ACCESSION: MSBNK-Eawag-EQ279404
RECORD_TITLE: Losartan; LC-ESI-QFT; MS2; CE: 60; R=35000; [M+H]+
DATE: 2015.08.25
AUTHORS: Beck B, Stravs M, Schymanski E, Singer H, Department of Environmental Chemistry, Eawag
LICENSE: CC BY
COPYRIGHT: Copyright (C) 2015 Eawag, Duebendorf, Switzerland
COMMENT: CONFIDENCE standard compound
COMMENT: EAWAG_UCHEM_ID 2794
CH$NAME: Losartan
CH$NAME: [2-butyl-5-chloranyl-3-[[4-[2-(2H-1,2,3,4-tetrazol-5-yl)phenyl]phenyl]methyl]imidazol-4-yl]methanol
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C22H23ClN6O
CH$EXACT_MASS: 421.15436
CH$SMILES: Clc1nc(n(c1CO)Cc4ccc(c2ccccc2c3[nH]nnn3)cc4)CCCC
CH$IUPAC: InChI=1S/C22H23ClN6O/c1-2-3-8-20-24-21(23)19(14-30)29(20)13-15-9-11-16(12-10-15)17-6-4-5-7-18(17)22-25-27-28-26-22/h4-7,9-12,30H,2-3,8,13-14H2,1H3,(H,25,26,27,28)
CH$LINK: CAS
114798-26-4
CH$LINK: CHEBI
6541
CH$LINK: KEGG
C07072
CH$LINK: PUBCHEM
CID:3961
CH$LINK: INCHIKEY
PSIFNNKUMBGKDQ-UHFFFAOYSA-N
CH$LINK: CHEMSPIDER
3824
CH$LINK: COMPTOX
DTXSID7023227
AC$INSTRUMENT: Q Exactive Plus Orbitrap Thermo Scientific
AC$INSTRUMENT_TYPE: LC-ESI-QFT
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: ION_MODE POSITIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE HCD
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 60 (nominal)
AC$MASS_SPECTROMETRY: RESOLUTION 35000
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 8.9 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 423.1691
MS$FOCUSED_ION: PRECURSOR_M/Z 423.1695
MS$FOCUSED_ION: PRECURSOR_TYPE [M+H]+
MS$DATA_PROCESSING: RECALIBRATE loess on assigned fragments and MS1
MS$DATA_PROCESSING: REANALYZE Peaks with additional N2/O included
MS$DATA_PROCESSING: WHOLE RMassBank 1.9.6
PK$SPLASH: splash10-0a59-0960000000-a24e287a018dae01dd0d
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
53.0385 C4H5+ 1 53.0386 -0.69
54.0337 C3H4N+ 1 54.0338 -1.58
55.0542 C4H7+ 1 55.0542 -0.3
57.0698 C4H9+ 1 57.0699 -1.34
60.9839 C2H2Cl+ 1 60.984 -1.38
67.0416 C4H5N+ 1 67.0417 -1.2
67.0542 C5H7+ 1 67.0542 -0.99
77.0384 C6H5+ 1 77.0386 -1.77
79.0542 C6H7+ 1 79.0542 -0.84
80.0494 C5H6N+ 1 80.0495 -0.94
81.0697 C6H9+ 1 81.0699 -2.43
83.0855 C6H11+ 1 83.0855 -0.8
84.0807 C5H10N+ 1 84.0808 -0.31
87.9947 C3H3ClN+ 2 87.9949 -1.17
91.0542 C7H7+ 1 91.0542 -0.29
93.0573 C6H7N+ 1 93.0573 -0.44
95.0491 C6H7O+ 1 95.0491 -0.75
96.0443 C5H6NO+ 1 96.0444 -0.94
102.0105 C4H5ClN+ 2 102.0105 -0.52
104.0494 C7H6N+ 1 104.0495 -0.53
105.0447 C6H5N2+ 1 105.0447 -0.42
107.0605 C6H7N2+ 1 107.0604 0.7
108.0807 C7H10N+ 1 108.0808 -0.79
115.0057 C4H4ClN2+ 2 115.0058 -0.11
115.0542 C9H7+ 1 115.0542 -0.67
116.0494 C8H6N+ 1 116.0495 -1
117.0574 C8H7N+ 1 117.0573 0.85
122.0601 C7H8NO+ 2 122.06 0.16
128.0494 C9H6N+ 1 128.0495 -0.75
129.0213 C5H6ClN2+ 2 129.0214 -0.56
129.0446 C8H5N2+ 1 129.0447 -0.81
130.0399 C7H4N3+ 1 130.04 -0.41
135.0916 C8H11N2+ 1 135.0917 -0.55
139.0541 C11H7+ 1 139.0542 -0.7
140.0494 C10H6N+ 1 140.0495 -0.4
141.0698 C11H9+ 1 141.0699 -0.76
142.0292 C6H7ClN2+ 2 142.0292 0.02
