ACCESSION: MSBNK-Athens_Univ-AU258504
RECORD_TITLE: Bupirimate; LC-ESI-QTOF; MS2; CE: 40 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$MASS_SPECTROMETRY: COLLISION_ENERGY 40 eV
AC$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 10.560 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$FOCUSED_ION: BASE_PEAK 317.1645
MS$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-0920000000-46b459699d1bdefaa44c
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
120.0796 H14N3O2S+ 5 120.0801 -4.57
122.0702 C6H8N3+ 4 122.0713 -8.5
122.095 H16N3O2S+ 5 122.0958 -6.11
123.0549 C6H7N2O+ 1 123.0553 -2.83
123.0776 C3H11N2O3+ 4 123.0764 9.69
123.0906 C7H11N2+ 4 123.0917 -8.4
124.062 C6H8N2O+ 2 124.0631 -8.73
124.0749 C5H8N4+ 3 124.0743 4.18
124.0865 C6H10N3+ 4 124.0869 -3.57
125.0209 C4H3N3O2+ 2 125.022 -8.79
136.0858 C7H10N3+ 4 136.0869 -8.28
137.0577 C6H7N3O+ 2 137.0584 -5.12
137.0935 C7H11N3+ 4 137.0947 -8.79
138.0653 C6H8N3O+ 2 138.0662 -6.76
138.0909 H16N3O3S+ 4 138.0907 1.64
138.1015 C7H12N3+ 4 138.1026 -7.99
139.0533 C3H11N2O2S+ 3 139.0536 -1.64
139.073 C6H9N3O+ 2 139.074 -7.61
139.122 H19N4O2S+ 5 139.1223 -2.08
140.1062 C6H12N4+ 5 140.1056 3.97
141.0158 C4H3N3O3+ 1 141.0169 -7.41
141.0688 C3H13N2O2S+ 3 141.0692 -3.21
141.1091 C5[13]CH12N4+ 1 141.1096 -3.28
148.0859 C8H10N3+ 4 148.0869 -6.79
149.0699 H13N4O3S+ 3 149.0703 -2.51
150.1016 C8H12N3+ 4 150.1026 -6.17
151.0361 C6H5N3O2+ 3 151.0376 -10.24
151.0729 C7H9N3O+ 2 151.074 -7.63
151.1068 C7[13]CH12N3+ 1 151.1065 2.39
151.1209 C6H17NO3+ 5 151.1203 3.93
152.0606 C4H12N2O2S+ 3 152.0614 -5.38
152.0805 C9H12O2+ 2 152.0832 -17.68
152.1157 C5H16N2O3+ 3 152.1155 0.84
153.0681 C4H13N2O2S+ 3 153.0692 -7.09
153.0856 C8[13]CH12O2+ 1 153.0871 -9.91
157.0268 C8H3N3O+ 3 157.0271 -1.54
159.026 C10H7S+ 3 159.0263 -1.91
159.0586 C6H11N2OS+ 2 159.0587 -0.07
164.0608 C5H12N2O2S+ 3 164.0614 -3.74
164.0807 C8H10N3O+ 2 164.0818 -6.72
165.069 C13H9+ 3 165.0699 -5.36
165.0891 C8H11N3O+ 3 165.0897 -3.26
165.1007 CH17N4O3S+ 3 165.1016 -5.14
166.0733 C12[13]CH9+ 1 166.0738 -2.74
166.0966 C10H14O2+ 2 166.0988 -13.69
167.0316 C6H5N3O3+ 2 167.0325 -5.73
167.0782 C9H13NS+ 2 167.0763 11.06
167.1023 C9[13]CH14O2+ 1 167.1027 -2.57
168.1071 C8[13]C2H14O2+ 1 168.1061 6.22
169.047 C6H7N3O3+ 3 169.0482 -6.84
170.0507 C7H10N2OS+ 3 170.0508 -0.66
171.0425 C9H5N3O+ 3 171.0427 -1.37
175.0209 C10H7OS+ 6 175.0212 -2.02
178.0763 C6H14N2O2S+ 2 178.0771 -4.44
179.0843 C6H15N2O2S+ 2 179.0849 -3.08
179.1277 C6H17N3O3+ 4 179.1264 7.24
180.1119 C9H14N3O+ 2 180.1131 -6.86
180.1486 C10H18N3+ 5 180.1495 -5.26
181.1177 C9H15N3O+ 1 181.121 -17.92
182.1277 C9H16N3O+ 3 182.1288 -6.08
183.0593 C8H11N2OS+ 2 183.0587 3.3
183.1305 C8[13]CH16N3O+ 1 183.1327 -11.77
184.0654 C8H12N2OS+ 3 184.0665 -6.07
185.0415 C12H9S+ 3 185.0419 -2.15
185.0748 C8H13N2OS+ 3 185.0743 2.45
186.0781 C7[13]CH13N2OS+ 1 186.0782 -0.37
