ACCESSION: EA019912
RECORD_TITLE: Trimethoprim; LC-ESI-ITFT; MS2; 75%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 75 % (nominal)
AC$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)}
  60.0557 1 CH6N3+ 60.0556 1.27
  68.0367 1 C3H4N2+ 68.0369 -2.49
  72.0318 1 C2H4N2O+ 72.0318 -0.2
  81.0448 1 C4H5N2+ 81.0447 1.05
  83.0479 1 C3H5N3+ 83.0478 1.34
  86.0586 1 C2H6N4+ 86.0587 -1.37
  106.04 1 C5H4N3+ 106.04 -0.13
  109.0508 1 C4H5N4+ 109.0509 -0.57
  110.0588 1 C4H6N4+ 110.0587 0.75
  111.0666 1 C4H7N4+ 111.0665 0.61
  113.0462 1 C3H5N4O+ 113.0458 3.65
  120.057 1 C8H8O+ 120.057 0.03
  123.0441 1 C7H7O2+ 123.0441 0.6
  123.0667 1 C5H7N4+ 123.0665 1.12
  124.0745 1 C5H8N4+ 124.0743 0.99
  135.0445 1 C8H7O2+ 135.0441 3.51
  135.0667 1 C6H7N4+ 135.0665 1.46
  137.0598 1 C8H9O2+ 137.0597 0.91
  142.0655 1 C10H8N+ 142.0651 2.42
  146.06 1 C9H8NO+ 146.06 -0.34
  146.0714 1 C8H8N3+ 146.0713 0.93
  148.0517 1 C9H8O2+ 148.0519 -0.88
  148.0738 1 C7H8N4+ 148.0743 -3.36
  149.0236 1 C8H5O3+ 149.0233 2.08
  149.0711 1 C8H9N2O+ 149.0709 1.08
  149.0822 1 C7H9N4+ 149.0822 -0.02
  151.0391 1 C8H7O3+ 151.039 0.72
  156.0448 1 C10H6NO+ 156.0444 2.5
  158.0602 1 C10H8NO+ 158.06 0.88
  159.0919 1 C10H11N2+ 159.0917 1.54
  161.0822 1 C8H9N4+ 161.0822 0.23
  162.0902 1 C8H10N4+ 162.09 1.37
  163.0984 1 C8H11N4+ 163.0978 3.36
  165.0547 1 C9H9O3+ 165.0546 0.54
  170.0598 1 C11H8NO+ 170.06 -1.18
  170.0712 1 C10H8N3+ 170.0713 -0.49
  173.0711 1 C10H9N2O+ 173.0709 1.1
  173.0822 1 C9H9N4+ 173.0822 0.27
  174.0553 1 C10H8NO2+ 174.055 2.1
  174.0663 1 C9H8N3O+ 174.0662 0.41
  175.0621 1 C8H7N4O+ 175.0614 3.9
  175.0978 1 C9H11N4+ 175.0978 -0.07
  176.0694 1 C8H8N4O+ 176.0693 0.61
  181.0862 1 C10H13O3+ 181.0859 1.32
  184.0865 1 C11H10N3+ 184.0869 -2.3
  186.0549 1 C11H8NO2+ 186.055 -0.35
  186.0906 1 C10H10N4+ 186.09 3.45
  187.0873 1 C11H11N2O+ 187.0866 3.69
  187.0979 1 C10H11N4+ 187.0978 0.52
  188.1053 1 C10H12N4+ 188.1056 -1.58
  189.0777 1 C9H9N4O+ 189.0771 3.29
  190.0852 1 C9H10N4O+ 190.0849 1.36
  191.0929 1 C9H11N4O+ 191.0927 0.85
  198.0663 1 C11H8N3O+ 198.0662 0.66
  199.098 1 C11H11N4+ 199.0978 0.84
  200.1062 1 C11H12N4+ 200.1056 2.56
  201.0776 1 C12H11NO2+ 201.0784 -4.28
  201.1136 1 C11H13N4+ 201.1135 0.43
  202.05 1 C11H8NO3+ 202.0499 0.55
  202.1213 1 C11H14N4+ 202.1213 0.21
  203.0928 1 C10H11N4O+ 203.0927 0.16
  205.1089 1 C10H13N4O+ 205.1084 2.55
  212.0821 1 C12H10N3O+ 212.0818 1.38
  213.0767 1 C11H9N4O+ 213.0771 -1.96
  213.1136 1 C12H13N4+ 213.1135 0.69
  214.085 1 C11H10N4O+ 214.0849 0.6
  215.0693 1 C11H9N3O2+ 215.0689 1.82
  215.093 1 C11H11N4O+ 215.0927 1.08
  216.0769 1 C11H10N3O2+ 216.0768 0.87
  216.1007 1 C11H12N4O+ 216.1006 0.78
  217.0611 1 C11H9N2O3+ 217.0608 1.62
  217.1084 1 C11H13N4O+ 217.1084 -0.13
  218.0798 1 C10H10N4O2+ 218.0798 -0.26
  219.076 1 C11H11N2O3+ 219.0764 -2.05
  227.0924 1 C12H11N4O+ 227.0927 -1.53
