ACCESSION: MSBNK-Eawag-EA019907
RECORD_TITLE: Trimethoprim; LC-ESI-ITFT; MS2; CE: 90%; 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 90 % (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$SPLASH: splash10-0089-1950000000-5084ea4b328a585b675d
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
54.0338 C3H4N+ 1 54.0338 0.27
60.0556 CH6N3+ 1 60.0556 -0.39
68.037 C3H4N2+ 1 68.0369 1.04
72.0315 C2H4N2O+ 1 72.0318 -3.67
81.0448 C4H5N2+ 1 81.0447 0.93
83.0481 C3H5N3+ 1 83.0478 3.39
91.0543 C7H7+ 1 91.0542 0.7
95.0488 C6H7O+ 1 95.0491 -3.7
104.0494 C7H6N+ 1 104.0495 -0.25
106.0398 C5H4N3+ 1 106.04 -2.01
107.0491 C7H7O+ 1 107.0491 -0.2
109.0508 C4H5N4+ 1 109.0509 -0.67
110.0587 C4H6N4+ 1 110.0587 0.11
111.0667 C4H7N4+ 1 111.0665 1.33
115.0541 C9H7+ 1 115.0542 -1.36
119.049 C8H7O+ 1 119.0491 -1.52
121.076 C7H9N2+ 1 121.076 -0.37
123.044 C7H7O2+ 1 123.0441 -0.7
123.0666 C5H7N4+ 1 123.0665 0.79
124.0744 C5H8N4+ 1 124.0743 0.5
128.0499 C9H6N+ 1 128.0495 3.24
130.065 C9H8N+ 1 130.0651 -1.12
132.0442 C8H6NO+ 1 132.0444 -1.67
135.0441 C8H7O2+ 1 135.0441 0.25
135.0666 C6H7N4+ 1 135.0665 0.42
137.0599 C8H9O2+ 1 137.0597 1.49
142.0653 C10H8N+ 1 142.0651 1.44
145.0762 C9H9N2+ 1 145.076 1.55
146.0598 C9H8NO+ 1 146.06 -1.92
146.0715 C8H8N3+ 1 146.0713 1.69
147.066 C7H7N4+ 1 147.0665 -3.83
148.0512 C9H8O2+ 2 148.0519 -4.33
148.0739 C7H8N4+ 1 148.0743 -2.89
149.0233 C8H5O3+ 1 149.0233 -0.07
149.0709 C8H9N2O+ 1 149.0709 0
149.0826 C7H9N4+ 1 149.0822 2.73
151.0392 C8H7O3+ 1 151.039 1.59
157.0754 C10H9N2+ 1 157.076 -4.04
158.0595 C10H8NO+ 1 158.06 -3.29
159.0923 C10H11N2+ 1 159.0917 4.18
161.0822 C8H9N4+ 1 161.0822 0.05
162.0899 C8H10N4+ 1 162.09 -0.79
163.0977 C8H11N4+ 1 163.0978 -0.94
165.0765 C7H9N4O+ 1 165.0771 -3.32
172.0744 C9H8N4+ 1 172.0743 0.19
173.0816 C9H9N4+ 1 173.0822 -3.48
174.0662 C9H8N3O+ 1 174.0662 -0.16
174.0899 C9H10N4+ 1 174.09 -0.62
175.0611 C8H7N4O+ 1 175.0614 -2.04
175.0977 C9H11N4+ 1 175.0978 -0.59
176.07 C8H8N4O+ 2 176.0693 4.25
184.0869 C11H10N3+ 1 184.0869 -0.18
186.0901 C10H10N4+ 1 186.09 0.71
187.0976 C10H11N4+ 1 187.0978 -1.24
189.0766 C9H9N4O+ 1 189.0771 -2.58
190.0848 C9H10N4O+ 1 190.0849 -0.54
191.0923 C9H11N4O+ 1 191.0927 -2.13
199.098 C11H11N4+ 1 199.0978 0.99
201.0772 C10H9N4O+ 1 201.0771 0.61
201.1135 C11H13N4+ 1 201.1135 -0.11
203.0929 C10H11N4O+ 1 203.0927 0.65
