ACCESSION: MSBNK-Athens_Univ-AU258505
RECORD_TITLE: Bupirimate; LC-ESI-QTOF; MS2; CE: 50 eV; R=35000; [M+H]+
DATE: 2019.05.29
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$MASS_SPECTROMETRY: COLLISION_ENERGY 50 eV
AC$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 10.551 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$FOCUSED_ION: BASE_PEAK 317.1653
MS$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-0900000000-60381a2ec7b19ec771a7
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
115.0539 C9H7+ 2 115.0542 -2.47
120.0808 C8H10N+ 4 120.0808 0.39
121.075 C7H9N2+ 4 121.076 -8.41
122.0706 C6H8N3+ 4 122.0713 -5.36
122.0957 H16N3O2S+ 4 122.0958 -0.87
123.005 C4HN3O2+ 2 123.0063 -10.88
123.0551 C6H7N2O+ 1 123.0553 -1.72
123.0775 C3H11N2O3+ 4 123.0764 8.71
123.0902 C4H13NO3+ 4 123.089 9.7
124.0498 C5H6N3O+ 2 124.0505 -5.94
124.062 C6H8N2O+ 2 124.0631 -9.09
124.0748 C5H8N4+ 3 124.0743 3.8
124.0852 C3H12N2O3+ 4 124.0842 7.46
125.0205 C4H3N3O2+ 2 125.022 -11.52
127.0118 C4H3N2O3+ 1 127.0138 -15.69
127.0521 C2H11N2O2S+ 3 127.0536 -11.29
128.0607 C2H12N2O2S+ 3 128.0614 -5.47
129.0674 C5H9N2O2+ 3 129.0659 12.23
133.0437 C4H9N2OS+ 1 133.043 5.05
133.0757 H13N4O2S+ 4 133.0754 2.34
134.0702 C7H8N3+ 4 134.0713 -8.04
135.0778 C7H9N3+ 4 135.0791 -9.7
136.0861 C7H10N3+ 4 136.0869 -5.99
137.0572 C6H7N3O+ 2 137.0584 -8.74
137.0698 C7H9N2O+ 2 137.0709 -8.15
137.0935 C7H11N3+ 4 137.0947 -9.24
137.1045 C5H15NO3+ 4 137.1046 -0.83
138.0655 C6H8N3O+ 2 138.0662 -5.29
138.0922 C8H12NO+ 5 138.0913 6.1
138.1012 C4H14N2O3+ 4 138.0999 9.6
139.0534 C3H11N2O2S+ 3 139.0536 -1.52
139.0727 C6H9N3O+ 2 139.074 -9.27
139.1078 C4H15N2O3+ 3 139.1077 0.72
139.1216 H19N4O2S+ 5 139.1223 -5.51
140.1062 C6H12N4+ 5 140.1056 3.76
141.0159 C4H3N3O3+ 1 141.0169 -7.24
141.0691 C3H13N2O2S+ 3 141.0692 -0.91
141.1092 C5[13]CH12N4+ 1 141.1096 -2.41
143.0123 C9H3O2+ 3 143.0128 -2.88
146.0509 C5H10N2OS+ 2 146.0508 0.68
148.0858 C8H10N3+ 4 148.0869 -7.4
149.0208 C6H3N3O2+ 2 149.022 -8.13
149.0701 H13N4O3S+ 3 149.0703 -1.48
150.0647 C7H8N3O+ 2 150.0662 -9.77
150.1016 C10H14O+ 4 150.1039 -15.32
151.0369 C6H5N3O2+ 2 151.0376 -4.9
151.0529 C4H11N2O2S+ 3 151.0536 -4.8
151.0735 C7H9N3O+ 2 151.074 -3.52
151.1076 C9[13]CH14O+ 1 151.1078 -1.14
152.061 C4H12N2O2S+ 3 152.0614 -2.38
152.0807 C7H10N3O+ 2 152.0818 -7.77
152.1153 C5H16N2O3+ 3 152.1155 -1.88
153.0679 C12H9+ 3 153.0699 -13.21
153.0852 C6[13]CH10N3O+ 1 153.0857 -3.78
154.0733 C11[13]CH9+ 1 154.0738 -2.96
155.0595 C2H11N4O2S+ 5 155.0597 -1.25
157.0266 C8H3N3O+ 3 157.0271 -2.95
159.026 C13H3+ 3 159.0229 19.57
159.0596 C6H11N2OS+ 1 159.0587 5.62
