ACCESSION: EA019911
RECORD_TITLE: Trimethoprim; LC-ESI-ITFT; MS2; 60%; R=15000; [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$MASS_SPECTROMETRY: COLLISION_ENERGY 60 % (nominal)
AC$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: WHOLE RMassBank
PK$ANNOTATION: m/z num {formula mass error(ppm)}
  81.0448 1 C4H5N2+ 81.0447 0.56
  110.0587 1 C4H6N4+ 110.0587 0.2
  111.0666 1 C4H7N4+ 111.0665 0.79
  120.057 1 C8H8O+ 120.057 0.03
  123.0666 1 C5H7N4+ 123.0665 0.87
  124.0745 1 C5H8N4+ 124.0743 1.47
  137.0596 1 C8H9O2+ 137.0597 -1.06
  149.0818 1 C7H9N4+ 149.0822 -2.7
  151.039 1 C8H7O3+ 151.039 0.26
  161.0824 1 C8H9N4+ 161.0822 1.54
  174.0664 1 C9H8N3O+ 174.0662 0.99
  181.086 1 C10H13O3+ 181.0859 0.66
  187.0979 1 C10H11N4+ 187.0978 0.41
  191.0928 1 C9H11N4O+ 191.0927 0.22
  198.0653 1 C11H8N3O+ 198.0662 -4.54
  200.1057 1 C11H12N4+ 200.1056 0.11
  201.0784 1 C12H11NO2+ 201.0784 0
  201.1135 1 C11H13N4+ 201.1135 0.04
  202.1214 1 C11H14N4+ 202.1213 0.6
  203.0925 1 C10H11N4O+ 203.0927 -1.42
  213.1125 1 C12H13N4+ 213.1135 -4.38
  215.0926 1 C11H11N4O+ 215.0927 -0.59
  216.1005 1 C11H12N4O+ 216.1006 -0.24
  217.1086 1 C11H13N4O+ 217.1084 1.03
  229.1085 1 C12H13N4O+ 229.1084 0.36
  230.1163 1 C12H14N4O+ 230.1162 0.38
  231.0875 1 C11H11N4O2+ 231.0877 -0.66
  232.0955 1 C11H12N4O2+ 232.0955 0.1
  233.1034 1 C11H13N4O2+ 233.1033 0.46
  244.0719 1 C12H10N3O3+ 244.0717 1.08
  245.1034 1 C12H13N4O2+ 245.1033 0.36
  246.1111 1 C12H14N4O2+ 246.1111 -0.19
  247.0826 1 C11H11N4O3+ 247.0826 0.22
  247.119 1 C12H15N4O2+ 247.119 0.32
  257.1034 1 C13H13N4O2+ 257.1033 0.46
  258.1111 1 C13H14N4O2+ 258.1111 -0.18
  259.0827 1 C12H11N4O3+ 259.0826 0.71
  259.1194 1 C13H15N4O2+ 259.119 1.69
  261.0984 1 C12H13N4O3+ 261.0982 0.59
  275.114 1 C13H15N4O3+ 275.1139 0.45
  291.1458 1 C14H19N4O3+ 291.1452 2.04
PK$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
