ACCESSION: MSBNK-Eawag-EQ279407
RECORD_TITLE: Losartan; LC-ESI-QFT; MS2; CE: 120; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 120 (nominal)
AC$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$SPLASH: splash10-0v00-1900000000-3591888cf5831cbe3d11
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
50.0151 C4H2+ 1 50.0151 -0.63
51.0229 C4H3+ 1 51.0229 -0.32
52.0181 C3H2N+ 1 52.0182 -0.68
53.0386 C4H5+ 1 53.0386 -0.12
54.0338 C3H4N+ 1 54.0338 -0.29
55.0179 C3H3O+ 1 55.0178 1.07
55.029 C2H3N2+ 1 55.0291 -0.45
55.0542 C4H7+ 1 55.0542 -0.67
57.0698 C4H9+ 1 57.0699 -0.64
60.9839 C2H2Cl+ 1 60.984 -0.4
61.0072 C5H+ 1 61.0073 -0.6
61.9792 CHClN+ 1 61.9792 -0.7
62.0151 C5H2+ 1 62.0151 -0.67
63.0228 C5H3+ 1 63.0229 -1.53
65.0021 C4HO+ 1 65.0022 -0.79
65.0385 C5H5+ 1 65.0386 -0.56
66.0337 C4H4N+ 1 66.0338 -2.36
66.0464 C5H6+ 1 66.0464 -0.63
67.0416 C4H5N+ 1 67.0417 -1.2
67.0542 C5H7+ 1 67.0542 -0.55
74.015 C6H2+ 1 74.0151 -0.97
74.9995 C3H4Cl+ 1 74.9996 -0.86
75.0228 C6H3+ 1 75.0229 -1.15
75.9947 C2H3ClN+ 2 75.9949 -1.49
76.0181 C5H2N+ 1 76.0182 -0.86
76.0306 C6H4+ 1 76.0308 -2.52
77.0385 C6H5+ 1 77.0386 -1.38
78.0338 C5H4N+ 1 78.0338 -0.71
78.0464 C6H6+ 1 78.0464 -0.41
79.0541 C6H7+ 1 79.0542 -1.98
80.0494 C5H6N+ 1 80.0495 -1.07
81.0335 C5H5O+ 1 81.0335 -0.26
81.0698 C6H9+ 1 81.0699 -1.07
82.0652 C5H8N+ 1 82.0651 0.3
84.0808 C5H10N+ 1 84.0808 0.05
86.0147 C7H2+ 1 86.0151 -4.2
87.0229 C7H3+ 1 87.0229 -0.76
87.9948 C3H3ClN+ 1 87.9949 -0.04
88.0179 C6H2N+ 1 88.0182 -2.9
88.0307 C7H4+ 1 88.0308 -0.59
89.0027 C3H4ClN+ 1 89.0027 -0.32
89.0385 C7H5+ 1 89.0386 -0.86
90.0338 C6H4N+ 1 90.0338 -0.28
90.0463 C7H6+ 1 90.0464 -0.68
91.0542 C7H7+ 1 91.0542 0.26
93.0447 C5H5N2+ 1 93.0447 -0.16
93.0572 C6H7N+ 1 93.0573 -0.54
95.0491 C6H7O+ 1 95.0491 -0.33
96.0443 C5H6NO+ 1 96.0444 -0.42
99.0229 C8H3+ 1 99.0229 -0.57
101.0386 C8H5+ 1 101.0386 0.43
102.0105 C4H5ClN+ 2 102.0105 -0.03
102.0338 C7H4N+ 1 102.0338 -0.25
102.0464 C8H6+ 1 102.0464 -0.51
103.0541 C8H7+ 1 103.0542 -1.13
