ACCESSION: MSBNK-Eawag-EQ279403
RECORD_TITLE: Losartan; LC-ESI-QFT; MS2; CE: 45; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 45 (nominal)
AC$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$SPLASH: splash10-0a4i-0590000000-9841ff7f881c3e9c11b9
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
79.0542 C6H7+ 1 79.0542 -0.84
80.0494 C5H6N+ 1 80.0495 -0.82
83.0855 C6H11+ 1 83.0855 -0.44
95.049 C6H7O+ 1 95.0491 -1.07
102.0104 C4H5ClN+ 2 102.0105 -1.5
105.0447 C6H5N2+ 1 105.0447 -0.61
108.0808 C7H10N+ 1 108.0808 0.13
115.0056 C4H4ClN2+ 2 115.0058 -0.98
115.0542 C9H7+ 1 115.0542 -0.14
129.0214 C5H6ClN2+ 2 129.0214 -0.17
129.0446 C8H5N2+ 1 129.0447 -0.58
135.0917 C8H11N2+ 1 135.0917 -0.11
140.0494 C10H6N+ 1 140.0495 -0.75
142.0292 C6H7ClN2+ 2 142.0292 0.09
144.0574 C7H11ClN+ 2 144.0575 -0.16
151.0539 C12H7+ 1 151.0542 -2.16
151.0865 C8H11N2O+ 2 151.0866 -0.59
152.062 C12H8+ 1 152.0621 -0.54
153.0698 C12H9+ 1 153.0699 -0.24
163.0545 C13H7+ 1 163.0542 1.37
165.0697 C13H9+ 1 165.0699 -1.07
166.0657 C12H8N+ 1 166.0651 3.4
166.0779 C13H10+ 1 166.0777 0.89
167.073 C12H9N+ 1 167.073 0.12
168.0682 C11H8N2+ 1 168.0682 -0.12
169.0648 C12H9O+ 2 169.0648 -0.07
171.0683 C8H12ClN2+ 2 171.0684 -0.19
177.0573 C13H7N+ 1 177.0573 0
178.0651 C13H8N+ 1 178.0651 -0.03
178.0775 C14H10+ 1 178.0777 -1.08
179.0602 C12H7N2+ 1 179.0604 -0.98
179.0729 C13H9N+ 1 179.073 -0.17
179.0847 C14H11+ 1 179.0855 -4.45
180.0807 C13H10N+ 1 180.0808 -0.37
181.076 C12H9N2+ 1 181.076 -0.19
189.079 C8H14ClN2O+ 1 189.0789 0.7
190.065 C14H8N+ 1 190.0651 -0.45
191.0728 C14H9N+ 1 191.073 -0.58
192.0682 C13H8N2+ 1 192.0682 -0.21
192.0808 C14H10N+ 1 192.0808 -0.08
194.0599 C13H8NO+ 2 194.06 -0.52
195.0917 C13H11N2+ 1 195.0917 0.18
196.0757 C13H10NO+ 2 196.0757 -0.15
205.0761 C14H9N2+ 1 205.076 0.27
206.0839 C14H10N2+ 1 206.0838 0.29
207.0916 C14H11N2+ 1 207.0917 -0.26
208.0756 C14H10NO+ 2 208.0757 -0.24
214.0649 C16H8N+ 1 214.0651 -1.29
216.0808 C16H10N+ 1 216.0808 0.11
218.0839 C15H10N2+ 1 218.0838 0.14
219.092 C15H11N2+ 1 219.0917 1.3
229.0763 C16H9N2+ 1 229.076 1.03
231.0917 C16H11N2+ 1 231.0917 0.15
232.099 C16H12N2+ 1 232.0995 -2.07
233.1074 C16H13N2+ 1 233.1073 0.19
235.0978 C14H11N4+ 1 235.0978 -0.14
241.076 C17H9N2+ 1 241.076 -0.27
242.0837 C17H10N2+ 1 242.0838 -0.66
243.0916 C17H11N2+ 1 243.0917 -0.14
252.057 C19H8O+ 2 252.057 0.21
254.0606 C15H11ClN2+ 2 254.0605 0.09
257.0945 C17H11N3+ 1 257.0947 -1.01
258.1026 C17H12N3+ 1 258.1026 -0.09
