ACCESSION: MSBNK-Eawag-EQ279405
RECORD_TITLE: Losartan; LC-ESI-QFT; MS2; CE: 75; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 75 (nominal)
AC$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$SPLASH: splash10-0a5c-0930000000-ff3e675bd445225bf04e
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
50.0151 C4H2+ 1 50.0151 -0.23
51.0229 C4H3+ 1 51.0229 -0.72
52.0181 C3H2N+ 1 52.0182 -1.07
53.0386 C4H5+ 1 53.0386 0.25
54.0337 C3H4N+ 1 54.0338 -1.77
55.0542 C4H7+ 1 55.0542 -0.3
57.0699 C4H9+ 1 57.0699 0.76
60.9839 C2H2Cl+ 1 60.984 -1.22
63.0228 C5H3+ 1 63.0229 -2.48
65.0385 C5H5+ 1 65.0386 -1.33
67.0416 C4H5N+ 1 67.0417 -1.2
67.0542 C5H7+ 1 67.0542 -0.84
74.9995 C3H4Cl+ 1 74.9996 -1.79
75.9947 C2H3ClN+ 2 75.9949 -1.62
77.0385 C6H5+ 1 77.0386 -1.25
78.0338 C5H4N+ 1 78.0338 -0.46
79.0291 C4H3N2+ 1 79.0291 -0.18
79.0542 C6H7+ 1 79.0542 -0.72
80.0494 C5H6N+ 1 80.0495 -0.82
81.0335 C5H5O+ 1 81.0335 -0.39
81.0698 C6H9+ 1 81.0699 -0.95
82.0651 C5H8N+ 1 82.0651 -0.8
83.0854 C6H11+ 1 83.0855 -0.92
84.0807 C5H10N+ 1 84.0808 -0.78
87.9948 C3H3ClN+ 2 87.9949 -0.83
89.0027 C3H4ClN+ 1 89.0027 0.13
89.0384 C7H5+ 1 89.0386 -1.65
91.0541 C7H7+ 1 91.0542 -1.5
93.0447 C5H5N2+ 1 93.0447 -0.48
93.0573 C6H7N+ 1 93.0573 0.32
94.0649 C6H8N+ 1 94.0651 -2.19
95.0491 C6H7O+ 1 95.0491 -0.33
96.0444 C5H6NO+ 1 96.0444 -0.21
102.0105 C4H5ClN+ 2 102.0105 -0.13
103.0542 C8H7+ 1 103.0542 -0.16
104.0495 C7H6N+ 1 104.0495 -0.15
105.0447 C6H5N2+ 1 105.0447 -0.33
107.0603 C6H7N2+ 1 107.0604 -0.32
108.0807 C7H10N+ 1 108.0808 -0.42
115.0058 C4H4ClN2+ 2 115.0058 0.76
115.0541 C9H7+ 1 115.0542 -1.1
116.0495 C8H6N+ 1 116.0495 0.47
117.0572 C8H7N+ 1 117.0573 -1.03
120.0444 C7H6NO+ 2 120.0444 0.5
122.06 C7H8NO+ 2 122.06 0
127.0543 C10H7+ 1 127.0542 0.42
128.0134 C5H5ClN2+ 2 128.0136 -1.07
128.0496 C9H6N+ 1 128.0495 0.66
128.062 C10H8+ 1 128.0621 -0.17
129.0213 C5H6ClN2+ 2 129.0214 -0.56
129.0446 C8H5N2+ 1 129.0447 -0.73
129.0699 C10H9+ 1 129.0699 -0.13
130.0398 C7H4N3+ 1 130.04 -1.03
130.0651 C9H8N+ 1 130.0651 -0.58
131.0602 C8H7N2+ 1 131.0604 -1.33
135.0917 C8H11N2+ 1 135.0917 -0.11
139.0541 C11H7+ 1 139.0542 -0.62
140.0494 C10H6N+ 1 140.0495 -0.33
141.0213 C6H6ClN2+ 2 141.0214 -0.65
141.0573 C10H7N+ 1 141.0573 0.21
141.0698 C11H9+ 1 141.0699 -0.4
142.0292 C6H7ClN2+ 2 142.0292 0.02
144.0575 C7H11ClN+ 2 144.0575 0.11
145.0647 C10H9O+ 2 145.0648 -0.91
146.0601 C9H8NO+ 2 146.06 0.2
147.0551 C8H7N2O+ 2 147.0553 -1.29
150.0459 C12H6+ 1 150.0464 -3.14
151.0541 C12H7+ 1 151.0542 -0.57
152.062 C12H8+ 1 152.0621 -0.01
153.0698 C12H9+ 1 153.0699 -0.31
154.0651 C11H8N+ 1 154.0651 -0.49
155.0603 C10H7N2+ 1 155.0604 -0.35
155.0853 C12H11+ 1 155.0855 -1.66
163.0542 C13H7+ 1 163.0542 -0.22
164.0494 C12H6N+ 1 164.0495 -0.46