104.0494 C7H6N+ 1 104.0495 -0.73
105.0447 C6H5N2+ 1 105.0447 -0.23
107.0603 C6H7N2+ 1 107.0604 -0.51
108.0807 C7H10N+ 1 108.0808 -0.98
111.0228 C9H3+ 1 111.0229 -1.32
113.0385 C9H5+ 1 113.0386 -0.68
114.0108 C5H5ClN+ 1 114.0105 2.16
114.0338 C8H4N+ 1 114.0338 -0.22
114.0464 C9H6+ 1 114.0464 -0.01
115.0542 C9H7+ 1 115.0542 -0.32
116.0494 C8H6N+ 1 116.0495 -0.39
117.0572 C8H7N+ 1 117.0573 -0.77
118.0412 C8H6O+ 1 118.0413 -1.07
119.0492 C8H7O+ 2 119.0491 0.16
120.0443 C7H6NO+ 2 120.0444 -0.59
124.0302 C10H4+ 1 124.0308 -4.12
125.0385 C10H5+ 1 125.0386 -0.37
126.0464 C10H6+ 1 126.0464 -0.33
127.0416 C9H5N+ 1 127.0417 -0.24
127.0542 C10H7+ 1 127.0542 -0.45
128.0494 C9H6N+ 1 128.0495 -0.51
128.062 C10H8+ 1 128.0621 -0.4
129.0447 C8H5N2+ 1 129.0447 -0.5
129.0572 C9H7N+ 1 129.0573 -0.93
130.04 C7H4N3+ 1 130.04 -0.03
130.065 C9H8N+ 1 130.0651 -0.97
131.0608 C8H7N2+ 1 131.0604 3.09
132.0445 C8H6NO+ 2 132.0444 0.68
132.057 C9H8O+ 2 132.057 -0.12
137.0385 C11H5+ 1 137.0386 -0.19
138.0339 C10H4N+ 1 138.0338 0.54
138.0464 C11H6+ 1 138.0464 -0.3
139.0542 C11H7+ 1 139.0542 -0.34
140.0494 C10H6N+ 1 140.0495 -0.4
141.0212 C6H6ClN2+ 2 141.0214 -1.51
141.0572 C10H7N+ 1 141.0573 -0.71
141.0698 C11H9+ 1 141.0699 -0.54
142.0292 C6H7ClN2+ 2 142.0292 0.09
142.0412 C10H6O+ 2 142.0413 -0.68
143.0491 C10H7O+ 2 143.0491 -0.5
145.0647 C10H9O+ 2 145.0648 -0.49
146.06 C9H8NO+ 2 146.06 -0.21
149.0384 C12H5+ 1 149.0386 -1.32
150.0464 C12H6+ 1 150.0464 -0.21
151.0542 C12H7+ 1 151.0542 -0.37
152.062 C12H8+ 1 152.0621 -0.27
153.0446 C10H5N2+ 1 153.0447 -0.55
153.0572 C11H7N+ 1 153.0573 -0.53
153.0698 C12H9+ 1 153.0699 -0.7
154.0651 C11H8N+ 1 154.0651 -0.36
155.0501 C8H10ClN+ 1 155.0496 3.04
155.0603 C10H7N2+ 1 155.0604 -0.55
156.0568 C11H8O+ 2 156.057 -0.75
157.0521 C10H7NO+ 2 157.0522 -0.8
161.0385 C13H5+ 1 161.0386 -0.66
162.0464 C13H6+ 1 162.0464 -0.26
163.0542 C13H7+ 1 163.0542 -0.41
164.0494 C12H6N+ 1 164.0495 -0.34
164.0617 C13H8+ 1 164.0621 -2.08
165.0575 C12H7N+ 1 165.0573 1.27
165.0698 C13H9+ 1 165.0699 -0.28