  228.1009 1 C12H12N4O+ 228.1006 1.26
  229.1086 1 C12H13N4O+ 229.1084 0.75
  230.1163 1 C12H14N4O+ 230.1162 0.51
  231.0878 1 C11H11N4O2+ 231.0877 0.81
  232.0956 1 C11H12N4O2+ 232.0955 0.44
  233.1034 1 C11H13N4O2+ 233.1033 0.55
  242.0553 1 C12H8N3O3+ 242.056 -2.8
  243.0882 1 C12H11N4O2+ 243.0877 2.05
  244.0715 1 C12H10N3O3+ 244.0717 -0.81
  245.1034 1 C12H13N4O2+ 245.1033 0.56
  246.111 1 C12H14N4O2+ 246.1111 -0.39
  247.0826 1 C11H11N4O3+ 247.0826 0.3
  247.1192 1 C12H15N4O2+ 247.119 1.16
  255.0878 1 C13H11N4O2+ 255.0877 0.46
  257.1035 1 C13H13N4O2+ 257.1033 0.61
  258.1112 1 C13H14N4O2+ 258.1111 0.32
  259.0827 1 C12H11N4O3+ 259.0826 0.4
  259.1192 1 C13H15N4O2+ 259.119 0.84
  261.0983 1 C12H13N4O3+ 261.0982 0.24
  273.0981 1 C13H13N4O3+ 273.0982 -0.54
  275.114 1 C13H15N4O3+ 275.1139 0.45
PK$NUM_PEAK: 96
PK$PEAK: m/z int. rel.int.
  60.0557 4700.1 13
  68.0367 3616.9 10
  72.0318 3634.3 10
  81.0448 75164.5 211
  83.0479 4343.2 12
  86.0586 3200.9 8
  106.04 3848.6 10
  109.0508 5809.5 16
  110.0588 77451 217
  111.0666 53399.9 150
  113.0462 3583.1 10
  120.057 3453.4 9
  123.0441 33671.4 94
  123.0667 355520.3 999
  124.0745 30730.6 86
  135.0445 2436.6 6
  135.0667 8341.5 23
  137.0598 18937.7 53
  142.0655 3468.3 9
  146.06 5542.4 15
  146.0714 3549 9
  148.0517 4779.8 13
  148.0738 3377.5 9
  149.0236 2603.1 7
  149.0711 21209.2 59
  149.0822 8261 23
  151.0391 28989.8 81
  156.0448 6715.2 18
  158.0602 2208.7 6
  159.0919 4281.7 12
  161.0822 24126.3 67
  162.0902 11453.9 32
  163.0984 3708.8 10
  165.0547 10150.8 28
  170.0598 6858.3 19
  170.0712 3797 10
  173.0711 3465.9 9
  173.0822 7768.6 21
  174.0553 9561.8 26
  174.0663 40975.9 115
  175.0621 3013.4 8
  175.0978 9707.9 27
  176.0694 3498.3 9
  181.0862 7150.6 20
  184.0865 5629.7 15
  186.0549 5138.6 14
  186.0906 3307.4 9
  187.0873 5889.5 16
  187.0979 63087.8 177
  188.1053 4057 11
  189.0777 4594.6 12
  190.0852 14557 40
  191.0929 26943.2 75
  198.0663 2888.2 8
  199.098 18220.4 51
  200.1062 7049.2 19
  201.0776 9022.7 25
  201.1136 114564.6 321
  202.05 4417.7 12
  202.1213 13556 38
  203.0928 18423.1 51
  205.1089 3210.1 9
  212.0821 5372.9 15
  213.0767 3123.6 8
  213.1136 3679.4 10
  214.085 5965.4 16
  215.0693 4905.6 13
  215.093 19730.4 55
  216.0769 8066 22
  216.1007 8555.6 24
  217.0611 2904.7 8
  217.1084 16564.3 46
  218.0798 6351.7 17
  219.076 4306.1 12
  227.0924 4082.2 11
  228.1009 3664.6 10
  229.1086 176405.6 495
  230.1163 62029.4 174
  231.0878 33071 92
  232.0956 91341.2 256
  233.1034 178949.7 502
  242.0553 4453.2 12
  243.0882 6973.6 19
  244.0715 4226.6 11
  245.1034 158564 445
  246.111 4316.7 12
  247.0826 45851.7 128
  247.1192 25210.4 70
  255.0878 4436.2 12
  257.1035 202374.2 568
  258.1112 2381.5 6
  259.0827 42267.6 118
  259.1192 4003.9 11
  261.0983 228725.4 642
  273.0981 3930.6 11
  275.114 144393.3 405
