ACCESSION: MSBNK-Athens_Univ-AU258506
RECORD_TITLE: Bupirimate; LC-ESI-QTOF; MS2; CE: Ramp 21.9-32.9 eV; R=35000; [M+H]+
DATE: 2019.05.31
AUTHORS: Nikiforos Alygizakis, Katerina Galani, Nikolaos Thomaidis, University of Athens
LICENSE: CC BY
COPYRIGHT: Copyright (C) 2019 Department of Chemistry, University of Athens
COMMENT: CONFIDENCE standard compound
COMMENT: INTERNAL_ID 2585
CH$NAME: Bupirimate
CH$NAME: [5-butyl-2-(ethylamino)-6-methylpyrimidin-4-yl] N,N-dimethylsulfamate
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C13H24N4O3S
CH$EXACT_MASS: 316.1569116
CH$SMILES: CCCCC1=C(C)N=C(NCC)N=C1OS(=O)(=O)N(C)C
CH$IUPAC: InChI=1S/C13H24N4O3S/c1-6-8-9-11-10(3)15-13(14-7-2)16-12(11)20-21(18,19)17(4)5/h6-9H2,1-5H3,(H,14,15,16)
CH$LINK: CAS
58694-46-5
CH$LINK: CHEBI
81952
CH$LINK: KEGG
C18776
CH$LINK: PUBCHEM
CID:38884
CH$LINK: INCHIKEY
DSKJPMWIHSOYEA-UHFFFAOYSA-N
CH$LINK: CHEMSPIDER
35588
CH$LINK: COMPTOX
DTXSID6041688
AC$INSTRUMENT: Bruker maXis Impact
AC$INSTRUMENT_TYPE: LC-ESI-QTOF
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: ION_MODE POSITIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE CID
AC$MASS_SPECTROMETRY: COLLISION_ENERGY Ramp 21.9-32.9 eV
AC$MASS_SPECTROMETRY: RESOLUTION 35000
AC$CHROMATOGRAPHY: COLUMN_NAME Acclaim RSLC C18 2.2um, 2.1x100mm, Thermo
AC$CHROMATOGRAPHY: FLOW_GRADIENT 99/1 at 0-1 min, 61/39 at 3 min, 0.1/99.9 at 14-16 min, 99/1 at 16.1-20 min
AC$CHROMATOGRAPHY: FLOW_RATE 200 uL/min at 0-3 min, 400 uL/min at 14 min, 480 uL/min at 16-19 min, 200 uL/min at 19.1-20 min
AC$CHROMATOGRAPHY: RETENTION_TIME 10.536 min
AC$CHROMATOGRAPHY: SOLVENT A 90:10 water:methanol with 0.01% formic acid and 5mM ammonium formate
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.01% formic acid and 5mM ammonium formate
MS$FOCUSED_ION: BASE_PEAK 317.165
MS$FOCUSED_ION: PRECURSOR_M/Z 317.1642
MS$FOCUSED_ION: PRECURSOR_TYPE [M+H]+
MS$DATA_PROCESSING: RECALIBRATE identity on assigned fragments and MS1
MS$DATA_PROCESSING: WHOLE RMassBank 2.10.1
PK$SPLASH: splash10-014i-0953000000-fef3368cbe32187a7a59
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
46.065 C2H8N+ 1 46.0651 -2.27
69.0077 C2HN2O+ 1 69.0083 -9.52
70.0395 C2H4N3+ 1 70.04 -6.31
71.0599 C3H7N2+ 1 71.0604 -6.23
77.0048 H3N3S+ 2 77.0042 7.42
77.0378 C6H5+ 1 77.0386 -9.62
79.0536 C6H7+ 1 79.0542 -8.09
80.9989 CH5O2S+ 2 81.0005 -19.59
86.0704 C3H8N3+ 2 86.0713 -10.32
91.0541 C7H7+ 1 91.0542 -1.67