144.0575 C7H11ClN+ 2 144.0575 0.11
145.0645 C10H9O+ 1 145.0648 -1.87
151.0541 C12H7+ 1 151.0542 -1.1
151.0868 C8H11N2O+ 2 151.0866 1.26
152.062 C12H8+ 1 152.0621 -0.34
153.0698 C12H9+ 1 153.0699 -0.44
154.0651 C11H8N+ 1 154.0651 0.16
155.0604 C10H7N2+ 1 155.0604 0.16
155.0851 C12H11+ 1 155.0855 -2.69
163.0541 C13H7+ 1 163.0542 -0.72
164.0495 C12H6N+ 1 164.0495 0.09
164.0621 C13H8+ 1 164.0621 0.48
165.0699 C13H9+ 1 165.0699 -0.16
166.0652 C12H8N+ 1 166.0651 0.63
166.0776 C13H10+ 1 166.0777 -0.43
167.0729 C12H9N+ 1 167.073 -0.06
168.057 C12H8O+ 2 168.057 0.26
168.0682 C11H8N2+ 1 168.0682 -0.3
169.0647 C12H9O+ 2 169.0648 -0.36
170.0599 C11H8NO+ 2 170.06 -1
171.0683 C8H12ClN2+ 2 171.0684 -0.37
177.0573 C13H7N+ 1 177.0573 -0.06
178.0651 C13H8N+ 1 178.0651 0.02
178.0773 C14H10+ 1 178.0777 -2.31
179.061 C12H7N2+ 1 179.0604 3.66
179.0729 C13H9N+ 1 179.073 -0.45
180.0807 C13H10N+ 1 180.0808 -0.59
181.0759 C12H9N2+ 1 181.076 -0.63
181.0885 C13H11N+ 1 181.0886 -0.39
182.0599 C12H8NO+ 2 182.06 -0.5
183.0675 C12H9NO+ 2 183.0679 -2.05
189.0573 C14H7N+ 1 189.0573 -0.16
190.0651 C14H8N+ 1 190.0651 -0.35
191.0608 C13H7N2+ 1 191.0604 2.33
191.0728 C14H9N+ 1 191.073 -0.74
192.0681 C13H8N2+ 1 192.0682 -0.47
192.0807 C14H10N+ 1 192.0808 -0.55
194.0599 C13H8NO+ 2 194.06 -0.47
195.0919 C13H11N2+ 1 195.0917 1.1
196.0756 C13H10NO+ 2 196.0757 -0.31
204.0557 C13H6N3+ 1 204.0556 0.18
204.0673 C14H8N2+ 1 204.0682 -4.6
204.0808 C15H10N+ 1 204.0808 0.17
205.0761 C14H9N2+ 1 205.076 0.12
206.0838 C14H10N2+ 1 206.0838 -0.1
207.0916 C14H11N2+ 1 207.0917 -0.22
208.0756 C14H10NO+ 2 208.0757 -0.39
211.0626 C10H12ClN2O+ 2 211.0633 -3.07
214.065 C16H8N+ 1 214.0651 -0.45
215.0604 C15H7N2+ 1 215.0604 0.16
215.0729 C16H9N+ 1 215.073 -0.14
216.0807 C16H10N+ 1 216.0808 -0.26
217.077 C14H14Cl+ 2 217.0779 -4.12
217.0884 C16H11N+ 1 217.0886 -0.69
218.0838 C15H10N2+ 1 218.0838 -0.41
218.095 C10H17ClNO2+ 1 218.0942 3.29
219.0917 C15H11N2+ 1 219.0917 0.02
229.0756 C16H9N2+ 1 229.076 -1.72
231.0916 C16H11N2+ 1 231.0917 -0.45
232.0991 C16H12N2+ 1 232.0995 -1.68
233.1071 C16H13N2+ 1 233.1073 -0.75
239.0601 C17H7N2+ 1 239.0604 -1.19
240.0678 C17H8N2+ 1 240.0682 -1.79
241.076 C17H9N2+ 1 241.076 -0.19
242.0838 C17H10N2+ 1 242.0838 -0.29
243.08 C16H9N3+ 3 243.0791 3.54
243.0916 C17H11N2+ 1 243.0917 -0.47
244.0994 C17H12N2+ 1 244.0995 -0.49
252.0572 C19H8O+ 2 252.057 0.73
254.0606 C15H11ClN2+ 2 254.0605 0.13
256.0868 C17H10N3+ 1 256.0869 -0.64
257.0948 C17H11N3+ 2 257.0947 0.28
258.1025 C17H12N3+ 1 258.1026 -0.36
259.0865 C17H11N2O+ 3 259.0866 -0.23
267.0795 C18H9N3+ 2 267.0791 1.47
280.0866 C19H10N3+ 1 280.0869 -1.26
281.0948 C19H11N3+ 2 281.0947 0.11
282.1025 C19H12N3+ 2 282.1026 -0.16
294.1025 C20H12N3+ 2 294.1026 -0.28
295.063 C17H12ClN2O+ 2 295.0633 -0.91
295.1104 C20H13N3+ 2 295.1104 0
297.1134 C19H13N4+ 2 297.1135 -0.18
298.1216 C19H14N4+ 2 298.1213 1.01
299.1282 C19H15N4+ 1 299.1291 -2.98
311.1295 C20H15N4+ 3 311.1291 1.31
324.1501 C22H18N3+ 2 324.1495 1.93
PK$NUM_PEAK: 123
PK$PEAK: m/z int. rel.int.