164.0619 C13H8+ 1 164.0621 -1.05
165.0575 C12H7N+ 1 165.0573 0.97
165.0699 C13H9+ 1 165.0699 -0.04
166.0652 C12H8N+ 1 166.0651 0.33
166.0775 C13H10+ 1 166.0777 -1.21
167.0729 C12H9N+ 1 167.073 -0.18
168.0572 C12H8O+ 2 168.057 1.09
168.0682 C11H8N2+ 1 168.0682 0.12
169.0648 C12H9O+ 2 169.0648 -0.19
170.0596 C11H8NO+ 1 170.06 -2.47
171.0683 C8H12ClN2+ 2 171.0684 -0.25
177.0573 C13H7N+ 1 177.0573 0.11
178.0651 C13H8N+ 1 178.0651 0.14
178.0773 C14H10+ 1 178.0777 -2.37
179.0609 C12H7N2+ 1 179.0604 2.99
179.0729 C13H9N+ 1 179.073 -0.45
180.0807 C13H10N+ 1 180.0808 -0.42
181.0759 C12H9N2+ 1 181.076 -0.8
181.0887 C13H11N+ 1 181.0886 0.55
182.06 C12H8NO+ 2 182.06 -0.39
183.0677 C12H9NO+ 2 183.0679 -1.12
183.0801 C13H11O+ 2 183.0804 -1.81
188.0494 C14H6N+ 1 188.0495 -0.35
189.0571 C14H7N+ 1 189.0573 -0.96
189.07 C15H9+ 1 189.0699 0.76
190.0651 C14H8N+ 1 190.0651 -0.29
191.0602 C13H7N2+ 1 191.0604 -0.86
191.0729 C14H9N+ 1 191.073 -0.47
192.0681 C13H8N2+ 1 192.0682 -0.62
192.0806 C14H10N+ 1 192.0808 -0.71
193.0521 C13H7NO+ 2 193.0522 -0.8
194.06 C13H8NO+ 2 194.06 -0.21
196.0756 C13H10NO+ 2 196.0757 -0.41
201.0577 C15H7N+ 1 201.0573 1.99
202.0658 C15H8N+ 1 202.0651 3.29
203.0727 C15H9N+ 1 203.073 -1.19
204.0554 C13H6N3+ 1 204.0556 -0.95
204.0678 C14H8N2+ 1 204.0682 -1.91
204.0814 C15H10N+ 1 204.0808 2.91
205.0761 C14H9N2+ 1 205.076 0.12
206.0839 C14H10N2+ 1 206.0838 0
207.0916 C14H11N2+ 1 207.0917 -0.22
208.0757 C14H10NO+ 2 208.0757 -0.15
211.0629 C10H12ClN2O+ 2 211.0633 -1.79
213.0569 C16H7N+ 1 213.0573 -1.83
214.065 C16H8N+ 1 214.0651 -0.45
215.0603 C15H7N2+ 1 215.0604 -0.49
215.0725 C16H9N+ 1 215.073 -1.91
216.0806 C16H10N+ 1 216.0808 -0.72
217.0887 C16H11N+ 1 217.0886 0.55
218.0834 C15H10N2+ 1 218.0838 -2.02
218.0943 C10H17ClNO2+ 1 218.0942 0.54
219.092 C15H11N2+ 1 219.0917 1.58
220.0757 C15H10NO+ 2 220.0757 0
221.0469 C11H10ClN2O+ 2 221.0476 -3.15
229.0759 C16H9N2+ 1 229.076 -0.46
230.0842 C16H10N2+ 1 230.0838 1.65
231.0916 C16H11N2+ 1 231.0917 -0.45
239.0604 C17H7N2+ 1 239.0604 0.06
240.0683 C17H8N2+ 1 240.0682 0.29
241.076 C17H9N2+ 1 241.076 -0.14
242.0836 C17H10N2+ 1 242.0838 -0.95
243.0794 C16H9N3+ 2 243.0791 1.03
243.0911 C17H11N2+ 1 243.0917 -2.49
253.0761 C18H9N2+ 1 253.076 0.34
254.0606 C15H11ClN2+ 2 254.0605 0.44
256.0864 C17H10N3+ 1 256.0869 -1.93
257.0947 C17H11N3+ 1 257.0947 -0.07
258.1028 C17H12N3+ 2 258.1026 0.72
259.0863 C17H11N2O+ 3 259.0866 -0.96
267.0786 C18H9N3+ 1 267.0791 -1.72
270.1025 C18H12N3+ 1 270.1026 -0.24
280.087 C19H10N3+ 2 280.0869 0.34
281.0948 C19H11N3+ 2 281.0947 0.22
294.1025 C20H12N3+ 2 294.1026 -0.39
297.1131 C19H13N4+ 1 297.1135 -1.19
298.1212 C19H14N4+ 2 298.1213 -0.29
PK$NUM_PEAK: 152
PK$PEAK: m/z int. rel.int.
