ACCESSION: MSBNK-Eawag-EA019905
RECORD_TITLE: Trimethoprim; LC-ESI-ITFT; MS2; CE: 60%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 60 % (nominal)
AC$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$SPLASH: splash10-03n9-0190000000-deb1664d211c2227b048
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  81.0448 C4H5N2+ 1 81.0447 0.44
  110.0588 C4H6N4+ 1 110.0587 1.2
  111.0665 C4H7N4+ 1 111.0665 -0.56
  123.0666 C5H7N4+ 1 123.0665 0.71
  124.0744 C5H8N4+ 1 124.0743 0.74
  151.0394 C8H7O3+ 1 151.039 2.84
  161.0821 C8H9N4+ 1 161.0822 -0.7
  174.0662 C9H8N3O+ 1 174.0662 0.3
  181.0861 C10H13O3+ 1 181.0859 0.71
  187.098 C10H11N4+ 1 187.0978 0.89
  201.0787 C12H11NO2+ 1 201.0784 1.19
  201.1135 C11H13N4+ 1 201.1135 -0.11
  202.1212 C11H14N4+ 1 202.1213 -0.53
  215.0933 C11H11N4O+ 2 215.0927 2.8
  217.1083 C11H13N4O+ 1 217.1084 -0.49
  229.1087 C12H13N4O+ 2 229.1084 1.15
  230.1164 C12H14N4O+ 1 230.1162 0.6
  231.0874 C11H11N4O2+ 1 231.0877 -1.09
  232.0963 C11H12N4O2+ 2 232.0955 3.37
  233.1034 C11H13N4O2+ 1 233.1033 0.42
  245.1034 C12H13N4O2+ 1 245.1033 0.44
  246.1112 C12H14N4O2+ 1 246.1111 0.17
  247.0836 C11H11N4O3+ 1 247.0826 4.22
  247.119 C12H15N4O2+ 1 247.119 0.32
  257.1035 C13H13N4O2+ 1 257.1033 0.85
  258.1109 C13H14N4O2+ 1 258.1111 -0.8
  259.0819 C12H11N4O3+ 1 259.0826 -2.65
  261.0984 C12H13N4O3+ 1 261.0982 0.7
  275.1139 C13H15N4O3+ 1 275.1139 0.16
  276.1218 C13H16N4O3+ 1 276.1217 0.5
  291.1456 C14H19N4O3+ 1 291.1452 1.38
PK$NUM_PEAK: 31
PK$PEAK: m/z int. rel.int.
  81.0448 43230.3 46
  110.0588 61385.2 66
  111.0665 39564.8 42
  123.0666 507736.6 549
  124.0744 30953.6 33
  151.0394 19217.5 20
  161.0821 9625.1 10
  174.0662 20407.6 22
  181.0861 30519.1 33
  187.098 46732 50
  201.0787 17992 19
  201.1135 109257 118
  202.1212 51571.6 55
  215.0933 14532.4 15
  217.1083 31742.9 34
  229.1087 199184.4 215
  230.1164 531728.7 575
  231.0874 15611.5 16
  232.0963 41823.6 45
  233.1034 200402.2 216
  245.1034 382529.1 414
  246.1112 45745.3 49
  247.0836 16442.4 17
  247.119 102651.4 111
  257.1035 395214.6 427
  258.1109 28095.8 30
  259.0819 25707.4 27
  261.0984 922654.2 999
  275.1139 619911.3 671
  276.1218 9222.3 9
  291.1456 109212.1 118
//