166.0528 C11H6N2+ 1 166.0525 1.39
166.0651 C12H8N+ 1 166.0651 -0.46
167.0491 C12H7O+ 2 167.0491 -0.07
167.0728 C12H9N+ 1 167.073 -1.2
168.0569 C12H8O+ 2 168.057 -0.63
168.0685 C11H8N2+ 1 168.0682 1.49
169.0647 C12H9O+ 2 169.0648 -0.36
170.0362 C8H9ClNO+ 2 170.0367 -3.05
170.06 C11H8NO+ 2 170.06 -0.47
175.0417 C13H5N+ 1 175.0417 0.23
176.0495 C13H6N+ 1 176.0495 0.08
176.0619 C14H8+ 1 176.0621 -0.63
177.0572 C13H7N+ 1 177.0573 -0.34
178.0651 C13H8N+ 1 178.0651 -0.37
179.0604 C12H7N2+ 1 179.0604 0.09
179.0726 C13H9N+ 1 179.073 -2.01
180.0557 C11H6N3+ 1 180.0556 0.65
180.0806 C13H10N+ 1 180.0808 -0.92
181.0762 C12H9N2+ 1 181.076 0.69
182.06 C12H8NO+ 2 182.06 -0.22
183.0551 C11H7N2O+ 2 183.0553 -0.87
183.0682 C9H12ClN2+ 2 183.0684 -1.11
183.0805 C13H11O+ 2 183.0804 0.43
185.0469 C8H10ClN2O+ 2 185.0476 -3.82
187.0542 C15H7+ 1 187.0542 -0.36
188.0494 C14H6N+ 1 188.0495 -0.35
189.0572 C14H7N+ 1 189.0573 -0.64
189.07 C15H9+ 1 189.0699 0.65
190.065 C14H8N+ 1 190.0651 -0.61
191.0603 C13H7N2+ 1 191.0604 -0.55
191.0726 C14H9N+ 1 191.073 -1.94
192.0681 C13H8N2+ 1 192.0682 -0.68
193.0521 C13H7NO+ 2 193.0522 -0.49
194.0363 C10H9ClNO+ 1 194.0367 -1.9
194.0601 C13H8NO+ 2 194.06 0.1
196.052 C10H11ClNO+ 1 196.0524 -1.67
196.0756 C13H10NO+ 2 196.0757 -0.31
201.0568 C15H7N+ 1 201.0573 -2.24
202.0653 C15H8N+ 1 202.0651 0.96
203.0601 C14H7N2+ 1 203.0604 -1.2
203.0728 C15H9N+ 1 203.073 -0.59
204.0556 C13H6N3+ 1 204.0556 -0.26
204.0679 C14H8N2+ 1 204.0682 -1.37
205.076 C14H9N2+ 1 205.076 -0.02
206.0835 C14H10N2+ 1 206.0838 -1.79
207.0678 C14H9NO+ 2 207.0679 -0.12
211.0627 C10H12ClN2O+ 2 211.0633 -2.45
212.0493 C16H6N+ 1 212.0495 -0.64
213.057 C16H7N+ 1 213.0573 -1.46
214.0652 C16H8N+ 1 214.0651 0.3
215.0602 C15H7N2+ 1 215.0604 -0.95
216.0805 C16H10N+ 1 216.0808 -1.46
221.0475 C11H10ClN2O+ 1 221.0476 -0.48
221.0708 C14H9N2O+ 2 221.0709 -0.72
229.0761 C16H9N2+ 1 229.076 0.37
239.0604 C17H7N2+ 1 239.0604 0.23
241.0762 C17H9N2+ 1 241.076 0.56
PK$NUM_PEAK: 173
PK$PEAK: m/z int. rel.int.