53.0385 1219154.8 9
54.0337 338333 2
55.0542 1413997 11
57.0698 491342.2 3
60.9839 150606.2 1
67.0416 433286.1 3
67.0542 689097.4 5
77.0384 1704170 13
79.0542 5390596 42
80.0494 7895100 62
81.0697 852648.4 6
83.0855 849101.3 6
84.0807 453580.7 3
87.9947 637531.8 5
91.0542 329518 2
93.0573 164175.4 1
95.0491 3382435 26
96.0443 363622.4 2
102.0105 1816492 14
104.0494 874666.1 6
105.0447 1926610.2 15
107.0605 129936 1
108.0807 3034355.8 23
115.0057 626599.1 4
115.0542 618748.6 4
116.0494 336561.2 2
117.0574 603699.4 4
122.0601 566736.9 4
128.0494 350845.4 2
129.0213 3597998.5 28
129.0446 3903255.8 30
130.0399 277470.4 2
135.0916 3834158 30
139.0541 739922.2 5
140.0494 4094737.8 32
141.0698 333100.8 2
142.0292 17423610 137
144.0575 1678514.2 13
145.0645 184348.4 1
151.0541 2188325.8 17
151.0868 420764.2 3
152.062 13758106 108
153.0698 22587742 178
154.0651 1324571.8 10
155.0604 704626.1 5
155.0851 629855.1 4
163.0541 4115096 32
164.0495 455038.2 3
164.0621 147525.8 1
165.0699 13808451 108
166.0652 2373325 18
166.0776 2654227 20
167.0729 7346564 57
168.057 294479 2
168.0682 1066799 8
169.0647 5926444 46
170.0599 185188.4 1
171.0683 18629276 146
177.0573 2321708 18
178.0651 12589649 99
178.0773 5330975 42
179.061 3783514 29
179.0729 24158672 190
180.0807 126678248 999
181.0759 2041670 16
181.0885 475979.2 3
182.0599 1069717.2 8
183.0675 696429.2 5
189.0573 570375.7 4
190.0651 40060120 315
191.0608 550485.9 4
191.0728 4721357.5 37
192.0681 35734736 281
192.0807 21176034 166
194.0599 7495088 59
195.0919 572855.4 4
196.0756 16568833 130
204.0557 274059.5 2
204.0673 129774 1
204.0808 626121.8 4
205.0761 71950352 567
206.0838 90043752 710
207.0916 89444704 705
208.0756 8101765.5 63
211.0626 1006312.5 7
214.065 7460144 58
215.0604 856878.5 6
215.0729 484232.7 3
216.0807 3399494 26
217.077 277791 2
217.0884 525910.9 4
218.0838 783856.8 6
218.095 168278.3 1
219.0917 963706.4 7
229.0756 471309.8 3
231.0916 1794057.2 14
232.0991 518253.4 4
233.1071 292720.3 2
239.0601 147430.6 1
240.0678 621241 4
241.076 6944236 54
242.0838 2580119.5 20
243.08 212910.5 1
243.0916 2506656.2 19
244.0994 384379.7 3
252.0572 351332.1 2
254.0606 1011360.6 7
256.0868 320545.2 2
257.0948 723395.9 5
258.1025 3600252 28
259.0865 3888678.8 30
267.0795 163333.8 1
280.0866 816197.2 6
281.0948 3568112.5 28
282.1025 806918.2 6
294.1025 503131.1 3
295.063 181417.1 1
295.1104 174943.3 1
297.1134 582440.4 4
298.1216 929058.6 7
299.1282 142285.9 1
311.1295 357846.8 2
324.1501 139092.9 1
//