160.0277 C12[13]CH3+ 1 160.0268 5.13
163.0534 C5H11N2O2S+ 3 163.0536 -0.93
164.0609 C5H12N2O2S+ 3 164.0614 -3.21
164.0809 C8H10N3O+ 2 164.0818 -5.7
164.1178 C9H14N3+ 5 164.1182 -2.63
165.069 C13H9+ 3 165.0699 -5.2
165.0888 C8H11N3O+ 2 165.0897 -5.08
165.1011 CH17N4O3S+ 3 165.1016 -2.77
166.0725 C12[13]CH9+ 1 166.0738 -8
166.0968 C10H14O2+ 3 166.0988 -12.51
167.0315 C6H5N3O3+ 3 167.0325 -6.51
167.0757 C11[13]C2H9+ 1 167.0771 -8.66
167.1024 C9[13]CH14O2+ 1 167.1027 -1.96
168.0559 C10H6N3+ 5 168.0556 1.52
168.1071 C6H18NO2S+ 2 168.1053 10.71
169.0469 C6H7N3O3+ 3 169.0482 -7.35
169.0636 C10H7N3+ 5 169.0634 0.62
170.0516 C7H10N2OS+ 2 170.0508 4.24
171.0436 C11H7O2+ 4 171.0441 -2.44
171.0551 C10H7N2O+ 4 171.0553 -1.13
175.0211 C10H7OS+ 5 175.0212 -0.45
177.1013 C2H17N4O3S+ 4 177.1016 -1.44
178.0768 C6H14N2O2S+ 3 178.0771 -1.59
179.0594 C4H11N4O2S+ 6 179.0597 -2.02
179.0821 C9H11N2O2+ 2 179.0815 3.53
179.1276 C6H17N3O3+ 4 179.1264 6.61
180.1121 C9H14N3O+ 3 180.1131 -5.56
180.1483 C10H18N3+ 4 180.1495 -6.99
181.076 C12H9N2+ 6 181.076 0.01
181.1184 C9H15N3O+ 2 181.121 -14.36
182.1278 C9H16N3O+ 3 182.1288 -5.41
183.0594 C8H11N2OS+ 3 183.0587 4.14
183.1319 C8[13]CH16N3O+ 1 183.1327 -4.22
184.0652 C8H12N2OS+ 3 184.0665 -6.77
185.0212 C9H3N3O2+ 4 185.022 -4.25
185.0415 C12H9S+ 3 185.0419 -2.43
185.0751 C11H9N2O+ 3 185.0709 22.31
186.0784 C10[13]CH9N2O+ 1 186.0748 19.38
187.0578 C12H11S+ 3 187.0576 1.11
188.0591 C11[13]CH11S+ 1 188.0615 -13.01
192.1484 C11H18N3+ 5 192.1495 -5.79
193.1325 C3H21N4O3S+ 4 193.1329 -1.81
194.1282 C10H16N3O+ 3 194.1288 -2.9
195.1316 C9[13]CH16N3O+ 1 195.1327 -5.57
196.0508 C11H6N3O+ 4 196.0505 1.19
196.1446 C10H18N3O+ 4 196.1444 0.86
197.0745 C9H13N2OS+ 3 197.0743 1.07
199.0379 C10H5N3O2+ 4 199.0376 1.49
203.066 C11H11N2S+ 4 203.0637 11.12
208.144 C11H18N3O+ 4 208.1444 -1.9
209.1468 C10[13]CH18N3O+ 1 209.1483 -7.56
209.1754 C11H21N4+ 4 209.1761 -3.45
210.1595 C11H20N3O+ 3 210.1601 -2.65
211.1627 C10[13]CH20N3O+ 1 211.164 -6.18
217.0281 C13H3N3O+ 3 217.0271 4.62
217.0468 C10H7N3O3+ 4 217.0482 -6.37
219.0431 C13H5N3O+ 3 219.0427 1.58
220.0443 C12[13]CH5N3O+ 1 220.0466 -10.53
224.1752 C12H22N3O+ 1 224.1757 -2.47
227.0706 C12H9N3O2+ 3 227.0689 7.36
231.0445 C11H9N3OS+ 2 231.0461 -6.71
235.0377 C13H5N3O2+ 3 235.0376 0.43
235.0568 C11H11N2O2S+ 2 235.0536 13.77
237.054 C13H7N3O2+ 3 237.0533 2.97
237.2066 C13H25N4+ 1 237.2074 -3.31
238.0567 C12[13]CH7N3O2+ 1 238.0572 -1.82
253.0486 C13H7N3O3+ 3 253.0482 1.78
255.0638 C13H9N3O3+ 3 255.0638 -0.32
262.0858 C12H14N4OS+ 1 262.0883 -9.35
271.0599 C13H11N4OS+ 1 271.0648 -17.99
PK$NUM_PEAK: 129
PK$PEAK: m/z int. rel.int.
