.1111 C12H14N4O2+ 1 246.1111 -0.19
  247.0826 C11H11N4O3+ 1 247.0826 0.22
  247.119 C12H15N4O2+ 1 247.119 0.32
  257.1034 C13H13N4O2+ 1 257.1033 0.46
  258.1111 C13H14N4O2+ 1 258.1111 -0.18
  259.0827 C12H11N4O3+ 1 259.0826 0.71
  259.1194 C13H15N4O2+ 1 259.119 1.69
  261.0984 C12H13N4O3+ 1 261.0982 0.59
  275.114 C13H15N4O3+ 1 275.1139 0.45
  291.1458 C14H19N4O3+ 1 291.1452 2.04
PK$NUM_PEAK: 41
PK$PEAK: m/z int. rel.int.
  81.0448 33917 51
  110.0587 51297 78
  111.0666 28756.4 43
  120.057 4712.6 7
  123.0666 377586.3 576
  124.0745 17875.4 27
  137.0596 3281.9 5
  149.0818 5172 7
  151.039 11118.9 16
  161.0824 5804.8 8
  174.0664 5094.3 7
  181.086 18789.8 28
  187.0979 34342.6 52
  191.0928 7399 11
  198.0653 2692 4
  200.1057 11469.7 17
  201.0784 17227.3 26
  201.1135 64742.8 98
  202.1214 46319.8 70
  203.0925 3855.7 5
  213.1125 4249.9 6
  215.0926 15551.9 23
  216.1005 11420.2 17
  217.1086 23164.1 35
  229.1085 140267.4 214
  230.1163 374439.3 572
  231.0875 6490.7 9
  232.0955 30862 47
  233.1034 125831 192
  244.0719 7375.4 11
  245.1034 269303.4 411
  246.1111 28401.6 43
  247.0826 9961.9 15
  247.119 72779.5 111
  257.1034 245894.5 375
  258.1111 16941.2 25
  259.0827 17777 27
  259.1194 10067.3 15
  261.0984 653746.9 999
  275.114 425546.6 650
  291.1458 77445.6 118
//