ACCESSION: MSBNK-Eawag-EA019913
RECORD_TITLE: Trimethoprim; LC-ESI-ITFT; MS2; CE: 90%; R=30000; [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 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$DATA_PROCESSING: REANALYZE Peaks with additional N2/O included
MS$DATA_PROCESSING: WHOLE RMassBank 1.3.1
PK$SPLASH: splash10-0089-1950000000-8b16041ba3b127d299ba
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
54.0338 C3H4N+ 1 54.0338 -1.21
60.0556 CH6N3+ 1 60.0556 -0.06
68.037 C3H4N2+ 1 68.0369 0.74
72.0319 C2H4N2O+ 1 72.0318 0.91
81.0448 C4H5N2+ 1 81.0447 1.05
83.0479 C3H5N3+ 1 83.0478 0.74
91.0543 C7H7+ 1 91.0542 0.81
95.0493 C6H7O+ 1 95.0491 1.14
104.0494 C7H6N+ 1 104.0495 -1.02
106.04 C5H4N3+ 1 106.04 0.63
107.0492 C7H7O+ 1 107.0491 0.74
109.051 C4H5N4+ 1 109.0509 0.71
110.0588 C4H6N4+ 1 110.0587 0.75
111.0666 C4H7N4+ 1 111.0665 0.7
115.0543 C9H7+ 1 115.0542 0.46
119.0492 C8H7O+ 1 119.0491 0.83
120.057 C8H8O+ 1 120.057 0.11
121.0762 C7H9N2+ 1 121.076 1.12
123.0442 C7H7O2+ 1 123.0441 0.76
123.0666 C5H7N4+ 1 123.0665 0.95
124.0744 C5H8N4+ 1 124.0743 0.66
128.0496 C9H6N+ 1 128.0495 0.82
130.0651 C9H8N+ 1 130.0651 0.11
132.0446 C8H6NO+ 1 132.0444 1.74
135.0441 C8H7O2+ 1 135.0441 0.18
135.0666 C6H7N4+ 1 135.0665 0.42
137.0598 C8H9O2+ 1 137.0597 0.76
142.0652 C10H8N+ 1 142.0651 0.59
145.0763 C9H9N2+ 1 145.076 1.83
146.0601 C9H8NO+ 1 146.06 0.27
146.0713 C8H8N3+ 1 146.0713 0.39
147.0666 C7H7N4+ 1 147.0665 0.39
148.0521 C9H8O2+ 1 148.0519 1.75
148.0745 C7H8N4+ 1 148.0743 0.83
149.0234 C8H5O3+ 1 149.0233 0.53
149.071 C8H9N2O+ 1 149.0709 0.41
149.0822 C7H9N4+ 1 149.0822 0.38
151.039 C8H7O3+ 1 151.039 0.39
156.0443 C10H6NO+ 1 156.0444 -0.32
157.076 C10H9N2+ 1 157.076 -0.03
158.0601 C10H8NO+ 1 158.06 0.69
159.0918 C10H11N2+ 1 159.0917 0.66
161.0823 C8H9N4+ 1 161.0822 0.67
162.0901 C8H10N4+ 1 162.09 0.69
163.0979 C8H11N4+ 1 163.0978 0.66
165.0547 C9H9O3+ 1 165.0546 0.18
165.0771 C7H9N4O+ 1 165.0771 0.2
170.0602 C11H8NO+ 1 170.06 0.88
170.0714 C10H8N3+ 1 170.0713 0.8
172.0745 C9H8N4+ 1 172.0743 0.59
173.0712 C10H9N2O+ 1 173.0709 1.56
173.0823 C9H9N4+ 1 173.0822 0.5
174.0553 C10H8NO2+ 1 174.055 1.75
174.0663 C9H8N3O+ 1 174.0662 0.53
174.0901 C9H10N4+ 1 174.09 0.64
175.0614 C8H7N4O+ 1 175.0614 -0.04
175.098 C9H11N4+ 1 175.0978 0.96
176.0695 C8H8N4O+ 1 176.0693 1.12
184.087 C11H10N3+ 1 184.0869 0.52
186.0552 C11H8NO2+ 1 186.055 1.42
186.0901 C10H10N4+ 1 186.09 0.6
187.0865 C11H11N2O+ 1 187.0866 -0.37
187.0979 C10H11N4+ 1 187.0978 0.68
188.1057 C10H12N4+ 1 188.1056 0.44
189.0771 C9H9N4O+ 1 189.0771 0.33
190.0851 C9H10N4O+ 1 190.0849 0.78
191.0928 C9H11N4O+ 1 191.0927 0.54
198.0663 C11H8N3O+ 1 198.0662 0.72
199.0979 C11H11N4+ 1 199.0978 0.44
200.1057 C11H12N4+ 1 200.1056 0.16
201.0774 C10H9N4O+ 1 201.0771 1.46
201.1136 C11H13N4+ 1 201.1135 0.38
202.0501 C11H8NO3+ 1 202.0499 0.94
203.0929 C10H11N4O+ 1 203.0927 0.85
205.1083 C10H13N4O+ 1 205.1084 -0.38
211.0978 C12H11N4+ 1 211.0978 -0.06
212.082 C12H10N3O+ 1 212.0818 0.95
213.0772 C11H9N4O+ 1 213.0771 0.67
213.1134 C12H13N4+ 1 213.1135 -0.48
214.0614 C13H10O3+ 2 214.0624 -4.93
214.0852 C11H10N4O+ 1 214.0849 1.16
215.0692 C11H9N3O2+ 2 215.0689 1.26
215.0929 C11H11N4O+ 1 215.0927 0.85
216.0767 C11H10N3O2+ 1 216.0768 -0.25
216.1003 C11H12N4O+ 1 216.1006 -1.17
217.0607 C11H9N2O3+ 1 217.0608 -0.5
217.1084 C11H13N4O+ 1 217.1084 0.1
218.0799 C10H10N4O2+ 1 218.0798 0.2
227.0927 C12H11N4O+ 1 227.0927 0.06
229.1085 C12H13N4O+ 1 229.1084 0.62
230.1168 C12H14N4O+ 2 230.1162 2.42
231.0878 C11H11N4O2+ 1 231.0877 0.51
232.0956 C11H12N4O2+ 1 232.0955 0.57
233.1034 C11H13N4O2+ 1 233.1033 0.42
242.0557 C12H8N3O3+ 1 242.056 -1.27
243.0877 C12H11N4O2+ 1 243.0877 0.32
245.1034 C12H13N4O2+ 1 245.1033 0.24
247.0827 C11H11N4O3+ 1 247.0826 0.34
247.1187 C12H15N4O2+ 1 247.119 -1.18
255.0877 C13H11N4O2+ 1 255.0877 0.07
257.1034 C13H13N4O2+ 1 257.1033 0.26
259.0828 C12H11N4O3+ 1 259.0826 0.75
261.0983 C12H13N4O3+ 1 261.0982 0.36
273.0979 C13H13N4O3+ 1 273.0982 -1.09
275.1139 C13H15N4O3+ 1 275.1139 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
//