50.0151 2567863 35
51.0229 2390553.5 33
52.0181 411366.1 5
53.0386 3813358.5 53
54.0338 2060466.4 28
55.0179 109141.3 1
55.029 78113.7 1
55.0542 1495961.6 20
57.0698 545759.8 7
60.9839 1478067.2 20
61.0072 150302.9 2
61.9792 552062.2 7
62.0151 499151.8 6
63.0228 2265336.5 31
65.0021 133635.1 1
65.0385 1187516 16
66.0337 72537.3 1
66.0464 119924.6 1
67.0416 302726.5 4
67.0542 633031.9 8
74.015 465011.3 6
74.9995 279795.7 3
75.0228 2702437.8 37
75.9947 131206.6 1
76.0181 148285.3 2
76.0306 149930.6 2
77.0385 4876190.5 68
78.0338 1535306.2 21
78.0464 435055.8 6
79.0541 530261.9 7
80.0494 4565028 63
81.0335 415448.1 5
81.0698 140806.6 1
82.0652 87396 1
84.0808 267044.3 3
86.0147 106380.1 1
87.0229 671691.2 9
87.9948 717788.9 10
88.0179 92705.9 1
88.0307 312122.9 4
89.0027 1253516.5 17
89.0385 4185294.5 58
90.0338 87490.8 1
90.0463 1310411.9 18
91.0542 1080664 15
93.0447 101431.7 1
93.0572 476887 6
95.0491 9296476 130
96.0443 1483720.2 20
99.0229 877235.9 12
101.0386 680592.9 9
102.0105 401874.2 5
102.0338 1360054.9 19
102.0464 878432.2 12
103.0541 1178611.9 16
104.0494 453368.1 6
105.0447 4701802 65
107.0603 920303.3 12
108.0807 337961.9 4
111.0228 136936.3 1
113.0385 5683957 79
114.0108 86646 1
114.0338 1132230.1 15
114.0464 1264132.4 17
115.0542 10236753 143
116.0494 1199676.1 16
117.0572 992055.9 13
118.0412 143819.9 2
119.0492 587677.4 8
120.0443 511463 7
124.0302 72731.5 1
125.0385 2518603 35
126.0464 4098924.8 57
127.0416 310138.8 4
127.0542 5018188.5 70
128.0494 4058007.5 56
128.062 2614850.2 36
129.0447 2547439.8 35
129.0572 552990.1 7
130.04 2360583 33
130.065 253779.6 3
131.0608 112724 1
132.0445 139246.8 1
132.057 421680 5
137.0385 3089021.8 43
138.0339 491898.2 6
138.0464 3418269.2 47
139.0542 12444827 174
140.0494 17909804 250
141.0212 941871.7 13
141.0572 1482927.1 20
141.0698 287604.8 4
142.0292 1753380.6 24
142.0412 290759.8 4
143.0491 568513.4 7
145.0647 3469626.8 48
146.06 1057334 14
149.0384 599121.9 8
150.0464 15500481 216
151.0542 11730890 164
152.062 71386920 999
153.0446 413427.1 5
153.0572 5437892.5 76
153.0698 3051772.8 42
154.0651 2024102.1 28
155.0501 998297.4 13
155.0603 6429376.5 89
156.0568 734851.4 10
157.0521 465500.3 6
161.0385 507809.4 7
162.0464 2796240.2 39
163.0542 21367634 299
164.0494 19731086 276
164.0617 7844921 109
165.0575 2927851.2 40
165.0698 31512572 440
166.0528 323749.6 4
166.0651 5677447.5 79
167.0491 407357.4 5
167.0728 1078621 15
168.0569 2926478.5 40
168.0685 276445 3
169.0647 33938720 474
170.0362 234033.4 3
170.06 3153161 44
175.0417 299992.6 4
176.0495 417354.6 5
176.0619 2145667.5 30
177.0572 19347802 270
178.0651 30388648 425
179.0604 14772184 206
179.0726 8676022 121
180.0557 650385.4 9
180.0806 3106230.5 43
181.0762 300342.6 4
182.06 98942.8 1
183.0551 159903.8 2
183.0682 497279.8 6
183.0805 259709 3
185.0469 944115.8 13
187.0542 904931.9 12
188.0494 6937011 97
189.0572 2239244.5 31
189.07 454627.2 6
190.065 12483769 174
191.0603 4956755 69
191.0726 974433.8 13
192.0681 2759020.5 38
193.0521 970701.1 13
194.0363 382299.8 5
194.0601 1350074.2 18
196.052 824222.6 11
196.0756 9379127 131
201.0568 299510.7 4
202.0653 245564.2 3
203.0601 644860.6 9
203.0728 326200.3 4
204.0556 1200697.4 16
204.0679 639558.2 8
205.076 35141564 491
206.0835 153408.1 2
207.0678 368835.9 5
211.0627 259463.8 3
212.0493 976447.8 13
213.057 141095 1
214.0652 2581088.2 36
215.0602 296372.6 4
216.0805 83895 1
221.0475 569744.9 7
221.0708 375366.3 5
229.0761 327067.7 4
239.0604 847194.5 11
241.0762 289502.3 4
//