50.0151 458683.3 4
51.0229 423769.8 4
52.0181 127552.4 1
53.0386 2320274 23
54.0337 507491.2 5
55.0542 2516656.5 25
57.0699 691516.3 6
60.9839 316791.9 3
63.0228 143372.4 1
65.0385 301375.2 3
67.0416 349877.8 3
67.0542 1011739.3 10
74.9995 104785.8 1
75.9947 143024.7 1
77.0385 2803540.2 27
78.0338 351265 3
79.0291 324357.3 3
79.0542 3492199.2 34
80.0494 8427363 84
81.0335 153223.1 1
81.0698 917313.9 9
82.0651 280141 2
83.0854 722866.5 7
84.0807 496965.8 4
87.9948 699485.9 6
89.0027 758344.9 7
89.0384 116750.2 1
91.0541 701833.4 7
93.0447 350806.2 3
93.0573 267041.5 2
94.0649 102736.2 1
95.0491 6663094 66
96.0444 1018493.4 10
102.0105 2224961 22
103.0542 325372.3 3
104.0495 871159 8
105.0447 3837253.5 38
107.0603 556804.1 5
108.0807 2224880 22
115.0058 561222.9 5
115.0541 1564926.9 15
116.0495 638152.9 6
117.0572 827899.6 8
120.0444 144691.8 1
122.06 384657.3 3
127.0543 558648.8 5
128.0134 107698.2 1
128.0496 636902.8 6
128.062 445434.6 4
129.0213 2052349.5 20
129.0446 3811024.5 38
129.0699 402853.7 4
130.0398 956425.9 9
130.0651 126616.7 1
131.0602 177091.7 1
135.0917 1391940.9 13
139.0541 1668115.5 16
140.0494 6929757.5 69
141.0213 402175.6 4
141.0573 528986.7 5
141.0698 375639.7 3
142.0292 15317184 152
144.0575 840093.4 8
145.0647 975838.5 9
146.0601 157203.4 1
147.0551 105503.5 1
150.0459 177637 1
151.0541 4826893.5 48
152.062 39589740 394
153.0698 25743222 256
154.0651 2837794.5 28
155.0603 2201247.5 21
155.0853 619429.6 6
163.0542 10046721 100
164.0494 2899826.8 28
164.0619 2051509.8 20
165.0575 2391469.5 23
165.0699 27459808 273
166.0652 4080980 40
166.0775 1867178.6 18
167.0729 8117462.5 80
168.0572 758781.3 7
168.0682 1856806.9 18
169.0648 14980751 149
170.0596 744117 7
171.0683 4147953 41
177.0573 5955068 59
178.0651 14438721 144
178.0773 5847766 58
179.0609 7332231.5 73
179.0729 33901700 338
180.0807 73972184 737
181.0759 2269042.2 22
181.0887 404339.7 4
182.06 1170872.5 11
183.0677 1081653.2 10
183.0801 122566.7 1
188.0494 326803.3 3
189.0571 1981675.5 19
189.07 464775.2 4
190.0651 41431396 413
191.0602 1675585.4 16
191.0729 5646693 56
192.0681 35211160 351
192.0806 9009357 89
193.0521 421837.2 4
194.06 5318510 53
196.0756 7454528.5 74
201.0577 102910.6 1
202.0658 118748.8 1
203.0727 103112.4 1
204.0554 317494.3 3
204.0678 127043.5 1
204.0814 620764.9 6
205.0761 100146720 999
206.0839 34380404 342
207.0916 11985041 119
208.0757 3161497 31
211.0629 1347401.6 13
213.0569 101024.6 1
214.065 7739606 77
215.0603 1001748.4 9
215.0725 523949.7 5
216.0806 2271713.8 22
217.0887 632410.6 6
218.0834 925244.1 9
218.0943 116484.4 1
219.092 545620.2 5
220.0757 445938.7 4
221.0469 135827 1
229.0759 372316.5 3
230.0842 103080.8 1
231.0916 596433.8 5
239.0604 838721.2 8
240.0683 1014988 10
241.076 2446134.8 24
242.0836 1512343.6 15
243.0794 122830.7 1
243.0911 624462 6
253.0761 151764.2 1
254.0606 132012.9 1
256.0864 273910.5 2
257.0947 394962.2 3
258.1028 612658.5 6
259.0863 1050965.8 10
267.0786 147804.6 1
270.1025 136241.9 1
280.087 940174.3 9
281.0948 1029267.8 10
294.1025 307879.8 3
297.1131 415323 4
298.1212 126844.5 1
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