95.0158 C2H7O2S+ 2 95.0161 -3.65
95.0489 C6H7O+ 3 95.0491 -2.14
95.0591 C5H7N2+ 2 95.0604 -13.44
95.0853 C7H11+ 1 95.0855 -2.57
96.0441 C5H6NO+ 3 96.0444 -3.08
96.0804 C6H10N+ 3 96.0808 -3.81
97.0114 C5H5S+ 1 97.0106 8.23
97.0397 C4H5N2O+ 1 97.0396 0.33
98.06 C5H8NO+ 3 98.06 -0.67
105.0449 C6H5N2+ 2 105.0447 1.47
105.0702 C8H9+ 2 105.0699 3.47
108.0119 C2H6NO2S+ 2 108.0114 4.8
109.014 C[13]CH6NO2S+ 1 109.0153 -11.54
109.0444 C2H9N2OS+ 1 109.043 12.34
110.0074 C2H6NO2[34]S+ 1 110.0077 -3.09
110.0967 C7H12N+ 2 110.0964 2.22
112.1125 CH20O3S+ 2 112.1128 -2.34
122.071 C6H8N3+ 4 122.0713 -2.53
137.1071 C8H13N2+ 4 137.1073 -1.56
138.0657 C6H8N3O+ 2 138.0662 -3.26
138.0908 H16N3O3S+ 5 138.0907 0.5
138.1023 C7H12N3+ 4 138.1026 -1.73
139.0736 C6H9N3O+ 2 139.074 -2.92
140.1067 C6H12N4+ 4 140.1056 7.28
141.0692 C3H13N2O2S+ 3 141.0692 0.08
141.1101 C5[13]CH12N4+ 1 141.1096 3.79
148.0865 C8H10N3+ 4 148.0869 -2.69
150.1021 C8H12N3+ 4 150.1026 -3.04
151.0366 C6H5N3O2+ 2 151.0376 -6.97
151.1059 C7[13]CH12N3+ 1 151.1065 -3.85
151.1226 CH19N4O2S+ 5 151.1223 1.61
152.0616 C4H12N2O2S+ 3 152.0614 1.45
152.081 C7H10N3O+ 2 152.0818 -5.56
153.0696 C12H9+ 4 153.0699 -2.09
157.0266 C8H3N3O+ 3 157.0271 -2.96
159.0261 C10H7S+ 3 159.0263 -1.45
165.0691 C5H13N2O2S+ 3 165.0692 -1.04
165.0884 C8H11N3O+ 2 165.0897 -7.56
165.1012 CH17N4O3S+ 3 165.1016 -2.47
166.0752 C8H10N2O2+ 3 166.0737 9.22
166.0968 C10H14O2+ 3 166.0988 -12.37
167.0792 C7[13]CH10N2O2+ 1 167.0776 9.67
167.1028 C9[13]CH14O2+ 1 167.1027 0.64
168.1066 C6H18NO2S+ 2 168.1053 7.72
169.047 C6H7N3O3+ 3 169.0482 -6.92
170.0489 C10H6N2O+ 3 170.0475 8.67
171.0426 C9H5N3O+ 3 171.0427 -0.46
179.0839 C6H15N2O2S+ 2 179.0849 -5.23
180.1123 C9H14N3O+ 3 180.1131 -4.92
180.1488 C10H18N3+ 5 180.1495 -4.1
181.1197 C9H15N3O+ 2 181.121 -6.84
182.1277 C9H16N3O+ 3 182.1288 -5.7
183.06 C8H11N2OS+ 2 183.0587 7.11
185.0755 C8H13N2OS+ 3 185.0743 6.28
187.0578 C12H11S+ 3 187.0576 0.97
188.0594 C11[13]CH11S+ 1 188.0615 -11.08
189.0556 C12H11[34]S+ 1 189.0539 8.89
192.1481 C8H20N2O3+ 5 192.1468 6.56
193.133 C3H21N4O3S+ 4 193.1329 0.72
194.1283 C10H16N3O+ 3 194.1288 -2.27
195.1307 C9[13]CH16N3O+ 1 195.1327 -9.97
205.0673 C10H11N3S+ 5 205.0668 2.58
208.144 C11H18N3O+ 4 208.1444 -2.19
209.1504 C11H19N3O+ 2 209.1523 -9.15
210.1596 C11H20N3O+ 3 210.1601 -2.12
211.1625 C10[13]CH20N3O+ 1 211.164 -7.13
219.043 C13H5N3O+ 3 219.0427 1.49
224.1755 C12H22N3O+ 1 224.1757 -1.15