187.0576 C12H11S+ 3 187.0576 -0.01
188.0598 C11[13]CH11S+ 1 188.0615 -8.96
191.1166 C3H19N4O3S+ 4 191.1172 -3.26
192.1488 C11H18N3+ 5 192.1495 -3.91
193.1327 C3H21N4O3S+ 4 193.1329 -1.16
194.1283 C10H16N3O+ 3 194.1288 -2.68
195.1309 C9[13]CH16N3O+ 1 195.1327 -9
196.1436 C10H18N3O+ 3 196.1444 -4.28
199.0376 C10H5N3O2+ 4 199.0376 -0.1
208.1438 C11H18N3O+ 3 208.1444 -3.27
209.1468 C10[13]CH18N3O+ 1 209.1483 -7.31
209.176 C11H21N4+ 4 209.1761 -0.15
210.1596 C11H20N3O+ 3 210.1601 -2.4
211.1625 C10[13]CH20N3O+ 1 211.164 -6.97
217.0477 C10H7N3O3+ 4 217.0482 -2.06
219.0424 C13H5N3O+ 3 219.0427 -1.22
224.1749 C12H22N3O+ 1 224.1757 -3.86
225.1783 C11[13]CH22N3O+ 1 225.1796 -6.16
227.067 C12H9N3O2+ 3 227.0689 -8.56
235.0578 C13H7N4O+ 2 235.0614 -15.32
237.0538 C13H7N3O2+ 3 237.0533 2.12
237.2069 C13H25N4+ 1 237.2074 -1.95
238.0561 C12[13]CH7N3O2+ 1 238.0572 -4.67
238.2099 C12[13]CH25N4+ 1 238.2113 -5.85
244.0738 C9H14N3O3S+ 3 244.075 -5.23
245.0779 C12H11N3O3+ 3 245.0795 -6.3
255.0644 C13H9N3O3+ 3 255.0638 2.27
262.0851 C12H14N4OS+ 1 262.0883 -12.22
263.0891 C13H15N2O2S+ 1 263.0849 16.14
272.1055 C11H18N3O3S+ 1 272.1063 -3.08
PK$NUM_PEAK: 96
PK$PEAK: m/z int. rel.int.
120.0796 4328 6
122.0702 15880 23
122.095 3816 5
123.0549 7180 10
123.0776 3556 5
123.0906 3592 5
124.062 6240 9
124.0749 3476 5
124.0865 3588 5
125.0209 9104 13
136.0858 8212 11
137.0577 6048 8
137.0935 8188 11
138.0653 57184 82
138.0909 8164 11
138.1015 16688 24
139.0533 3648 5
139.073 52136 75
139.122 6296 9
140.1062 229508 332
141.0158 3812 5
141.0688 7248 10
141.1091 18044 26
148.0859 8848 12
149.0699 4232 6
150.1016 140356 203
151.0361 11260 16
151.0729 5216 7
151.1068 17572 25
151.1209 4776 6
152.0606 19664 28
152.0805 30860 44
152.1157 4136 5
153.0681 15956 23
153.0856 3920 5
157.0268 15356 22
159.026 17064 24
159.0586 3516 5
164.0608 11464 16
164.0807 21816 31
165.069 322748 467
165.0891 42700 61
165.1007 82544 119
166.0733 45144 65
166.0966 689548 999
167.0316 5032 7
167.0782 4996 7
167.1023 85916 124
168.1071 5936 8
169.047 10152 14
170.0507 7412 10
171.0425 10076 14
175.0209 4804 6
178.0763 9404 13
179.0843 7796 11
179.1277 11596 16
180.1119 32748 47
180.1486 20884 30
181.1177 8108 11
182.1277 56340 81
183.0593 27572 39
183.1305 5624 8
184.0654 9408 13
185.0415 3604 5
185.0748 46240 66
186.0781 6460 9
187.0576 27844 40
188.0598 3916 5
191.1166 5544 8
192.1488 12168 17
193.1327 68324 98
194.1283 99900 144
195.1309 10744 15
196.1436 4424 6
199.0376 4776 6
208.1438 111132 161
209.1468 13672 19
209.176 3952 5
210.1596 461356 668
211.1625 42460 61
217.0477 4448 6
219.0424 20036 29
224.1749 24596 35
225.1783 3980 5
227.067 6684 9
235.0578 3748 5
237.0538 24532 35
237.2069 51576 74
238.0561 4840 7
238.2099 6944 10
244.0738 6496 9
245.0779 3768 5
255.0644 3684 5
262.0851 13940 20
263.0891 3460 5
272.1055 9800 14
//
