ACCESSION: MSBNK-Eawag-EA019912
RECORD_TITLE: Trimethoprim; LC-ESI-ITFT; MS2; CE: 75%; 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 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$DATA_PROCESSING: REANALYZE Peaks with additional N2/O included
MS$DATA_PROCESSING: WHOLE RMassBank 1.3.1
PK$SPLASH: splash10-077i-0590000000-9c0f5662b9713adab9cb
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
60.0557 CH6N3+ 1 60.0556 1.27
68.0367 C3H4N2+ 1 68.0369 -2.49
72.0318 C2H4N2O+ 1 72.0318 -0.2
81.0448 C4H5N2+ 1 81.0447 1.05
83.0479 C3H5N3+ 1 83.0478 1.34
86.0586 C2H6N4+ 1 86.0587 -1.37
106.04 C5H4N3+ 1 106.04 -0.13
109.0508 C4H5N4+ 1 109.0509 -0.57
110.0588 C4H6N4+ 1 110.0587 0.75
111.0666 C4H7N4+ 1 111.0665 0.61
113.0462 C3H5N4O+ 1 113.0458 3.65
120.057 C8H8O+ 1 120.057 0.03
123.0441 C7H7O2+ 1 123.0441 0.6
123.0667 C5H7N4+ 1 123.0665 1.12
124.0745 C5H8N4+ 1 124.0743 0.99
135.0445 C8H7O2+ 1 135.0441 3.51
135.0667 C6H7N4+ 1 135.0665 1.46
137.0598 C8H9O2+ 1 137.0597 0.91
142.0655 C10H8N+ 1 142.0651 2.42
146.06 C9H8NO+ 1 146.06 -0.34
146.0714 C8H8N3+ 1 146.0713 0.93
148.0517 C9H8O2+ 1 148.0519 -0.88
148.0738 C7H8N4+ 1 148.0743 -3.36
149.0236 C8H5O3+ 1 149.0233 2.08
149.0711 C8H9N2O+ 1 149.0709 1.08
149.0822 C7H9N4+ 1 149.0822 -0.02
151.0391 C8H7O3+ 1 151.039 0.72
156.0448 C10H6NO+ 1 156.0444 2.5
158.0602 C10H8NO+ 1 158.06 0.88
159.0919 C10H11N2+ 1 159.0917 1.54
161.0822 C8H9N4+ 1 161.0822 0.23
162.0902 C8H10N4+ 1 162.09 1.37
163.0984 C8H11N4+ 2 163.0978 3.36
165.0547 C9H9O3+ 1 165.0546 0.54
170.0598 C11H8NO+ 1 170.06 -1.18
170.0712 C10H8N3+ 1 170.0713 -0.49
173.0711 C10H9N2O+ 1 173.0709 1.1
173.0822 C9H9N4+ 1 173.0822 0.27
174.0553 C10H8NO2+ 1 174.055 2.1
174.0663 C9H8N3O+ 1 174.0662 0.41
175.0621 C8H7N4O+ 2 175.0614 3.9
175.0978 C9H11N4+ 1 175.0978 -0.07
176.0694 C8H8N4O+ 1 176.0693 0.61
181.0862 C10H13O3+ 1 181.0859 1.32
184.0865 C11H10N3+ 1 184.0869 -2.3
186.0549 C11H8NO2+ 1 186.055 -0.35
186.0906 C10H10N4+ 2 186.09 3.45
187.0873 C11H11N2O+ 1 187.0866 3.69
187.0979 C10H11N4+ 1 187.0978 0.52
188.1053 C10H12N4+ 1 188.1056 -1.58
189.0777 C9H9N4O+ 2 189.0771 3.29
190.0852 C9H10N4O+ 1 190.0849 1.36
191.0929 C9H11N4O+ 1 191.0927 0.85
198.0663 C11H8N3O+ 1 198.0662 0.66
199.098 C11H11N4+ 1 199.0978 0.84
200.1062 C11H12N4+ 2 200.1056 2.56
201.0776 C12H11NO2+ 2 201.0784 -4.28
201.1136 C11H13N4+ 1 201.1135 0.43
202.05 C11H8NO3+ 1 202.0499 0.55
202.1213 C11H14N4+ 1 202.1213 0.21
203.0928 C10H11N4O+ 1 203.0927 0.16
205.1089 C10H13N4O+ 2 205.1084 2.55
212.0821 C12H10N3O+ 2 212.0818 1.38
213.0767 C11H9N4O+ 1 213.0771 -1.96
213.1136 C12H13N4+ 1 213.1135 0.69
214.085 C11H10N4O+ 1 214.0849 0.6
215.0693 C11H9N3O2+ 2 215.0689 1.82
215.093 C11H11N4O+ 1 215.0927 1.08
216.0769 C11H10N3O2+ 1 216.0768 0.87
216.1007 C11H12N4O+ 1 216.1006 0.78
217.0611 C11H9N2O3+ 1 217.0608 1.62
217.1084 C11H13N4O+ 1 217.1084 -0.13
218.0798 C10H10N4O2+ 1 218.0798 -0.26
219.076 C11H11N2O3+ 1 219.0764 -2.05
227.0924 C12H11N4O+ 1 227.0927 -1.53
228.1009 C12H12N4O+ 2 228.1006 1.26
229.1086 C12H13N4O+ 1 229.1084 0.75
230.1163 C12H14N4O+ 1 230.1162 0.51
231.0878 C11H11N4O2+ 2 231.0877 0.81
232.0956 C11H12N4O2+ 1 232.0955 0.44
233.1034 C11H13N4O2+ 1 233.1033 0.55
242.0553 C12H8N3O3+ 1 242.056 -2.8
243.0882 C12H11N4O2+ 2 243.0877 2.05
244.0715 C12H10N3O3+ 1 244.0717 -0.81
245.1034 C12H13N4O2+ 2 245.1033 0.56
246.111 C12H14N4O2+ 1 246.1111 -0.39
247.0826 C11H11N4O3+ 1 247.0826 0.3
247.1192 C12H15N4O2+ 2 247.119 1.16
255.0878 C13H11N4O2+ 1 255.0877 0.46
257.1035 C13H13N4O2+ 1 257.1033 0.61
258.1112 C13H14N4O2+ 1 258.1111 0.32
259.0827 C12H11N4O3+ 1 259.0826 0.4
259.1192 C13H15N4O2+ 1 259.119 0.84
261.0983 C12H13N4O3+ 1 261.0982 0.24
273.0981 C13H13N4O3+ 1 273.0982 -0.54
275.114 C13H15N4O3+ 1 275.1139 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
//