225.1778 C11[13]CH22N3O+ 1 225.1796 -8.38
227.0673 C12H9N3O2+ 3 227.0689 -7.06
237.0536 C13H7N3O2+ 3 237.0533 1.51
237.2069 C13H25N4+ 1 237.2074 -2.17
238.2096 C12[13]CH25N4+ 1 238.2113 -6.87
244.0744 C9H14N3O3S+ 3 244.075 -2.76
245.0782 C12H11N3O3+ 3 245.0795 -5.27
247.0745 C12H13N3OS+ 1 247.0774 -11.71
248.077 C11[13]CH13N3OS+ 1 248.0813 -17.44
254.0951 C11H16N3O2S+ 2 254.0958 -2.54
262.0854 C12H14N4OS+ 1 262.0883 -11.1
265.0848 C12H15N3O2S+ 1 265.0879 -11.81
272.1062 C11H18N3O3S+ 1 272.1063 -0.49
273.1086 C10[13]CH18N3O3S+ 1 273.1102 -5.94
274.1034 C11H18N3O3[34]S+ 1 274.1027 2.51
317.1646 C13H25N4O3S+ 1 317.1642 1.42
318.167 C12[13]CH25N4O3S+ 1 318.1681 -3.29
319.162 C13H25N4O3[34]S+ 1 319.1605 4.59
PK$NUM_PEAK: 96
PK$PEAK: m/z int. rel.int.
46.065 25404 35
69.0077 5360 7
70.0395 12904 18
71.0599 5520 7
77.0048 15328 21
77.0378 16636 23
79.0536 7296 10
80.9989 18784 26
86.0704 6356 8
91.0541 23140 32
95.0158 13900 19
95.0489 22904 32
95.0591 4980 6
95.0853 4976 6
96.0441 14392 20
96.0804 6096 8
97.0114 6796 9
97.0397 15260 21
98.06 14420 20
105.0449 18184 25
105.0702 12324 17
108.0119 570524 798
109.014 14864 20
109.0444 4080 5
110.0074 20656 28
110.0967 8860 12
112.1125 4796 6
122.071 5540 7
137.1071 3784 5
138.0657 18088 25
138.0908 5944 8
138.1023 6796 9
139.0736 20760 29
140.1067 74740 104
141.0692 6080 8
141.1101 6448 9
148.0865 7436 10
150.1021 134840 188
151.0366 9376 13
151.1059 12444 17
151.1226 10540 14
152.0616 7612 10
152.081 8216 11
153.0696 7688 10
157.0266 5372 7
159.0261 5680 7
165.0691 166724 233
165.0884 12888 18
165.1012 26380 36
166.0752 41964 58
166.0968 529888 741
167.0792 4360 6
167.1028 80368 112
168.1066 5812 8
169.047 41552 58
170.0489 6308 8
171.0426 11980 16
179.0839 4348 6
180.1123 13148 18
180.1488 28444 39
181.1197 8024 11
182.1277 13408 18
183.06 7532 10
185.0755 27008 37
187.0578 147356 206
188.0594 16812 23
189.0556 4908 6
192.1481 26268 36
193.133 30816 43
194.1283 52140 72
195.1307 4972 6
205.0673 3840 5
208.144 207460 290
209.1504 68636 96
210.1596 368852 516
211.1625 50372 70
219.043 8324 11
224.1755 24924 34
225.1778 3976 5
227.0673 5212 7
237.0536 11524 16
237.2069 168092 235
238.2096 20600 28
244.0744 6768 9
245.0782 4788 6
247.0745 39300 55
248.077 7144 10
254.0951 3684 5
262.0854 13520 18
265.0848 6360 8
272.1062 239780 335
273.1086 30572 42
274.1034 8768 12
317.1646 713644 999
318.167 159484 223
319.162 38656 54
//