259.0866 C17H11N2O+ 2 259.0866 -0.11
259.1101 C17H13N3+ 1 259.1104 -0.96
268.0865 C18H10N3+ 1 268.0869 -1.54
277.0526 C17H10ClN2+ 2 277.0527 -0.41
279.0681 C17H12ClN2+ 2 279.0684 -0.8
281.0947 C19H11N3+ 2 281.0947 -0.1
282.1024 C19H12N3+ 1 282.1026 -0.47
294.0798 C17H13ClN3+ 3 294.0793 1.93
294.102 C20H12N3+ 1 294.1026 -1.85
295.0632 C17H12ClN2O+ 2 295.0633 -0.36
295.1101 C20H13N3+ 1 295.1104 -1.05
297.1134 C19H13N4+ 2 297.1135 -0.18
298.1212 C19H14N4+ 2 298.1213 -0.19
299.1288 C19H15N4+ 1 299.1291 -0.95
311.1292 C20H15N4+ 2 311.1291 0.12
324.1494 C22H18N3+ 1 324.1495 -0.51
341.176 C22H21N4+ 1 341.1761 -0.21
350.1418 C21H21ClN3+ 1 350.1419 -0.03
362.1419 C22H21ClN3+ 1 362.1419 0.22
PK$NUM_PEAK: 82
PK$PEAK: m/z int. rel.int.
79.0542 4248237 13
80.0494 4024046.5 13
83.0855 324935.9 1
95.049 732149.3 2
102.0104 715209 2
105.0447 477155.9 1
108.0808 1139331.9 3
115.0056 893338.9 2
115.0542 361636.2 1
129.0214 2364469.5 7
129.0446 1600149 5
135.0917 2329841.8 7
140.0494 2108317.5 6
142.0292 8475257 27
144.0574 1279482.1 4
151.0539 354322.2 1
151.0865 496705.9 1
152.062 1273663.9 4
153.0698 7211154.5 23
163.0545 790098.9 2
165.0697 2101376.8 6
166.0657 664745.2 2
166.0779 961733 3
167.073 2734925.5 8
168.0682 313970.2 1
169.0648 458726.7 1
171.0683 44159628 144
177.0573 311014 1
178.0651 4232382 13
178.0775 4603889 15
179.0602 388454.7 1
179.0729 5117274 16
179.0847 720557.9 2
180.0807 81194072 265
181.076 935512.5 3
189.079 830534.9 2
190.065 20819652 68
191.0728 2540536 8
192.0682 15884831 51
192.0808 27276438 89
194.0599 2615901.5 8
195.0917 1975541 6
196.0757 12585914 41
205.0761 16650832 54
206.0839 72006496 235
207.0916 305715712 999
208.0756 5862127 19
214.0649 2659227.5 8
216.0808 1504975.5 4
218.0839 1325088.8 4
219.092 1052668.6 3
229.0763 346120.7 1
231.0917 2500512.5 8
232.099 1069749.6 3
233.1074 647902.6 2
235.0978 3212216.2 10
241.076 7928982.5 25
242.0837 2166442.8 7
243.0916 4284707.5 14
252.057 477060.5 1
254.0606 1235187.8 4
257.0945 1391132.4 4
258.1026 13000173 42
259.0866 11177603 36
259.1101 1010287.8 3
268.0865 482761.9 1
277.0526 491164.2 1
279.0681 554013.1 1
281.0947 4925825.5 16
282.1024 4410973 14
294.0798 749088.9 2
294.102 394434.8 1
295.0632 1434352.1 4
295.1101 941685.6 3
297.1134 475086.6 1
298.1212 3784463.5 12
299.1288 473842.2 1
311.1292 848550.6 2
324.1494 3200900.2 10
341.176 2662105.2 8
350.1418 464766.2 1
362.1419 2697114.2 8
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