ACCESSION: EA019913
RECORD_TITLE: Trimethoprim; LC-ESI-ITFT; MS2; 90%; R=30000; [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$MASS_SPECTROMETRY: COLLISION_ENERGY 90 % (nominal)
AC$MASS_SPECTROMETRY: RESOLUTION 30000
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)}
  54.0338 1 C3H4N+ 54.0338 -1.21
  60.0556 1 CH6N3+ 60.0556 -0.06
  68.037 1 C3H4N2+ 68.0369 0.74
  72.0319 1 C2H4N2O+ 72.0318 0.91
  81.0448 1 C4H5N2+ 81.0447 1.05
  83.0479 1 C3H5N3+ 83.0478 0.74
  91.0543 1 C7H7+ 91.0542 0.81
  95.0493 1 C6H7O+ 95.0491 1.14
  104.0494 1 C7H6N+ 104.0495 -1.02
  106.04 1 C5H4N3+ 106.04 0.63
  107.0492 1 C7H7O+ 107.0491 0.74
  109.051 1 C4H5N4+ 109.0509 0.71
  110.0588 1 C4H6N4+ 110.0587 0.75
  111.0666 1 C4H7N4+ 111.0665 0.7
  115.0543 1 C9H7+ 115.0542 0.46
  119.0492 1 C8H7O+ 119.0491 0.83
  120.057 1 C8H8O+ 120.057 0.11
  121.0762 1 C7H9N2+ 121.076 1.12
  123.0442 1 C7H7O2+ 123.0441 0.76
  123.0666 1 C5H7N4+ 123.0665 0.95
  124.0744 1 C5H8N4+ 124.0743 0.66
  128.0496 1 C9H6N+ 128.0495 0.82
  130.0651 1 C9H8N+ 130.0651 0.11
  132.0446 1 C8H6NO+ 132.0444 1.74
  135.0441 1 C8H7O2+ 135.0441 0.18
  135.0666 1 C6H7N4+ 135.0665 0.42
  137.0598 1 C8H9O2+ 137.0597 0.76
  142.0652 1 C10H8N+ 142.0651 0.59
  145.0763 1 C9H9N2+ 145.076 1.83
  146.0601 1 C9H8NO+ 146.06 0.27
  146.0713 1 C8H8N3+ 146.0713 0.39
  147.0666 1 C7H7N4+ 147.0665 0.39
  148.0521 1 C9H8O2+ 148.0519 1.75
  148.0745 1 C7H8N4+ 148.0743 0.83
  149.0234 1 C8H5O3+ 149.0233 0.53
  149.071 1 C8H9N2O+ 149.0709 0.41
  149.0822 1 C7H9N4+ 149.0822 0.38
  151.039 1 C8H7O3+ 151.039 0.39
  156.0443 1 C10H6NO+ 156.0444 -0.32
  157.076 1 C10H9N2+ 157.076 -0.03
  158.0601 1 C10H8NO+ 158.06 0.69
  159.0918 1 C10H11N2+ 159.0917 0.66
  161.0823 1 C8H9N4+ 161.0822 0.67
  162.0901 1 C8H10N4+ 162.09 0.69
  163.0979 1 C8H11N4+ 163.0978 0.66
  165.0547 1 C9H9O3+ 165.0546 0.18
  165.0771 1 C7H9N4O+ 165.0771 0.2
  170.0602 1 C11H8NO+ 170.06 0.88
  170.0714 1 C10H8N3+ 170.0713 0.8
  172.0745 1 C9H8N4+ 172.0743 0.59
  173.0712 1 C10H9N2O+ 173.0709 1.56
  173.0823 1 C9H9N4+ 173.0822 0.5
  174.0553 1 C10H8NO2+ 174.055 1.75
  174.0663 1 C9H8N3O+ 174.0662 0.53
  174.0901 1 C9H10N4+ 174.09 0.64
  175.0614 1 C8H7N4O+ 175.0614 -0.04
  175.098 1 C9H11N4+ 175.0978 0.96
  176.0695 1 C8H8N4O+ 176.0693 1.12
  184.087 1 C11H10N3+ 184.0869 0.52
  186.0552 1 C11H8NO2+ 186.055 1.42
  186.0901 1 C10H10N4+ 186.09 0.6
  187.0865 1 C11H11N2O+ 187.0866 -0.37
  187.0979 1 C10H11N4+ 187.0978 0.68
  188.1057 1 C10H12N4+ 188.1056 0.44
  189.0771 1 C9H9N4O+ 189.0771 0.33
  190.0851 1 C9H10N4O+ 190.0849 0.78
  191.0928 1 C9H11N4O+ 191.0927 0.54
  198.0663 1 C11H8N3O+ 198.0662 0.72
  199.0979 1 C11H11N4+ 199.0978 0.44
  200.1057 1 C11H12N4+ 200.1056 0.16
  201.0774 1 C10H9N4O+ 201.0771 1.46
  201.1136 1 C11H13N4+ 201.1135 0.38
  202.0501 1 C11H8NO3+ 202.0499 0.94
  203.0929 1 C10H11N4O+ 203.0927 0.85
  205.1083 1 C10H13N4O+ 205.1084 -0.38
  211.0978 1 C12H11N4+ 211.0978 -0.06
  212.082 1 C12H10N3O+ 212.0818 0.95
  213.0772 1 C11H9N4O+ 213.0771 0.67
  213.1134 1 C12H13N4+ 213.1135 -0.48
  214.0614 1 C13H10O3+ 214.0624 -4.93
  214.0852 1 C11H10N4O+ 214.0849 1.16
  215.0692 1 C11H9N3O2+ 215.0689 1.26