115.0539 5344 19
120.0808 2776 10
121.075 3384 12
122.0706 19944 74
122.0957 3320 12
123.005 8856 32
123.0551 7008 26
123.0775 5236 19
123.0902 3196 11
124.0498 2144 7
124.062 5520 20
124.0748 6332 23
124.0852 4476 16
125.0205 6584 24
127.0118 2924 10
127.0521 1828 6
128.0607 2732 10
129.0674 1356 5
133.0437 2156 8
133.0757 1728 6
134.0702 1424 5
135.0778 2680 9
136.0861 17048 63
137.0572 4172 15
137.0698 1548 5
137.0935 7816 29
137.1045 2140 7
138.0655 58916 219
138.0922 4812 17
138.1012 9344 34
139.0534 8244 30
139.0727 34940 130
139.1078 2492 9
139.1216 2276 8
140.1062 150792 561
141.0159 2364 8
141.0691 3368 12
141.1092 12664 47
143.0123 1800 6
146.0509 1724 6
148.0858 3648 13
149.0208 3612 13
149.0701 7208 26
150.0647 3132 11
150.1016 62144 231
151.0369 4788 17
151.0529 6664 24
151.0735 3984 14
151.1076 10836 40
152.061 40312 150
152.0807 24684 91
152.1153 2064 7
153.0679 14164 52
153.0852 2688 10
154.0733 2148 7
155.0595 2640 9
157.0266 9544 35
159.026 11896 44
159.0596 4092 15
160.0277 1808 6
163.0534 9464 35
164.0609 21248 79
164.0809 27808 103
164.1178 3484 12
165.069 268272 999
165.0888 18680 69
165.1011 48184 179
166.0725 35992 134
166.0968 187652 698
167.0315 6380 23
167.0757 2376 8
167.1024 31700 118
168.0559 4320 16
168.1071 2764 10
169.0469 4148 15
169.0636 6096 22
170.0516 15256 56
171.0436 2420 9
171.0551 2916 10
175.0211 4408 16
177.1013 3856 14
178.0768 13016 48
179.0594 3728 13
179.0821 3920 14
179.1276 11392 42
180.1121 14876 55
180.1483 4508 16
181.076 1792 6
181.1184 3580 13
182.1278 28748 107
183.0594 46744 174
183.1319 3416 12
184.0652 13536 50
185.0212 1508 5
185.0415 4412 16
185.0751 17672 65
186.0784 2884 10
187.0578 13164 49
188.0591 1704 6
192.1484 4800 17
193.1325 26432 98
194.1282 43548 162
195.1316 4856 18
196.0508 2496 9
196.1446 2580 9
197.0745 2072 7
199.0379 3800 14
203.066 1640 6
208.144 10752 40
209.1468 1576 5
209.1754 1900 7
210.1595 68012 253
211.1627 9040 33
217.0281 2096 7
217.0468 3508 13
219.0431 11104 41
220.0443 1920 7
224.1752 3716 13
227.0706 1632 6
231.0445 2296 8
235.0377 4316 16
235.0568 4356 16
237.054 14472 53
237.2066 6712 24
238.0567 3352 12
253.0486 4988 18
255.0638 2068 7
262.0858 1840 6
271.0599 2288 8
//