211.0978 C12H11N4+ 1 211.0978 -0.01
212.0822 C12H10N3O+ 2 212.0818 1.56
214.0623 C13H10O3+ 1 214.0624 -0.49
215.0694 C11H9N3O2+ 2 215.0689 2.1
215.0926 C11H11N4O+ 1 215.0927 -0.69
217.0605 C11H9N2O3+ 1 217.0608 -1.38
217.1105 C13H15NO2+ 1 217.1097 3.64
228.1 C12H12N4O+ 1 228.1006 -2.64
229.1086 C12H13N4O+ 1 229.1084 0.8
231.0877 C11H11N4O2+ 1 231.0877 0.38
232.0956 C11H12N4O2+ 1 232.0955 0.62
233.1034 C11H13N4O2+ 1 233.1033 0.55
243.0884 C12H11N4O2+ 2 243.0877 3.04
245.1033 C12H13N4O2+ 1 245.1033 -0.21
247.0825 C11H11N4O3+ 1 247.0826 -0.23
257.1036 C13H13N4O2+ 1 257.1033 1.24
259.0824 C12H11N4O3+ 1 259.0826 -0.84
261.0983 C12H13N4O3+ 1 261.0982 0.32
275.113 C13H15N4O3+ 1 275.1139 -3.08
PK$NUM_PEAK: 80
PK$PEAK: m/z int. rel.int.
54.0338 9201.3 21
60.0556 6431.1 14
68.037 14963.8 34
72.0315 6428.8 14
81.0448 189324 440
83.0481 8838 20
91.0543 12854.1 29
95.0488 7005.2 16
104.0494 5758.2 13
106.0398 15154.7 35
107.0491 12747.4 29
109.0508 16632.5 38
110.0587 99507.3 231
111.0667 44948.1 104
115.0541 10751.7 24
119.049 8797.4 20
121.076 15732 36
123.044 67826.9 157
123.0666 429808.5 999
124.0744 48138.2 111
128.0499 10194.1 23
130.065 7421.9 17
132.0442 5884.3 13
135.0441 11940.8 27
135.0666 31624.7 73
137.0599 29093.2 67
142.0653 20982.7 48
145.0762 13731.3 31
146.0598 7923.9 18
146.0715 30644.8 71
147.066 9044 21
148.0512 7136.5 16
148.0739 18278.6 42
149.0233 10942.9 25
149.0709 74044.5 172
149.0826 27109.3 63
151.0392 21625.1 50
157.0754 13993.2 32
158.0595 14008 32
159.0923 17968.3 41
161.0822 113679.1 264
162.0899 48217.6 112
163.0977 10048.2 23
165.0765 10037.2 23
172.0744 9454.6 21
173.0816 27330.9 63
174.0662 69957.4 162
174.0899 6513.3 15
175.0611 24077.9 55
175.0977 20642.7 47
176.07 12611.8 29
184.0869 20203.4 46
186.0901 17437.6 40
187.0976 93734.9 217
189.0766 19566.4 45
190.0848 45479.5 105
191.0923 19527.6 45
199.098 44220.6 102
201.0772 13616.8 31
201.1135 108072.9 251
203.0929 38593.7 89
211.0978 8722.8 20
212.0822 10744.3 24
214.0623 6352.1 14
215.0694 5869 13
215.0926 39000.1 90
217.0605 9184.4 21
217.1105 8140.6 18
228.1 8444.6 19
229.1086 124022.1 288
231.0877 102264.9 237
232.0956 115006.8 267
233.1034 123720.3 287
243.0884 9207.2 21
245.1033 91397.6 212
247.0825 43993.6 102
257.1036 74598.9 173
259.0824 31722.9 73
261.0983 39031.9 90
275.113 27394.8 63
//