  215.0929 1 C11H11N4O+ 215.0927 0.85
  216.0767 1 C11H10N3O2+ 216.0768 -0.25
  216.1003 1 C11H12N4O+ 216.1006 -1.17
  217.0607 1 C11H9N2O3+ 217.0608 -0.5
  217.1084 1 C11H13N4O+ 217.1084 0.1
  218.0799 1 C10H10N4O2+ 218.0798 0.2
  227.0927 1 C12H11N4O+ 227.0927 0.06
  229.1085 1 C12H13N4O+ 229.1084 0.62
  230.1168 1 C12H14N4O+ 230.1162 2.42
  231.0878 1 C11H11N4O2+ 231.0877 0.51
  232.0956 1 C11H12N4O2+ 232.0955 0.57
  233.1034 1 C11H13N4O2+ 233.1033 0.42
  242.0557 1 C12H8N3O3+ 242.056 -1.27
  243.0877 1 C12H11N4O2+ 243.0877 0.32
  245.1034 1 C12H13N4O2+ 245.1033 0.24
  247.0827 1 C11H11N4O3+ 247.0826 0.34
  247.1187 1 C12H15N4O2+ 247.119 -1.18
  255.0877 1 C13H11N4O2+ 255.0877 0.07
  257.1034 1 C13H13N4O2+ 257.1033 0.26
  259.0828 1 C12H11N4O3+ 259.0826 0.75
  261.0983 1 C12H13N4O3+ 261.0982 0.36
  273.0979 1 C13H13N4O3+ 273.0982 -1.09
  275.1139 1 C13H15N4O3+ 275.1139 0.23
PK$NUM_PEAK: 105
PK$PEAK: m/z int. rel.int.
  54.0338 2529.8 9
  60.0556 4690.9 16
  68.037 9286.7 33
  72.0319 3606.3 13
  81.0448 131070.2 473
  83.0479 6562.7 23
  91.0543 8010 28
  95.0493 4789.8 17
  104.0494 2198.8 7
  106.04 6786.1 24
  107.0492 5532.8 20
  109.051 8893.4 32
  110.0588 61364.5 221
  111.0666 37913 137
  115.0543 6685.9 24
  119.0492 5474.6 19
  120.057 1934.1 6
  121.0762 6789.9 24
  123.0442 44965.5 162
  123.0666 276343.1 999
  124.0744 28088.7 101
  128.0496 6451.1 23
  130.0651 2752.4 9
  132.0446 3582.7 12
  135.0441 7232.2 26
  135.0666 20864.1 75
  137.0598 18965.9 68
  142.0652 13022.2 47
  145.0763 7415.3 26
  146.0601 8799.4 31
  146.0713 18842.6 68
  147.0666 4947.7 17
  148.0521 3412 12
  148.0745 9190.7 33
  149.0234 3642.2 13
  149.071 38022.8 137
  149.0822 12732.3 46
  151.039 13007.4 47
  156.0443 7149.1 25
  157.076 4245.6 15
  158.0601 8659 31
  159.0918 8079.9 29
  161.0823 69431.9 251
  162.0901 29239.5 105
  163.0979 6158.3 22
  165.0547 3844.6 13
  165.0771 6873.2 24
  170.0602 13418.5 48
  170.0714 9664.1 34
  172.0745 3980.1 14
  173.0712 6555.2 23
  173.0823 9132.6 33
  174.0553 9993 36
  174.0663 43931.7 158
  174.0901 3302 11
  175.0614 11474 41
  175.098 12564 45
  176.0695 9034.8 32
  184.087 11765.6 42
  186.0552 4516.4 16
  186.0901 10738.8 38
  187.0865 6505.3 23
  187.0979 67614.6 244
  188.1057 3648.1 13
  189.0771 14272.6 51
  190.0851 26723.7 96
  191.0928 15733.6 56
  198.0663 3919.6 14
  199.0979 26425.4 95
  200.1057 3600 13
  201.0774 8523.4 30
  201.1136 65404.6 236
  202.0501 2155.2 7
  203.0929 24045.2 86
  205.1083 2453.7 8
  211.0978 6708.8 24
  212.082 8587.6 31
  213.0772 7436.2 26
  213.1134 2593.3 9
  214.0614 3639.5 13
  214.0852 5442.1 19
  215.0692 7336.9 26
  215.0929 23857.6 86
  216.0767 3953.1 14
  216.1003 3111 11
  217.0607 5249.8 18
  217.1084 5234.3 18
  218.0799 2457.7 8
  227.0927 4727.4 17
  229.1085 91298.1 330
  230.1168 7774.2 28
  231.0878 71766 259
  232.0956 72841.1 263
  233.1034 73828.5 266
  242.0557 3882.3 14
  243.0877 8289.6 29
  245.1034 57422.3 207
  247.0827 26270 94
  247.1187 3111.3 11
  255.0877 3970.5 14
  257.1034 42228.6 152
  259.0828 15710.2 56
  261.0983 21027.6 76
  273.0979 2079.9 7
  275.1139 20618.5 74
